Search All Cottages in Bend, OR

76 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Bend, OR cottages
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

76 Cottages at the best price in Bend, OR

Best family friendly Bend, OR cottages

Among the 76 accommodations in Bend, OR, here are the 4 best family friendly cottages

Sweet Craftsman Bungalow In The Heart Of Bend - Bend, OR
10 11 reviews
Bend, OR
10/07 – 12/07
£618/nighttotal: £1236 (2 )

Sweet Craftsman Bungalow In The Heart Of Bend

1 2
cottage , Bend
This charming cottage is situated in Westside Bend, just a short walk from the Galveston food cart lot and within 2.4 kilometres of downtown Bend, the river wave at McKay Park, and the Amphitheatre. The area offers a lively atmosphere with a mix of shops, restaurants, and breweries.
This one-bedroom cottage provides 69 square metres of living space and can comfortably accommodate up to four guests. The cottage features a fully equipped kitchen, a covered porch, a patio off the master bedroom, and an outdoor dining area with a propane BBQ, making it ideal for both relaxing and entertaining.
Vintage Awbrey- Fireplace, Hot Tub, Ac, 100+mbps Wifi, Bikes, Walk Downtown - Bend, OR
9.8 407 reviews
Bend, OR
09/07 – 12/07
£631/nighttotal: £1893 (3 )

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

2 6
cottage , Bend
This charming, vintage-modern home is located in the Westside neighbourhood of Bend, just a short walk from the downtown area and close to the Newport district. It has received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom apartment spans 98 square metres and comfortably accommodates up to six guests. The property offers a range of amenities, including a private garden with a hot tub, a fully equipped kitchen, and a fitness centre, making it perfect for a relaxing and enjoyable stay in Bend.
Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable! - Bend, OR
9.8 128 reviews
Bend, OR
22/10 – 26/10
£267/nighttotal: £1068 (4 )

Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!

2 2
cottage , Bend
This newly renovated cottage is situated on Bend's west side, just 100 metres from Galveston Avenue's shops and restaurants, 500 metres from the Deschutes River and Mirror Pond, and a short walk to downtown.
This 79 square metre dwelling accommodates up to six guests with two bedrooms and one bathroom, offering a private saltwater hot tub, cruiser bikes for exploring, and a fully equipped eat-in kitchen with an outdoor patio and gas BBQ.
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries - Bend, OR
9.4 176 reviews
Bend, OR
22/10 – 26/10
£232/nighttotal: £928 (4 )

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

2 2
cottage , Bend
This charming cottage is situated in Bend, just a short walk from the Deschutes River, Old Mill District, and Hayden Homes Amphitheater, making it an ideal base for exploring the city's attractions. It has consistently received excellent reviews from previous guests.
The cottage is a comfortable 88 square metres and can accommodate up to six people. It offers a range of amenities and features including a fully equipped kitchen, a private garden with barbecue facilities, and access to a water park.

Best Bend, OR cottages with a garden

Walk To Downtown And Amphitheater - Bend, OR
9.6 41 reviews
Bend, OR
17/09 – 19/09
£269/nighttotal: £538 (2 )

Walk To Downtown And Amphitheater

1 2
cottage , Bend
This charming cottage is located in River West, Bend, offering convenient access to the Hayden Homes Amphitheater and the Des Chutes Historical Museum, with a water park nearby.
This 56 square meter dwelling accommodates two guests and features a well-equipped kitchen with a fridge and microwave, air conditioning, a garden, a spa, and parking, with the added benefit of internet access and allowing pets.
Oak Millhouse - Beautifully Restored Home In Downtown Old Bend - Bend, OR
10 1 review
Bend, OR
01/08 – 31/08
£290/nighttotal: £8700 (30 )

Oak Millhouse - Beautifully Restored Home In Downtown Old Bend

1 2
cottage , Bend
This mountain lodge in Bend's Old Bend district is 560 metres from Drake Park and 960 metres from the Old Mill District shopping centre.
This cosy holiday home offers air conditioning, a fireplace, free Wi-Fi, a well-equipped kitchen with an oven and microwave, and a private terrace with a barbecue, ideal for exploring nearby attractions like Deschutes Brewery and engaging in wildlife viewing.
First Street Rapids And River Trail - Bend, OR
9.8 31 reviews
Bend, OR
17/09 – 19/09
£206/nighttotal: £412 (2 )

First Street Rapids And River Trail

2 2
cottage , Bend
This charming cottage is located on the west side of Bend, just a short walk from First Street Rapids Park, the footbridge, and the river trail, offering easy access to both the river and downtown Bend. It has received excellent user ratings, making it a popular choice for travellers.
The cottage has two bedrooms and one bathroom, spanning 102 square metres and comfortably accommodating up to six guests. It features a fully equipped kitchen, air conditioning, a garden, parking, and internet access, making it perfect for a relaxing and comfortable stay.
Fir Millhouse - Lovely Historic Cottage In Downtown Bend - Bend, OR
10 5 reviews
Bend, OR
22/06 – 25/06
£278/nighttotal: £834 (3 )

Fir Millhouse - Lovely Historic Cottage In Downtown Bend

1 2
cottage , Bend
This non-smoking cottage is located in Bend's Old Bend district, a short walk from sledding hills and ice skating, with the Old Mill District 1.92 kilometres away and Drake Park 1.12 kilometres on foot.
This holiday home offers complimentary Wi-Fi, a well-equipped kitchen, and a private terrace, with proximity to Pilot Butte State Park and Tumalo State Park for outdoor activities.

Frequently asked questions about cottages in Bend, OR

Destinations nearby

Best Cottages with a Hot Tub in Bend, OR

Nothing beats the après-ski bliss of a private hot tub at your own Bend, OR cottage.

Historic Downtown Walk Everywhere Private Hot Tub One Block To River - Bend, OR
9.7 278 reviews
Bend, OR
22/10 – 26/10
£221/nighttotal: £884 (4 )

Historic Downtown Walk Everywhere Private Hot Tub One Block To River

2 2
cottage , Bend
The River Run cottage is situated in a central Bend neighbourhood, just a short walk from the Deschutes River and the historic downtown area, offering easy access to restaurants, shops, and galleries. This charming property enjoys excellent user, location, and cleanliness ratings.
The cottage spans 176 square metres and comfortably accommodates four guests in two bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen with Viking appliances, a private hot tub, a fenced backyard with a deck, and access to two cruiser bikes during the summer months.
Contemporary Chic West Side Walk Everywhere Hot Tub One Block To River - Bend, OR
9.9 291 reviews
Bend, OR
22/10 – 26/10
£178/nighttotal: £712 (4 )

Contemporary Chic West Side Walk Everywhere Hot Tub One Block To River

1 2
cottage , Bend
The Nest is a self-contained house situated just 0.8km from Columbia Park and the Deschutes River in Bend, Oregon, offering a peaceful escape close to nature. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The house spans 60 square metres and comfortably accommodates two guests in a single bedroom and bathroom. The Nest offers a range of amenities for a relaxing stay, including a private hot tub, a fully equipped kitchen, a terrace, and access to two cruiser bikes for exploring the area.
Historic Downtown Location Heart Of Bend Walk Everywhere Hot Tub High Demand - Bend, OR
9.8 344 reviews
Bend, OR
22/10 – 26/10
£216/nighttotal: £864 (4 )

Historic Downtown Location Heart Of Bend Walk Everywhere Hot Tub High Demand

2 2
cottage , Bend
The Autumn Cottage is a quiet retreat located just one block from Bend's historic downtown area, with easy access to the Deschutes River and its surrounding attractions. The cottage has consistently received excellent ratings for location, cleanliness, and overall experience.
This two-bedroom, one-bathroom cottage offers 79 square metres of space, comfortably accommodating up to four guests. Enjoy modern amenities like air conditioning, a fully equipped kitchen, a private hot tub, and a charming garden, perfect for relaxing after exploring Bend's diverse offerings.

Best Bend, OR cottages with a fireplace

Ponderosa Pines By Avantstay Gorgeous Deck, 10 Mins From Central Bend Family Friendly, - Bend, OR
Bend, OR
08/11 – 10/11
£275/nighttotal: £550 (2 )

Ponderosa Pines By Avantstay Gorgeous Deck, 10 Mins From Central Bend Family Friendly,

1 2
cottage , Bend
This Bend Mountain View holiday home is conveniently located within 5km of Saint Charles Bend hospital and Pilot Butte State Scenic Viewpoint.
The three-bathroom property offers a fully equipped kitchen, fireplace, washer/dryer, balcony, free Wi-Fi, and parking, plus proximity to Big Sky Off-Leash Dog Park.
©2026 cozycozy.com