Holiday Rentals in Bend, OR

3745 available vacation rental offers

7 nights
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Bend, OR holiday rentals
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3745 Holiday rentals and Airbnb in Bend, OR

Best family friendly Bend, OR holiday rentals

Among the 3745 accommodations in Bend, OR, here are the 4 best family friendly rentals

Vantage Point - Bend, OR
9.5 238 reviews

Vantage Point

house, Bend
The Vantage Point townhouse is located in Bend, a short distance from Drake Park, Hollinshead Park, and Ponderosa Park, offering easy access to outdoor recreation and scenic views. It boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The three-bedroom townhouse, spanning 200 square metres, provides ample space for families or groups. Guests can enjoy a range of amenities, including a private patio, fully equipped kitchen, air conditioning, free parking, Wi-Fi, swimming pool, Jacuzzi, terrace, garden, spa, and fitness centre, making it ideal for both relaxation and active pursuits.
Scenic Views And Spacious Deck - Charming Tranquil Retreat - Bend, OR
No reviews

Scenic Views And Spacious Deck - Charming Tranquil Retreat

house, Bend
This detached residence is located in a quiet Bend neighbourhood, offering abundant wildlife and scenic views, and is situated 1.5 kilometres from a neighbourhood park.
This family-friendly dwelling accommodates up to six guests and features three bedrooms, two bathrooms, a gas fireplace, a spacious back deck, and a fully fenced garden with a pond.
Zen W/ Hot Tub, Office, Yard, Dog Friendly, Park - Bend, OR
9.9 129 reviews

Zen W/ Hot Tub, Office, Yard, Dog Friendly, Park

apartment, Bend
This Bend property is conveniently located a short drive (approximately 8km) from Costco and Whole Foods, and minutes from downtown Bend, the Deschutes River, Pilot Butte State Scenic Viewpoint, and numerous trails and parks.
This 167 square metre house boasts two bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, jacuzzi, fitness centre, and a large private garden with a firepit; perfect for families or groups exploring Bend.
Spacious Midtown 3 Bedroom Home! Easy Access! - Bend, OR
10 10 reviews

Spacious Midtown 3 Bedroom Home! Easy Access!

apartment, Bend
This quiet Midtown Bend flat is ideally situated for easy access to downtown, numerous trails, and local amenities, offering a peaceful retreat within a well-appointed neighbourhood.
This accommodation sleeps up to eight guests and features a main-floor primary suite, a bonus room with a desk for remote work, a private patio with a gas fire pit, a fully equipped kitchen, and garage parking.

Best Bend, OR holiday rentals with a fireplace

Modern Bend Family-friendly Home With Fenced Yard - Bend, OR
10 4 reviews

Modern Bend Family-friendly Home With Fenced Yard

apartment, Bend
This centrally located flat in Bend offers convenient access to the city centre (5 kilometres), the Old Mill District (6 kilometres), and Ponderosa Park (within walking distance).
This pet-friendly property accommodates up to six guests across three bedrooms, featuring a gas fireplace, Smart TV, a full-size washer and dryer, and an outdoor dining area with a gas barbecue, all situated near Pilot Butte State Park (walkable) and Tumalo State Park (10 kilometres).
Gateway To Mt Bachelor - Bend, OR
9.8 178 reviews

Gateway To Mt Bachelor

house, Bend
This holiday home is situated in Bend, just 3.8 kilometres from Drake Park and 7.4 kilometres from Hollinshead Park, offering easy access to outdoor activities and scenic views. The property enjoys excellent ratings for location, cleanliness, and user experience.
The 79 square metre property comfortably accommodates up to six guests. It features a fully equipped kitchen, air conditioning, a terrace, a garden, a swimming pool, a jacuzzi, free Wi-Fi, and private parking, perfect for a relaxing stay in Bend.
84 M² Condo ∙ 1 Bedroom ∙ 4 Guests - Bend, OR
10 4 reviews

84 M² Condo ∙ 1 Bedroom ∙ 4 Guests

apartment, Bend
This upstairs condominium is located within Mt. Bachelor Village Resort, offering direct access to outdoor activities and proximity to Bend's downtown attractions.
This 83-square-meter flat accommodates up to four guests across one bedroom and a loft, featuring a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, and a garden, with on-site entertainment for children.
Spacious Condo In Bend! Prime Location! - Bend, OR
10 3 reviews

Spacious Condo In Bend! Prime Location!

apartment, Bend
This Mount Bachelor Village Resort apartment is conveniently located in Bend, Oregon, a short drive (a few kilometres) from the Old Mill District and Mount Bachelor Ski Resort.
The 77-square-metre property sleeps six guests comfortably, boasting three bedrooms, a fully equipped kitchen with dishwasher, and access to resort amenities including a swimming pool, jacuzzi, and three parking spaces.

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Best Bend, OR holiday rentals with jacuzzi

New! Mt Bachelor Village ~ Views ~ Fireplace ~ Private Hot Tub! - Bend, OR
9.8 36 reviews

New! Mt Bachelor Village ~ Views ~ Fireplace ~ Private Hot Tub!

apartment, Bend
This one-bedroom apartment is situated in the Century West neighbourhood of Bend, just a short walk from the Old Mill District and the Deschutes River Trail, offering easy access to shops, restaurants, and scenic riverside walks. It has consistently received excellent user ratings, making it a popular choice for travellers seeking a comfortable and convenient stay.
The apartment is perfect for couples or solo travellers, offering a king-sized bed and a well-equipped kitchen with a dishwasher, microwave, and fridge. Guests can enjoy a private hot tub and patio, as well as access to the complex's seasonal pool and two year-round hot tubs, making it ideal for relaxation and unwinding after a day of exploring Bend's many attractions.
River Views + Prime Bend Location - Bend, OR
9.5 90 reviews

River Views + Prime Bend Location

apartment, Bend
This one-bedroom apartment in Bend is situated just a short walk from Wall and Bond Street, offering easy access to shops, restaurants, and entertainment. It boasts excellent user, location, and cleanliness ratings.
The 65 square metre apartment comfortably sleeps four guests and includes a fully equipped kitchen with a dishwasher, a private balcony overlooking the Deschutes River, and access to a swimming pool and hot tub. Enjoy the riverfront walking trail, which leads to Bend's eateries and shops, and explore the surrounding area, including Mount Bachelor, via Highway 97.
Northwest Bend Home With Hot Tub And Yard - Bend, OR
9.4 14 reviews

Northwest Bend Home With Hot Tub And Yard

apartment, Bend
This Bend holiday home, situated northwest of the city centre, is a 16-kilometre drive from both Bend's downtown area and the Old Mill District, 24 kilometres from Mount Bachelor Ski Resort, and 48 kilometres from Wanoga Sno-Park.
The 172-square-metre property boasts a spacious open-plan layout, sleeping up to eight guests in four bedrooms and offering amenities including a private fenced backyard with a hot tub, three bathrooms, a well-equipped kitchen, and parking for four vehicles.
Historic Downtown Walk Everywhere Private Hot Tub One Block To River - Bend, OR
9.7 285 reviews

Historic Downtown Walk Everywhere Private Hot Tub One Block To River

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.

Best Bend, OR holiday rentals with parking

Ski House Wooded Condo With Resort Amenities - Bend, OR
9.7 12 reviews

Ski House Wooded Condo With Resort Amenities

apartment, Bend
This two-bedroom flat offers a prime location in Bend, situated above the Old Mill District and Deschutes River bluffs, with convenient access to local attractions and the Mt. Bachelor Village amenities, including its seasonal outdoor pool, lodge, and extensive walking and biking paths.
The apartment accommodates up to seven guests and features vaulted ceilings, a gas fireplace, a well-appointed kitchen, a second-floor balcony, and two en-suite bathrooms, complemented by zoned ductless heating and cooling for year-round comfort, plus on-site parking.
Downtown Retreat - Bend, OR
9.7 53 reviews

Downtown Retreat

apartment, Bend
This one-bedroom duplex is located in the downtown Bend district, within a 500-metre walk of the Hayden Homes Amphitheater and the Old Mill District.
This property accommodates up to four guests, offering a Queen bed and a Queen sofa bed, with full access to the entire house, a private patio, and includes amenities such as a fridge and air conditioning.
Caldera Springs Home - Bend, OR
10 2 reviews

Caldera Springs Home

apartment, Bend
This five-bedroom, four-bathroom house in Bend, Oregon sleeps twelve and offers excellent cleanliness, location, and user ratings; further details on its precise location relative to landmarks like Pilot Butte State Scenic Viewpoint or the Deschutes River Trail are needed to specify distances in kilometres.
The property includes a kitchen, air conditioning, and parking; additional information regarding specific amenities, interior design, and nearby activities is required for a complete description.
Quiet Modern Home | Dog Friendly | 8 Min To Town - Bend, OR
9.9 192 reviews

Quiet Modern Home | Dog Friendly | 8 Min To Town

apartment, Bend
This modern house in Bend, Oregon, is situated in a residential neighbourhood, a 0.64km drive from Lone Pine Coffee and 10 Barrel Brewery, and 1.6km from Bend's city centre.
This three-bedroom, two-bathroom home sleeps eight guests, boasts a fully fenced garden with a fire pit, and offers a fully equipped kitchen, super-fast Wi-Fi, and pet-friendly accommodation (a £40 cleaning fee applies).
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