
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

Contemporary Chic, Walk Downtown, Gourmet Kitchen
Modern mill house is cute and cozy within walking distance to downtown Bend and the Old Mill. Love the updated retro decor!

Guest Favorite! Prime West Side Location, Hot Tub
This was one of the most convenient places I’ve stayed in Bend. Super walkable with lots of food options close by. It was also great to walk our daughter to the playground at Harmon park, then to Drake park to enjoy the river. The fenced yard in the back was great for our dogs. There’s also a grassy fenced yard in the front too but one of my dogs could jump over it. The Airbnb had all necessary amenities and we had a wonderful time! Would definitely recommend.

Quaint Cottage Meets Modern Charm, Hot Tub, Fenced
Absolutely loved staying here. It is on a main road that’s fairly busy, but it’s extremely quiet which was surprising to me. The beds are probably the most comfortable ones I’ve ever experienced with an Airbnb. The host was very accommodating with early check in and we will definitely be back!

Perfect spot for groups & families

The Blackberry Cottage

Cloudchaser Cottage: Cozy Get-Away

One Block to Downtown, Hot Tub, Private Home, Yard

Bright/Quiet/Cozy w/ hot tub & huge fenced yard
Pet-friendly cottage rentals

2 Bedroom Delight In The Old Mill

Blossom Cottage Studio

Dog-Friendly Ranch Cottage w/ Yard ~ 13 Mi to Bend

Greeley Cottage: Steps to downtown Bend
Private cottage rentals

Vintage Pink Hot Tub✓ Walkable✓
We had the great stay and instantly fell in love with this charming pink vintage getaway. Every detail felt so thoughtful — from the cozy decor to the super comfy bed. The place was sparkling clean, perfectly central, and had everything we needed, and the hot tub? Our dog felt right at home too. We’re already talking about our next visit — we’ll definitely be back! Thank you!

Minutes walk Downtown/Cozy Cottage Retreat/Sauna
Absolutely recommend staying at Debbie's place! The house was even better in person than in the pictures/description! Debbie's home was inviting and everything we needed for our girls weekend! Debbie was an excellent host and very responsive! It was super walkable to downtown and just what our group needed!

Two Bedroom Charmer with Hot Tub
We loved staying here! Clean, comfortable and cozy. Great aesthetic! Perfect for our ski week. Walkable yet calm. We hope to return!

NW Bend Hot Tub+Big Porch w/ Enclosed Yard+Pets OK
This place was perfect for a quick business trip! The hot tub and view of the stars was wonderful in the evening. The fenced yard was perfect for our dogs tagging along. We so appreciated the extras such as the provided dog bed and towel. We also loved that the cleaning list was short and that the owners don’t let food go to waste. Overall, the home was quirky in a good way and worked great for our needs!

Exceptional Downtown Cottage-Level II EV charger
Don’s cottage in Bend had it all. The location was perfect—just a short distance from downtown, but it felt like a peaceful retreat. The location is private and serene with a fair amount of wildlife — squirrels digging for nuts, birds chirping and even white-tailed deer munching on the lawn right in the backyard. The trail behind the cottage that winds along the Deschutes River was a gorgeous bonus. The cottage itself felt like home—cozy, welcoming, and stocked with everything one could possibly need. Don was a fantastic host, and would happily stay here again.

Contemporary Chic, Walk Downtown, Gourmet Kitchen
Modern mill house is cute and cozy within walking distance to downtown Bend and the Old Mill. Love the updated retro decor!

Guest Favorite! Prime West Side Location, Hot Tub
This was one of the most convenient places I’ve stayed in Bend. Super walkable with lots of food options close by. It was also great to walk our daughter to the playground at Harmon park, then to Drake park to enjoy the river. The fenced yard in the back was great for our dogs. There’s also a grassy fenced yard in the front too but one of my dogs could jump over it. The Airbnb had all necessary amenities and we had a wonderful time! Would definitely recommend.

Adorable West Side Cottage, Pet Friendly!
The house is beautiful and comfortable and sparkling clean!
Quick stats about cottage rentals in Bend
Total rentals
30 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
4.7K 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
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