Cottage vacation rentals in Bend
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Bend
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Bend cottage rentals
Cottage rentals with a hot tub
Cottage in Bend
4.94 out of 5 average rating, 67 reviewsCozy 3 bedroom house, hot tub, near Sun River
Dec 5 – 12
Cottage in Bend
5.0 out of 5 average rating, 14 reviewsCloudchaser Cottage: Cozy Get-Away
Aug 16 – 23
Cottage in Bend
4.86 out of 5 average rating, 102 reviewsTrendy West Side, Walk to Breweries, Hot Tub
Oct 27 – Nov 3
Cottage in Bend
4.93 out of 5 average rating, 131 reviewsOne Block to Downtown, Hot Tub, Private Home, Yard
Nov 26 – Dec 3
Cottage in Bend
4.93 out of 5 average rating, 184 reviewsHistoric Downtown, Private Hot Tub, High Demand
Sep 24 – Oct 1
Cottage in Bend
4.88 out of 5 average rating, 116 reviewsGuest Favorite! Prime West Side Location, Hot Tub
Oct 4 – 11
Cottage in Bend
4.95 out of 5 average rating, 96 reviewsThe Mill Cottage - a perfectly located retreat
Aug 31 – Sep 7
Cottage in Bend
5.0 out of 5 average rating, 4 reviewsThree Mill Cottages
Jan 29 – Feb 5
Cottage rentals with free parking
Cottage in Bend
5.0 out of 5 average rating, 93 reviewsBlue Spruce Cottage, 2/1, Modern, & Clean.
Jun 7 – 14
Cottage in Bend
4.97 out of 5 average rating, 110 reviewsExceptional Downtown Cottage-Level II EV charger
Oct 15 – 22
Cottage in Redmond
5.0 out of 5 average rating, 8 reviewsThe West Minister Square Cottage
Apr 29 – May 6
Cottage in Redmond
3.75 out of 5 average rating, 4 reviewsVibrant 2BR | Patio | Firepit | W/D
May 30 – Jun 6
Cottage in Sisters
4.24 out of 5 average rating, 34 reviewsCharming downtown 1BR with inviting deck
Oct 5 – 12
Cottage rentals with a pool
Cottage in Sisters
4.95 out of 5 average rating, 19 reviewsSteps to Downtown & Amazing Views-Hot Tub/Pool/AC
Nov 15 – 22
Cottage in Redmond
4.88 out of 5 average rating, 48 reviewsCome Stay and Play at Little Les Cheneaux Retreat
Jan 27 – Feb 3
Cottage in Sisters
4.95 out of 5 average rating, 20 reviewsCottage Live/Play in the Heart of Downtown Sisters
May 8 – 15
Cottage in Bend
Popular cottage at Tetherow! Hot Tub + comfy beds
Jan 15 – 22
Cottage in Bend
Cozy cottage by mtn! 24hr staff, HOT TUB, dogs ok
Oct 9 – 16
Cottage in Bend
Cute cottage! Hot Tub + near mountain and trails
Mar 1 – 8
Cottage in Bend
Adorable + comfy! 24hr staff, HOT TUB, dogs
Oct 11 – 18
Cottage in Bend
Cottage life at Tetherow Resort + HOT TUB, Trails
Jan 7 – 14
Quick stats about cottage rentals in Bend
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
4.2K reviews
Nightly prices starting at
$60 before taxes and fees
Destinations to explore
- Eugene Vacation rentals
- Sunriver Vacation rentals
- Crater Lake Vacation rentals
- Government Camp Vacation rentals
- Redmond Vacation rentals
- Sisters Vacation rentals
- Black Butte Ranch Vacation rentals
- Albany Vacation rentals
- Rhododendron Vacation rentals
- McKenzie River Vacation rentals
- Portland Vacation rentals
- Seattle Vacation rentals
- Kid-friendly rentals Bend
- House rentals Bend
- Rentals with outdoor seating Bend
- Rentals with pools Bend
- Monthly Rentals Bend
- Rentals with lake access Bend
- Fitness-friendly rentals Bend
- Townhouse rentals Bend
- Family-friendly rentals Bend
- Rentals with a patio Bend
- Rentals with an EV charger Bend
- Rentals with a fire pit Bend
- Cabin rentals Bend
- Guesthouse rentals Bend
- Rentals with a sauna Bend
- Pet-friendly rentals Bend
- Rentals with a fireplace Bend
- Apartment rentals Bend
- Serviced apartment rentals Bend
- Rentals with breakfast Bend
- Condo rentals Bend
- Rentals with an accessible height toilet Bend
- Rentals with a hot tub Bend
- Private suite rentals Bend
- Hotel rentals Bend
- Rentals with a kayak Bend
- Rentals with a washer and dryer Bend
- Cottage rentals Oregon
- Cottage rentals Oregon
- Cottage rentals Deschutes County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom