Vacation Rentals in Bend, OR

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Bend, OR vacation rentals
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2397 Vacation rentals and Airbnb in Bend, OR

Best family friendly Bend, OR vacation rentals

Among the 2397 accommodations in Bend, OR, here are the 4 best family friendly rentals

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/c, Walk Everywhere - Bend, OR
9.8 326 reviews
Bend, OR
22/10 – 26/10
₹22607/nighttotal: ₹90428 (4 )

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.
Ski House 245 - Meredith Lodging - Bend, OR
9.2 125 reviews
Bend, OR
29/12 – 02/01
₹32193/nighttotal: ₹128772 (4 )

Ski House 245 - Meredith Lodging

3 3
house , Bend
Ski House 245 is located in Bend, just a short distance from several parks, offering easy access to outdoor activities and scenic views. This property has received excellent ratings for location, cleanliness and overall user experience.
The two-bedroom house comfortably accommodates six guests and features a fully equipped kitchen, a private balcony, and free parking. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, and a restaurant, making it an ideal choice for families or groups seeking a relaxing and enjoyable stay.
Modern Retreat In Central Bend - Bend, OR
10 231 reviews
Bend, OR
10/07 – 12/07
₹81330/nighttotal: ₹162660 (2 )

Modern Retreat In Central Bend

1 2
apartment , Bend
This modern, self-contained apartment in a quiet Bend residential neighbourhood is situated just 0.16 km from the Deschutes River and a 10-minute walk (approximately 0.8 km) from Bend's city centre via the River Trail.
The two-bedroom, one-bathroom dwelling sleeps six guests and boasts a king-size bed, daybed with trundle, queen sleeper sofa, 55" Smart TV, BBQ, fire pit, EV charger, and a built-in workspace; enjoy excellent amenities including a fully equipped kitchen, air conditioning, and a private garden.
Perfect Mt Bachelor Village Condo-full Kitchen, Pool, Hot Tub & River Access! - Bend, OR
9.2 10 reviews
Bend, OR
24/06 – 25/06
₹35998/nightfor 1 night

Perfect Mt Bachelor Village Condo-full Kitchen, Pool, Hot Tub & River Access!

2 2
apartment , Bend
This recently refurbished two-bedroom condominium in Bend's Century West district is situated a 5-minute drive from the Old Mill District and offers direct access to the Deschutes River Trail for outdoor pursuits.
This 78 square metre apartment, accommodating up to four guests, features a fully equipped kitchen, air conditioning, a gas fireplace, and access to communal amenities including a swimming pool and hot tub, with pickleball paddles and a yoga mat provided for guest use.

Best Bend, OR holiday rentals with a fireplace

Old Bend Chalet - Bend, OR
9.7 18 reviews
Bend, OR
11/07 – 14/07
₹28542/nighttotal: ₹85626 (3 )

Old Bend Chalet

1 2
apartment , Bend
This Bend chalet, sleeping six, offers two bedrooms, two bathrooms, and a fully equipped kitchen, plus a hot tub and BBQ on the deck.
The property boasts a king-size bed, two twin beds, and a queen sofa bed, ensuring comfortable accommodation for families or groups exploring Bend's attractions; precise location within Bend is not specified, but it is described as being in a quiet neighbourhood with a view.
Walk To Downtown And Amphitheater - Bend, OR
9.4 31 reviews
Bend, OR
25/07 – 27/07
₹52822/nighttotal: ₹105644 (2 )

Walk To Downtown And Amphitheater

2 4
apartment , Bend
This Westside Bend apartment, a short 0.8km walk from Drake Park and downtown Bend, offers easy access to numerous breweries, restaurants, and attractions including the Deschutes Brewery and Regal Old Mill cinema.
The 88 square metre property features two bedrooms, one bathroom, sleeps four comfortably in a queen and a double bed, and includes a fully equipped kitchen with dishwasher, air conditioning, parking, and high-speed internet access.
Hollinshead Haven Home With Bbq & Free Wifi - 30 Days Min Home - Bend, OR
10 2 reviews
Bend, OR
01/08 – 31/08
₹16174/nighttotal: ₹485220 (30 )

Hollinshead Haven Home With Bbq & Free Wifi - 30 Days Min Home

3 2
house , Bend
This three-bedroom house in Bend is located just a six-minute walk from Hollinshead Park and 3.5 kilometres from Drake Park.
The 236 square metre property boasts a fully equipped kitchen, a private patio, free parking, and a fitness centre, perfect for families or groups looking to explore the area.
Top Floor Riverfront Condo At The Edge Of Downtown - Bend, OR
9.2 15 reviews
Bend, OR
06/08 – 09/08
₹41392/nighttotal: ₹124176 (3 )

Top Floor Riverfront Condo At The Edge Of Downtown

1 2
apartment , Bend
This newly remodelled flat in Bend's River West neighbourhood offers direct access to the Deschutes River Trail and is a short walk to downtown Bend's restaurants and breweries.
This 59 square meter apartment, suitable for up to three guests, features one bedroom, two bathrooms, a kitchen with essential appliances, air conditioning, a swimming pool, a hot tub, a balcony with river views, and parking, with pets welcome for an additional fee.

Frequently asked questions about holiday rentals in Bend, OR

  • What should a first-time visitor not miss in Bend, OR?

    You definitely want to check out the Old Mill District, it's a great place to wander around and there are some lovely shops and restaurants there. If you're into craft beer, you can't miss the Deschutes Brewery, it's a Bend institution. And if you're looking for something a bit more adventurous, head up to Pilot Butte State Scenic Viewpoint for incredible views of the city and the surrounding mountains.
  • What are the best Airbnb and vacation rentals in Bend, OR?

    Private Apartment - Your Bend Escape - Right In Town, Kathy's Westside Compound and The Garden Apt-hot Tub Fireplace Ac 250+ Mbps are the most popular Airbnb and vacation rentals in Bend, OR among travelers.

  • Which neighborhood in Bend, OR should you consider for a vacation rental?

    The Old Mill District is a popular choice, it's close to the Deschutes River and has easy access to shops, restaurants, and activities. If you're looking for something a bit quieter, the Westside is a great option, it's known for its charming streets and proximity to the Cascade Lakes.
  • What are the most popular Airbnbs in Bend, OR?

  • What are the top family-friendly attractions in Bend, OR?

    The High Desert Museum is a must-visit for families, it's a great place to learn about the region's natural history and see some amazing animals. The Discovery Center at the River is another great option, it's a hands-on science museum with lots of interactive exhibits. And if you're looking for something a bit more active, the Pilot Butte State Scenic Viewpoint offers stunning views and a great hiking trail.
  • What are the best vacation rentals with a pool in Bend, OR?

  • When is the best time to book a vacation rental in Bend, OR?

    The best time to book a vacation rental in Bend is during the shoulder seasons, from April to May and September to October. You'll avoid the crowds and the prices will be more reasonable. If you're looking for snow sports, then you'll want to book during the winter months, from December to March.
  • What are the best rentals for families and kids in Bend, OR?

  • What events or festivals should visitors check out in and around Bend, OR?

    The Bend Brewfest is a popular event, it's held every August and features over 50 breweries from around the region. The Bend Film Festival is another great option, it's held every October and showcases independent films. And if you're visiting during the summer, you can check out the Bend Summer Concert Series, which features free concerts every week at the Les Schwab Amphitheater.
  • What are the best rentals or Airbnbs with a jacuzzi in Bend, OR?

  • What are the best budget-friendly activities in Bend, OR?

    You can explore the many free walking trails in the area, like the Deschutes River Trail or the Old Mill District Trail. The Drake Park is a great place to have a picnic and enjoy the scenery, and you can also visit the free exhibits at the High Desert Museum.
  • What are the best restaurants with local dishes in Bend, OR?

    Try the Bend Brewing Company, it's a great place to sample local craft beers and enjoy some delicious pub grub. The Pine Tavern is another popular choice, it's a historic restaurant serving up classic American dishes. And if you're looking for something a bit more upscale, the 900 Wall is a great option, it's known for its farm-to-table cuisine.
  • What are the best walking or cycling routes in Bend, OR?

    The Deschutes River Trail is a great option for both walking and cycling, it runs along the river and offers stunning views of the Cascade Mountains. The Old Mill District Trail is another good choice, it's a paved path that runs through the heart of the Old Mill District. And if you're looking for a more challenging ride, you can check out the Cascade Lakes Scenic Byway, which offers incredible views of the lakes and mountains.
  • Are there pet-friendly attractions in Bend, OR?

    Yes, many of the parks and trails in Bend are pet-friendly. The Drake Park is a great place to let your dog run around, and the Deschutes River Trail is also pet-friendly. You can also check out the dog-friendly patios at many of the restaurants and breweries in town.
  • What are the benefits of choosing a vacation rental in Bend, OR?

    Vacation rentals offer more space and privacy than hotels, and they often come with amenities like kitchens and laundry facilities. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Bend, OR?

    Bend is a popular destination for outdoor sports enthusiasts. The area has over 300 km of mountain biking trails, and there are plenty of opportunities for hiking, rock climbing, and kayaking. The city also has a number of golf courses and a ski resort, Mt. Bachelor, located just a short drive away.

Destinations nearby

Best Bend, OR holiday rentals with jacuzzi

Mt Bachelor Village Condo Perfect Recreation Spot - Bend, OR
9.6 16 reviews
Bend, OR
03/07 – 05/07
₹26967/nighttotal: ₹53934 (2 )

Mt Bachelor Village Condo Perfect Recreation Spot

1 2
apartment , Bend
This west Bend condo is conveniently located near the Deschutes River Trail, the Old Mill District, and Cascade Lakes Highway, offering easy access to Mount Bachelor.
The one-bedroom apartment sleeps four guests, boasting a recently renovated bathroom with a Whirlpool washer-dryer, a private balcony, and free use of two cruiser bikes for exploring the nearby trails; included amenities encompass a snow park pass (winter), a Bend Park and Rec pass (Juniper & Larkspur fitness centres), Wi-Fi, a games console, and board games.
Ski House 235 - Bend Comfy Condo - Bend, OR
8.5 2 reviews
Bend, OR
22/06 – 24/06
₹24504/nighttotal: ₹49008 (2 )

Ski House 235 - Bend Comfy Condo

2 4
house , Bend
Bend Comfy Condo Ski House 235 is situated in Bend, Oregon, 3.7km from Drake Park, 7.2km from Hollinshead Park, and 5.6km from Ponderosa Park, offering convenient access to Bend's popular parks and attractions.
This 84 square metre property features two bedrooms, one bathroom, a fully equipped kitchen including a dishwasher, microwave and fridge, plus a swimming pool, jacuzzi, terrace, garden, tennis court, free parking, and free Wi-Fi; ideal for up to four guests seeking a comfortable Bend getaway.
Cozy Home On Bend's Westside - Walk Everywhere! - Bend, OR
9.8 191 reviews
Bend, OR
23/08 – 24/08
₹40379/nightfor 1 night

Cozy Home On Bend's Westside - Walk Everywhere!

3 3
apartment , Bend
This Westside Bend house, three blocks from the Newport Market and within walking distance of restaurants and breweries, offers a convenient location for exploring the city.
Sleeping six guests, this three-bedroom, one-bathroom property boasts a fully equipped kitchen, private hot tub, gas grill, fire pit, Smart TV, high-speed Wi-Fi, and a wood-burning stove, perfect for a relaxing Bend getaway.
Ground Floor - Riverfront Studio - Bend, OR
9.8 26 reviews
Bend, OR
22/07 – 24/07
₹29152/nighttotal: ₹58304 (2 )

Ground Floor - Riverfront Studio

1 2
studio , Bend
This studio apartment is located in River West, Bend, offering an 8-minute walk to downtown's shops and restaurants, with direct access to the scenic river trail.
This 40 square meter self-contained unit accommodates two guests and features a kitchen with a fridge and microwave, air conditioning, an indoor heated swimming pool, a hot tub, and patio seating with river views.

Best Bend, OR holiday rentals with parking

Alpine Studio At Mount Bachelor - Bend, OR
Bend, OR
03/07 – 05/07
₹18775/nighttotal: ₹37550 (2 )

Alpine Studio At Mount Bachelor

1 2
apartment , Bend
The Alpine Studio at Mount Bachelor apartment is located in Bend, 3 kilometres from the city centre and close to the Oregon Trail of Dreams.
This one-bedroom flat offers free Wi-Fi, on-site parking, a microwave, and sleeps two guests, with an outdoor pool available for relaxation.
Newly Remodeled Top-floor Condo Near Downtown Bend - Bend, OR
9.2 28 reviews
Bend, OR
08/11 – 10/11
₹16100/nighttotal: ₹32200 (2 )

Newly Remodeled Top-floor Condo Near Downtown Bend

1 2
apartment , Bend
This top-floor flat in River West offers prime Deschutes River frontage, with stunning water views from the unit and patio, just a 10-minute walk to downtown Bend's breweries, restaurants, and shops.
This newly remodelled 60 square metre flat accommodates four guests with a king bed and queen sofa bed, featuring two full bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, Jacuzzi, terrace, parking, and is a 15-minute drive to Phil's Trail and a 30-minute drive to Mt Bachelor for outdoor adventures.
The Haley House | Hot Tub  Fenced Yard  Pets Ok! - Bend, OR
9.0 26 reviews
Bend, OR
10/07 – 17/07
₹43231/nighttotal: ₹302617 (7 )

The Haley House | Hot Tub Fenced Yard Pets Ok!

3 3
apartment , Bend
This Bend holiday home, situated in a quiet neighbourhood less than 1.6km from the Old Mill District and 4.8km from Drake Park, offers easy access to Bend's attractions.
The 138 square metre property boasts three bedrooms sleeping six, a fully equipped kitchen, a private enclosed yard with hot tub and fire pit, garage parking, and is pet-friendly (up to three dogs under 29kg).
Pet Friendly Cottage On The River Near Downtown! - Bend, OR
9.4 35 reviews
Bend, OR
08/11 – 10/11
₹17866/nighttotal: ₹35732 (2 )

Pet Friendly Cottage On The River Near Downtown!

1 2
apartment , Bend
This studio cottage is located in Bend's River West neighbourhood, offering direct access to the Deschutes River and a 10-minute walk to the town centre.
This 41 square metre studio sleeps two guests, featuring a kitchenette, king-sized bed, electric fireplace, air conditioning, and access to an indoor heated pool and hot tub, with pets welcome for an additional fee.
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