Compare Vacation Rentals & Airbnb in Bend, OR

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Bend, OR vacation rentals
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3745 Rentals and Airbnb in Bend, OR

Best family friendly Bend, OR vacation rentals

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

Mod Pod - Bend, OR
9.6 250 reviews

Mod Pod

house, Bend
This modern house is located in Bend, just 1.4 kilometres from Drake Park, 1.8 kilometres from Hollinshead Park, and 1.4 kilometres from Ponderosa Park, offering easy access to three popular parks in the area. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This one-bedroom, one-bathroom home provides a comfortable and stylish stay. The house features a fully equipped kitchen, air conditioning, free parking, free Wi-Fi, a private yard with a patio, and a swimming pool, spa, and fitness centre.
Top Floor Condo Near Downtown & Deschutes River! - Bend, OR
No reviews

Top Floor Condo Near Downtown & Deschutes River!

apartment, Bend
This top-floor flat is located on the edge of downtown Bend, a 10-minute walk from local breweries and restaurants, and 180 metres from the Deschutes River and Pioneer Park.
This elegant condo offers accommodation for up to four guests across two separate spaces, each with its own bathroom, and features a king bed, futon, private balconies, and a gas fireplace, with on-site management available.
Downtown, Modern Nostalgia--walk To Shops, Cafes - Bend, OR
9.8 547 reviews

Downtown, Modern Nostalgia--walk To Shops, Cafes

apartment, Bend
This charming, century-old cottage is situated on the Westside of Bend, just a 2-kilometre walk from the Deschutes River and under 3 kilometres from the town centre. The property has received excellent ratings for location, cleanliness, and overall experience.
The cottage has two bedrooms, two bathrooms, and a floor area of 93 square metres, comfortably accommodating up to six guests. It comes equipped with modern amenities, including free Wi-Fi, cable TV, a fully equipped kitchen, a terrace, and a garden, making it a perfect base for exploring Bend and its surroundings.
River View 2 Bedroom - Bend, OR
No reviews

River View 2 Bedroom

apartment, Bend
This downtown Bend flat offers excellent Deschutes River views and is a short walk to downtown amenities, with easy access to the river trail and Pioneer Park.
This one-bedroom, two-bathroom condo accommodates six guests and features a recently renovated interior with a fireplace, a deck, a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a fitness centre, a tennis court, and parking.

Best Bend, OR vacation rentals with a fireplace

Craftsman Style Retreat In Bend River West - Bend, OR
10 136 reviews

Craftsman Style Retreat In Bend River West

apartment, Bend
This newly completed studio flat is situated in a walkable Bend neighbourhood, a short distance (less than 1.6km) from Columbia Park and within easy walking distance of other parks and the Old Mill District.
The self-contained unit, sleeping two, features a kitchen with fridge and freezer, air conditioning, Apple TV, and unique reclaimed woodwork details from a historic Westside home; nearby attractions include Phil's Trails and Mount Bachelor's Park and Ride.
Downtown Condo With Riverview & Balcony - Bend, OR
8.0 1 review

Downtown Condo With Riverview & Balcony

house, Bend
This downtown Bend apartment offers a river view and a private balcony, located a 15-minute walk from Drake Park and 2.1 kilometres from Hollinshead Park.
This 59 square metre condo accommodates up to 11 guests and features a fully equipped kitchen with a dishwasher and oven, air conditioning, an indoor swimming pool, a jacuzzi, a garden, on-site parking, and complimentary WiFi, with opportunities for cycling in the surrounding area.
Bluebird Day - Pine Hideaway - Bend, OR
No reviews

Bluebird Day - Pine Hideaway

house, Bend
Bluebird Day - Pine Hideaway is a pet-friendly house in Bend, Oregon, located 1.9 kilometres from Drake Park and within a 6.6-kilometre radius of Hollinshead and Ponderosa Parks.
This one-bedroom property sleeps five, boasts a fully equipped kitchen with fridge, microwave, and dishwasher, plus free Wi-Fi, parking, and air conditioning; guests under 25 require a parent or guardian to check in.
The Hubapartment @ Downtown & Historic Dist - Bend, OR
9.9 378 reviews

The Hubapartment @ Downtown & Historic Dist

apartment, Bend
This one-bedroom apartment is located on the edge of the Old Bend Historic District, just a short walk from the centre of Bend and a 30-minute drive to Mt. Bachelor. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has a modern design with an open layout and can comfortably accommodate up to four guests. It includes a fully equipped kitchen, a gas fireplace, a private entrance, a shared parking area, and a garden, making it an ideal base for exploring Bend and the surrounding area.

Frequently Asked Questions about vacation 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, grab a bite to eat and enjoy the views of the Deschutes River. You can't go wrong with a trip to the top of Pilot Butte for panoramic views of Bend and the surrounding area. And, of course, you'll want to explore the Cascade Lakes Highway, it's a scenic route that takes you past some of the most beautiful lakes in the area.
  • What are the best Airbnb and vacation rentals in Bend, OR?

    Private Apartment - Your Bend Escape - Right In Town, Kathy's Westside Perch 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 for vacation rentals, as it's close to the river and has lots of restaurants and shops. If you're looking for a quieter neighbourhood, consider staying in the Westside, which is known for its family-friendly atmosphere. For a more central location, the downtown area is a great choice.
  • 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 great place to learn about the local wildlife and culture, and the Pilot Butte State Scenic Viewpoint offers fantastic views of the city and surrounding area. And don't forget the Drake Park, it's a great place for a picnic and a stroll.
  • 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 is during the shoulder season, from April to May or September to October. You'll avoid the summer crowds and the prices are usually lower.
  • What are the best rentals for families and kids in Bend, OR?

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

    The Deschutes River is perfect for a free day of swimming, sunbathing, or kayaking. You can also walk or cycle the Deschutes River Trail, which stretches for 23 km along the river. And there are plenty of free concerts and events happening in the city throughout the year.
  • What are the best rentals or Airbnbs with a jacuzzi in Bend, OR?

  • What are the best restaurants with local dishes in Bend, OR?

    Try the Anthony's at the Old Mill, they have a great selection of fresh seafood and local dishes. There's also The Pine Tavern, it's a classic Bend restaurant with a menu full of local favourites.
  • What are the best walking or cycling routes in Bend, OR?

    The Deschutes River Trail is a great option for both walking and cycling, you can also check out the Tumalo Creek Trail, it's a beautiful trail that winds through the forest.
  • Are there pet-friendly attractions in Bend, OR?

    Yes, many of the parks and trails in Bend are pet-friendly, including the Drake Park and the Deschutes River Trail. There are also a number of restaurants and shops that welcome dogs.
  • What are the benefits of choosing a vacation rental in Bend, OR?

    Vacation rentals offer more space and privacy than a hotel, and they often come with amenities like a kitchen 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 great place for outdoor sports, with plenty of opportunities for hiking, biking, skiing, and snowboarding. The Mount Bachelor Ski Resort is a popular destination for winter sports, and there are also several golf courses in the area.

Popular destinations

Best Bend, OR vacation rentals with jacuzzi

Riverside Cottage - Just Steps From The Deschutes - Bend, OR
9.4 65 reviews

Riverside Cottage - Just Steps From The Deschutes

apartment, Bend
This riverside flat in Bend's River West district offers direct access to the Deschutes River and is just a short walk to downtown attractions.
This 42 square meter flat accommodates up to four guests, features a kitchenette, air conditioning, and access to an indoor heated swimming pool and Jacuzzi, with pets welcome for an additional fee.
Riverside Cottage - Just Steps From The Deschutes - Bend, OR
10 2 reviews

Riverside Cottage - Just Steps From The Deschutes

house, Bend
Riverside Cottage offers a detached holiday home in Bend, situated by the Deschutes River and a 15-minute walk from Drake Park, with Hollinshead Park 2 kilometres away and Ponderosa Park 4 kilometres away.
This 42 square metre cottage accommodates up to 7 guests, featuring a fully equipped kitchen with a dishwasher and microwave, air conditioning, an indoor swimming pool, a jacuzzi, and on-site parking, with complimentary WiFi and cable TV provided.
Riverfront Condo With Balcony Near Downtown Bend - Bend, OR
No reviews

Riverfront Condo With Balcony Near Downtown Bend

house, Bend
This riverfront condominium in Bend is situated a 15-minute walk from Drake Park and 2.1 kilometres from Hollinshead Park, offering convenient access to local attractions.
This property boasts 59 square meters of floor area, accommodates up to 7 guests across 2 bathrooms, and features an indoor swimming pool, a fully equipped kitchen with a dishwasher, and complimentary on-site parking and Wi-Fi.
River Run Bend Bungalow & Romantic Spa Grotto - Bend, OR
10 178 reviews

River Run Bend Bungalow & Romantic Spa Grotto

bungalow, Bend
This Bend, Oregon bungalow offers a peaceful, wooded setting, steps from the Deschutes River Trail and within walking distance of the Mill District and Hayden Amphitheatre.
The one-bedroom casita sleeps four, boasting a fully equipped kitchen including a dishwasher, air conditioning, and free internet access; guests can enjoy nearby hiking, river activities, and easy access to Bend's attractions.

Best Bend, OR vacation rentals with parking

Dogs Favorite Park View With Cozy Fire In Midtown - Bend, OR
9.9 358 reviews

Dogs Favorite Park View With Cozy Fire In Midtown

apartment, Bend
This Bend Orchard District apartment, situated a short distance from Bend's city centre and close to Hollinshead Park, offers a secluded yet central location.
The 59 square metre self-catering property features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, in-unit laundry, a private deck overlooking the park, and pet-friendly amenities.
4th Street - Close To Downtown, Newly Renovated, Walk To Shopping, Dining, Drinks - Bend, OR
9.6 38 reviews

4th Street - Close To Downtown, Newly Renovated, Walk To Shopping, Dining, Drinks

apartment, Bend
This 74 square metre house is situated on 4th Street in Bend, Oregon, conveniently located 2.1 kilometres from Drake Park and 2.9 kilometres from Hollinshead Park. The home offers a fully equipped kitchen, a washing machine, free Wi-Fi, and a fitness centre, making it ideal for both work and leisure.
Bluebird Day - Twin Mills Bungalow, 2br, Downtown! - Bend, OR
9.8 26 reviews

Bluebird Day - Twin Mills Bungalow, 2br, Downtown!

apartment, Bend
This Westside Bend cottage is ideally situated between the Old Mill District and Bend city centre, a short drive from the Box Factory, Hayden Homes Amphitheatre, and Colorado Avenue for easy access to Mount Bachelor.
The two-bedroom, one-bathroom house sleeps four guests, boasting a fully equipped gourmet kitchen, vaulted ceilings, hardwood floors, a private patio, and on-street parking; pets are welcome.
A Stone's Throw | Hillside Loft - Bend, OR
9.9 276 reviews

A Stone's Throw | Hillside Loft

apartment, Bend
This family-friendly apartment is located in the mountains of Bend, just a 15-minute walk from the Deschutes River and Drake Park, and less than a mile from Tower Theater and the Des Chutes Historical Museum. It has received excellent user ratings for location, cleanliness, and overall experience.
The apartment spans 50 square metres and comfortably accommodates two guests in a single bedroom and bathroom. It offers a range of amenities, including a fully equipped kitchen, a balcony, a fireplace, a swimming pool, a fitness centre, and a tennis court.
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