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 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 Old Bend
4.95 out of 5 average rating, 113 reviewsThe Mill Cottage - a perfectly located retreat
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 Sisters
4.96 out of 5 average rating, 25 reviewsCottage Live/Play in the Heart of Downtown Sisters
Cottage in Bend
4.88 out of 5 average rating, 125 reviewsGuest Favorite! Prime West Side Location, Hot Tub
Cottage in Bend
5 out of 5 average rating, 32 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
Pet-friendly cottage rentals
Cottage in Bend
4.98 out of 5 average rating, 95 reviewsThe Tumalo House
Cottage in Redmond
4.89 out of 5 average rating, 56 reviewsBlossom Cottage Studio
Cottage in Old Bend
4.75 out of 5 average rating, 52 reviewsWalk Everywhere - Old Mill, Box Factory, Downtown.
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 Old Bend
4.91 out of 5 average rating, 122 reviewsThe Sparrow Cottage in the Old Mill
Cottage in Bend
4.9 out of 5 average rating, 450 reviewsDowntown, Modern Nostalgia--walk to shops, cafes
Cottage in Old Bend
4.99 out of 5 average rating, 101 reviewsTruly One of the Very Best Riverfront Homes!!!
Cottage in Bend
4.98 out of 5 average rating, 103 reviewsRiver Camp House
Cottage in Bend
4.94 out of 5 average rating, 397 reviewsVintage Pink Hot Tub✓ Walkable✓
Cottage in Old Bend
4.95 out of 5 average rating, 113 reviewsThe Mill Cottage - a perfectly located retreat
Cottage in Bend
4.88 out of 5 average rating, 125 reviewsGuest Favorite! Prime West Side Location, Hot Tub
Cottage in Old Bend
4.96 out of 5 average rating, 240 reviewsContemporary Chic, Walk Downtown, Gourmet Kitchen
Quick stats about cottage rentals in Bend
Total rentals
30 properties
Nightly prices starting at
$120 NZD 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 Holiday rentals
- Sunriver Holiday rentals
- Crater Lake Holiday rentals
- Government Camp Holiday rentals
- Sisters Holiday rentals
- Redmond Holiday rentals
- Black Butte Ranch Holiday rentals
- Rhododendron Holiday rentals
- McKenzie River Holiday rentals
- Albany Holiday rentals
- Portland Holiday rentals
- Seattle Holiday rentals
- Cabin rentals Bend
- Kid-friendly rentals Bend
- Rentals with a sauna Bend
- Guesthouse rentals Bend
- Hotel rentals Bend
- Ski-in/ski-out rentals Bend
- Apartment rentals Bend
- Fitness-friendly rentals Bend
- Monthly Rentals Bend
- Rentals with a patio Bend
- Rentals with a kayak Bend
- House rentals Bend
- Condo rentals Bend
- Rentals with a fireplace Bend
- Rentals with an EV charger Bend
- Private suite rentals Bend
- Rentals with a washing machine and dryer Bend
- Rentals with a hot tub Bend
- Rentals with breakfast Bend
- Pet-friendly rentals Bend
- Rentals with an accessible height toilet Bend
- Family-friendly rentals Bend
- Rentals with outdoor seating Bend
- Rentals with pools Bend
- Rentals with lake access Bend
- Townhouse rentals Bend
- Rentals with a fire pit Bend
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