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 Bend
4.89 out of 5 average rating, 307 reviewsThe Blackberry Cottage
Cottage in Old Bend
4.96 out of 5 average rating, 241 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 Sisters
New place to stayHottub,Firepit,Fam+Pet Friendly by @pinpointstays
Cottage in Bend
5 out of 5 average rating, 34 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, 97 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
4.88 out of 5 average rating, 59 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 Terrebonne
4.91 out of 5 average rating, 288 reviewsQuiet central Oregon desert retreat with a view!
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, 399 reviewsVintage Pink Hot Tub✓ Walkable✓
Cottage in Sisters
4.98 out of 5 average rating, 143 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, 264 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, 241 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
4.95 out of 5 average rating, 319 reviewsAdorable West Side Cottage, Great Location!
Quick stats about cottage rentals in Bend
Total rentals
30 properties
Nightly prices starting at
$124 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
- Rentals with a kayak Bend
- Rentals with a sauna Bend
- Rentals with lake access Bend
- Rentals with breakfast Bend
- Rentals with a washing machine and dryer Bend
- Pet-friendly rentals Bend
- House rentals Bend
- Kid-friendly rentals Bend
- Rentals with an EV charger Bend
- Fitness-friendly rentals Bend
- Condo rentals Bend
- Family-friendly rentals Bend
- Rentals with a fireplace Bend
- Rentals with pools Bend
- Rentals with a patio Bend
- Waterfront rentals Bend
- Apartment rentals Bend
- Ski-in/ski-out rentals Bend
- Monthly Rentals Bend
- Rentals with an accessible height toilet Bend
- Cabin rentals Bend
- Hotel rentals Bend
- Rentals with a fire pit Bend
- Guesthouse rentals Bend
- Private suite rentals Bend
- Rentals with outdoor seating Bend
- Townhouse rentals Bend
- Rentals with a hot tub Bend
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