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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec

Featured Cottages in Bend and around

Award winning Downtown Cottage Retreat-Fall stays available. EV charger-
Exterior

Award winning Downtown Cottage Retreat-Fall stays available. EV charger-

10.0 out of 10, Exceptional, (207)
"Great unit"
Award winning Downtown Cottage Retreat-Fall stays available. EV charger-
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
Outdoor dining

Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR

10.0 out of 10, Exceptional, (5)
"Perfect little place in La Pine for seclusion with nearby amenities. The owners clearly enjoy refurbishing antiques and meeting these items with modern day comforts. If you’re looking for everyday home wants and a quick get away, this is the spot. Owners communicated effectively and clearly - we will be back!"
The price is €360
includes taxes & fees
30 Sept - 1 Oct
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
"Peaceful Pine Cottage" on 2+acres - Close to Ski Resorts!
Exterior

"Peaceful Pine Cottage" on 2+acres - Close to Ski Resorts!

9.8 out of 10, Exceptional, (25)
"It was such a nice property and kitchen was well stocked. Loved the wildlife walking around the back and seeing bunnies play out front. We will definitely stay here again."
"Peaceful Pine Cottage" on 2+acres - Close to Ski Resorts!
Hot Tub, Fire Pit, Dog Friendly
Exterior

Hot Tub, Fire Pit, Dog Friendly

9.6 out of 10, Exceptional, (5)
"This house was spotlessly clean and very comfortable for our group of 7! Location is close to Hoodoo tubing/skiing and just a few minutes to downtown Sisters. The hot tub was perfect after a day playing in the snow. Host was attentive in making sure everything was meeting our expectations. Thanks for a great stay!"
Hot Tub, Fire Pit, Dog Friendly
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, (132)
"Excellent location, close to downtown, extremely clean. "
The price is €186
includes taxes & fees
1 Oct - 2 Oct
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
'the Hub' La Pine Vacation Rental - Dog Friendly!
House (3 Bedrooms) | Interior

'the Hub' La Pine Vacation Rental - Dog Friendly!

3.0 star property
'the Hub' La Pine Vacation Rental - Dog Friendly!
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, (41)
"Perfect location to walk into Old Town, grab a bite from the Podski, walk along the river, head to downtown. Really great location. The house was clean and comfortable with everything we would need for a few days. I was impressed with the amount of local resources the owner shared with us. Great stay!!"
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Sweet craftsman bungalow in the heart of Bend
Exterior

Sweet craftsman bungalow in the heart of Bend

10.0 out of 10, Exceptional, (6)
"This bungalow was in a perfect location, so cute and had everything we needed for the weekend. I would definitely stay here again. "
Sweet craftsman bungalow in the heart of Bend
Sunriver Resort Home: Near Skiing, Town & Trails
House (3 Bedrooms) | Interior

Sunriver Resort Home: Near Skiing, Town & Trails

3.0 star property
10.0 out of 10, Exceptional, (1)
"Overall great property for our stay. We had an issue with the living room tv not working, I contacted our property host, she responded immediately, and we were able to fix the issue. "
Sunriver Resort Home: Near Skiing, Town & Trails
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
Outdoor dining

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

9.8 out of 10, Exceptional, (51)
"We had a great trip. The instructions and communication with the host were perfect. A"
The price is €284
includes taxes & fees
30 Sept - 1 Oct
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
Terrace/patio

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

9.6 out of 10, Exceptional, (168)
"Perfect location with close proximity to restaurants and other activities. Owner was quick to respond and helpful. "
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
Paradise in The Parks on Westside with summer pool, bike trails and restaurants.
Outdoor dining

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

9.8 out of 10, Exceptional, (26)
"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, bike trails and restaurants.
Redmond House w/ Community Amenities Access
House (2 Bedrooms) | Interior

Redmond House w/ Community Amenities Access

3.0 star property
10.0 out of 10, Exceptional, (2)
"The house looks new. Beautiful in & out. Could use a new BBQ but other than that. Wonderful!"
Redmond House w/ Community Amenities Access
Hot Tub + Golf View: Eagle Crest Resort Escape!
House (3 Bedrooms) | Interior

Hot Tub + Golf View: Eagle Crest Resort Escape!

3.0 star property
4.0 out of 10, (1)
Hot Tub + Golf View: Eagle Crest Resort Escape!
High Lakes Hideaway: La Pine Fishing Cabin!
House (1 Bedroom) | Interior

High Lakes Hideaway: La Pine Fishing Cabin!

3.0 star property
High Lakes Hideaway: La Pine Fishing Cabin!
Eagle Crest Retreat w/ Great Wifi & Resort Access!
House (3 Bedrooms) | Interior

Eagle Crest Retreat w/ Great Wifi & Resort Access!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect place to stay with excellent communication about our stay. Great resort facilities with exercise equipment, swimming pools, indoor pickleball courts and tennis courts."
Eagle Crest Retreat w/ Great Wifi & Resort Access!
Relaxing Redmond Retreat: Golf, Hike & Ski!
Interior

Relaxing Redmond Retreat: Golf, Hike & Ski!

3.0 star property
Relaxing Redmond Retreat: Golf, Hike & Ski!
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

9.8 out of 10, Exceptional, (77)
"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
Quail by Avantstay Great Location + Game Room, Hot Tub, & Deck!
Exterior

Quail by Avantstay Great Location + Game Room, Hot Tub, & Deck!

4.0 star property
Quail by Avantstay Great Location + Game Room, Hot Tub, & Deck!
Modern Eagle Crest Escape w/ Patio & 2 Balconies!
House (4 Bedrooms) | Front of property

Modern Eagle Crest Escape w/ Patio & 2 Balconies!

3.0 star property
Modern Eagle Crest Escape w/ Patio & 2 Balconies!
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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Top Bend Hotel Reviews

Sugarloaf Mt Motel

Sugarloaf Mt Motel

10/10 Excellent
"Great location in town, as well as safe and very nice grounds for walking with pets or kids. "
Bradley 1-night trip
Posted 18 hours ago
Sugarloaf Mt Motel

Find out more about Bend

Find out more about Bend

Bend Cottages information

Number of reviews
572
Accommodation
130 Cottages
Lowest Price
€186
Highest Price
€360

Frequently asked questions

How much do cottages in Bend cost?
Prepare to pay between €186 and €360 per night for cottages in Bend. Whatever your budget, a wonderful stay is only a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Bend?
Choose from 130 cottages in Bend. No matter if you're taking a trip with the family or planning a weekend retreat with close friends, Expedia will help you find the perfect space to reacquaint yourself with nature.
Are there any family-friendly cottages in Bend?
Book in to Pet - Friendly Albany Cottage With Bbq On The Deck By Redawning and make your family stay in Bend one to remember. This family-friendly cottage has a 4-star rating and conveniences such as an oven and a barbecue grill. Once you've checked in and unpacked your things, there are tons of family-friendly attractions to explore in and around Bend. High Desert Museum and Pilot Butte State Park guarantee fun for young and old.

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