Cottage vacation 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.
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, 78 reviewsCozy 3 bedroom house, hot tub, near Sun River
Cottage in Sisters
4.93 out of 5 average rating, 30 reviewsSteps to Downtown & Amazing Views-Hot Tub/Pool/AC
Cottage in Bend
4.89 out of 5 average rating, 307 reviewsThe Blackberry Cottage
Cottage in Old Bend
4.96 out of 5 average rating, 240 reviewsContemporary Chic, Walk Downtown, Gourmet Kitchen
Cottage in Bend
4.88 out of 5 average rating, 126 reviewsGuest Favorite! Prime West Side Location, Hot Tub
Cottage in Bend
5 out of 5 average rating, 33 reviewsCloudchaser Cottage: Cozy Get-Away
Cottage in Redmond
4.86 out of 5 average rating, 59 reviewsCome Stay and Play at Little Les Cheneaux Retreat
Cottage in Bend
4.93 out of 5 average rating, 148 reviewsOne Block to Downtown, Hot Tub, Private Home, Yard
Pet-friendly cottage rentals
Cottage in Bend
4.98 out of 5 average rating, 96 reviewsThe Tumalo House
Cottage in Old Bend
4.91 out of 5 average rating, 123 reviewsThe Sparrow Cottage in the Old Mill
Cottage in Redmond
4.9 out of 5 average rating, 58 reviewsBlossom Cottage Studio
Cottage in Old Bend
4.67 out of 5 average rating, 21 reviews1BR with firepit & covered porch - walk to brews
Cottage in Bend
4.97 out of 5 average rating, 60 reviewsDog-Friendly Ranch Cottage w/ Yard ~ 13 Mi to Bend
Private cottage rentals
Cottage in Bend
4.94 out of 5 average rating, 397 reviewsVintage Pink Hot Tub✓ Walkable✓
Cottage in Old Bend
4.75 out of 5 average rating, 52 reviewsWalk Everywhere - Old Mill, Box Factory, Downtown.
Cottage in Sisters
4.98 out of 5 average rating, 139 reviewsMinutes walk Downtown/Cozy Cottage Retreat/Sauna
Cottage in Old Bend
4.95 out of 5 average rating, 114 reviewsThe Mill Cottage - a perfectly located retreat
Cottage in Bend
4.94 out of 5 average rating, 262 reviewsNW Bend Hot Tub+Big Porch w/ Enclosed Yard+Pets OK
Cottage in Bend
4.97 out of 5 average rating, 118 reviewsExceptional Downtown Cottage-Level II EV charger
Cottage in Old Bend
4.96 out of 5 average rating, 240 reviewsContemporary Chic, Walk Downtown, Gourmet Kitchen
Cottage in Bend
4.88 out of 5 average rating, 126 reviewsGuest Favorite! Prime West Side Location, Hot Tub
Quick stats about cottage rentals in Bend
Total rentals
30 properties
Nightly prices starting at
$98 CAD before taxes and fees
Total number of reviews
4.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Eugene Vacation rentals
- Sunriver Vacation rentals
- Crater Lake Vacation rentals
- Government Camp Vacation rentals
- Sisters Vacation rentals
- Redmond Vacation rentals
- Black Butte Ranch Vacation rentals
- Rhododendron Vacation rentals
- McKenzie River Vacation rentals
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- Seattle Vacation rentals
- Guesthouse rentals Bend
- Hotel rentals Bend
- Rentals with an EV charger Bend
- Condo rentals Bend
- Kid-friendly rentals Bend
- Rentals with an accessible height toilet Bend
- Rentals with a patio Bend
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- Ski-in/ski-out rentals Bend
- Cabin rentals Bend
- House rentals Bend
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- Pet-friendly rentals Bend
- Rentals with a washer and dryer Bend
- Family-friendly rentals Bend
- Rentals with a fireplace Bend
- Townhouse rentals Bend
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- Monthly Rentals Bend
- Rentals with pools Bend
- Private suite rentals Bend
- Rentals with breakfast Bend
- Rentals with lake access Bend
- Rentals with a firepit Bend
- Rentals with a hot tub Bend
- Rentals with a sauna Bend
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