Cottage holiday rentals in Deschutes County

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Deschutes County

Cottage rentals with a hot tub

Guest favourite
Cottage in Bend
4.93 out of 5 average rating, 121 reviews

Two Bedroom Charmer with Hot Tub

JanaRating, 5 stars1 month ago
Great experience! The space was perfect for our needs. Walkable to good restaurants, cozy interior, and a fantastic deal.
Guest favourite
Cottage in Sisters
4.95 out of 5 average rating, 42 reviews

TruNorthwest Retreat | Walk to Town • Pool • Dogs

JenniferRating, 5 stars1 week ago
Great location to explore Sisters and if you like to hike or bike your minutes to Peterson Trail and Whychus creek scenic overlook. The home was well stocked and very cozy, perfect for a family! Would definitely stay again!
Cottage in Bend
4.89 out of 5 average rating, 310 reviews

The Blackberry Cottage

AlexusRating, 5 stars5 days ago
Tomi was great we mentioned our Keurig wasn’t working and he dropped off a new one great location and clean place
Guest favourite
Cottage in Sisters
4.96 out of 5 average rating, 28 reviews

Cottage Live/Play in the Heart of Downtown Sisters

IreneRating, 5 stars3 days ago
The cottage was very clean, excellent location, beautifully decorated. Would highly recommend.
Guest favourite
Cottage in Bend
4.87 out of 5 average rating, 143 reviews

Guest Favorite! Prime West Side Location, Hot Tub

AmandaRating, 5 stars6 days ago
Erin & her place are AWESOME! Would recommend 11/10.
Top guest favourite
Cottage in Bend
5 out of 5 average rating, 39 reviews

Cloudchaser Cottage: Cozy Get-Away

BrianRating, 5 stars2 months ago
Nice home in a great area of Sunriver, very close to Fort Rock park. Perfect for our family of four. We especially appreciated the family-friendly games, cozy hot tub, and wood fireplace. We had everything we needed!
Top guest favourite
Cottage in Sisters
5 out of 5 average rating, 17 reviews

Hot Tub, Fire Pit, Dog Friendly

KaitlynRating, 5 stars2 weeks ago
Plenty of space for everyone to spread out and be comfortable, had everything we needed!
Superhost
Cottage in Redmond
4.88 out of 5 average rating, 64 reviews

Come Stay and Play at Little Les Cheneaux Retreat

Sarah MarieRating, 5 stars3 days ago
Our stay couldn’t have been better! The home was perfect and exactly what we needed for a fun family weekend getaway. Everything was extremely clean and just as described. The amenities at the resort were absolutely wonderful! Would have just loved better weather, but in Oregon it changes every five minutes and there’s nothing we can do about that! Can’t wait to come back again.

Private cottage rentals

Top guest favourite
Cottage in Bend
4.95 out of 5 average rating, 420 reviews

Vintage Pink Hot Tub✓ Walkable✓

DebiRating, 5 stars1 month ago
Quaint and quiet. Clean and great location. Met our expectations. Super friendly hosts and very responsive. Have already recommended to friends.
Top guest favourite
Cottage in Bend
4.99 out of 5 average rating, 116 reviews

Riverfront Cottage– Walkable Old Bend Stay

PaulaRating, 5 stars1 week ago
The cottage is wonderful, right on the river, incredibly clean and well stocked. There’s a great assortment of water toys too, paddle boards, kayaks, and inflatables. Even better is that Jackie is an amazing host, so welcoming, friendly, and helpful. Fantastic location too!
Guest favourite
Cottage in Bend
4.97 out of 5 average rating, 117 reviews

River Camp House

GailRating, 5 stars2 weeks ago
Beautiful furnishings. Well stocked. Clean and uncluttered. Minimal check out responsibilities. Daniel was quick to respond to a question. We will stay here again next year.
Top guest favourite
Cottage in Sisters
4.98 out of 5 average rating, 168 reviews

Minutes walk Downtown/Cozy Cottage Retreat/Sauna

TessaraeRating, 5 starstoday
Debbie's cottage is so lovely! The home is really sweet — beautifully designed, great backyard, and a really central location. The home was clean and well-stocked and perfect for our family! Debbie was super responsive to all our questions and really kind and accommodating. I'd 100% recommend a stay here! We'll definitely book again if back in Sisters.
Guest favourite
Cottage in Bend
4.87 out of 5 average rating, 143 reviews

Guest Favorite! Prime West Side Location, Hot Tub

AmandaRating, 5 stars6 days ago
Erin & her place are AWESOME! Would recommend 11/10.
Guest favourite
Cottage in Bend
4.95 out of 5 average rating, 264 reviews

Contemporary Chic, Walk Downtown, Gourmet Kitchen

JennaRating, 5 stars2 weeks ago
Absolutely loved our stay! The location was perfect—right in the middle of everything and so easy to get around. Jackson’s just a block away quickly became our favorite spot. Can’t wait to come back!
Guest favourite
Cottage in Bend
4.95 out of 5 average rating, 351 reviews

Adorable West Side Cottage, Pet Friendly!

DebRating, 5 stars1 week ago
We loved our stay and were so pleased to be able to bring our dog with. Perfect house, very light and nicely decorated. Stayed cool even when the outside temp was 96. Loved the yard, we could always find a shady spot to hang out and we enjoyed listening to the doves cooing. Quiet neighborhood within walking distance of parks, restaurants, and a grocery. We hope to come stay again!
Top guest favourite
Cottage in Bend
4.98 out of 5 average rating, 114 reviews

The Tumalo House

SarahRating, 5 stars3 days ago
We loved our stay in Tumalo. Perfect location for exploring Bend and enjoying meals in Bend, Sisters, and Redmond. The outdoor fire pit was a magical feature to enjoy the sunset on the first day of summer! The home was full of necessities and thoughtfully curated details . A lovely home to come home to after a day spent outdoors!

Destinations to explore