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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Featured Cottages in Central Oregon

Riverfront Cottage with Private Patio on the Deschutes River!
Aerial view

Riverfront Cottage with Private Patio on the Deschutes River!

9.0 out of 10, Wonderful, (14)
"This was just what we had in mind location was perfect for us "
The price is NZ$359
includes taxes & fees
18 May - 19 May
Riverfront Cottage with Private Patio on the Deschutes River!
"Cabin Leisure" Riverfront cottage just steps from Deschutes River
Exterior

"Cabin Leisure" Riverfront cottage just steps from Deschutes River

9.6 out of 10, Exceptional, (59)
"Perfect getaway for our anniversary; everything was perfect and just as advertised. "
"Cabin Leisure" Riverfront cottage just steps from Deschutes River
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
Aerial view

"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend

9.6 out of 10, Exceptional, (27)
"Good property, will stay again. "
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Property grounds

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

10.0 out of 10, Exceptional, (31)
"A Great little place that is so close to everything that Bend has to offer. We would definitely recommend. "
The price is NZ$466
includes taxes & fees
4 May - 5 May
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Paradise in The Parks on Westside with summer pool and bike trails.
A heated pool

Paradise in The Parks on Westside with summer pool and bike trails.

9.8 out of 10, Exceptional, (20)
"This was the perfect place for two of us to stay. Had everything we needed. Great neighborhood and super close to the pool. Will definitely stay here again."
Paradise in The Parks on Westside with summer pool and bike trails.
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
Exterior

Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

10.0 out of 10, Exceptional, (73)
"My friends and I had a lovely time here for a birthday weekend. The communication from our hosts was excellent, the hot tub was awesome, and it's a great location within walking distance of grocery stores and the river!"
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
Panoramic views of the rippling Deschutes River w/ pool access!
Fridge, microwave, coffee/tea maker, toaster

Panoramic views of the rippling Deschutes River w/ pool access!

10.0 out of 10, Exceptional, (4)
"Very private, cozy and fun to be on the water!"
The price is NZ$355
includes taxes & fees
15 May - 16 May
Panoramic views of the rippling Deschutes River w/ pool access!
Riverfront Cottage along the Deschutes River with Pool and Hot Tub Access!
Dining

Riverfront Cottage along the Deschutes River with Pool and Hot Tub Access!

The price is NZ$355
includes taxes & fees
20 May - 21 May
Riverfront Cottage along the Deschutes River with Pool and Hot Tub Access!
Stunning Riverfront Condo - Sleeps 3
Property grounds

Stunning Riverfront Condo - Sleeps 3

9.2 out of 10, Wonderful, (25)
"We enjoyed the location right on the river and trail. Also the pool/hot tub was very nice. Of course the bathroom with the steamy shower was awesome."
The price is NZ$404
includes taxes & fees
8 May - 9 May
Stunning Riverfront Condo - Sleeps 3
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
Terrace/patio

Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

10.0 out of 10, Exceptional, (46)
"Located in a nice neighborhood with easy walking distance to The Old Mill, restaurants, grocery store, coffee shops"
The price is NZ$483
includes taxes & fees
7 May - 8 May
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Bar (on property)

Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

9.4 out of 10, Exceptional, (67)
"Love this historical home! The location is awesome! Very clean, comfortable bed, we only use one bedroom. The fenced yard is great for our pups! We haven’t had a chance to use the hot tub, but what an extra amenity! Thank you and hope to be back soon! "
The price is NZ$526
includes taxes & fees
7 May - 8 May
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes
Aerial view

"Otter Sight" Riverside Cottage - Just Steps from the Deschutes

9.4 out of 10, Exceptional, (40)
"The picture window out onto the river never got old! It was also a prime location with a quick walk to downtown. "
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Terrace/patio

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

9.8 out of 10, Exceptional, (122)
"Older, Clean property but If you are noise sensitive this is not the location for you. You can walk to downtown easily however which out of towners may enjoy. "
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Grand Fir by Avantstay Hot Tub and Firepit
Interior

Grand Fir by Avantstay Hot Tub and Firepit

3.0 star property
Grand Fir by Avantstay Hot Tub and Firepit
A rare cancellation July 25-31, 2025! Was booked two years out. BOOK TODAY!
Terrace/patio

A rare cancellation July 25-31, 2025! Was booked two years out. BOOK TODAY!

10.0 out of 10, Exceptional, (192)
"Best location, everything in-house needed for a wonderful visit with family and friends. Jackie's place is an extension of her own home."
A rare cancellation July 25-31, 2025! Was booked two years out. BOOK TODAY!
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
Smart TV, fireplace, DVD player, books

Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

9.6 out of 10, Exceptional, (162)
"This property has all you need. Comfortable and convenient."
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Outdoor spa tub

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

9.8 out of 10, Exceptional, (59)
"This property was perfect for our group of two couples staying in Bend to ski at Mt. Bachelor. The locations is great- we could walk to restaurants, a bagel shop, breweries, everything! And the hot tub was nice after a day of skiing. Great communication from the property manager, too. We would stay here again in a heartbeat!"
The price is NZ$524
includes taxes & fees
5 May - 6 May
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Modern cottage charm & walk to Downtown Bend
Outdoor spa tub

Modern cottage charm & walk to Downtown Bend

2.0 star property
9.2 out of 10, Wonderful, (17)
"Very relaxing stay. Location was great for our family- a couple minute walk to the river trail and short distance to downtown Bend. Owners were very responsive. We will stay here again."
Modern cottage charm & walk to Downtown Bend
First Street Rapids and River Trail
Exterior

First Street Rapids and River Trail

9.8 out of 10, Exceptional, (24)
"Visiting my son who lives local. We enjoyed the space very much "
First Street Rapids and River Trail
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
Fridge, microwave, oven, stovetop

Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

9.6 out of 10, Exceptional, (74)
"The home was conveniently located within walking distance of downtown Bend. The home was cozy and clean. "
The price is NZ$590
includes taxes & fees
6 May - 7 May
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Central Oregon

Sunriver Resort
Fireplace

Sunriver Resort

4.0 star property
9.0 out of 10, Wonderful, (988)
"Beautiful views from room - extremely friendly staff. "
The price is NZ$342
includes taxes & fees
4 May - 5 May
Sunriver Resort
The Pines at Sunriver
Seasonal outdoor pool

The Pines at Sunriver

3.0 star property
9.4 out of 10, Exceptional, (386)
"We had a great stay at the pines "
The price is NZ$252
includes taxes & fees
1 May - 2 May
The Pines at Sunriver
Crooked River Ranch Cabins
View from room

Crooked River Ranch Cabins

3.0 star property
9.8 out of 10, Exceptional, (121)
"I love staying here, great rooms with beautiful views."
The price is NZ$197
includes taxes & fees
4 May - 5 May
Crooked River Ranch Cabins
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.