Best Cottages for Your Stay in Sisters, OR

Pine Street Cottage
House
388 W St Helens Ave, Sisters, OR, 97759, USA

Pine Street Cottage offers accommodations in Sisters, 22 miles from Hollinshead Park and 23 miles from Drake Park. This vacation home is 24 miles from Ponderosa Park. With free Wifi, this 3-bedroom vacation home features a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation has a fireplace. Guests can relax in the garden at the property. Redmond Municipal Airport is 21 miles from the property.

Guest Reviews:

- "I enjoyed staying at this property lots of windows to see the view" - "We thoroughly enjoyed our stay and would recommend the Pine Street Cottage should we be asked." - "We enjoyed our stay at Pine Street Cottage." - "Wonderful stay in Sisters, comfortable home with a great in-town location."

Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
Cottage
Sisters, Oregon, USA

Situated in a picturesque setting, minutes from downtown Sisters. This charming historical cottage, with extensive modern touches, offers a tranquil retreat in a safe neighborhood for your next vacation. A home away from home! My goal is to help make my guests’ stay as stress-free as possible.

I believe you’re going to love all the fantastic amenities this cozy cottage has to offer! Take a moment to unwind in the charming outdoor sitting areas, complete with two lovely decks and a comfortable covered gazebo—perfect for soaking up the sun and enjoying some relaxation. You’ll be serenaded by the sweet sounds of native birds and the gentle babble of Whychus Creek in the distance. And let’s not forget the sauna, where you can indulge in some excellent health benefits. With its inviting atmosphere and fantastic location, the cottage is just the place to kick off your fun adventure in Sister! Enjoy your stay!

Arriving at the front of the cottage, there’ll be an extensive white picket fence surrounding the cottage on a private corner lot. There is extensive free off-road parking available for 4 to 8 vehicles. Additionally, for an RV or 5th wheel, there are unfortunately no hook-ups available. As you approach the front door of the cottage, follow the stepping stone leading to the uncovered patio. Please be careful with weather variations when entering the cottage.

The Master lockbox is located near the front door of the cottage. The code is changed frequently for the quest’s safety. I will message the new code on the day of arrival at the cottage. There is also a security camera at the front and rear doors, as well as above the garage door area.

Once inside the cottage, you are welcomed by a cozy sectional couch and the inviting living room, hardwood pine flooring, a gas fireplace, gorgeous historical wooden blinds, and large white plank accents. So inviting and comfortable for entertaining and enjoying.

An additional set of keys will be provided on the cabinet near the coat rack. One key is marked “J” for the front and back door. The other key is marked “B” for the basement area. Please use these when you’re visiting the cottage and return the individual key to the Master Lockbox to keep it safe. When departing, return the keys to the appropriate area.

There is a white binder on the living room ottoman that contains a lot of information about the cottage for your quick reference, ie. WiFi passwords. Additionally, a notebook containing numerous restaurant menus and options. A black binder near the fireplace has significant numbers for emergency purposes. Many games and cards are in the cabinet in the living room. Please take a look around, and you’ll most likely find what you’re looking for.

The Ruku TV remote is on the ottoman. Please return to the ottoman before departing the cottage. Do not log out of any of the streaming options. This will prevent other guests from enjoying the many options. The Ruku TV features surround sound, including a base speaker and a sound bar speaker positioned under the TV. If the volume doesn’t turn on with the TV remote, please press the on button located at the top of the sound bar speaker, positioned under the TV.

Kick back and relax in the evenings by the warm, cozy fireplace, or catch up on your favorite shows on the smart TV—whatever feels right! You’ll love having high-speed WiFi for browsing and staying connected,

The main level is accessible without the use of steps, with two queen-sized bedrooms, a sectional with a hide-a-bed, a full-sized bathroom, a kitchen, and a dining area. From the dining area, enter through the French doors and assess the extensive back patio deck.

The main level hall closet is well-stocked with a variety of towels and many supplies. Please use only the supplies necessary to ensure you have a comfortable stay at the cottage. Just take a look around and you’ll most likely find it. Thank you.

The two bedrooms on the main level are both step-free areas and have easy access to the full-sized bathroom. Each bedroom features blinds and curtains, along with ample storage space. Plenty of extra blankets and pillows if needed. One of the bedrooms features a full-sized mirror, while the other has a mirror mounted on the wall.

The third bedroom has a lower bed frame that is closer to the floor. Excellent for guests with any mobility issues. This bedroom is also conveniently located near the bathroom and has access to the back deck through a French door situated in the bedroom. Personally, my favorite place to stay is when visiting my cottage.

The primary bedroom is upstairs. It features a private sitting area, ample storage for clothing, wooden blinds, and a comfy queen-sized bed. Additionally, it comes with blankets, pillows, a fan, and a heater, as needed. I just love this area for unwinding and enjoying the beauty all around.

The primary bathroom features a walk-in shower with a seating area, an elegant clawfoot tub for soaking, and a vanity area—a beautiful, bright space with skylights and numerous windows. From the walk-in shower, Whychus Creek is visible. Please take a look around, and you’ll most likely find what you’re looking for.

The office is a bright area with a skylight and numerous books to enjoy, featuring an office desk, desk light, supplies, and high-speed internet.

Back on the main level of the cottage-

The kitchen is fully equipped with essential appliances, including a Viking convection gas stove & oven, microwave, dishwasher, and refrigerator with icemaker, allowing you to prepare delightful meals with ease. You can enjoy your culinary creations at the dining table, which seats six, when a leaf is added to the table. Or take advantage of the beautiful outdoor space by firing up the BBQ for a pleasant al fresco dining experience. This lovely cottage serves as a unique oasis for relaxation and enjoyment. The covered Gazebo has lights for the evening that I set on auto. The timer is on the back side of the house near the Gazebo. I set it on “2” or “4”. The lights will remain on for 2 or 4 hours after dawn.

Just off the dining room are some carpeted stairs leading to the lower level of the cottage. You’ll find two additional sleeping areas, a private sitting area, some light free weights, a yoga mat, and a utility room. If you’re looking for a bit of peace, check out the lower-level sitting area, where you can enjoy some time away from the hustle and bustle.

There is a Tempur-Pedic twin bed and a cozy, full-sized bed on this level. A partial wall separates the beds. There is ample storage space for your belongings. Unfortunately, there is no restroom on the lowest level of the cottage. Must be able to take stairs to access this level.

Please take a look around the utility room, and you’ll most likely find what you need to make your stay comfortable. The sauna towels will be on the metal storage shelving. Also, an iron and an ironing board, as well as a clothing rack, are located in this area.

Venture outside to the extensive back deck area, which offers plenty of seating options. Also, take a walk to enjoy the private sauna. Please read the instructions before using the sauna. If you’re into cold plunging, there’s a nice option to enjoy Wychus Creek just minutes behind the cottage. Return to the ground in the grassy backyard and enjoy the surroundings.

And don’t forget to take advantage of the stunning night sky for some beautiful stargazing, thanks to the minimal light pollution. You can unwind on the grassy area or enjoy a gentle sway in the hammock for a truly relaxing experience!

Enjoy your stay!

Guest Reviews:

- "I would return" - "This is a comfortable, well-equipped house in a fantastic location just a couple of blocks from downtown Sisters. I appreciated the cozy beds, the comfy and spacious couch, the charming outdoor seating area, and the nice range of kitchen equipment. In addition to a wide variety of pots and pans, they even had ziplocs and other food storage options. The owner was easy to deal with and quick to respond to any questions.I think this would be best rented by a family or a nimble group of close friends, just because there are two full baths. One is on the second level and essentially a private bath for whoever has the bedroom on that floor, and the other is on the ground floor for everyone else. Though they thoughtfully provide poopourri :) All in all a great stay in a great location. I would definitely rent again if I come back to Sisters. "

Cascadia Cottage
House
Sisters, OR, USA

Cascadia Cottage offers accommodations in Sisters, 25 miles from Drake Park and 26 miles from Ponderosa Park. Guests staying at this vacation home have access to a patio. Free Wifi is available throughout the property and Hollinshead Park is 25 miles away. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a hot tub and a hair dryer. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area. Guests at the vacation home will be able to enjoy activities in and around Sisters, like skiing and cycling. Redmond Municipal Airport is 24 miles away.

Amenities:

Parking • Laundry • Skiing • Security/Safety • Other • Barbecue/Outdoor Cooking • Wellness Facilities • Hot Tub • Sports/Activities • Balcony/Terrace • Pet Friendly • Pool

Charming house in downtown Sisters with inviting deck
Cottage
Sisters, Oregon, USA

Sisters Downtown 1930s Cottage

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Find comfort and convenience on your next retreat to Sisters when you stay at this charming getaway! Curl up in the window seat with a novel or a magazine, spend gorgeous summer days grilling and dining outside on the deck, and enjoy ample sources of at-home entertainment that include a cable TV in each living area, as well as a DVD player for your favorite movies.

This property sits right across from the Village Green City Park in charming downtown Sisters, with the shops and diners of East Cascade Avenue just a short walk north. Spend your days walking through the western-themed town, grabbing coffee from one of the cafés as you bounce from boutique to art gallery. After a delicious lunch, lace up your shoes for a hike on the Peterson Ridge Trails just south down Three Creeks Road, or bring your mountain bikes for an extra thrill. Just 31 miles away is downtown Bend, where you'll find a wealth of breweries and eateries, as well as more great trails off Cascade Lakes Highway. In the summer, you can leisurely float down the Deschutes River, while winter draws visitors from all over to the snowy slopes of Mt. Bachelor for amazing skiing.

Things to Know
The studio is no longer available. The owner is now using it for personal use. It may be occupied while guests are present.
One of this home's bedrooms is only accessible from the outside.
Deschutes County Tax Certificate #77.

Parking notes: There is free parking available for 1 vehicle.

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Guest Reviews:

- "Charming little cottage, very comfortable. Great location, loved the convenience of being within walking distance of everything we needed." - "Cute place" - "A cute 1930 house, modern but yet not, we only used the main house and was comfortable, location, location was three blocks from Main Street, easy to walk shop and eat out.. a repeat" - "The property was perfect for our weekend getaway to sisters. The home had all we could need and the location was perfect to walk to town or run the trails!"

The Scout Boutique Cottages
Hotel
560 E Main Ave, Sisters, OR, OR 97759, USA

Located in Sisters and with Hollinshead Park reachable within 21 miles, The Scout Boutique Cottages has concierge services, non-smoking rooms, free bikes, free WiFi and a shared lounge. Located around 22 miles from Drake Park, the hotel is also 23 miles away from Ponderosa Park. Guests can enjoy garden views. All guest rooms come with air conditioning, a flat-screen TV with cable channels, a fridge, a coffee machine, a shower, free toiletries and a closet. Rooms are complete with a private bathroom equipped with a hairdryer, while some rooms at the hotel also feature a seating area. All rooms will provide guests with a microwave. Guests at The Scout Boutique Cottages will be able to enjoy activities in and around Sisters, like skiing and cycling. Redmond Municipal Airport is 21 miles from the property.

Guest Reviews:

- "Cozy, beautiful" - "Amazing place to stay. The chalets are so clean and beautifully presented it feels as if you are the first person to sta" - "We had a great time!!" - "I loved the charm, comfort and convenience of the Cottage Inn at Sisters." - "Weather was perfect and enjoyed the short walks to shops and eateries." - "Best place I have ever stayed! I can’t wait to return" - "Perfect place for a couple nights in central oregon."

Rags to Rescues animal sanctuary
Cottage
Sisters, Oregon, USA

An animal lovers paradise. Many mini animals that are rescues. This cottage in on a pond with a waterfall in a park like setting. The cottage is on a 165 acre farm 6 miles from Sisters and located between hwy 20 and hwy 126. The home has been completely renovated with new appliances windows, floors and bathroom fixtures. The decor has a country/cottage feeling. It is furnished with new furniture and antiques of the area. The bedding and towels are of the highest quality like my other rentals. The pictures now show the completed remodel.

We allow one dog and the size is not an issue. (I do make exceptions just message me) The dog must be on a leash when around the animals or houses but can run free in the forest. They love it there are some good smells on the forest floor. There is a dog fee.

The minimum nights will change on holidays to 3 to 4 nights depending on holiday. July and August will have 5 day minimums. My rate is for two people additional guests are $50 per person. The home has a maximum of four guests. The second bedroom will be unlocked based on your reservation. If just two of you are traveling together and want separate bedrooms just let me know and both will be available.

The space:
The home is approximately 1500 sq. ft.. There are 3 miles of paved trail and 5 miles of single track on the farm. Our tails connect to the Pederson Ridges trail system and there are over 200 miles of maintained mostly single track. Mountain View’s are spectacular.
Biking into Sisters is about 7 miles mostly single track.

Guest access:
There is an outdoor fire pit and hottub (right off covered porch) in the yard near the waterfall. The Mountain View’s from the Lawn chairs is amazing.

Interaction with guests:
I always want my guests to have complete privacy. I will never intrude but I am always available to my guests. I would love to meet you but I would leave all contact up to you.

Other things to note:
The home is set up for self checkin. There will not be a key, there is a key pad on the door. I will send a welcome letter with the code.

Guest Reviews:

- "We arrived very late at night on our first day at the cottage. Bonnie left the lights on for us, and everything was cozy and inviting after our long drive. Bonnie was available to us 24/7 if we had any questions or concerns, and she was very friendly when my husband talked to her while she tended the miniature horses. The property was beautiful, and very near to the state parks we were interested in visiting for kayaking with the pups. It was very hot outside, but the cottage remained a comfortable 70 degrees with central air conditioning. The grill was very convenient and the hot tub was hot and very clean. In fact, the entire place was very clean with all the little amenities you could hope for. The property was beautiful, with serene, lush fields outside large picture windows in every direction. The pond out front was steps from the door, and lovely to look at while sipping coffee on the deck every morning. The animals on the farm had so much personality, and every day we looked forward to the alpacas wandering closer to the fence just outside the living room windows, or up close when we walked the dogs. Sisters and Bend were very easy to drive to when we wanted groceries, supplies, or a bit of night life. Sisters is a charming, western town and the people there were very friendly to us. Overall, this is a wonderful property with a friendly and caring host. It was the perfect getaway from the big city for us. I highly recommend this Sisters cottage!"

Hot Tub, Fire Pit, Dog Friendly
Cottage
Sisters, Oregon, USA

Step into the warm embrace of 🌲 Cascadia Cottage, your cozy retreat nestled in the heart of scenic Sisters, Oregon. Thoughtfully designed with modern comforts and brimming with charm, this cottage is perfect for small groups or families seeking a serene getaway. Unplug, unwind, and create unforgettable memories amidst nature's beauty ❤️

Don't forget to click the ❤️ in the upper right hand corner so you can easily refer back to this listing while you search for the perfect stay.

A charming haven nestled amidst towering Douglas firs in the picturesque town of Sisters, Oregon. Thoughtfully crafted to blend cozy comfort with outdoor adventure, this 3-bedroom, 2-bath sanctuary is perfect for families or small groups seeking a peaceful getaway.

Step into the fully stocked kitchen and whip up your favorite meals or unwind in the spacious outdoor oasis. Here, you’ll find a relaxing hot tub, a fire pit perfect for stargazing, and fun lawn games surrounded by nature’s grandeur. Whether you're sipping morning coffee or sharing stories around the fire, the fresh mountain air and serene vibes make every moment unforgettable.

Sisters, Oregon, is your gateway to outdoor wonder. From hiking and rock climbing to kayaking and fishing, there’s something for every adventurer. After a day of exploring, return the cottage to recharge in luxurious comfort.

Whether you’re escaping the hustle of daily life or embracing the call of the wild, this home invites you to relax, reconnect, and revel in the beauty of nature. Your perfect getaway starts here.

💤 SLEEPING ARRANGEMENT
🛏 Bedroom 1: 1 King bed (sleeps 2)
🛏 Bedroom 2: 1 Queen bed (sleeps 2)
🛏 Bedroom 3: 2 Twin beds (sleeps 2)
🛏 Living Room: 1 Queen-sized sleeper sofa (sleeps 2)

🚽 BATHROOMS
🚿 Bathroom 1: Full bathroom w/ stand-up combination tub/shower. Located in Bedroom 1
🚿 Bathroom 2: Full bathroom w/ stand-up shower

🧑‍🍳 KITCHEN AND DINING
▪️ We welcome you to fully utilize all the stainless steel appliances (stove with oven, microwave, dishwasher, fridge) to fix yourself a meal
▪️ All types of cookware and utensils are thoughtfully provided to ensure you're well prepared ahead for any recipes. Basic spices are also available
▪️ Wake up and start your morning the right way with a dedicated coffee bar
▪️ Dining room seats 6. Also, kitchen bar seats an additional 4. Additional outdoor dining table setup is on the deck.

✨ KEY HIGHLIGHTS & AMENITIES
▪️ Fast WiFi with remote work desk setup
▪️ Full-size washer and dryer
▪️ Outdoor propane grill
▪️ Outdoor games
▪️ We love providing all guests with paper towels, dish soap, dishwasher pods, trash bags, toilet paper, hand soap, laundry pods, and many more consumables
▪️ Fresh bath and bed linens are provided - save space in your luggage as you will not need to pack them!

🅿️ PARKING
▪️ Spacious parking for 6+ vehicles. Large driveway with room for cars, recreational vehicles, trailers/toy haulers.

❄️ WINTER DRIVING ⚠️
▪️ Snow tire chains and/or 4-wheel drive vehicles are highly encouraged during winter months in the event of inclement weather.
▪️ We cannot control the weather and no refunds will be given due to weather conditions, so we recommend the purchase of Travel Insurance for all planned vacations. Travel Insurance will protect your Investment in the event of a weather event that would make roads impassable to vehicles with 4WD and/or chains.
▪️ For local road conditions, please call: State Highway Department.

🐛 NATURE
▪️ Our home is nestled amongst nature, so it's not out of the ordinary to see insects. It's okay to eat outside, but please clean up right away and don't leave any food out there overnight

🛒 Ray's Food Place (2.6 miles/6 mins) | Bi-Mart (2.5 miles/6 mins)
🐎 Black Butte Ranch (8.7 miles/14 mins)
📍 Bend (22 miles/30 mins)
✈️ Redmond airport (24.3 miles/34 mins)

*Disclaimer* Drive time/minutes are approximated and may vary by season. Distance/miles is approximated and may vary based on road conditions and closures.

Please remember you're staying in a home, not a hotel. Please treat the space with respect. If any problems arise, we will do our best to take action as soon as possible.

Guest Reviews:

- "This house was very welcoming, clean & cozy! It is located a very short distance to Sisters (5 minute drive). The hot tub was a great addition. The fully fenced backyard was great for our dog to run & play. The house was fully stocked with supplies. Our host was an A communicator & we will definitely be staying again. " - "We had a lovely time at this house. Very well appointed kitchen, etc. The space and location was wonderful, great walking around the community and a short drive into Downtown Sisters. We'll definitely mark this one down and come back."

A Historic Inn, right in Downtown Sisters!The whole town at your doorstep
Cottage
Sisters, Oregon, USA

Sisters, OR is known for its charming downtown area and gorgeous mountain views. Staying at our Historic Inn adds to the overall experience. With 3 bedrooms and a sprawling lawn complete with fire pits, it is also great for accommodating larger groups.

Our convenient location is close to amazing food and all live music and events the town provides. Suitable for family reunions, rehearsal dinners, and even bridal showers. Our Inn is an excellent choice for hosting your special events or gathering your loved ones for memorable occasions. Enjoy your stay in Sisters!

Guest Reviews:

- "Cozy beds, historic vibes, and the prime location to enjoy the amazing town of Sisters, OR, and the entire area. Loved this home! Shopping, dining, and activities in town are all walkable. It just happened that I was able to catch the world's best Fleetwood Mac tribute band playing at the venue across the street during my stay. I was sorry to miss out on "Brunchies" food truck, but the menu looked awesome. I'm hoping to come back next summer for a large gathering at the property."

Cottage Live/Play in the Heart of Downtown Sisters
Cottage
Sisters

Our Cottage is quiet, clean and close to the center of downtown Sisters with its boutiques and restaurants less than two blocks from your door. No car needed.

And even being close to everything provides open vistas of the Three Sisters Mountain range, expansive views of ranch life within a few steps and a community known for special events. Let your inner-west shine.

(NOTE: We cancelled Airbnb in 2016 & stayed with VRBO. We're back. Have had 5 star reviews for 12 years with VRBO.)

The space
The entire Cottage is yours alone. It is nestled in a small newer community at the edge of downtown Sisters. The first gallery is within two blocks of your stay. Outdoor swimming and a spool is available using your electronic card. If you need to store bikes or equipment our garage is secure using a digital lock. The Cottage is quiet and has a fully stocked kitchen, interior washer/dryer and comfortable beds ready after a full day of activity.

Guest access
Guest enjoy the entire Cottage home.

Other things to note
Just as a reminder. Check-in time is 4 pm and check-out time is 11 am. Our cleaning personnel arrive at checkout to prepare for coming guests.

Make sure to take a moment reading your Welcome Book on the computer desk. It is full of informative helps regarding the Cottage and your stay. It also serves as a reminder of what is unique about the City of Sisters, if one can call it a city. And don't forget that your concierge is just a phone call for any question you might have. Enjoy!

The Festival House is the sweet spot in Sisters!
Cottage
Sisters

The Festival House is a destination in its own.
5 blocks to the center of Sisters.
3 blocks to the Village Green.
Wi-Fi, A/C, Tv streaming.
Pull through driveway for trucks, trailers and toys.
DVD library.

No pets.

National Forest just minutes away!
Walk to trails, galleries, food, shops and, music!
Full kitchen, Laundry facilities onsite.
Disco-Ball for private dance parties.
Songbird sanctuary in backyard
No garage a

The space
1000 square feet on one level. Wi-Fi, ductless AC/ Heat, TV
To stream subscriptions and DVD for watching movies. Not wheelchair accessible. Bring whatever it is that makes you feel festive to your stay!

Guest access
Full house!
No access to the garage.

Other things to note
Wi-Fi yes !
TV for streaming and watching DVDs.
Two of the best fishing holes are within 30 minutes. The pull through driveway makes it easy to bring your trailers of toys! Or, you can hang out in the private backyard that’s set up as a song bird sanctuary. Enjoy!

Steps to Downtown & Amazing Views-Hot Tub/Pool/AC
Cottage
Sisters

Welcome to TruNorthwest Retreat-Sisters. This charming single-level cottage, located in the coveted Pine Meadows Village has all the comforts of home with the amenities of a retreat get-away!

The space
Just steps to our community pool, spa, tennis court, and spectacular Cascade Mountain views. Walk to downtown's highly acclaimed shops, galleries, and restaurants. Enjoy our nearby hiking trails or venture out to take in some of the outdoor activities Central Oregon is famous for.

To end your day, our backyard patio is equipped with a propane heater, large gas barbecue, and furnishings for outdoor dining. Cozy up with one of our several books or watch our 50" Smart TV.

The kitchen is well-equipped with all the basics and more. Both bedrooms have queen sized beds and couch pulls out for additional guests.

4 MSR Adult size snowshoes and 2 MSR Kid size snowshoes are available during the winter.

Whatever your liking, TRU Northwest Retreat has it all!

Hottub,Firepit,Fam+Pet Friendly by @pinpointstays
Cottage
Deschutes County

Step into the warm embrace of 🌲 Cascadia Cottage, your cozy retreat nestled in the heart of scenic Sisters, Oregon. Thoughtfully designed with modern comforts and brimming with charm, this cottage is perfect for small groups or families seeking a serene getaway. Unplug, unwind, and create unforgettable memories amidst nature's beauty ❤️

The space
Don't forget to click the ❤️ in the upper right hand corner so you can easily refer back to this listing while you search for the perfect stay.

A charming haven nestled amidst towering Douglas firs in the picturesque town of Sisters, Oregon. Thoughtfully crafted to blend cozy comfort with outdoor adventure, this 3-bedroom, 2-bath sanctuary is perfect for families or small groups seeking a peaceful getaway.

Step into the fully stocked kitchen and whip up your favorite meals or unwind in the spacious outdoor oasis. Here, you’ll find a relaxing hot tub, a fire pit perfect for stargazing, and fun lawn games surrounded by nature’s grandeur. Whether you're sipping morning coffee or sharing stories around the fire, the fresh mountain air and serene vibes make every moment unforgettable.

Sisters, Oregon, is your gateway to outdoor wonder. From hiking and rock climbing to kayaking and fishing, there’s something for every adventurer. After a day of exploring, return the cottage to recharge in luxurious comfort.

Whether you’re escaping the hustle of daily life or embracing the call of the wild, this home invites you to relax, reconnect, and revel in the beauty of nature. Your perfect getaway starts here.

💤 SLEEPING ARRANGEMENT
🛏 Bedroom 1: 1 King bed (sleeps 2)
🛏 Bedroom 2: 1 Queen bed (sleeps 2)
🛏 Bedroom 3: 2 Twin beds (sleeps 2)
🛏 Living Room: 1 Queen-sized sleeper sofa (sleeps 2)

🚽 BATHROOMS
🚿 Bathroom 1: Full bathroom w/ stand-up combination tub/shower. Located in Bedroom 1
🚿 Bathroom 2: Full bathroom w/ stand-up shower

🧑‍🍳 KITCHEN AND DINING
▪️ We welcome you to fully utilize all the stainless steel appliances (stove with oven, microwave, dishwasher, fridge) to fix yourself a meal
▪️ All types of cookware and utensils are thoughtfully provided to ensure you're well prepared ahead for any recipes. Basic spices are also available
▪️ Wake up and start your morning the right way with a dedicated coffee bar
▪️ Dining room seats 6. Also, kitchen bar seats an additional 4. Additional outdoor dining table setup is on the back patio.

✨ KEY HIGHLIGHTS & AMENITIES
▪️ Fast WiFi with remote work desk setup
▪️ Full-size washer and dryer
▪️ Outdoor propane grill
▪️ Outdoor games
▪️ We love providing all guests with paper towels, dish soap, dishwasher pods, trash bags, toilet paper, hand soap, laundry pods, and many more consumables
▪️ Fresh bath and bed linens are provided - save space in your luggage as you will not need to pack them!

🅿️ PARKING
▪️ Spacious parking for 6+ vehicles. Large driveway with room for cars, recreational vehicles, trailers/toy haulers.

Guest access
✨ You will have private use to the entire cottage and all its amenities during your stay ❤️

Other things to note
❄️ WINTER DRIVING ⚠️
▪️ Snow tire chains and/or 4-wheel drive vehicles are highly encouraged during winter months in the event of inclement weather.
▪️ We cannot control the weather and no refunds will be given due to weather conditions, so we recommend the purchase of Travel Insurance for all planned vacations. Travel Insurance will protect your Investment in the event of a weather event that would make roads impassable to vehicles with 4WD and/or chains.
▪️ For local road conditions, please call: State Highway Department.

🐛 NATURE
▪️ Our home is nestled amongst nature, so it's not out of the ordinary to see insects. It's okay to eat outside, but please clean up right away and don't leave any food out there overnight

Please remember you're staying in a home, not a hotel. Please treat the space with respect. If any problems arise, we will do our best to take action as soon as possible.

Guests are required to sign a Rental Agreement and upload a copy of their ID upon booking. (Airbnb policy: https://www.airbnb.com/help/article/465). In addition, a security deposit hold (not a charge) of $300 is required and will be automatically reserved for the booking. The automatic reserve is conducted by putting a hold on the Guest's credit card, exactly 2 day(s) prior to the arrival date. (Airbnb policy: https://www.airbnb.com/help/article/140)

Amenities:

Shampoo • Hair dryer • Body soap • Conditioner • Cleaning products • Dryer • Bathtub • Shower gel • Hot water • Washer

Sisters Cottages on the Map

Compare the Best Cottages in Sisters – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Pine Street Cottage 388 W St Helens Ave, Sisters, OR, 97759, USA 195 4.0 9.0 6 Click here
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna. Sisters, Oregon, USA 261 2.0 9.6 4 Click here
Cascadia Cottage Sisters, OR, USA 335 3.0 8.5 2 Click here
Charming house in downtown Sisters with inviting deck Sisters, Oregon, USA 252 8.8 41 Click here
The Scout Boutique Cottages 560 E Main Ave, Sisters, OR, OR 97759, USA 320 9.4 36 Click here
Rags to Rescues animal sanctuary Sisters, Oregon, USA 257 10.0 38 Click here
Hot Tub, Fire Pit, Dog Friendly Sisters, Oregon, USA 251 9.8 7 Click here
A Historic Inn, right in Downtown Sisters!The whole town at your doorstep Sisters, Oregon, USA 375 10.0 3 Click here
Cottage Live/Play in the Heart of Downtown Sisters Sisters 196 9.94 1 Click here
The Festival House is the sweet spot in Sisters! Sisters 200 9.88 1 Click here
Steps to Downtown & Amazing Views-Hot Tub/Pool/AC Sisters 200 9.92 1 Click here
Hottub,Firepit,Fam+Pet Friendly by @pinpointstays Deschutes County 864 10.0 1 Click here

Note: The prices for each Cottages in Sisters 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

Cottages in Sisters that include a pool or hot tub include:

  • Cascadia Cottage.- Review Count: 2, Rating: 8.5
  • Hot Tub, Fire Pit, Dog Friendly.- Review Count: 7, Rating: 9.8
  • Hottub,Firepit,Fam+Pet Friendly by @pinpointstays.- Review Count: 0, Rating: 10.0

These cottages in Sisters offer spa or wellness amenities:

  • Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna..- Review Count: 4, Rating: 9.6

Family-friendly cottages in Sisters include:

  • Pine Street Cottage.- Review Count: 6, Rating: 9.0
  • Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna..- Review Count: 4, Rating: 9.6
  • Cascadia Cottage.- Review Count: 2, Rating: 8.5

Pet-friendly cottages in Sisters include:

  • Cascadia Cottage.- Review Count: 2, Rating: 8.5
  • Rags to Rescues animal sanctuary .- Review Count: 38, Rating: 10.0
  • Hot Tub, Fire Pit, Dog Friendly.- Review Count: 7, Rating: 9.8

Cottages in Sisters offering on-site parking include:

  • Pine Street Cottage.- Review Count: 6, Rating: 9.0
  • Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna..- Review Count: 4, Rating: 9.6
  • Cascadia Cottage.- Review Count: 2, Rating: 8.5

Some of the best Cottages in Sisters are:

  • Pine Street Cottage.- Review Count: 6, Rating: 9.0
  • Cascadia Cottage.- Review Count: 2, Rating: 8.5
  • Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna..- Review Count: 4, Rating: 9.6

Some of the popular Cottages in Sisters are:

  • Charming house in downtown Sisters with inviting deck.- Review Count: 41, Rating: 8.8
  • Rags to Rescues animal sanctuary .- Review Count: 38, Rating: 10.0
  • The Scout Boutique Cottages.- Review Count: 36, Rating: 9.4