Best Accommodations in Winchendon

Affordable Accommodations in Winchendon

Discover the best accommodations in Winchendon with our expert recommendations. Each option has been chosen for its quality, ensuring an extraordinary travel experience.

Landmarks in Winchendon
Maguire House Bed and Breakfast
Bed & Breakfast
30 Cobb Road, Ashburnham, MA, 01430

Maguire House Bed and Breakfast in Ashburnham provides adults-only accommodations with a garden and a shared lounge. Featuring water sports facilities, the 4-star bed and breakfast has air-conditioned rooms with free Wifi, each with a private bathroom. Featuring a private entrance, the bed and breakfast allows guests their privacy. At the bed and breakfast, every unit is fitted with a wardrobe. There's a seating and a dining area in all units. At the bed and breakfast, units include bed linen and towels. There is an on-site snack bar. Guests at the bed and breakfast will be able to enjoy activities in and around Ashburnham, like hiking. Guests at Maguire House Bed and Breakfast can enjoy skiing and fishing nearby, or make the most of the sun terrace. DCU Center Arena & Convention Center is 31 miles from the accommodation, while Tower Hill Botanic Garden is 28 miles from the property. Worcester Regional Airport is 35 miles away.

Guest Reviews:

- "what a wonderful place to stay" - "Wouldn't hesitate to book again when we're in the area." - "Cozy and comfortable stay at Maguire House"

Landmarks in Winchendon
The Maguire House Bed & Breakfast
Bed & Breakfast
30 Cobb Road, Ashburnham, MA, 01430, USA

Lakefront bed & breakfast with free breakfast and a restaurant
Along with a restaurant, this smoke-free bed & breakfast has a snack bar/deli and coffee/tea in a common area. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include express check-in, express check-out, and a garden.
Housekeeping is available on request.
The Maguire House Bed & Breakfast offers 3 accommodations with iPod docking stations and MP3 docking stations. These individually decorated and furnished accommodations have separate sitting areas and include dining tables. Pillowtop beds feature Egyptian cotton sheets, down comforters, and premium bedding. Guests can surf the web using the complimentary wired and wireless Internet access. Bathrooms include shower/tub combinations, bathrobes, complimentary toiletries, and hair dryers. Additionally, rooms include complimentary bottled water and irons/ironing boards. Housekeeping is offered daily and change of towels can be requested. Housekeeping is provided on request.
The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. " - "Terry was an amazing host. She was so hospitable and made my stay here that much more comfortable. She not only cooks really amazing breakfast but she was so helpful when I wanted to check out the town. Her house is really truly beautiful and the lake is a little walk away from the house. I highly recommend coming here." - "I was looking for basic lodging while attending a funeral. This was such an amazing place to stay that I'm planning to come back next year for a relaxing vacation, sitting on the back deck looking at the lake, enjoying a cold drink and a good book."

Landmarks in Winchendon
Relaxing Retreat
Apartment
71 Bathrick Road, Westminster, MA, MA 01473, USA

Relaxing Retreat is located in Westminster, just 24 miles from DCU Center Arena & Convention Center and 25 miles from Ecotarium A Museum Of Science Nature. Housed in a building dating from 2016, this apartment provides free Wifi and free private parking. Fitton Football Stadium is 26 miles from the apartment and Tower Hill Botanic Garden is 21 miles away. The air-conditioned apartment consists of 2 separate bedrooms, 1 bathroom with a hair dryer and free toiletries, and a seating area. Towels and bed linen are provided in the apartment. For added privacy, the accommodation features a private entrance. If you'd prefer to cook in the comfort of your own space, you can make use of the kitchenette facilities, which include a microwave, coffee machine, and a toaster. Worcester, MA Station is 24 miles from the apartment, while Worcester Polytechnic Institute is 24 miles away. Worcester Regional Airport is 27 miles from the property.

Amenities:

Internet • Parking • Security/Safety • Child Friendly • Guest Services • Sports/Activities • Other • Air Conditioner

Landmarks in Winchendon
Monadnock Inn
Bed & Breakfast
379 Main Street, Jaffrey, NH, 03452, USA

Bed & breakfast in Jaffrey with free parking
Along with coffee/tea in a common area, this smoke-free bed & breakfast has wedding services and free self parking. WiFi in public areas is free.
Monadnock Inn offers 11 accommodations. Guests can surf the web using the complimentary wireless Internet access (speed: 25+ Mbps). Housekeeping is provided daily.
The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Wonderful place." - "The place is over coming new ownership so it has work being done but the new owners seem nice and our room was nice a clean and the bed was super comfy. I would love to see it in a year to see all the renovations done. " - "Hi it’s a beautiful inn and very comfortable " - "Very friendly staff, charming accommodations. Clean and well tended to. " - "The room was comfortable and clean wwhen we arrived " - "It was very personable. They were very flexible with check-in. Quiet and homie. "

Landmarks in Winchendon
Charming Jaffrey Cottage with Deck and Grill!
House
Jaffrey, NH, USA

This vacation home offers air-conditioned accommodations with free Wifi. Charming Jaffrey Cottage with Deck and Grill! features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Dining options are available close to the vacation home. Manchester Boston Regional Airport is 45 miles away.

Amenities:

Other • Security/Safety • Parking • Sports/Activities • Child Friendly • Internet • Guest Services • Accessibility

Landmarks in Winchendon
Cozy, Rustic Summer Cabin on Clean Lake
Cabin
Fitzwilliam, New Hampshire, USA

This cozy waterfront cabin is located on Laurel Lake in Fitzwilliam, NH. With an 800-square-foot deck along the shoreline, a screened-in porch on the water, and a dock for a boat, it is the perfect place to spend your summer. Laurel Lake boasts incredible sunsets and is known for its clean, swimmable, deep water that helps make this private cabin the ideal summer getaway.

Guest Reviews:

- "very nice location, well equipped, picture perfect" - "I can not say enough about this beautiful slice of heaven! The lake is breathtaking. The cabin is beautiful and rustic and comes with everything you need for your stay. The hosts is great and very responsive with any and all questions I had. He also went out of his way to ensure our stay was fabulous! What’s not listed in the description is yes there is a fire pit and water toys for use. Kayaks and a canoe, which make your use of the lake that much more fun. Thank you so much for letting my family and I enjoy your home!"

Landmarks in Winchendon
Woodbound Inn
Resort
247 Woodbound Road, Rindge, NH, NH 03461

With a private beach along the Contoocook Lake, this Rindge resort features guests activities such as hiking on trails through the Conservation land next to the property. A short drive from Mt. Monadnock, guests can go sledding in the winter. The property also provides guests with a supplemental brunch on Sunday. Free Wi-Fi is available. The Woodbound Inn has 2 on-site dining options. The Grove at the Woodbound is a full service restaurant serving breakfast, lunch and dinner. Guests can also choose the pub menu available at the fully-licensed bar. Both are open 7 days a week. In-room amenities at the Rindge Woodbound Inn include items like a cable TV and a desk. Franklin Pierce University is a 15-minute drive from the property. The center of Jaffery is 2 miles away.

Amenities:

Air Conditioner • Other • Parking • Breakfast • Fireplace/Heating • View • Security/Safety • Accessibility • Entertainment • Smoking • Guest Services • Ocean View

Landmarks in Winchendon
Secluded chalet on 50 acres at base of Mt Monadnock, near lakes -TESLA charger
House
Jaffrey, New Hampshire, USA

Located in Jaffrey, NH, just 1.5 hours from Boston and 4 hours from New York, this secluded 5 bedroom home has extraordinary Mountain views from the house and on the surrounding trails. The house is modern and efficient, with a large gourmet open kitchen featuring a Wolf stove with a commercial ventilating hood, ample counter space, a full complement of staples, and cooking equipment galore. Attached to a large open dining and a living room that offers spectacular views, country charm as well as a large flat screen, a fireplace, piano, and cathedral ceiling. A screened porch offers beautiful mountain views and a cool breeze.

For more information about the house and surrounding area, see website: https://sites.google.com/view/surselva39bixlerway/home.

A master queen bed and bath, another queen bedroom, and a full bedroom are also on the first floor, sharing two full baths. Upstairs is another queen bedroom and a bunk room with two bunk beds, one of which is also a double bed. Upstairs there is a small half bath.
The house was originally built in the 1940s, but was renovated and expanded throughout the 90s.

Throughout the house and grounds are features to enhance vacations: TVs, puzzles, board games and a keyboard piano inside; fields, a soccer goal, a basketball hoop, badminton, bocce balls, croquet, and mowed trailed outside, alongside a grill and outdoor seating. The property is 17 acres, adjacent to an additional 80 acres of family land covered with woods and meadows, babbling brookswith trails winding through.

Recently added: EV Charger (TESLA), fully installed 2.1.24

Guest Reviews:

- "Our family had a nice, restful and relaxing vacation up at this beautiful house in the town of Jeffrey. We will definitely visit again!" - "We were up for a wedding. The house has tons of space and beds, incredible views of Mt. Monadnock, and every thing you will need. Unique vibe that we thoroughly enjoyed. This is the antithesis of the houses that have been bought and listed by companies .... "greige mimimalist" is how I'd describe those houses, and they can be great too. But this one has heart, is quirky and interesting, and charming in its own way. Owners are great to work with."

Landmarks in Winchendon
The Monadnock Inn
Bed & Breakfast
379 Main Street, Jaffrey, NH, NH 03452, USA

Housed in a historic building, The Monadnock Inn offers accommodations with water sports facilities and free Wifi. At the bed and breakfast, the units have air conditioning and a private bathroom. Guests at the bed and breakfast will be able to enjoy activities in and around Jaffrey, like golfing, cycling, and fishing. If you'd like to discover the area, hiking is possible in the surrounding area. Manchester Boston Regional Airport is 43 miles from the property.

Guest Reviews:

- "Would definitely return again. Felt like home!" - "The place is in transition - and we wish its now owners all the best for the future" - "Friendly Staff, Clean Comfy Room" - "The best part was meeting the lovely new owners Castine and Gene, and their 2 boys." - "Terrific stay." - "Relaxing." - "I would go back in a year while they fix what wasn’t when the previous owners weren’t in residence and the inn started b"

Landmarks in Winchendon
Lakefront 3BR Log Cabin w/Dock and Fire Pit
House
Rindge, New Hampshire, USA

Escape to our true log cabin on Lake Contoocook. Wake up to sparkling water views, step onto the private dock, and spend the day swimming, kayaking or fishing.

Inside you’ll find soaring timber ceilings, a fully equipped kitchen, fast Wi-Fi and three comfy bedrooms that sleep eight.

Enjoy a glass of wine on the deck, roast marshmallows in the firepit, or just quietly listen to the sounds of the loons.

Only 90 minutes from Boston, but a world away, tucked in the pines on a protected cove on beautiful Lake Contoocook.

The rental includes everything needed to make your stay comfortable and easy: high-speed WiFi, (no TV), fresh sheets and bath towels, beach towels, silverware and glassware, cooking implements and serving pieces, a gas grill, and washer and dryer. There is also a fire pit, cord wood, grill, and a dock. Parking for up to five cars.

The lake is steps from the house. Walk down the stairs to your private dock. Use the kayaks and life jackets and head out to explore the 344-acre lake.

The area has lots of hiking, bike trails, and all types of dining options in the quintessential beautiful New England town of Peterborough, a 15-20 minute drive away. You are also a short drive to the trails of Mt. Monadnock.

Spring/Summer/Fall: crystal clear lake swimming, fishing, kayaking, canoeing.

Winter: Cross country skiing, snowmobiling and downhill skiing all located locally.

Guest Reviews:

- "Beautiful secluded location. Quiet neighborhood right on the lake. Wonderful to go down to the dock in the morning and watch the lake come alive with a good cup of coffee. Plenty of room for the family. The log cabin interior was very cozy, clean and inviting. Kitchen had everything needed. The kayaks and fishing poles were put to good use. We stayed here to attend a nearby family wedding and it was SOOO much nicer than being in a hotel, having the family all together. Alfred made sure to check in with us to see that we had everything we needed. Thank you for a great weekend!"

Landmarks in Winchendon
Lakefront Orange Vacation Rental - Pet Friendly!
Apartment
Orange, MA, USA

Lakefront Orange Vacation Rental - Pet Friendly! is located in Orange, just 29 miles from Amherst College and 22 miles from Pelham Town Hall Historic District. The property is around 27 miles from East Village Historic District, 28 miles from Beneski Museum of Natural History, and 27 miles from Athletic Fields North. The property provides a 24-hour front desk and free Wifi is available throughout the property. Featuring lake views, the spacious apartment is composed of 1 bedroom and 1 bathroom with a hair dryer and free toiletries. Towels and bed linen are featured in the apartment. The accommodation has a fireplace. If you'd prefer to cook in the comfort of your own space, you can make use of the kitchen facilities, which include an oven, coffee machine, and a microwave. Emily Dickinson Museum is 28 miles from the apartment, while Amherst College Museum of Natural History is 28 miles away. Worcester Regional Airport is 37 miles from the property.

Amenities:

Accessibility • Pet Friendly • Parking • Oceanfront • Internet • Sports/Activities • Other • View • Child Friendly • Security/Safety • Ocean View • Guest Services

Landmarks in Winchendon
Relaxing lake front, big deck, sandy beach
House
Winchendon, Massachusetts, USA

Quaint cottage set on Lake Monomonac. Great for those who want to sit back and relax. Also perfect for those who are more active and enjoy fishing, swimming and boating.
Home includes large deck with Adirondack chairs and umbrella table for outdoor meals while enjoying the lake view.
Sandy beach and swim-out raft Kayaks and paddle boat.
Inside is designed for comfort with open kitchen, cozy living room and large eating area.
Many visitors simply enjoy the lake. Others capitalize on the hiking trails including Mount Monadnock which is nearby.

Guest Reviews:

- "Absolutely fantastic. Nothing but pure relaxation and happiness. Cant wait until next summer. Mary Ellen & John were the best hosts we have ever had. ❤️" - "Nice property. Would be great for large family or groups." - "I took my kids here for a few days to enjoy the lake. The house had everything we could need. The location was perfect - right on the lake with easy access to kayaks and a swimming dock. Jon and his wife were great hosts and made sure we had everything we needed to enjoy the stay. Would absolutely visit again!"

Landmarks in Winchendon
Historic Home with Modern Updates on Less Than 4 Acres
House
MA, USA

Historic Home with Modern Updates on Less Than 4 Acres offers accommodations in Royalston, 23 miles from Pelham Town Hall Historic District and 29 miles from East Village Historic District. This vacation home offers accommodations with a patio. Free Wifi is available throughout the property and Amherst College is 30 miles away. The air-conditioned vacation home consists of 4 bedrooms, 3 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a shower and a hair dryer. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Beneski Museum of Natural History is 30 miles from the vacation home, while Athletic Fields North is 29 miles away. Worcester Regional Airport is 39 miles from the property.

Amenities:

Accessibility • Pet Friendly • Fireplace/Heating • Sports/Activities • Parking • Internet • Other • Child Friendly • Security/Safety • Guest Services

Landmarks in Winchendon
Relaxing Retreat
Apartment
Westminster, Massachusetts, USA

This space features two bedrooms each with a queen bed. Additionally, outside one of the bedrooms there is a nook with Murphy Bed for bookings OVER 4 or by request. One full bath with large shower stall, well equipped Kitchenette, cozy living room with Smart 75" TV, and a gym with a treadmill, multifunction weight rack, 55" TV with Amazon Fire stick, and workout mirrors.
Kitchenette has full size refrigerator with freezer, small sink, microwave, coffee maker, electric tea kettle, toaster, air fryer.
*** PLEASE NOTE if your party is 4 OR UNDER, you may request use of the Murphy Bed at $40 per stay for set up/take down and extra linens. This must be requested at the time of booking or within 7 days of check in to guarantee use.
Features a private entrance walk out basement apartment with designated driveway.

Guest Reviews:

- "The appartment was like expected. It was very clean. If there is a thing to ameliorate, it's the soundproofing between the apartment and the upper floor." - "We really enjoyed our stay. Everything was as it is in the pictures. Beautiful. There were tons of miscellaneous items that made things very convenient, coffee, filters, sugar, paper towels, napkins, personal care items, video games, regular games, streaming channels, etc.. We appreciated all of them. It was great to have a separate driveway and entrance. Thank you very much!"

Landmarks in Winchendon
The Zen Waterfront Retreat: A Sweetwater Stay
House
236 Tully Road, Orange, MA, MA 01364, USA

The Zen Waterfront Retreat: A Sweetwater Stay is located in Orange, just 28 miles from Amherst College and 21 miles from Pelham Town Hall Historic District. The vacation home features both Wifi and private parking free of charge. East Village Historic District is 27 miles from the vacation home and Beneski Museum of Natural History is 28 miles away. The vacation home consists of 3 separate bedrooms, 3 bathrooms, and 2 living rooms. The accommodation is non-smoking. Guests at The Zen Waterfront Retreat: A Sweetwater Stay will be able to enjoy activities in and around Orange, like fishing and canoeing. Athletic Fields North is 27 miles from the accommodation, while Emily Dickinson Museum is 28 miles away. Worcester Regional Airport is 38 miles from the property.

Amenities:

Sports/Activities • Guest Services • Parking • Child Friendly • Other • Internet • Pet Friendly • Air Conditioner • Security/Safety • Balcony/Terrace

Landmarks in Winchendon
Lakefront all-season beauty and fun!
Cabin
Jaffrey, New Hampshire, USA

This 1939 cabin has all the woodsy charm you're looking for and more. Two bedrooms, large living room with skylight, woodburning stove in a beautiful stone fireplace, and a wraparound deck with peaceful, pristine Thorndike Pond sparkling right across the well-maintained dirt road. The property is on 2.7 acres of woods next to Blaine State Forest.
Our private lakefront offers a stunning view of Mt. Monadnock, a dock, firepit, swimming or kayaking in summer and cross country skiing in winter. It has a bunkhouse that sleeps two more guests in summer, attached to a wood-burning sauna that's great for any time of year! Fifteen minutes from all the stores, restaurants, culture and charm of Peterborough. The best fireworks anywhere, best farm animals at Friendly Farm, great hike up Monadnock, glorious fall foliage, family skiing at nearby Crotched Mountain, hay and sleigh rides at Silver Ranch, professional summer theater at the Peterborough Players, ice cream at Kimball's... the perfect, mellow vacation spot for a family or small group in any season.

Guest Reviews:

- "My family of five had a wonderful week. Loved the rustic feel! We were welcomed with beautiful flowers and well stocked food and essentials. The beach was awesome with a gorgeous view of the mountain. Kayaking was our favorite. We took trips to nearby Keene and Peterborough did some shopping and had lunch. Thank you, Sarah and Paul, for a wonderful vacation! Regards, Liz" - "Our third summer staying at Paul and Sarah's, and it just keeps getting better and better. It's beautiful, it's comfortable, it's peaceful. It's pure magic. Thank you so much!!!!!"

Landmarks in Winchendon
Modern Waterfront Gem with Dock on Lake Monomonac
House
MA, USA

Both parking on-site and free Wifi are available at Modern Waterfront Gem with Dock on Lake Monomonac. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a toaster and a coffee machine, and 1 bathroom with a shower. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Worcester Regional Airport is 43 miles away.

Amenities:

Child Friendly • Accessibility • Security/Safety • Sports/Activities • Other • Guest Services • Internet • Fireplace/Heating • Parking

Landmarks in Winchendon
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Cabin
Fitzwilliam, New Hampshire, USA

Come get away from it all and reconnect with nature at The Adventure Cabin. This 1950's log cabin has been fully updated including a new kitchen, bathroom, pellet stove and modern style without losing its cozy charm. Enjoy sweeping views of Mount Monadnock with no visible neighbors while sitting around the fire pit until the stars fill the sky. Be warned, you might not want to leave.

The Adventure Cabin was built with logs cleared from the lot and pictures of the build process are hung above the writing desk. The original character of the logs, stone and pine boards is still apparent in the cabin, now accented with modern furniture and decor.

There is a wide selection of travel guides and maps to dream up your next adventure while you unwind at the cabin. Kick back and play cards or board games in the living room or retreat to the bedroom to watch Netflix. Hang around the fire pit and soak in the view.

Enter the cabin through the enclosed porch and you will instantly feel at home. Hang your coats on the back of the door, kick off your shoes and take a load off on the plush couch.

If you choose to eat inside instead of the front porch, you will still have mountain views from the dining table. Step down from the living room into the bedroom, furnished with a 10" thick memory foam queen mattress, built-in dressers, a lounge chair and more mountain views.

The kitchen has a new electric range and fridge with plenty of room to store your haul from the many nearby breweries, Whether you make your coffee with the coffee maker, Keurig or French press, you can enjoy it on the enclosed porch with views of Mount Monadnock.

Off the kitchen, you will find the second big bedroom complete with 10" thick memory foam queen mattress, two nightstands with lamps, a smart tv and a small sitting area with original mid-century modern furniture left at the cabin, refinished with new cushions.

Our washer and dryer is currently out of service.

While a pack 'n play, highchair and a selection of kid's books is provided for our guests traveling with small children, the cabin is not fully baby proofed.

Guest Access
You will have the entire cabin and surrounding 5 acres to yourself during your stay to relax in ultimate privacy. There is a punch code lock for easy self-check in.

Other Things to Note
Should you decide to leave the cabin, there is great hiking in the area. Check out our guidebook or AllTrails for more details. There are so many wonderful independent breweries in the area including Granite Roots just down the street.

There are exterior security cameras in-use for security, to monitor deliveries and maintenance and to make sure only registered guests are on the property.

Please keep in mind that this is a cabin. There is a good chance you will find things like mud, bugs and animals around the property.

The Neighborhood
Fitzwilliam is a charming historic New England town with numerous ponds for the angler and breweries for the beer enthusiast. The Adventure Cabin is 10 minutes away from Franklin Pierce University in Rindge and 15 minutes away from Keene State College in Keene. The cabin is. 10 minutes from Mount Monadnock for the adventure hiker or 10 minutes in the other direction to Rhododendron State Parks if you prefer casual walks in the woods, There are 8 small batch breweries within 20 minutes of the cabin.

Fitzwilliam is only 2 hours from Boston and 40 minutes east of Brattleboro, Vermont. The driveway has plenty of room for 2 or 3 cars.

Guest Reviews:

- "We had a wonderful stay! Thank you for sharing your space with us! The view alone was magnificent!" - "Was a very good time. Very quiet and secluded and restful. Will love to stay again next summer." - "My friends and I stayed a long weekend of fishing and bon fires. Place is great. Just be aware there's no AC so plan accordingly if it's summer." - "We LOVED our stay. We felt deep in the woods. So much privacy without being far away. The place is tasteful, so comfortable and gorgeous while still giving off a rustic vibe. We felt responded to and well cared for by our host. We enjoyed playing games indoors, exploring through the woods, walking through the neighborhood, playing at the community entrance to the lake, and - a short drive away - climbing Mt. Monadnock! Lots of family bonding. Wonderful weekend!!!"

Landmarks in Winchendon
Lakeside Retreat - HOT TUB, Swimming, Boats
House
72 Kimball Rd, Rindge, NH, NH 03461, USA

Providing a garden, Lakeside Retreat - HOT TUB, Swimming, Boats features accommodations in Rindge. This beachfront property offers access to free Wifi and free private parking. Outdoor seating is also available at the vacation home. Featuring a patio and lake views, the spacious vacation home includes 3 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 2 bathrooms with a hot tub and a bath. Towels and bed linen are offered in the vacation home. The accommodation has a fireplace. Manchester Boston Regional Airport is 48 miles from the property.

Amenities:

Security/Safety • Internet • Child Friendly • Ocean View • Air Conditioner • Barbecue/Outdoor Cooking • Parking • View • Oceanfront

Landmarks in Winchendon
Lakefront Orange Vacation Rental - Pet Friendly!
Apartment
Orange, Massachusetts, USA

Discover the perfect getaway at this charming vacation rental in Orange, MA! Ideal for couples and solo travelers, this 1-bed, 1-bath apartment features a Smart TV, a wood-burning fireplace, and an idyllic location on Packard Pond. Explore the gorgeous natural surroundings at nearby attractions, like the scenic Tully Lake, Mount Tully State Forest, and Quabbin Reservoir, or venture into town to explore local shops and restaurants. A memorable stay awaits at this lovely retreat!

-- THE PROPERTY --

MassTaxConnect ID #C0441382230 | Lake View | Wood-Burning Fireplace | Community Lakefront Park

Bedroom: Queen Bed

APARTMENT FEATURES: Smart TVs w/ cable, Alexa speaker, board games, exercise bike, rocking chairs, dining table, ceiling fans, heated floors
KITCHEN: Stainless steel appliances, cooking basics, dishware/flatware, stove/oven, refrigerator, microwave, Keurig coffee maker, kettle
GENERAL: Free WiFi, linens/towels, complimentary toiletries, iron/board, hair dryer, trash bags/paper towels
FAQ: No A/C, homeowner on-site (upper unit), stairs required to access, 2 exterior security cameras (outward facing), pet fee (paid pre-trip)
PARKING: Driveway (2 vehicles), free street parking

-- THE LOCATION --

TULLY LAKE (~2 miles): Tully Canoe Launch, Tully Dam Disc Golf Course, Doane’s Falls/Tully Lake Trailhead, Tully Lake Boat Ramp
ENJOY THE OUTDOORS: Packard Pond (on-site), Tully Trail (2 miles), Mount Grace State Forest (8 miles), Royalston Falls (10 miles), Northfield Mountain Ski Center (21 miles), Monadnock State Park (23 miles), Quabbin Reservoir (23 miles)
LANDMARKS: Bear's Den (10 miles), Schell Bridge (17 miles), Bridge of Names (21 miles), Mount Monadnock, (23 miles), Poet's Seat Tower (25 miles)
AIRPORTS: Bradley International Airport (68 miles), Boston Logan International Airport (79 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly w/ $50 fee (+ fees and taxes)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property does not offer air conditioning
- NOTE: The homeowner lives on-site, in a completely separate unit, and may be present during your stay
- NOTE: The property requires stairs to access
- NOTE: Your safety matters. The property features 2 exterior security cameras located in the front yard facing the entrance and on the garage facing the driveway. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Guest Reviews:

- "This was a great place to stay! A short drive from numerous mountains and state forests made this location prime for anyone who likes to get out an explore. The unit itself is comfortable with all new appliances, paint, cabinets etc. It has a great view of the pond as well as numerous hummingbirds! A great place to stay and the hosts are extremely kind" - "Cozy stay with gorgeous lake view. Comfortable and clean. Would be happy to return!"

Winchendon Family Friendly Accommodations

Winchendon Accommodations with Parking

Winchendon Accommodations with Entertainment

Winchendon Pet Friendly Accommodations

Winchendon Accommodations with Spa

Winchendon Accommodations with Private Beach

Landmarks in Winchendon
7.5
82 reviews
From $109

Winchendon Landmarks on the Map

Compare the Best Landmarks in Winchendon – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Maguire House Bed and Breakfast 30 Cobb Road, Ashburnham, MA, 01430 225 4.0 10.0 9 Click here
The Maguire House Bed & Breakfast 30 Cobb Road, Ashburnham, MA, 01430, USA 261 3.0 10.0 36 Click here
Relaxing Retreat 71 Bathrick Road, Westminster, MA, MA 01473, USA 148 4.0 9.8 6 Click here
Monadnock Inn 379 Main Street, Jaffrey, NH, 03452, USA 160 2.0 7.6 273 Click here
Charming Jaffrey Cottage with Deck and Grill! Jaffrey, NH, USA 588 4.0 10.0 2 Click here
Cozy, Rustic Summer Cabin on Clean Lake Fitzwilliam, New Hampshire, USA 457 2.0 10.0 12 Click here
Woodbound Inn 247 Woodbound Road, Rindge, NH, NH 03461 109 3.0 7.5 82 Click here
Secluded chalet on 50 acres at base of Mt Monadnock, near lakes -TESLA charger Jaffrey, New Hampshire, USA 336 10.0 78 Click here
The Monadnock Inn 379 Main Street, Jaffrey, NH, NH 03452, USA 171 3.0 8.0 65 Click here
Lakefront 3BR Log Cabin w/Dock and Fire Pit Rindge, New Hampshire, USA 386 10.0 56 Click here
Lakefront Orange Vacation Rental - Pet Friendly! Orange, MA, USA 152 3.0 5.5 2 Click here
Relaxing lake front, big deck, sandy beach Winchendon, Massachusetts, USA 369 10.0 52 Click here
Historic Home with Modern Updates on Less Than 4 Acres MA, USA 283 3.0 9.5 2 Click here
Relaxing Retreat Westminster, Massachusetts, USA 227 9.8 33 Click here
The Zen Waterfront Retreat: A Sweetwater Stay 236 Tully Road, Orange, MA, MA 01364, USA 398 3.0 10.0 2 Click here
Lakefront all-season beauty and fun! Jaffrey, New Hampshire, USA 271 9.8 29 Click here
Modern Waterfront Gem with Dock on Lake Monomonac MA, USA 236 3.0 10.0 1 Click here
Cozy Updated Log Cabin with Mountain Views close to Monadnock Fitzwilliam, New Hampshire, USA 224 9.6 27 Click here
Lakeside Retreat - HOT TUB, Swimming, Boats 72 Kimball Rd, Rindge, NH, NH 03461, USA 297 8.5 2 Click here
Lakefront Orange Vacation Rental - Pet Friendly! Orange, Massachusetts, USA 192 10.0 24 Click here

Note: The prices for each Landmarks in Winchendon 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

Accommodations in Winchendon that offer a pool include:

  • Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place.- Review Count: 3, Rating: 10.0
  • Secluded waterfront 2-bedroom/2 bath on private 152 acre Sportsman's Pond..- Review Count: 1, Rating: 10.0
  • The Perfect Spot at the Lake @ Tatum's Place.- Review Count: 0, Rating: 9.5

Accommodations in Winchendon offering spa or wellness facilities include:

  • Lakefront all-season beauty and fun!.- Review Count: 29, Rating: 9.8
  • Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna.- Review Count: 13, Rating: 10.0
  • VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac.- Review Count: 9, Rating: 10.0

Family-friendly accommodations in Winchendon include:

  • Relaxing Retreat.- Review Count: 6, Rating: 9.8
  • Monadnock Inn.- Review Count: 273, Rating: 7.6
  • Charming Jaffrey Cottage with Deck and Grill!.- Review Count: 2, Rating: 10.0

Pet-friendly accommodations in Winchendon include:

  • Cozy, Rustic Summer Cabin on Clean Lake.- Review Count: 12, Rating: 10.0
  • Secluded chalet on 50 acres at base of Mt Monadnock, near lakes -TESLA charger.- Review Count: 78, Rating: 10.0
  • Lakefront Orange Vacation Rental - Pet Friendly!.- Review Count: 2, Rating: 5.5

Accommodations in Winchendon that serve free breakfast include:

  • The Maguire House Bed & Breakfast.- Review Count: 36, Rating: 10.0
  • Woodbound Inn.- Review Count: 82, Rating: 7.5

Accommodations in Winchendon that offer on-site parking include:

  • Maguire House Bed and Breakfast.- Review Count: 9, Rating: 10.0
  • The Maguire House Bed & Breakfast.- Review Count: 36, Rating: 10.0
  • Relaxing Retreat.- Review Count: 6, Rating: 9.8

Some of the best Accommodations in Winchendon are:

  • Maguire House Bed and Breakfast.- Review Count: 9, Rating: 10.0
  • Relaxing Retreat.- Review Count: 6, Rating: 9.8
  • Charming Jaffrey Cottage with Deck and Grill!.- Review Count: 2, Rating: 10.0

Some of the popular Accommodations in Winchendon are:

  • Monadnock Inn.- Review Count: 273, Rating: 7.6
  • Woodbound Inn.- Review Count: 82, Rating: 7.5
  • Secluded chalet on 50 acres at base of Mt Monadnock, near lakes -TESLA charger.- Review Count: 78, Rating: 10.0