Holiday Rentals in Sisters

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Holiday Rentals in Sisters

Upscale Lodge Near Rec Center - Private Hot Tub & Pool Table

9.8 out of 10, Exceptional, (57)
"Our family of ten ranging in age from 9 to 79 thoroughly enjoyed our stay at Smiling River Lodge. The home is very spacious and well appointed. We found everything we needed for cooking. Games and puzzles were readily available and the pool table, ping pong table and foosball table made for great family entertainment. The owner, Freddie, was very helpful and easy to contact. We will come back again!"
Upscale Lodge Near Rec Center - Private Hot Tub & Pool Table

Cozy home with pools, saunas, golf, private hot tub & deck - dog-friendly

9.4 out of 10, Exceptional, (98)
"The outdoor space at this property was great with lots of seating, a hot tub and propane fire. We mainly cooked in and the kitchen had everything we needed to make it easy. The house is in a great spot with easy biking distance to the meadow, lakeside pool and lodge restaurants. We loved everything about our stay just wish we could have stayed longer! Would love to return here."
Cozy home with pools, saunas, golf, private hot tub & deck - dog-friendly

Spacious home with private hot tub & sauna, fireplace, deck, onsite pool and gym

9.4 out of 10, Exceptional, (32)
"Thank you for a lovely stay! Everything was clean and comfortable. Kitchen had what we needed for meal prep. "
Spacious home with private hot tub & sauna, fireplace, deck, onsite pool and gym

Dog-friendly house with pool, hot tub, fitness room, fireplace, grill, & deck

9.0 out of 10, Wonderful, (40)
"Nice. But, carpet is stained and dirty."
Dog-friendly house with pool, hot tub, fitness room, fireplace, grill, & deck

Pine Grove Cabin, Sisters Oregon

10.0 out of 10, Exceptional, (7)
"We had a nice time. Place was perfect. Very clean. Great communication. Will come again. "
Pine Grove Cabin, Sisters Oregon

Crooked River Ranch Cabins

3.0 star property
9.8 out of 10, Exceptional, (110)
"Excellent Place to stay for a Getaway "
The price is €106
includes taxes & fees
21 Feb - 22 Feb
Crooked River Ranch Cabins

Extraordinary Riverfront Home Next to Biking, Hiking & Fishing

4.0 star property
9.8 out of 10, Exceptional, (140)
"The owner was most helpful in sorting a few small problems. Some of the bathrooms were slow to drain."
Extraordinary Riverfront Home Next to Biking, Hiking & Fishing

Luxury in Bend, OR | Bunk Bed Room close to Nature

9.4 out of 10, Exceptional, (3)
"This place was outstanding for the price. Room was clean, amenities were perfect, and location was beautiful."
Luxury in Bend, OR | Bunk Bed Room close to Nature

Wall Street Suites

3.0 star property
9.8 out of 10, Exceptional, (236)
"We love staying at the Wall Street Suites. The rooms have a lot of amenities and the location is fantastic. Everyone who works there is super communicative and they welcomed our dog with open arms. Highly recommend, great value. "
The price is €193
includes taxes & fees
23 Feb - 24 Feb
Wall Street Suites

Walk To Downtown & The Last Blockbuster from recently renovated home

9.6 out of 10, Exceptional, (42)
"I travelled from Seattle to meet my college aged daughter and 2 of her friends from the University of Oregon in Bend for a long weekend. The house was perfect for the 4 of us and could easily have accommodated 2 more people. The mattresses on the beds were very comfortable. The kitchen was well stocked. The washer and dryer and all other appliances worked well. The bathrooms were small and the showers a bit outdated but everything worked just fine. We were able to drive into downtown Bend for...
The price is €297
includes taxes & fees
23 Feb - 24 Feb
Walk To Downtown & The Last Blockbuster from recently renovated home

Bluebird Day - Ogden Getaway

10.0 out of 10, Exceptional, (7)
"Cute place it was exactly what we were looking for. Bed was very warm and everything was really clean. Will definitely be saving your listing for future visits. "
The price is €230
includes taxes & fees
24 Feb - 25 Feb
Bluebird Day - Ogden Getaway

Fantastic Eagle Crest Home! Resort Pool, Fitness Center, Golf, Pickleball. Fireplace. Quiet Street.

9.6 out of 10, Exceptional, (20)
"This trip, we needed a house for co-workers on a week-long business trip. The house was spacious, well-appointed, and conveniently located for us. There were enough bathrooms for everyone and plenty of personal space. Our admin person even had a small office for the bulk of her work. The walking trails were great for morning runs too! Looking forward to coming back with another group or our kids for a vacation!"
Fantastic Eagle Crest Home! Resort Pool, Fitness Center, Golf, Pickleball. Fireplace. Quiet Street.

Hot Tub, Amazing Walkable Location, Views, Fenced Backyard

9.6 out of 10, Exceptional, (74)
"The house was nicely updated with lots of warmth. The area was really quiet despite it's proximity to Reed Markt, a local arterial Rd with direct access to Mt Bachelor, Deschutes River and High Lakes. You can walk form the private path nearby into the Old Mill. Loved having the hot tub after a day of snowboarding and my teen girls felt safe. Staff was very attentive and kind. Overall a great stay. "
Hot Tub, Amazing Walkable Location, Views, Fenced Backyard

"Leaf Your Troubles Behind"-Ground level condo near downtown Bend

9.2 out of 10, Wonderful, (29)
"Always a great affordable place to stay. "
The price is €263
includes taxes & fees
8 Mar - 9 Mar
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend

Cozy apartment in wonderful Bend with WiFi, AC

2.0 star property
Cozy apartment in wonderful Bend with WiFi, AC

Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong

9.6 out of 10, Exceptional, (92)
"Nice place, great location "
Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong

SW Chamberlain Street | Southern Crossing | hot tub pet friendly (dog)

9.6 out of 10, Exceptional, (28)
"This home worked out great for our group of five adults and an infant. The house was cozy, had everything we needed, and was an awesome location where we could walk to the Old Mill District. We would definitely stay here again!"
SW Chamberlain Street | Southern Crossing | hot tub pet friendly (dog)

Updated Mount Bachelor Village 2-bedroom Condo, Enjoy Resort Amenities! with AC

2.0 star property
9.6 out of 10, Exceptional, (8)
"Great spot. Thanks!"
The price is €250
includes taxes & fees
24 Feb - 25 Feb
Updated Mount Bachelor Village 2-bedroom Condo, Enjoy Resort Amenities! with AC

Hot Tub, Gorgeous, Updated, Westside Trail, Explore Bend

9.8 out of 10, Exceptional, (22)
"My friends and I visited for a long weekend and were so impressed with both the property and the property manager! The house was gorgeous, clean and stocked with everything we needed. The manager made sure to check in with us about anything that we needed and was extremely quick with communication. We will definitely be back sometime!"
Hot Tub, Gorgeous, Updated, Westside Trail, Explore Bend

"Otter Sight" Riverside Cottage - Just Steps from the Deschutes

9.4 out of 10, Exceptional, (39)
"Perfect location easy to walk to everything, room was clean and comfortable!"
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Sisters you may be interested in

FivePine Lodge & Spa

4.0 star property
9.8 out of 10, Exceptional, (767)
"They stayed up for us to arrive late. Had a wonderful nights stay with a great continental breakfast. "
The price is €197
includes taxes & fees
5 Mar - 6 Mar
FivePine Lodge & Spa

GrandStay Hotel & Suites

3.0 star property
9.6 out of 10, Exceptional, (1000)
"We enjoyed the very comfortable and well appointed property. It is very convenient to the quaint downtown of Sisters and to activities in the area. The staff is very helpful and courteous."
The price is €148
includes taxes & fees
5 Mar - 6 Mar
GrandStay Hotel & Suites

Best Western Ponderosa Lodge

2.5 star property
9.4 out of 10, Exceptional, (1000)
"Wonderful stay"
The price is €134
includes taxes & fees
5 Mar - 6 Mar
Best Western Ponderosa Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a holiday rental in Sisters?

Yes, there are holiday rentals in Sisters close to Cork Cellars, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Sisters has a good selection of coffee shops. Make sure you have time to check out the breweries and mountain views during your trip.

What are some of the best holiday rentals that Sisters has to offer?

Cozy home with pools, saunas, golf, private hot tub & deck - dog-friendly: This highly rated holiday home rental in Sisters is located in the mountains, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Sisters?

With 264 Expedia holiday rentals, you're guaranteed to find just the right place for your Sisters stay.

What’s there to see and do in Sisters?

Deschutes River and Willamette National Forest are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Cork Cellars. While here, Village Green Park and Shibui Spa are other places worth a visit.

What’s a holiday rental in Sisters like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sisters. Holiday rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for small groups.