Best Apartments in Woodstock

Top Apartment Rentals in Woodstock

Find your ideal city escape with our handpicked apartment selections in Woodstock, designed for those seeking both comfort and style during their stay.

Apartments in Woodstock
Private countryside apartment suite 1.5 miles to Woodstock
Apartment

Private countryside apartment suite 1.5 miles to Woodstock is situated in Woodstock, 44 km from Catskill State Park and 46 km from Historic Huguenot Street, in an area where hiking can be enjoyed. The air-conditioned accommodation is 44 km from Mohonk Preserve, and guests benefit from complimentary WiFi and private parking available on site. The apartment features 1 bedroom, 1 bathroom, bed linen, towels, a flat-screen TV with cable channels, a fully equipped kitchen, and a balcony with garden views. For added convenience, the property can provide towels and bed linen for an extra charge. The apartment features a terrace. The State University of New York at New Paltz is 46 km from Private countryside apartment suite 1.5 miles to Woodstock, while Loren Campbell Baseball Field is 46 km from the property. The nearest airport is Stewart International Airport, 76 km from the accommodation.

Amenities:

Balcony/Terrace • Air Conditioner • Internet • Parking

Apartments in Woodstock
Village Center: Gracious & Spacious Retreat "Above the Books"
Apartment
Woodstock, New York, USA

Treat yourself to a luxurious and inspiring getaway "Above the Books", just up the stairs from Woodstock’s legendary MIRABAI BOOKSTORE. Above the Books is a beautiful, spacious and sumptuously appointed 2-bedroom apartment. Located a block from the Village Green and NYC bus stop, and steps from Woodstock's superb dining, shopping, art, and attractions, there's absolutely no need for a car (but plenty of off street parking space if you bring one).

Walk to one of Woodstock's many superb restaurants or late night hot spots. Take in a concert at the Colony Cafe, a performance at the Woodstock Playhouse or an independent film at Tinker Street Cinema -- all just blocks away. Hike nearby nature trails in Woodstock's Comeau Park or take a dip in the Mill Stream. Rent a bike at nearby Overlook Bikes and explore Cooper Lake, Wilson State Park or "The Big Deep" watering hole.

Or just relax in the peace and beauty of your graciously appointed private home, featuring a spacious layout, outdoor sun deck, your own private meditation room, crisp linens, an extensive library of books devoted to personal growth that will not only entertain, but inspire. And don't forget: the Hudson Valley's oldest and most complete spiritual/holistic bookstore awaits downstairs for you to browse to your hearts content -- guests enjoy a 10% discount in the store. Woodstock's other fabulous shops and galleries are just steps away.

If you would rather cook in than dine out, use our extensively equipped cook's kitchen. Companions can join in around the kitchen's conversational counter while you cook!

Other amenities include a washer/dryer, fluffy towels, Beauty Without Cruelty toiletries and cozy robes for you to wrap yourself in. We also provide air conditioning (seasonal), free wi-if and off-street parking.

So the next time you're visiting our area, we invite you to experience the tranquil space that awaits above Mirabai. Rest, relaxation and renewal. That's what Above the Books is all about.

Guest Reviews:

- "Wonderful space! Jeff and Audrey were very helpful and super friendly. We'd been here before and plan to be back!!!" - "Recently, I surprised my Mother with a road trip to Woodstock, New York. As difficult as it was for me to keep it a secret, the end result of this visit was so worth it. Her last time here was 30 years ago, she was totally surprised and this trip held special meaning for both of us. We stayed two nights at Above the Books and could not have had a more positive experience! In close proximity to shops and restaurants, we did not need a car to get around. Audrey and Jeff provided everything to make our stay welcoming and relaxing. The property was spotless and spacious. I cannot wait to come back for a longer stay. Audrey and Jeff...thank you for being such great Hosts."

Apartments in Woodstock
NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!
Apartment
Woodstock, New York, USA

Treat yourself to a relaxing, rejuvenating and inspiring retreat in your own private historic studio cottage in the heart of Stonecrop, the estate owned by Anita M. Smith — renowned writer, artist, historian and “Herb Lady of the Catskills.”

Nestled at the gateway to Woodstock’s legendary Overlook Mountain, Rock City Writer’s Studio is walking distance (just over 1/2 mile) to the Woodstock Village Green, where you’ll find galleries, boutiques, restaurants and cafes. Or just stay home and relax in your bucolic retreat surrounded by wildlife and nature.

Prepare snacks and meals in your well-equipped kitchenette (with a 2-burner electric range, full fridge, microwave and other electric appliances), and serve them at the kitchen cafe table, on the screened-in bluestone porch, or at the bluestone table on the lawn with a gas grill surrounded by gardens.

Treat yourself to a relaxing sauna in your Nordic sauna for two, followed by a shower in the kitchen stall under a skylight.

NEW FOLDOUT SOFABED
The living room converts into a cozy bedroom at night. We are happy to announce that our original sofabed has been replaced by a new Comfort Sleeper by American Leather. This high-end "marvel of engineering" opens into a luxurious queen bed with a solid platform (no bars, springs or sagging) and a thick high-density foam mattress with luxury linens. Described as a "non-sofabed", the Comfort Sleeper is easy to operate, glides open and closed effortlessly, and is comfortable for a restful night's sleep!

The living room also features a 32” flat-screen HDTV with cable service and a Blu-Ray player, as well as an extensive collection of books and DVDs. Other amenities include spa towels and robes, WIFI, and private parking.

NEW HEATING SYSTEM
We are also thrilled to announce that we have replaced and upgraded our winter heating system! In response to feedback we received from guests about a “ticking" sound when the elements/coils in the old system were heating/expanding (an unfortunate characteristic of baseboard heat), we have installed a new hydronic system that is not only highly-efficient and environmentally-friendly, but also "whisper-quiet". The new heater is very responsive and effective at quickly heating the studio and maintaining any temperature you choose, while not making a single sound. And for guests who have trouble sleeping in absolute silence, we have installed a white noise generator to provide background noise.

PETS
Well-behaved and crate-trained dogs are considered ~ please ask. Please note that dogs must be crated when left alone in the cottage, and leashed when outdoors. A $100/week pet fee per dog applies.

CANCELLATIONS
Cancellations that are made more than sixty days prior to the arrival date will receive a full refund. Cancellations that are made between thirty and sixty days in advance of the arrival date will receive a 50% refund. Cancellations that are made less than 30 days prior to check-in forfeit the full payment. Early departure does not warrant any refund of rent. Refunds will not be given due to weather or road conditions.

TRAVEL INSURANCE
If you think there's any chance that you may need to cancel your reservation, we strongly suggest that you consider purchasing travel insurance to protect your trip. Thank you!

Short-Term Rental Operating Permit #21N-113

Guest Reviews:

- "We went up for a short trip away. Super cute space and close to town. We loved it!" - "Great nice little house close to town had deer in the yard the bed was small for me but the place had a great charm to it" - "I had a wonderful stay at the property as a solo traveler! Everything was exactly as specified, and I felt like I had everything I needed. It was a perfect few minute drive from town and close by to the other area towns I wanted to visit. It’s worth seeing who is playing at Leven Helms Studios, which is a unique concert venue and a quick five minute drive. I did want to mention that although the shower was fine for me, if not a bit cramped, that if you are a larger person, it may be an issue for you. I look forward to returning another time with my husband!"

Apartments in Woodstock
CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON 10 ACRES. Close to town
Apartment
Woodstock, New York, USA

Mountain Studio & POOL is the perfect romantic getaway and personal retreat. Be our guests and enjoy 10 acres on a mountaintop just 3 minutes from the town of Woodstock offering the best restaurants, hiking, biking, shopping, breweries & live MUSIC. It’s also a perfect place to work remotely. High speed Wifi. Perfect for couples, families & those who want a peaceful country vibe.

In the winter months enjoy skiing at one of the many ski mountains nearby and in the summer cool off in our in ground pool or many nearby swimming holes.

In spring come witness the beauty of nature’s rebirth as everything comes alive .
Hiking is fantastic.
Our Shared pool opens in mid- May .

Summer is magic on the mountaintop.
The sunsets & views are magnificent.
Town is alive with restaurants & music venues.
We are usually fully booked, so book early to get your dates. The pool is an oasis after a day’s hike & stroll through town.

The Studio sleeps 3 and is a cozy, clean and a light-filled hideaway designed for all-season comfort, relaxation and enjoyment.

Central location: 1-mile to downtown Woodstock/3 minute drive. Private deck with beautiful mountain views. Amazing wildlife on serene 10 acre property.

The pool is shared w/ us. We live on these acres in a separate home. We respect our guests privacy.

Amenities include:
-use of our pool
- gas fire pit
- fully equipped kitchen
- luxury linens
- cable TV and cell service
- high-speed Wifi for video calls
- AC/ heat/ ceiling fan
- outdoor sitting areas and hammocks
- hiking trails (we supply hiking book for you to borrow & map your route).

Enjoy our mountain top acres, serene and magical, only 3 minutes to town. Pretty fantastic! See our glowing reviews.
Woodstock is the most famous small town in the world. Come explore the magic.

Guest Reviews:

- "The studio and property far exceeded our expectations. It was perfect! We spent a long weekend in Woodstock and Carole & Ike’s studio was a great location (literally minutes from town) while still allowing us to enjoy the quiet vibes and beautiful views that Woodstock has to offer. We enjoyed some pool time on our arrival day before heading into town for dinner and a show. The studio itself was spotless and well stocked with everything we needed. There was even yummy muffins for us. Carole & Ike were both lovely hosts. They had great recommendations for restaurants and entertainment and Ike has lots of Woodstock music history. We could’ve spent hours just chatting with them. We are already talking about our next trip back! Thank you Carole & Ike!"

Apartments in Woodstock
Cozy and eclectic Woodstock getaway
Apartment
Woodstock, New York, USA

Recently renovated space with hand crafted touches, the Stardust Suite is a creative nook inspired by both our journey of love here and beautiful surrounds of the stunning Catskill Mountain ranges steeped in the regions rich history of music, art and natural connection

We're thrilled to be able to share our home with you and trust you'll unwind amongst the trees to take some stardust magic with you.

This is our full time residence and the privacy and comfort of our guests is our highest priority, with entry, parking, suite and amenity use completely private. We will however always be on hand if needed and it's our pleasure to ensure everything is just right.

Have fun with the fire pit, hot tub, hammock, outdoor shower, seating areas, fitness room, sheltered cob oven, 5 burner gas grill. Please help yourself to the herb garden and make yourself at home!

Our property boasts breathtaking mountain and farm views and is only 5 minutes drive from the quaint and artsy town of Woodstock. The range of recommendations in our welcome packet includes incredible farm-to-table restaurants, hikes, swimming holes and waterfalls which are all at your quick access. We are a pet friendly home with 3 dogs ourselves, and don't charge extra for pets.

Guest Reviews:

- "Best part of the trip was the house is not dog friendly, but dig welcoming! I arrived to find a bowl of water and a food bowl ready. So nice! Perfect for our needs. Thanks Mike and Liz." - "We ABSOLUTELY LOVED our (very) short but oh so sweet stay. This place is a gem. Mike and Liz were responsive and helpful as needed, without being in your way. I will definitely be back." - "We had an absolutely lovely time! Cutest stay." - "It is hard to find a place these days that is truly as great as it seems from the listing but I can honestly say that this place was. The host was wonderfully flexible to last minute possible change of plans (which ended up not being necessary) and that made for a really great first impression. We were overall pretty low maintenance for what we needed and this place was very stocked with anything we could have needed. Super cute, super clean, would happily stay here again"

Apartments in Woodstock
Relax near Catskills in our cozy Woodstock Apartment
Apartment
Woodstock, New York, USA

Escape to the heart of the Catskills in this charming 1-bedroom apartment in Woodstock. Nestled just a short drive from the stunning Catskill Mountains, this cozy retreat offers the perfect base to explore the region's natural beauty. Spend your days lounging by the outdoor pool, soaking up the sun and taking in the fresh mountain air. When you're not out hiking the Ashokan Rail Trail or visiting the Bethel Woods Museum, you can relax at home and enjoy the convenience of the fully equiped kitchen, complete with a stove, oven, and dishwasher. Stay connected with the free WiFi, or unwind with a movie on the smart TV. At the end of the day, retreat to the comfort of your bedroom, where you'll find plush linens and air conditioning to ensure a restful night's sleep. With a washing machine and dryer on-site, you can pack light and enjoy the carefree feeling of a true vacation. Whether you're seeking a peaceful getaway or an adventure-filled escape, this Woodstock apartment has everything you need for an unforgettable stay in the Catskills.

Guest Reviews:

- "I spend a lot of time staying in different places in Woodstock and this is one of my favorites. Clean, beautiful view, and close to town." - "I enjoyed staying in Sam and Cathy’s place. Quiet, spacious, clean. They are gracious and responsive hosts. Thank you." - "I had a lovely time at Sam and Cathy's property. It's a nice, well-thought-out apartment, there are beautiful grounds, and it's convenient to town but feels quiet. 5 stars!"

Apartments in Woodstock
Room 10- Twin Gables of Woodstock
Apartment
Woodstock, New York, USA

One of our most in-demand rooms, this bright and airy Secret Garden suite located off the parlor on the ground floor, is equipped with two queen memory foam beds, making it ideal for nuclear families or friends vacationing as a group. Private bath with tub and shower.
Twin Gables was established as a Boutique Hotel in 1926, when artists Mr. and Mrs. Alfred Daibler purchased the 19th-century house at the height of Woodstock's first flowering as a center for creative people. It was an unprecedented time in Woodstock’s history— the beginning of the Byrdcliffe Arts Colony, which served as a Utopian artists’ community, attracting free-spirits and bohemians from around the world.

This charming Hotel has an established reputation as one of the most favored places to stay in Woodstock for nearly a century. Renowned for its relaxed, friendly atmosphere and charming ambiance, this Catskill Mountains’ inn, set in the stunning Hudson Valley, is in walking distance to most shops, galleries and restaurants of the Woodstock village.

All rooms, as well as the common parlor area for sitting and relaxing, are decorated with period furnishings and boast original art work from local and global artists. And, for the modern convenience of its guests, WiFi is available throughout the accommodations for those traveling with their mobile devices. Organic coffee, tea, and filtered water is available at all times at the coffee & tea station located off the parlor.

Twin Gables is devoted to minimizing its ecological footprint on the planet. Our amenities – soaps, shampoos, hair conditioners -- are completely natural, environmentally friendly and biodegradable – including the bottles themselves! We also minimize our water use and only use top-of-the-line natural cleaning products.

Visitors come from all over the world to explore this “most famous little town in the world” to experience its arts scene, enjoy its restaurants, attend events, and enjoy its charm and tranquility. And a stay at Twin Gables, the oldest guesthouse in Woodstock, is an integral and gratifying part of that experience.

Guest Reviews:

- "We loved our stay in Woodstock! The host was fantastic, provided everything you could need (and more), and made us feel so welcomed and at home. Would recommend!" - "We stayed at Twin Gables for a short overnight stay in Woodstock. We wanted to be close to town and were attracted by the photos and the great review." - "Short family getaway over spring break. Looking to escape to an interesting boutique hotel located in a small town with great food, cute shops, and nature- and this is exactly what we got!"

Apartments in Woodstock
Room 4- Twin Gables of Woodstock
Apartment
Woodstock, New York, USA

Our room with two twin beds is perfect for children or two traveling friends to share. Bright, retro colors decorate the space that houses 2 twin canopy beds, and a reading chair. Serviced by spacious shared, but private, hall baths.
Twin Gables was established as a Boutique Hotel in 1926, when artists Mr. and Mrs. Alfred Daibler purchased the 19th-century house at the height of Woodstock's first flowering as a center for creative people. It was an unprecedented time in Woodstock’s history— the beginning of the Byrdcliffe Arts Colony, which served as a Utopian artists’ community, attracting free-spirits and bohemians from around the world.

This charming Hotel has an established reputation as one of the most favored places to stay in Woodstock for nearly a century. Renowned for its relaxed, friendly atmosphere and charming ambiance, this Catskill Mountains’ inn, set in the stunning Hudson Valley, is in walking distance to most shops, galleries and restaurants of the Woodstock village.

All rooms, as well as the common parlor area for sitting and relaxing, are decorated with period furnishings and boast original art work from local and global artists. And, for the modern convenience of its guests, WiFi is available throughout the accommodations for those traveling with their mobile devices. Organic coffee, tea, and filtered water is available at all times at the coffee & tea station located off the parlor.

Twin Gables is devoted to minimizing its ecological footprint on the planet. Our amenities – soaps, shampoos, hair conditioners -- are completely natural, environmentally friendly and biodegradable – including the bottles themselves! We also minimize our water use and only use top-of-the-line natural cleaning products.

Visitors come from all over the world to explore this “most famous little town in the world” to experience its arts scene, enjoy its restaurants, attend events, and enjoy its charm and tranquility. And a stay at Twin Gables, the oldest guesthouse in Woodstock, is an integral and gratifying part of that experience.

Guest Reviews:

- "We had a wonderful stay! Each room held a story, which was fun to discover. The added amenities of the screened in gazebo, backyard fire pit (where we met other guests) were a nice touch. The hotel itself is really special, but the location makes it top notch. It was so nice to have free parking and just walk everywhere." - "Went with daughter for our yearly trip to Woodstock" - "The rooms are wonderful, the decoration and design is incredible, and our host amazing!"

Apartments in Woodstock
Room 1- Twin Gables of Woodstock
Apartment
Woodstock, New York, USA

Our most sought after generously sized 2nd-story suite features a memory foam king bed, writing desk, twin day bed with trundle, private bath with tub and shower, and three full-height windows with sweeping views of lively Tinker Street and the mountain beyond.
Twin Gables was established as a Boutique Hotel in 1926, when artists Mr. and Mrs. Alfred Daibler purchased the 19th-century house at the height of Woodstock's first flowering as a center for creative people. It was an unprecedented time in Woodstock’s history— the beginning of the Byrdcliffe Arts Colony, which served as a Utopian artists’ community, attracting free-spirits and bohemians from around the world.

This charming Hotel has an established reputation as one of the most favored places to stay in Woodstock for nearly a century. Renowned for its relaxed, friendly atmosphere and charming ambiance, this Catskill Mountains’ inn, set in the stunning Hudson Valley, is in walking distance to most shops, galleries and restaurants of the Woodstock village.

All rooms, as well as the common parlor area for sitting and relaxing, are decorated with period furnishings and boast original art work from local and global artists. And, for the modern convenience of its guests, WiFi is available throughout the accommodations for those traveling with their mobile devices. Organic coffee, tea, and filtered water is available at all times at the coffee & tea station located off the parlor.

Twin Gables is devoted to minimizing its ecological footprint on the planet. Our amenities – soaps, shampoos, hair conditioners -- are completely natural, environmentally friendly and biodegradable – including the bottles themselves! We also minimize our water use and only use top-of-the-line natural cleaning products.

Visitors come from all over the world to explore this “most famous little town in the world” to experience its arts scene, enjoy its restaurants, attend events, and enjoy its charm and tranquility. And a stay at Twin Gables, the oldest guesthouse in Woodstock, is an integral and gratifying part of that experience.

Guest Reviews:

- "It was a beautiful old home right on tinker street. Our room was the perfect mix of beautiful and woodstock quirky. Bed was very comfortable." - "I stayed here with 2 friends for 2 nights to get away for a few days. We loved Twin Gables - the property was nice and super convenient - right on the main street and walking distance to everything. Our room was so cute and the breakfast was lovely (yogurt, berries, croissants, muffins, etc). Would strongly recommend!"

Apartments in Woodstock
Room 12- Twin Gables of Woodstock
Apartment
Woodstock, New York, USA

Our luxurious, spacious ground-floor suite is equipped with a king memory foam bed and sitting area with pull-out queen sofa bed and chairs plus a writing desk and plenty of room for a comfortable stay. Two windows overlook a side garden and an ante room provides privacy from the parlor and extra seating and closet space. Private bath with tub and shower.
Twin Gables was established as a Boutique Hotel in 1926, when artists Mr. and Mrs. Alfred Daibler purchased the 19th-century house at the height of Woodstock's first flowering as a center for creative people. It was an unprecedented time in Woodstock’s history— the beginning of the Byrdcliffe Arts Colony, which served as a Utopian artists’ community, attracting free-spirits and bohemians from around the world.

This charming Hotel has an established reputation as one of the most favored places to stay in Woodstock for nearly a century. Renowned for its relaxed, friendly atmosphere and charming ambiance, this Catskill Mountains’ inn, set in the stunning Hudson Valley, is in walking distance to most shops, galleries and restaurants of the Woodstock village.

All rooms, as well as the common parlor area for sitting and relaxing, are decorated with period furnishings and boast original art work from local and global artists. And, for the modern convenience of its guests, WiFi is available throughout the accommodations for those traveling with their mobile devices. Organic coffee, tea, and filtered water is available at all times at the coffee & tea station located off the parlor.

Twin Gables is devoted to minimizing its ecological footprint on the planet. Our amenities – soaps, shampoos, hair conditioners -- are completely natural, environmentally friendly and biodegradable – including the bottles themselves! We also minimize our water use and only use top-of-the-line natural cleaning products.

Visitors come from all over the world to explore this “most famous little town in the world” to experience its arts scene, enjoy its restaurants, attend events, and enjoy its charm and tranquility. And a stay at Twin Gables, the oldest guesthouse in Woodstock, is an integral and gratifying part of that experience.

Guest Reviews:

- "We stayed 2 nights for our one year anniversary, and it was the perfect little getaway. The room was big and beautifully appointed. The unique aesthetic of the hotel was bold and interesting but still cozy warm and inviting." - "The B&B is charming. The decor is interesting and creative. Great location- steps from main area in town. Staff were friendly, attentive and helpful with restaurant and activities suggestions." - "We traveled to Woodstock for a girls weekend and it was better than we could have imagined. The B&B is absolutely adorable and the rooms are so spacious. What made our trip the best was LeAnne. She made us feel right at home and was so accommodating for us as a large group. Not to mention - her muffins are to die for! We will absolutely be back!"

Apartments in Woodstock
SLED HILL SUITE #2 FABULOUS TREETOP WOODSTK VILLAGE 2BR, 2Bath
Apartment

Escape to your private, treetop hideout right in the village of Woodstock. Peaceful & private, this upper unit has an easy, open floor plan with beautiful wide board pine flooring throughout. The new kitchen is complete with breakfast bar. A sizable living room leads out to the balcony surrounded by treetops, perfect for relaxing and down the steps is your private backyard with BBQ. Two beautiful bedrooms provides more woodsy views and enhances the serene vibes of this home.

Take advantage of all that Woodstock has to offer. Just steps to best restaurants, galleries, pubs, yoga, theatre and shops. Calm and comfortable, decorated in hues of white, black and grey with vibrant pops of color. Reclaimed pine floors throughout this 2 bedroom with an inviting open plan concept. The living area has a fun electric fireplace, flat screenTV, paintings, objects d'art - all combined with a bohemian, modern elegance - reminiscent of Woodstock's rich culture and history.

-The master bedroom has an king bed and beautiful meditation area with a convertible sofa.
-The queen bedroom is colorful and light filled with an ensuite bathroom.
-air conditioned
- kitchen has DW, Microwave, Breakfast Bar, toaster/oven, coffee pot, gas stove and frig.
-Two full baths, one with bathtub/shower combo, one with shower.

Available for long term rental as well.



Guest Reviews:

- "Actually due to a family emergency I could not go, but my wife and kids went and had nothing bad to say and want to go back with me. Judy was great, the house beautiful. I rented both Sled 1 & 2." - "Even with the appartment located 20 steps from the village main street, we felt like we were in a treehouse. Trees, vegetation, flowers everywhere. The apartment on the second floor, with its own entrance, garden and deck, was lovely, comfortable and decorated with taste. The bedroom with view on the upper trees and king size bed was a real pleasure. The kitchen was well furnished. Judy, our host, was very helpful and gracious. We loved staying there and are looking forward to come back. Thank you, Judy!"

Apartments in Woodstock
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
Apartment
Woodstock, New York, USA

Welcome To Your Colorful Modern Hideaway In The Heart Of Downtown Woodstock

Part of a fully renovated property, this brand-new unit is full of personality, style, and modern comfort.

Step outside and you’re instantly connected to the town’s best shops, restaurants, and galleries.

Inside, enjoy a sleek kitchen, bold decor, and spa-like bath.

This thoughtfully designed hideaway offers comfort and character in a walkable, artsy town you’ll love discovering.

Guest Reviews:

- "It was a very lovely stay in a very clean eclectic alcove type of place with your very own balcony. It’s definitely the most perfect spot to be in the middle of Woodstock village, walking distance to restaurants, shopping & music. Got to hike Overlook mountain for the 4th time, only minutes away by car. Host was very attentive. Enjoy everyone! Easy in and out. " - "In the heart of woodstock, walking distance to any of the shops and restaurants, even grocery stores!! For the low price, it was a great place to stay, great quiet area and felt so safe!"

Apartments in Woodstock
Room 3- Twin Gables of Woodstock
Apartment
Woodstock, New York, USA

Cozy and delightfully decorated, this bedroom houses a comfortable queen-sized memory foam bed, antique dresser and accents, reading chair and is conveniently located directly across from spacious shared, but private, hall baths.
Twin Gables was established as a Boutique Hotel in 1926, when artists Mr. and Mrs. Alfred Daibler purchased the 19th-century house at the height of Woodstock's first flowering as a center for creative people. It was an unprecedented time in Woodstock’s history— the beginning of the Byrdcliffe Arts Colony, which served as a Utopian artists’ community, attracting free-spirits and bohemians from around the world.

This charming Hotel has an established reputation as one of the most favored places to stay in Woodstock for nearly a century. Renowned for its relaxed, friendly atmosphere and charming ambiance, this Catskill Mountains’ inn, set in the stunning Hudson Valley, is in walking distance to most shops, galleries and restaurants of the Woodstock village.

All rooms, as well as the common parlor area for sitting and relaxing, are decorated with period furnishings and boast original art work from local and global artists. And, for the modern convenience of its guests, WiFi is available throughout the accommodations for those traveling with their mobile devices. Organic coffee, tea, and filtered water is available at all times at the coffee & tea station located off the parlor.

Twin Gables is devoted to minimizing its ecological footprint on the planet. Our amenities – soaps, shampoos, hair conditioners -- are completely natural, environmentally friendly and biodegradable – including the bottles themselves! We also minimize our water use and only use top-of-the-line natural cleaning products.

Visitors come from all over the world to explore this “most famous little town in the world” to experience its arts scene, enjoy its restaurants, attend events, and enjoy its charm and tranquility. And a stay at Twin Gables, the oldest guesthouse in Woodstock, is an integral and gratifying part of that experience.

Guest Reviews:

- "My husband I were staying for two nights in the Princess room (#3) for a short break and relaxing in a cozy place near the mountains." - "From the moment we arrived, the hostess was so very friendly and hospitable. We stayed for two nights and explored all of Woodstock during that time. We always felt so "at home" when we would return to the Inn during the day and night." - "We stayed one night to escape the city. The room was nice and clean, the rest of the building was well decorated and accommodating, and the staff was very friendly."

Apartments in Woodstock
Room 7- Twin Gables of Woodstock
Apartment
Woodstock, New York, USA

Another favorite and economical single-bedded room for solo travelers, Room 7 is a cheery room with a comfortable twin memory-foam bed, painted wide plank floors, writing desk, and reading chair. Serviced by shared, but private, hall baths.
Twin Gables was established as a Boutique Hotel in 1926, when artists Mr. and Mrs. Alfred Daibler purchased the 19th-century house at the height of Woodstock's first flowering as a center for creative people. It was an unprecedented time in Woodstock’s history— the beginning of the Byrdcliffe Arts Colony, which served as a Utopian artists’ community, attracting free-spirits and bohemians from around the world.

This charming Hotel has an established reputation as one of the most favored places to stay in Woodstock for nearly a century. Renowned for its relaxed, friendly atmosphere and charming ambiance, this Catskill Mountains’ inn, set in the stunning Hudson Valley, is in walking distance to most shops, galleries and restaurants of the Woodstock village.

All rooms, as well as the common parlor area for sitting and relaxing, are decorated with period furnishings and boast original art work from local and global artists. And, for the modern convenience of its guests, WiFi is available throughout the accommodations for those traveling with their mobile devices. Organic coffee, tea, and filtered water is available at all times at the coffee & tea station located off the parlor.

Twin Gables is devoted to minimizing its ecological footprint on the planet. Our amenities – soaps, shampoos, hair conditioners -- are completely natural, environmentally friendly and biodegradable – including the bottles themselves! We also minimize our water use and only use top-of-the-line natural cleaning products.

Visitors come from all over the world to explore this “most famous little town in the world” to experience its arts scene, enjoy its restaurants, attend events, and enjoy its charm and tranquility. And a stay at Twin Gables, the oldest guesthouse in Woodstock, is an integral and gratifying part of that experience.

Guest Reviews:

- "Everything. I’ll be staying here again." - "I had a wonderful time! The hostess/manager was absolutely amazing. Always helpful and cheery. I would return again in a heartbeat. Already thinking about dates." - "I stayed in the single room. Very clean and perfect for one person. The shared bathrooms were extremely clean and I never encountered another guest. Great location." - "amazing, and the firepit out back was just perfect. There's no better place to stay to enjoy everything Woodstock has to offer in comfort and style. Thank you for a wonderful time."

Apartments in Woodstock
SLED HILL SUITE #1 Fabulous 3BR, 2Baths Central, yet private, steps to town.
Apartment

A fabulous 3BR, 2Bath Suite to stay in Woodstock! Centrally located in the village, yet private, and steps to everything. BEST LOCATION TO ENJOY WALKING, HIKING, SWIMMING, MUSIC, GALLERIES, THEATER, GOLF, RESTAURANTS, BARS, BICYCLING AND SO MUCH MORE.

3 BEDROOMS, 2 Baths. One King, One Queen, One Full. 2 Full bathrooms, Stainless Steel kitchen. 2 Flat screen TV's. A/C, Fireplace. WiFi, Sleeps 6. Fabulous garden with FIREPIT AND BBQ.
......40 min to Bealleayre, Hunter, Windham Ski Areas
......Brand newly renovated and so comfortable -
......Lounge, read or have a glass of wine after a day of skiing, hiking, snowshoeing.
.......STROLL to great restaurants, groceries, health food store, Yoga classes, BARS, MUSIC, GALLERIES,
......Steps to Trailways NYC Bus to Port Authority
.......Dream in the most comfortable Pillow Top mattresses, Hi-count 100% cotton linens,
.......Cook or BBQ
.......TWO Beautiful bathrooms
.......Gorgeous reclaimed pine floors, whitewashed pine beams
...... Enjoy two Flat screen TV's
.......WiFi and hi speed internet
.......A/C and Heat
.......Views of the Village
.......NO CAR NEEDED. Steps to Trailways Bus Stop, Shops, Hiking, Bike Rental,

Don't forget to bring your hiking boots and hike one of the numerous trails around the area or hike up Overlook Mountain, Wittenberg Mountain and Slide Mountain. Lots to see and do in Woodstock and its surrounding areas. Tibetan Monastery, Winemaking vineyard tours, Hudson Valley Cruises, Zagat rated restaurants. Visit the world-renowned largest traditional Tibetan Monastery in the US built into the mountainside - Not be missed the Kaaterskill & Bastion Waterfalls. Woodstock Film Festival - Woodstock Center for Photography - Take a bike ride along the winding creeks and back roads, or explore the colorful local farmers and flea market in the center of town - Enjoy the beautiful nearby waterfalls and SHORT WALK to swimming hole right in town.

Guest Reviews:

- "Actually due to a family emergency I could not go, but my wife and kids went and had nothing bad to say. We rented sled 1 & 2 and both were beautiful." - "We had a great time in Woodstock. The unit was very nice and did I mention it is in a great location? We could walk everywhere within Woodstock and just a short drive to attractions and sights. The unit was clean and exactly as advertised. Will definitely go back again." - "We loved staying here, great location close to everything, super clean."

Apartments in Woodstock
Woodstock Country Guest Suite
Apartment
Woodstock, New York, USA

Warm and inviting guest suite with private driveway and entrance in an extremely quiet neighborhood, around the corner from the Maverick concert hall, and within a 5 minute drive to the heart of Woodstock. Bright and cozy!
Great winter sports nearby, and wonderful food and music right in Woodstock. The perfect getaway to explore our amazing Hudson Valley and Catskill mountains. Great view from queen size bed in bedroom!
Great living room. Bedroom has a queen sized bed and a view facing the cliffs behind the house.
There is a deck and a yard with furniture and a bbq grill for your private use.
ONE MONTH - THREE MONTH STAYS ONLY
Vaccinations up-to-date
NO pets or smoking

Guest Reviews:

- "It was great time for me and my husband. Marcia is very good host. Her response for any questions or needs has been quick and helpful. Location of the house is good: quiet neighborhood, close to the restaurants and to supermarket. Recommend to anyone! " - "Property was comfortable and well equipped. Marsha was a lovely host. Beautiful neighborhood very close to the Woodstock action. We look forward to returning." - "Marsha’s home away from home was just perfect for us! It was clean comfortable and cozy and we enjoyed 4 nights there. The location is just outside of Woodstock far enough to be away from noise but close enough to get there for dinner. She paid a lot of attention to detail."

Apartments in Woodstock
Room 6- Twin Gables of Woodstock
Apartment
Woodstock, New York, USA

Our extremely popular economy room for solo guests, features a twin memory foam bed in a bright and quiet back corner of the property, with double exposure windows, writing desk, reading chair, and painted wide plank floors. Serviced by shared, but private, hall baths.
Twin Gables was established as a Boutique Hotel in 1926, when artists Mr. and Mrs. Alfred Daibler purchased the 19th-century house at the height of Woodstock's first flowering as a center for creative people. It was an unprecedented time in Woodstock’s history— the beginning of the Byrdcliffe Arts Colony, which served as a Utopian artists’ community, attracting free-spirits and bohemians from around the world.

This charming Hotel has an established reputation as one of the most favored places to stay in Woodstock for nearly a century. Renowned for its relaxed, friendly atmosphere and charming ambiance, this Catskill Mountains’ inn, set in the stunning Hudson Valley, is in walking distance to most shops, galleries and restaurants of the Woodstock village.

All rooms, as well as the common parlor area for sitting and relaxing, are decorated with period furnishings and boast original art work from local and global artists. And, for the modern convenience of its guests, WiFi is available throughout the accommodations for those traveling with their mobile devices. Organic coffee, tea, and filtered water is available at all times at the coffee & tea station located off the parlor.

Twin Gables is devoted to minimizing its ecological footprint on the planet. Our amenities – soaps, shampoos, hair conditioners -- are completely natural, environmentally friendly and biodegradable – including the bottles themselves! We also minimize our water use and only use top-of-the-line natural cleaning products.

Visitors come from all over the world to explore this “most famous little town in the world” to experience its arts scene, enjoy its restaurants, attend events, and enjoy its charm and tranquility. And a stay at Twin Gables, the oldest guesthouse in Woodstock, is an integral and gratifying part of that experience.

Guest Reviews:

- "My bed was comfortable, and I love going into the middle room to relax. One suggesting for the bathroom downstairs is to put a hook up for a towel next to the shower. This place is one of the best place to stay at." - "I liked the interior design ,my room, the bed was so comfortable! The kitchen and the breakfast and also the coffee was great.I used the studio at the 3rd floor for stretching exercises. Everything was perfect. I will come again."

Apartments in Woodstock
Room 2- Twin Gables of Woodstock
Apartment
Woodstock, New York, USA

This generously sized 2nd-story room providing a bird's eye view of Tinker Street and the mountain beyond, is furnished with a Queen size memory foam bed, twin daybed, corner chair and beautiful decor. Serviced by spacious shared, but private, hall baths.
Twin Gables was established as a Boutique Hotel in 1926, when artists Mr. and Mrs. Alfred Daibler purchased the 19th-century house at the height of Woodstock's first flowering as a center for creative people. It was an unprecedented time in Woodstock’s history— the beginning of the Byrdcliffe Arts Colony, which served as a Utopian artists’ community, attracting free-spirits and bohemians from around the world.

This charming Hotel has an established reputation as one of the most favored places to stay in Woodstock for nearly a century. Renowned for its relaxed, friendly atmosphere and charming ambiance, this Catskill Mountains’ inn, set in the stunning Hudson Valley, is in walking distance to most shops, galleries and restaurants of the Woodstock village.

All rooms, as well as the common parlor area for sitting and relaxing, are decorated with period furnishings and boast original art work from local and global artists. And, for the modern convenience of its guests, WiFi is available throughout the accommodations for those traveling with their mobile devices. Organic coffee, tea, and filtered water is available at all times at the coffee & tea station located off the parlor.

Twin Gables is devoted to minimizing its ecological footprint on the planet. Our amenities – soaps, shampoos, hair conditioners -- are completely natural, environmentally friendly and biodegradable – including the bottles themselves! We also minimize our water use and only use top-of-the-line natural cleaning products.

Visitors come from all over the world to explore this “most famous little town in the world” to experience its arts scene, enjoy its restaurants, attend events, and enjoy its charm and tranquility. And a stay at Twin Gables, the oldest guesthouse in Woodstock, is an integral and gratifying part of that experience.

Guest Reviews:

- "My daughter had already been here with her mother. She loved the rainbow stairs and rainbow gazebo and insisted she and I stay there when coming up to the Catskills for a daddy daughter ski weekend.Everyone was very kind and attentive and the accommodations were cozy and cheerful. Would recommend." - "We had a great stay at twin gables. Very quaint and cozy yet right on the middle of everything within walking distance." - "Lovely place. Was greeted at the door by Inn Keeper who was very nice and attentive. Inn obviously well cared for, lots of attention to detail. Super clean, parlor was beautiful with games. Breakfast table set up was spotless, every dish and spoon in its place. Great location, basically a no minute walk to downtown. The person who owns the Twin Gables obviously cares greatly about her place and patrons. When we arrived, got the royal tour."

Apartments in Woodstock
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
Apartment
Woodstock, New York, USA

Groovy Getaway in Woodstock – Vinyl Vibes & Retro Style!

Step back in time to a groovier era in this colorful, music-lover’s dream - an all-new 1-bed, 1-bath retreat in the heart of Woodstock.

Bursting with bold 60s & 70s flair, vintage vinyl, playful décor, and cozy charm, it’s a retro escape with modern upgrades.

Spin records, cook in the stylish kitchen, soak in the clawfoot tub, and walk to shops, restaurants, and galleries. A perfect stay for creatives, couples, or solo adventurers.

Amenities:

Tv • Kitchen • Air Conditioner • Bedding/Linens • Other • Balcony/Terrace • Security/Safety • Parking • Internet • Wellness Facilities • Fireplace/Heating • Child Friendly

Apartments in Woodstock
Room 11- Twin Gables of Woodstock
Apartment
Woodstock, New York, USA

This roomy ground-floor suite features a California king memory foam bed, desk, chair, twin daybed with trundle and three full-height windows overlooking Twin Gables' terrace. Private bath with tub and shower.
Twin Gables was established as a Boutique Hotel in 1926, when artists Mr. and Mrs. Alfred Daibler purchased the 19th-century house at the height of Woodstock's first flowering as a center for creative people. It was an unprecedented time in Woodstock’s history— the beginning of the Byrdcliffe Arts Colony, which served as a Utopian artists’ community, attracting free-spirits and bohemians from around the world.

This charming Hotel has an established reputation as one of the most favored places to stay in Woodstock for nearly a century. Renowned for its relaxed, friendly atmosphere and charming ambiance, this Catskill Mountains’ inn, set in the stunning Hudson Valley, is in walking distance to most shops, galleries and restaurants of the Woodstock village.

All rooms, as well as the common parlor area for sitting and relaxing, are decorated with period furnishings and boast original art work from local and global artists. And, for the modern convenience of its guests, WiFi is available throughout the accommodations for those traveling with their mobile devices. Organic coffee, tea, and filtered water is available at all times at the coffee & tea station located off the parlor.

Twin Gables is devoted to minimizing its ecological footprint on the planet. Our amenities – soaps, shampoos, hair conditioners -- are completely natural, environmentally friendly and biodegradable – including the bottles themselves! We also minimize our water use and only use top-of-the-line natural cleaning products.

Visitors come from all over the world to explore this “most famous little town in the world” to experience its arts scene, enjoy its restaurants, attend events, and enjoy its charm and tranquility. And a stay at Twin Gables, the oldest guesthouse in Woodstock, is an integral and gratifying part of that experience.

Guest Reviews:

- "We stayed for 3 nights and will definitely come back. Great location and the staff were the best." - "Twin gables was such a cute, well decorated, bed and breakfast in the heart of The downtown Area in Woodstock. I loved all the details that were put into decorating the place, and the room we stayed in felt like our own private space." - "We went here for our honeymoon for a couple nights, and we got a large private room. Leann, one of the women who work there, was so accommodating and nice! She even built a fire for us because we were too afraid to do it ourselves. It was a perfect hotel in a perfect place, and I couldn’t recommend it more!!"

Woodstock Apartments with Parking

Woodstock Family Friendly Apartments

Woodstock Pet Friendly Apartments

Woodstock Apartments with Entertainment

Woodstock Apartments with Private Pool

Woodstock Apartments with Spa

Woodstock Apartments on the Map

Compare the Best Apartments in Woodstock – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Village Center: Gracious & Spacious Retreat "Above the Books" Woodstock, New York, USA 238 10.0 236 Click here
NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town! Woodstock, New York, USA 168 9.6 125 Click here
CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON 10 ACRES. Close to town Woodstock, New York, USA 290 10.0 64 Click here
Cozy and eclectic Woodstock getaway Woodstock, New York, USA 308 10.0 34 Click here
Relax near Catskills in our cozy Woodstock Apartment Woodstock, New York, USA 118 10.0 19 Click here
Room 10- Twin Gables of Woodstock Woodstock, New York, USA 385 9.8 19 Click here
Room 4- Twin Gables of Woodstock Woodstock, New York, USA 206 9.8 16 Click here
Room 1- Twin Gables of Woodstock Woodstock, New York, USA 352 9.6 15 Click here
Room 12- Twin Gables of Woodstock Woodstock, New York, USA 396 9.8 13 Click here
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi Woodstock, New York, USA 229 9.8 10 Click here
Room 3- Twin Gables of Woodstock Woodstock, New York, USA 206 9.8 9 Click here
Room 7- Twin Gables of Woodstock Woodstock, New York, USA 173 10.0 8 Click here
Woodstock Country Guest Suite Woodstock, New York, USA 154 9.8 7 Click here
Room 6- Twin Gables of Woodstock Woodstock, New York, USA 173 9.8 7 Click here
Room 2- Twin Gables of Woodstock Woodstock, New York, USA 228 9.8 7 Click here
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi! Woodstock, New York, USA 281 8.0 7 Click here
Room 11- Twin Gables of Woodstock Woodstock, New York, USA 350 9.8 6 Click here

Note: The prices for each Apartments in Woodstock do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Serviced apartments in Woodstock with pool access include:

  • CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON 10 ACRES. Close to town.- Review Count: 64, Rating: 10.0
  • Relax near Catskills in our cozy Woodstock Apartment.- Review Count: 19, Rating: 10.0
  • Cozy artist apartment located in heart of Woodstock with rejuvenating spa.- Review Count: 4, Rating: 5.0

Apartments in Woodstock with spa or wellness access include:

  • NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!.- Review Count: 125, Rating: 9.6

Family-friendly apartments in Woodstock include:

  • CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON 10 ACRES. Close to town.- Review Count: 64, Rating: 10.0
  • Cozy and eclectic Woodstock getaway.- Review Count: 34, Rating: 10.0
  • Relax near Catskills in our cozy Woodstock Apartment.- Review Count: 19, Rating: 10.0

Pet-friendly apartments in Woodstock include:

  • NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!.- Review Count: 125, Rating: 9.6
  • Cozy and eclectic Woodstock getaway.- Review Count: 34, Rating: 10.0
  • A pleasant space in a pleasant neighborhood in a beautiful part of the country!n.- Review Count: 5, Rating: 10.0

Serviced apartments in Woodstock that offer breakfast include:

  • Room 10- Twin Gables of Woodstock.- Review Count: 19, Rating: 9.8
  • Room 4- Twin Gables of Woodstock.- Review Count: 16, Rating: 9.8
  • Room 1- Twin Gables of Woodstock.- Review Count: 15, Rating: 9.6

Apartments in Woodstock with on-site parking include:

  • Private countryside apartment suite 1.5 miles to Woodstock.- Review Count: 1, Rating: 10.0
  • Village Center: Gracious & Spacious Retreat "Above the Books".- Review Count: 236, Rating: 10.0
  • NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!.- Review Count: 125, Rating: 9.6

Some of the best Apartments in Woodstock are:

  • Private countryside apartment suite 1.5 miles to Woodstock.- Review Count: 1, Rating: 10.0
  • Village Center: Gracious & Spacious Retreat "Above the Books".- Review Count: 236, Rating: 10.0
  • NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!.- Review Count: 125, Rating: 9.6

Some of the popular Apartments in Woodstock are:

  • Village Center: Gracious & Spacious Retreat "Above the Books".- Review Count: 236, Rating: 10.0
  • NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!.- Review Count: 125, Rating: 9.6
  • CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON 10 ACRES. Close to town.- Review Count: 64, Rating: 10.0