Cottage holiday rentals in Bend
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Top-rated cottage rentals in Bend
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Bend
Cottage rentals with a hot tub
Cottage in Bend
5.0 out of 5 average rating, 14 reviewsCloudchaser Cottage: Cozy Get-Away
Cottage in Bend
4.94 out of 5 average rating, 67 reviewsCozy 3 bedroom house, hot tub, near Sun River
Cottage in Redmond
4.88 out of 5 average rating, 48 reviewsCome Stay and Play at Little Les Cheneaux Retreat
Cottage in Sisters
4.95 out of 5 average rating, 21 reviewsSteps to Downtown & Amazing Views-Hot Tub/Pool/AC
Cottage in Sisters
4.95 out of 5 average rating, 21 reviewsCottage Live/Play in the Heart of Downtown Sisters
Cottage in Bend
4.87 out of 5 average rating, 104 reviewsTrendy West Side, Walk to Breweries, Hot Tub
Cottage in Bend
4.93 out of 5 average rating, 188 reviewsHistoric Downtown, Private Hot Tub, High Demand
Cottage in Bend
4.93 out of 5 average rating, 131 reviewsOne Block to Downtown, Hot Tub, Private Home, Yard
Pet-friendly cottage rentals
Cottage in Bend
4.98 out of 5 average rating, 82 reviewsThe Tumalo House
Cottage in Bend
5.0 out of 5 average rating, 6 reviews1BR with firepit & covered porch - walk to brews
Cottage in Bend
4.98 out of 5 average rating, 51 reviewsDog-Friendly Ranch Cottage w/Trails: 13 Mi to Bend
Cottage in Bend
Cute cottage! Hot Tub + near mountain and trails
Cottage in Bend
Popular 2-bedrm at Tetherow, comfy+clean, dogs ok
Private cottage rentals
Cottage in Sunriver
4.95 out of 5 average rating, 41 reviewsCozy Charmer with River Access, 5mins to Village
Cottage in Bend
4.97 out of 5 average rating, 110 reviewsExceptional Downtown Cottage-Level II EV charger
Cottage in Redmond
5.0 out of 5 average rating, 9 reviewsThe West Minister Square Cottage
Cottage in Bend
4.85 out of 5 average rating, 41 reviewsOld Bend 1 Bdrm Duplex. 4 Blocks from Dwntwn, Walk
Cottage in Sisters
4.24 out of 5 average rating, 34 reviewsCharming downtown 1BR with inviting deck
Cottage in Bend
4.74 out of 5 average rating, 43 reviewsWalk Everywhere - Old Mill, Box Factory, Downtown.
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
£48 before taxes and fees
Destinations to explore
- Eugene Holiday rentals
- Sunriver Holiday rentals
- Crater Lake Holiday rentals
- Government Camp Holiday rentals
- Redmond Holiday rentals
- Sisters Holiday rentals
- Black Butte Ranch Holiday rentals
- Albany Holiday rentals
- Rhododendron Holiday rentals
- McKenzie River Holiday rentals
- Portland Holiday rentals
- Seattle Holiday rentals
- Rentals with a fireplace Bend
- Guest house rentals Bend
- Flat rentals Bend
- Serviced apartment rentals Bend
- Fitness-friendly rentals Bend
- Townhouse rentals Bend
- Rentals with a patio Bend
- Rentals with a hot tub Bend
- Family-friendly rentals Bend
- Rentals with breakfast Bend
- Rentals with a washing machine and dryer Bend
- Hotel rentals Bend
- Rentals with an EV charger Bend
- Apartment rentals Bend
- Rentals with a kayak Bend
- Rentals with outdoor seating Bend
- Rentals with a firepit Bend
- Monthly Rentals Bend
- Rentals with a sauna Bend
- House rentals Bend
- Family-friendly rentals Bend
- Rentals with pools Bend
- Cabin rentals Bend
- Rentals with lake access Bend
- Pet-friendly rentals Bend
- Private suite rentals Bend
- Rentals with an accessible-height toilet Bend
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