Cottages in Bend, OR at the best prices

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Bend, OR cottages
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76 Best cottages in Bend, OR

Best family friendly Bend, OR cottage rentals

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

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
$501/nighttotal: $2004 (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.
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/c, Walk Everywhere - Bend, OR
9.8 326 reviews
Bend, OR
22/06 – 24/06
$445/nighttotal: $890 (2 )

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

2 2
cottage , Bend
This family-friendly cottage is located in Bend, just a short walk from the Old Mill District and Hayden Homes Amphitheater, offering easy access to the city's main attractions. The cottage has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom cottage spans 65 square metres and can comfortably accommodate up to four guests. It features a fully equipped kitchen, a private patio, and access to a swimming pool, a spa, a fitness centre, and a garden, making it the perfect base for exploring Bend and enjoying its natural beauty.
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries - Bend, OR
9.4 176 reviews
Bend, OR
22/10 – 26/10
$434/nighttotal: $1736 (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.
Modern Cottage Charm & Walk To Downtown Bend - Bend, OR
9.2 22 reviews
Bend, OR
22/06 – 24/06
$671/nighttotal: $1342 (2 )

Modern Cottage Charm & Walk To Downtown Bend

3 2
cottage , Bend
This Bend lakefront holiday home, a 10-minute walk (1.6km) from the Deschutes River and Bend city centre, is also within a 15-minute walk (2.4km) of Drake Park and the Tower Theatre.
The 100 square metre property sleeps six in four bedrooms and one bathroom, boasting a fully equipped kitchen, swimming pool, jacuzzi, tennis court, and free Wi-Fi; housekeeping is available on request.

Best Bend, OR cottages with a garden

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park - Bend, OR
9.7 683 reviews
Bend, OR
19/06 – 20/06
$355/nightfor 1 night

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

1 2
cottage , Bend
This charming cottage is located in the heart of Bend, just a kilometre from Drake Park and the Deschutes River, offering easy access to the city's vibrant downtown area. The property consistently receives excellent ratings for location, cleanliness, and overall experience, making it a popular choice for travellers.
The cottage offers a comfortable and convenient space for two guests, with a floor area of 39 square metres, one bedroom, and one bathroom. Enjoy a range of amenities including a fully equipped kitchen, air conditioning, a private garden, a swimming pool, and a terrace, perfect for relaxing after a day of exploring Bend's attractions.
Vintage Awbrey- Fireplace, Hot Tub, Ac, 100+mbps Wifi, Bikes, Walk Downtown - Bend, OR
9.8 407 reviews
Bend, OR
06/07 – 11/07
$777/nighttotal: $3885 (5 )

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

2 2
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.
Walk To Downtown And Amphitheater - Bend, OR
9.6 41 reviews
Bend, OR
17/09 – 19/09
$504/nighttotal: $1008 (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.
Pet-friendly Bend Home ~ 2 Mi To Downtown - Bend, OR
Bend, OR
08/11 – 10/11
$444/nighttotal: $888 (2 )

Pet-friendly Bend Home ~ 2 Mi To Downtown

1 2
cottage , Bend
This charming cottage is located in the Southern Crossing district of Bend, just a short distance from popular attractions like the Old Mill District and Hayden Homes Amphitheater. The cottage is situated within easy reach of the Deschutes River and Bend Factory Stores, providing convenient access to the area's best offerings.
The cottage offers comfortable accommodation with 2.5 bathrooms, providing ample space for families or groups of friends. The property features a fully equipped kitchen, a fireplace, a patio, and a barbecue, allowing guests to enjoy a relaxing and comfortable stay.

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Best Bend, OR cottage rentals with jacuzzi

Among the 76 accommodations in Bend, OR, here are the 4 best cottage rentals with a jacuzzi

Riverfront Cottage - Steam Room & Pet Friendly! - Bend, OR
9.2 31 reviews
Bend, OR
08/11 – 10/11
$298/nighttotal: $596 (2 )

Riverfront Cottage - Steam Room & Pet Friendly!

1 2
cottage , Bend
This riverside lodge in Bend's River West district offers direct access to the Deschutes River and its trail, with downtown Bend a 10 to 15-minute walk away and Pioneer Park adjacent.
This 60 square meter holiday home, accommodating up to three guests, features one bedroom, one bathroom with a steam shower, a fully equipped kitchen, air conditioning, a private patio, and access to a shared indoor heated pool and hot tub.
Historic Downtown Walk Everywhere Private Hot Tub One Block To River - Bend, OR
9.7 278 reviews
Bend, OR
22/10 – 26/10
$414/nighttotal: $1656 (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.
Trendy West Side Walk To Breweries & Food Carts Hot Tub Fenced Outdoor Space - Bend, OR
9.9 215 reviews
Bend, OR
22/10 – 26/10
$381/nighttotal: $1524 (4 )

Trendy West Side Walk To Breweries & Food Carts Hot Tub Fenced Outdoor Space

2 2
cottage , Bend
The Sunrise Cottage is situated on Bend’s popular west side, just a short walk from 10 Barrel Brewing Company, Ariana’s, and the historic downtown area. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom cottage spans 84 square metres and comfortably accommodates up to four guests. It offers a range of modern amenities, including a fully equipped kitchen, air conditioning, high-speed internet, a private hot tub, and a fenced backyard with a deck and gazebo, perfect for enjoying the beautiful Bend weather.
Contemporary Chic West Side Walk Everywhere Hot Tub One Block To River - Bend, OR
9.9 291 reviews
Bend, OR
22/10 – 26/10
$334/nighttotal: $1336 (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.

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
$515/nighttotal: $1030 (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.
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