Cottages in Bend, OR at the best prices

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Bend, OR cottages
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69 Best cottages in Bend, OR

Best family friendly Bend, OR cottage rentals

Among the 69 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
9.8 130 reviews

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

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.
A Stone's Throw | Aspen House - Bend, OR
9.8 349 reviews

A Stone's Throw | Aspen House

apartment, 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.
Immaculate Downtown Cottage Retreat- Ev Charger. Walk Downtown In 4 Minutes - Bend, OR
10 222 reviews

Immaculate Downtown Cottage Retreat- Ev Charger. Walk Downtown In 4 Minutes

cottage, Bend
This charming cottage is conveniently located in Bend, just a short walk from Drake Park, the Deschutes River, and the Tower Theater. This family-friendly accommodation is highly rated, offering a comfortable and enjoyable stay for travellers.
The cottage spans 39 square metres and comfortably accommodates up to four guests. The accommodation offers a range of amenities, including a fully equipped kitchen, a private garden, a terrace, a swimming pool, a spa, and a fitness centre.
Modern Cottage Charm & Walk To Downtown Bend - Bend, OR
9.2 22 reviews

Modern Cottage Charm & Walk To Downtown Bend

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

Walk Everywhere, Private Hot Tub, Modern Chic - Bend, OR
9.9 291 reviews

Walk Everywhere, Private Hot Tub, Modern Chic

bungalow, 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.
Modern Historic Cottage In Core Downtown - Bend, OR
9.9 225 reviews

Modern Historic Cottage In Core Downtown

apartment, 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.
Westside Vibes - Walkable W/ Salt Water Hot Tub Too! - Bend, OR
No reviews

Westside Vibes - Walkable W/ Salt Water Hot Tub Too!

cottage, Bend
This detached house is situated in Bend's River West district, a mere 160 metres from Galveston Street and a short walk to The Lot food cart pod and the Deschutes River.
Offering 89 square metres of living space for up to six guests, this pet-friendly property features a kitchen, a private saltwater hot tub, a garden with hammocks and seating, and off-street parking for three vehicles.
Cozy & Convenient Downtown Cottage - Bend, OR
9.7 710 reviews

Cozy & Convenient Downtown Cottage

house, 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.

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Best Bend, OR cottage rentals with jacuzzi

Among the 69 accommodations in Bend, OR, here are the 4 best cottage rentals with a jacuzzi

Bend Fun ~ Heated Resort Pool ~ Hot Tub ~ Pocket Park ~ Concert Shuttle - Bend, OR
9.6 11 reviews

Bend Fun ~ Heated Resort Pool ~ Hot Tub ~ Pocket Park ~ Concert Shuttle

apartment, Tetherow
This golf cottage is located in Bend, Oregon, just 2 kilometres from the Deschutes River and 5 kilometres from the Deschutes Brewery. The property is highly rated by guests and enjoys a prime location within easy reach of Bend's attractions.
This two-bedroom, two-bathroom holiday home spans 97 square metres and offers a private pool and fireplace. Guests can enjoy a range of amenities, including a swimming pool, fitness centre, sauna, spa, and garden, as well as free Wi-Fi, a patio, and the "24-hr Staff ~ Resort Pool ~ Garage ~ Wifi ~ W/d ~ Fireplace ~ Concert Shuttle 🎵" offer.
Cozy, Pet Friendly, Hot Tub. Garage. - Bend, OR
9.9 589 reviews

Cozy, Pet Friendly, Hot Tub. Garage.

apartment, Bend
This pet-friendly cottage, located in West Bend, is within walking distance of the Hayden Homes Amphitheatre and the Old Mill District, offering easy access to restaurants, pubs, and the OSU campus.
The 80 square metre (861 square feet) property features two queen-sized bedrooms, one bathroom, a fully equipped kitchen with dishwasher and washer/dryer, a private fenced backyard with a hot tub, BBQ, and fire pit, plus a detached garage; sleeping up to four guests.
Modern Cottage Charm & Walk To Downtown Bend - Bend, OR
9.2 22 reviews

Modern Cottage Charm & Walk To Downtown Bend

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.
Walk Everywhere, Private Hot Tub, Modern Chic - Bend, OR
9.9 291 reviews

Walk Everywhere, Private Hot Tub, Modern Chic

bungalow, 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

Canal Trail Base Camp By Avantstay Hot Tub + Deck + Walk To Pickleball + 10 Min To Bend Family Friendly - Bend, OR
No reviews

Canal Trail Base Camp By Avantstay Hot Tub + Deck + Walk To Pickleball + 10 Min To Bend Family Friendly

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.
North Sister - Bungalow Charm, Fireplace, Queen Bed, Parking - Bend, OR
9.0 4 reviews

North Sister - Bungalow Charm, Fireplace, Queen Bed, Parking

cottage, Bend
This detached house is situated in Bend's Old Bend district, nestled by a lake, offering a 4-minute drive to the Deschutes Historical Museum and a 10-minute walk to the Old Mill District.
This 49 square metre holiday home accommodates up to three guests across two bedrooms and one bathroom, featuring a well-equipped kitchen with a fridge and microwave, air conditioning, and a garden with barbecue facilities, ideal for exploring nearby outdoor recreation.
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