Best Apartments in Sisters

21 miles from Hollinshead Park in Sisters, Sisters Secret provides accommodations with access to a sauna, hot tub, and fitness room. With pool views, this accommodation offers a terrace and a swimming pool. The property features a children's playground and outdoor furniture. The spacious apartment is composed of 2 bedrooms, a living room with dining area, a fully equipped kitchen, and 2 bathrooms. Towels and bed linen are offered in the apartment. There's also a seating area and a fireplace. Guests may eat at the on-site restaurant. Guests at the apartment will be able to enjoy activities in and around Sisters, like skiing and cycling. The apartment has a picnic area where you can spend the day outdoors. Drake Park is 22 miles from Sisters Secret, while Ponderosa Park is 23 miles from the property. Redmond Municipal Airport is 21 miles away.

- "Lovely, wooded setting. Quiet and refreshing atmosphere" - "Can't wait to rent it again!" - "Great location for events at Five Pines Lodge." - "Great experience" - "Comfortable and simple, in a great location."

Carriage House A

The Carriage House A at The Wakefield Fort is your perfect getaway in the heart of Sisters, Oregon. The private cottage studio is a short walk to shopping, restaurants, live music, and more.

Designed to sleep up to 6 comfortably, the space features two queen beds, a queen pullout sofa sleeper, a full ADA bathroom, and updated kitchenette with a coffee station and mini fridge, and ample space to rest, relax, and bustle.

The boutique charm and a farmhouse vibe create a relaxing atmosphere. Cozy up to an outdoor propane fire pit and enjoy the small-town lifestyle and delightful Central Oregon weather. Book your stay today and experience the comfort of this unique retreat.

- "We had a great time! Our cottage was very spacious, clean and comfortable. It felt like there was a lot of care and thought put into all the amenities that were provided. The beds were comfy and the location is fantastic...only 1 block off the Main Street. We look forward to our next visit!!!" - "We visited Sisters for the Folk Festival and the location was walkable to everything in town. We didn’t have to drive at all! The property was incredibly clean and the beds were super comfy. All the amenities were there. Modern decor and styled design. Highly recommend!"

22 miles from Hollinshead Park in Sisters, Riley`s Mountain View provides accommodations with access to a hot tub. The apartment features both Wifi and private parking free of charge. Drake Park is 23 miles from the apartment and Ponderosa Park is 24 miles away. The air-conditioned apartment is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. A TV is provided. The accommodation has a fireplace. Redmond Municipal Airport is 21 miles away.

- "Perfect two days in Sisters." - "We loved the location. Could walk to everything."

Carriage House B

Discover the Carriage House B at The Wakefield Fort, your boutique getaway with a farmhouse vibe in the heart of Sisters, Oregon. This cozy retreat can accommodate up to 4 guests and is a short walk to shopping, restaurants, live music, and more.

The studio layout features a king bed and a queen pullout sofa sleeper, a full ADA bathroom, an updated kitchenette with a coffee station and mini fridge, and ample space to rest, relax and escape the hustle and bustle.

Cozy up to an outdoor fire pit, embrace the small-town lifestyle, and enjoy the beautiful Central Oregon weather for an unforgettable experience. Book your stay today and immerse yourself in the charm and comfort of this unique retreat.

- "Close to everything great space." - "Absolutely beautiful, clean and spacious. Quiet but right in town. Perfect place to spend the first night as husband and wife."

21 miles from Hollinshead Park in Sisters, Fourth Sisters Escape features accommodations with access to a hot tub. Both free Wifi and parking on-site are accessible at the apartment free of charge. Drake Park is 22 miles away and Ponderosa Park is 23 miles from the apartment. Fourth Sisters Escape features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. A TV is available. The accommodation has a fireplace. Redmond Municipal Airport is 21 miles from the property.

Fireplace/Heating • Security/Safety • Parking • Sports/Activities • Other • Accessibility • Child Friendly • Hot Tub • Wellness Facilities • Pool • Internet

Rejuvenate your mind, body & soul at Black Butte Ranch in Central Oregon. As you enter the peace and tranquility of Black Butte Ranch, you will experience the magic of seasonal change. When the snow arrives, the mountain spirits are on display. The 1800-acre Ranch lends itself to many wintertime activities such as XC skiing, snowshoeing, snow tubing, and close proximity to Mt. Bachelor and Hoodoo Ski Area. During the summer Central Oregon is a perfect playground to walk, bike, hike, swim, fish, kayak, golf, relax, refresh, and repeat. Reservations at Kramer's Korner Private Suite include access to all Black Butte Ranch amenities... hot tubs, steam rooms, saunas, pools, exercise rooms, bike paths, walking trails and playgrounds. This mini retreat is a perfect place for a peaceful escape from everyday life any time of year. The Private Suite is located on a quiet cul-de-sac with beautiful views of the snowcapped Cascade Mountains. A new favorite activity, Stargazing, reveals the brilliance of BBR's incredible night sky. Photography and painting are at their best when viewing the awe-inspiring natural beauty of this unparalleled mountain backdrop. Wine tasting, enjoying local cuisine and music, as well as annual festivals are favorite activities at BBR and in Sisters. A small deck, well equipped kitchenette, large bathroom, well designed sleeping and sitting area as well as a private locking entrance are available for your use when you stay at Kramer's Korner Private Suite.
We welcome Traveling Nurses and Remote Workers. Consider our discounts for weekly and monthly stays. Before booking, inquirer about our 2025 Booking Special! Book 2 or more nights with 50% off one night! Stay and play at BBR during Halloween Weekend, Veterans Day Weekend, and the Thanksgiving and Christmas Holidays. Valid for stays through January 4th, 2026.

- "My partner and I came down to Black Butte for a wedding and this was the perfect place. The hosts were so welcoming and preferred to welcome us in person rather than the automated check in, which we appreciated. The room was spotless and the bed was incredibly comfy. The house is a 5 minute drive to the main lodge, which made it so easy and convenient. Would absolutely stay here again!" - "We had a great stay. So comfy and beautiful!" - "Small but very nice. Host had everything covered."

Fairway Haven offers accommodations in Black Butte Ranch, 30 miles from Hollinshead Park. Guests staying at this apartment have access to a terrace. The apartment features 3 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 provided in the apartment. There's also a seating area and a fireplace. Fairway Haven also provides a pool with a view and a fitness room for guests to relax in. A baby safety gate is also available for guests at the accommodation. Redmond Municipal Airport is 30 miles away.

Guest Services • Child Friendly • View • Barbecue/Outdoor Cooking • Wellness Facilities • Laundry • Security/Safety • Fireplace/Heating • Pet Friendly • Sports/Activities • Pool

Jefferson Hideaway- Unit 3

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The location can’t be beat at this charming garage-conversion studio, within walking distance of all the shops, restaurants, cafés, bars, and bakeries of downtown Sisters. In the warm months, you’re surrounded by mountain biking and hiking opportunities, while the colder months mean skiing is only a short drive away. Outside, you'll love the private patio, perfect for evenings of admiring the stars. Inside, you'll find a unique, modern studio with stylish, colorful furnishings. The open space combines a seating area with a streaming-capable TV, dining area, kitchenette, and queen bed - all perfectly laid out and ready for a long weekend or romantic getaway. After a fun day out, keep dinner simple on the electric grill and relax on the sofa before drifting off to sleep, dreaming of tomorrow's adventures.

THINGS TO KNOW
Streaming services are available using your own account.
The kitchenette features a mini-fridge, microwave, toaster, and two-burner cooktop.
A double sofa bed offers extra sleeping space.

If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us. The pet fee is per stay and ranges between $150 and $200, depending on the bedroom count, and will apply for each additional dog.

Parking notes: There is free parking available for 1 vehicle.
This rental is located on floor 1.

Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!

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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

- "Other than a couple of minor cleaning issues…a very nice place to stay for a couple near downtown Sisters. Great for guests with pets….since there’s a fenced backyard and a concrete floor in case of any pet accidents inside. All in all we’ll recommended, and fairly priced!" - "Chair broke when I sat down, parts ar we on table" - "Clean well equipped studio that suited all our needs . Great little hot tub was a bonus . Right on the highway so easy access but comes with some tolerable traffic noise ."

Ranch Retreat #31 offers accommodations in Black Butte Ranch, 30 miles from Hollinshead Park and 31 miles from Drake Park. The apartment has access to a restaurant. Guests also enjoy access to the sauna and hot tub, as well as the spa facilities and fitness room. Featuring a patio with mountain views, this apartment also comes with a TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 1 bathroom with a bath and a hair dryer. There's also a seating area and a fireplace. The apartment also offers an indoor pool and a steam room for guests to relax in. For guests with children, Ranch Retreat #31 features kids pool and a children's playground. Guests at the accommodation can enjoy skiing and cycling nearby, or make the most of the outdoor pool. Redmond Municipal Airport is 29 miles from the property.

Security/Safety • Guest Services • Spa • Hot Tub • Wheelchair Accessible • Wellness Facilities • Laundry • Skiing • Child Friendly • Balcony/Terrace • Private Pool • Sports/Activities

The Loft is a stylish, comfortable retreat for a family of four or two adults with up to two kids. This modern yet cozy space features distinctive design touches and high-end finishes that guests consistently praise. Nestled in a quiet, picturesque neighborhood, it offers a peaceful escape. The thoughtful layout balances private nooks with welcoming shared spaces—perfect for relaxing and reconnecting.

We'll communicate in writing, and you can contact us through texts. In case of emergencies. there is a phone number posted in the Guest Handbook.

Stay in the heart of it all! This inviting retreat is within walking distance of the town’s top attractions. Just a few blocks away, you'll find a stunning park with a peaceful pond and breathtaking views—perfect for a morning stroll or a relaxing afternoon. You will not have to worry about driving to events, you can walk to the Folk Festival or October Harvest Fair. We are about a short 15 min drive to the Sisters Rodeo, or 25 min to HooDoo Ski Resort and 10 min to Aspen Lakes Golf Course.

This unique unit stands independently, with only a shared wall connecting it to the Alpine Modern unit. Enjoy the convenience of your own private entrance, ensuring a peaceful and exclusive experience. On the upper level, you’ll find two kid size modular, oversized floor chairs, that can easily convert into an addt'l bed (not suited for adults). These versatile pieces offer comfort and flexibility for guests. Descend the open stairs to the lower level, where you'll be greeted by a cozy queen bed, a fully equipped galley-style kitchen, and a stylish bathroom with a beautifully tiled walk-in shower. The lower level also opens up to your own private outdoor patio, featuring a BBQ and fire pit—perfect for relaxing or entertaining while taking in the serene surroundings.

There is a queen bed on the lower basement. There are. two modular, pull out twin size beds on the main floor. Please note, these sofas pull out into a twin sized bed with no frame.

Uber and Lyft are available if needed to get to the airport. There is also a city shuttle called Sisters Delivery & Shuttle.

Additional details will be provided in a Digital Guidebook.

- "Sisters is my favorite town in Oregon and this is the perfect place to stay! On a quiet street, within easy walking distance to everything and absolutely beautiful inside & out. The hosts are gracious and supply so many “extras” from coffee, to snacks & water and they are excellent at communicating and sharing information. The next time I come, I’ll will bring friends and rent all of the units together. It truly is the perfect space for a solo traveller and then the entire house for larger gatherings. I can’t wait to return! Thank you! "

23 miles from Drake Park in Sisters, Magical Sisters Retreat features accommodations with access to a hot tub. The air-conditioned accommodation is 22 miles from Hollinshead Park, and guests can benefit from on-site private parking and complimentary Wifi. The apartment features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. A TV is available. The accommodation has a fireplace. Ponderosa Park is 24 miles from Magical Sisters Retreat. Redmond Municipal Airport is 21 miles from the property.

Hot Tub • Internet • Child Friendly • Security/Safety • Wellness Facilities • Sports/Activities • Other • Parking • Pool • Fireplace/Heating • Air Conditioner

Tucked above a garage, this 880 sq ft retreat at 69190 Barclay Drive offers stunning Cascade Mountain views. Just under 2 miles from downtown Sisters, this one-bedroom, one-bath charmer sleeps 4, blending cozy cabin vibes with a Nordic ski lodge twist. Enjoy a sunny view deck for coffee mornings or post-hike relaxation. Inside, a mini-split and faux propane stove ensure comfort, while the kitchenette invites laid-back evenings. Reserved parking for two cars is nearby. Access via stairs; no pets allowed.

- "This property was very comfortable and nicely stocked with all necessities. " - "It truly was a retreat - very quiet with an amazing view of the Three Sisters. It was clean and comfortable and much nicer than the on-line pictures. " - "This property was just outside Sisters so it was convenient yet not noisy or busy. We loved the view from the deck of the property, too. We would stay again. "

22 miles from Hollinshead Park in Sisters, Big Mountain View Condo provides accommodations with access to a hot tub. Both free Wifi and parking on-site are available at the apartment free of charge. Big Mountain View Condo features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. A TV and DVD player are provided. The accommodation has a fireplace. Drake Park is 23 miles from the accommodation, while Ponderosa Park is 24 miles away. Redmond Municipal Airport is 21 miles from the property.

Pool • Child Friendly • Fireplace/Heating • Parking • Accessibility • Other • Hot Tub • Air Conditioner • Sports/Activities • Security/Safety • Internet • Wellness Facilities

Welcome to your own private oasis at this stunning yurt vacation rental located on a 40-acre ranch. With a full bathroom complete with a soaking tub and a fully equipped kitchen, this yurt offers the perfect romantic escape for a couple.

Inside the yurt, you'll find a cozy and intimate space, with a comfortable queen-sized bed perfect for two people. The full bathroom is equipped with a luxurious soaking tub, allowing you to unwind and relax in total comfort. The fully equipped kitchen provides everything you need to prepare delicious meals, including a stove, oven, refrigerator, and plenty of cookware and utensils.

Step outside and you'll be surrounded by stunning natural beauty. The 40-acre ranch offers ample opportunities to explore and connect with nature, with plenty of hiking trails and beautiful views of the surrounding landscape.

This yurt vacation rental is truly a special place, offering the perfect combination of romance, comfort, and natural beauty. Book your stay now and get ready to create unforgettable memories.

- "This little yurt is absolutely adorable! We had all the amenities we needed including some pretty amazing coffee. Location was perfect! Not too far from town but far enough to feel secluded. The bed was extremely comfortable and it even had a portable AC for summer time. The only downside was the watering system hit the yurt versus the surrounding grass so the sound of the water hitting the top and sides of the yurt was a bit distracting. Didn’t last long though. We would definitely return!"

Fourth Sisters Bliss offers accommodations in Sisters, 21 miles from Hollinshead Park and 22 miles from Drake Park. Both free Wifi and parking on-site are available at the apartment free of charge. Fourth Sisters Bliss features 2 bedrooms, a fully equipped kitchen with a microwave, a washing machine, and 2 bathrooms with a hair dryer. A TV is provided. The accommodation has a fireplace. Ponderosa Park is 23 miles from the accommodation. Redmond Municipal Airport is 21 miles away.

Pool • Accessibility • Other • Parking • Hot Tub • Child Friendly • Security/Safety • Wellness Facilities • Internet • Fireplace/Heating • Sports/Activities

This home offers plenty of space for multiple couples and large groups, making it ideal for a variety of guests. With cozy beds and a spotless setting, comfort is a priority. Its distinctive design adds charm, while the high-quality features are consistently praised by visitors. Nestled in a quiet, picturesque neighborhood, with a view providing a serene retreat. The well-planned layout balances private and shared spaces, creating a welcoming and enjoyable experience for all.

We'll communicate in writing, and you can contact us through texts. In case of emergencies. there is a phone number posted in the Guest Handbook.

Stay in the heart of it all! This inviting retreat is within walking distance of the town’s top attractions. Just a few blocks away, you'll find a stunning park with a peaceful pond and breathtaking views—perfect for a morning stroll or a relaxing afternoon. You will not have to worry about driving to events, you can walk to the Folk Festival or October Harvest Fair. We are about a short 15 min drive to the Sisters Rodeo, or 25 min to HooDoo Ski Resort and 10 min to Aspen Lakes Golf Course.

This unit is in the middle between Pine Street Loft and Jefferson Hideaway where some walls are shared. You have your own private entrance, and 2 upper private outdoor deck areas.

Welcome to Alpine Modern, a beautifully designed two-story retreat offering 1,300 sq. ft. of stylish comfort. This centrally located space is the middle unit of a three-unit property, providing a private apartment-like setting with shared walls when rented individually. Please note that the doors remain locked by management to the Pine Street Loft and Jefferson Hideaway unless booked together. Step into a full chef’s kitchen, thoughtfully stocked with barware, spices, and essential kitchenware, perfect for preparing delicious meals during your stay. While laundry is not available on-site, a highly-rated laundromat with new oversized machines is conveniently located in town for your needs.

Uber and Lyft are available if needed to get to the airport. There is also a city shuttle called Sisters Delivery & Shuttle.

Additional details will be provided in a Digital Guidebook.

- "great place to staycleanbeautiful inside great view highly recommend"

21 miles from Hollinshead Park in Sisters, Fourth Sisters Hideaway offers accommodations with access to a hot tub. Both free Wifi and parking on-site are accessible at the apartment free of charge. Fourth Sisters Hideaway features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. A TV with cable channels is offered. The accommodation has a fireplace. Drake Park is 22 miles from the accommodation, while Ponderosa Park is 23 miles from the property. Redmond Municipal Airport is 21 miles away.

Accessibility • Parking • Fireplace/Heating • Sports/Activities • Pool • Security/Safety • Hot Tub • Wellness Facilities • Other • Child Friendly • Internet

The Hideaway is a cozy, private studio for a family of four, featuring its own entrance for an exclusive stay. Designed for comfort, it offers high-quality features and thoughtful details. Its unique style adds warmth and charm, creating a welcoming retreat. Nestled in a quiet, picturesque neighborhood, it provides a peaceful setting for relaxation. While private, it shares a wall with the Alpine Modern unit, with a locked door managed by the property if rented separately, ensuring privacy.

We'll communicate in writing, and you can contact us through texts. In case of emergencies. there is a phone number posted in the Guest Handbook.

Stay in the heart of it all! This inviting retreat is within walking distance of the town’s top attractions. Just a few blocks away, you'll find a stunning park with a peaceful pond and breathtaking views—perfect for a morning stroll or a relaxing afternoon. You will not have to worry about driving to events, you can walk to the Folk Festival or October Harvest Fair. We are about a short 15 min drive to the Sisters Rodeo, or 25 min to HooDoo Ski Resort and 10 min to Aspen Lakes Golf Course.

This unit is on the backside of the property with it's own gated entrance. This unit shares a wall with Alpine Modern, but the interior door remains locked by Management if not rented in addition to Alpine Modern. You have your own quaint fenced courtyard with a small deck area and your own BBQ to use.

The Jefferson Hideaway is a thoughtfully designed cozy studio-style retreat set within a charming three-unit property. This garage unit offers a private escape, perfect for solo travelers or couples. You have your own private entrance and BBQ area. When rented individually, it provides an apartment-like setting a shared wall to Alpine Modern. Please note that the door remains locked, by management, to Alpine Modern, unless booked together. Inside, you'll find a well-equipped space with essential comforts for your stay. While laundry is not available on-site, a highly-rated laundromat with new oversized machines is conveniently located in town for your needs. The couch is a pull-out into a queen bed.

Uber and Lyft are available if needed to get to the airport. There is also a city shuttle called Sisters Delivery & Shuttle.

Additional details will be provided in a Digital Guidebook.

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

The apartment has access to a restaurant. Guests have access to a sauna, hot tub, and fitness room. With direct access to a balcony, the air-conditioned apartment consists of 3 bedrooms. Offering a terrace with mountain views, this apartment also features a flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a walk-in shower and a hair dryer. There's also a seating area and a fireplace. For guests with children, Mountain View Ranch Retreat - Golf and Serenity offers a children's playground. Guests at the apartment can enjoy skiing and cycling nearby, or make the most of the outdoor pool. Redmond Municipal Airport is 32 miles from the property.

Child Friendly • Pet Friendly • Security/Safety • Skiing • Wellness Facilities • Sports/Activities • Laundry • Hot Tub • Private Pool • Balcony/Terrace • Restaurant • Guest Services

A unique 1 bedroom apartment just 3 blocks from downtown Sisters. The knotty pine interior will give you the feeling of a warm cabin retreat. With a private entrance, full kitchen, washer & dryer, & electric fireplace you will feel at home. Other amenities include high speed internet, smart tv and air conditioning. Sisters is a unique western themed town that is close to the mountains where visitors enjoy the winter and summer.
Welcome to Pine Grove cabin. We are excited to have you and hope you enjoy your stay. We respect all our guests privacy and will not stopping by but if you need anything or to let us know of an issue, please feel free to contact us. Melissa and Jean Paul
You may also rent the entire home by visiting Pine Grove Home.
Nestled in the center of Sisters, Pine Grove is in a quiet neighborhood surround by pine trees. Everything is within walking distance.
Village Green City Park has a wonderful children's play ground, picnic facilities and is 1 block from Retreat. Downtown is within 2 blocks.

Everything you would need is within walking distance of the home. Parking is beside the entrance of the studio on gravel driveway.
***** We offer early check in when available at no extra cost, inquire with us to see if it is available to do so.*****

- "Nice cozy private accommodation for one or two people. Window treatments are rather minimal as is the “landscaping”. A lovely pot of flowers and it would feel like home and justify the price. "