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

A Stone's Throw | Aspen House - Bend, OR
9.8 337 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.
57 M² Condo ∙ 1 Bedroom ∙ 3 Guests - Bend, OR
10 2 reviews

57 M² Condo ∙ 1 Bedroom ∙ 3 Guests

apartment, Bend
This Ski House 3 condominium at Mt. Bachelor Village Resort is situated a short walk from the Deschutes River Trail and Hayden Homes Amphitheater, approximately 5 minutes by car from Downtown Bend and the Old Mill District, and 25 minutes from Mt. Bachelor Ski Resort and Redmond Airport.
This 57 square meter, one-bedroom flat accommodates up to three guests and features a fully equipped kitchen, complimentary local coffee, a communal hot tub available until 10 p.m., and offers access to resort amenities including a swimming pool, Jacuzzi, restaurant, fitness centre, and tennis court.
Separate Apt In Beautiful Westside Bend - Bend, OR
9.9 185 reviews

Separate Apt In Beautiful Westside Bend

apartment, Bend
This self-contained apartment in Bend, Oregon, is located minutes from downtown Bend, offering easy access to trails, breweries, and restaurants.
The two-bedroom, one-bathroom flat sleeps four, features a well-equipped kitchenette with two refrigerators, a washer/dryer, two TVs with Netflix, and high-speed internet; a private deck and designated off-leash area for up to two dogs are also provided.
The Heart Of Bend.  Brownstone Apartment. - Bend, OR
9.9 455 reviews

The Heart Of Bend. Brownstone Apartment.

apartment, Bend
This studio apartment is located in the Old Mill District, a short walk from the Deschutes River and a 5-minute walk from the Bend Amphitheater, offering easy access to the area's attractions and amenities. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The self-catering property spans 81 square metres, comfortably accommodating up to 3 guests in a single bedroom and bathroom. The studio is equipped with a kitchen, air conditioning, a terrace, a garden, and parking, providing everything you need for a comfortable stay.

Best Bend, OR vacation rentals with a fireplace

Riverview Pet Friendly Condo In Downtown Bend - Bend, OR
9.2 10 reviews

Riverview Pet Friendly Condo In Downtown Bend

apartment, Bend
This flat in Bend's River West district offers unobstructed Deschutes River views and is a short walk from downtown Bend's attractions, including the River's Edge Golf Course and Deschutes Brewery.
This pet-friendly accommodation, covering 59 square meters, features a fully equipped kitchen, two bathrooms, and accommodates up to four guests, with access to an indoor swimming pool and hot tub.
Mid Towns New Modern Private Guesthouse - Bend, OR
10 119 reviews

Mid Towns New Modern Private Guesthouse

apartment, Bend
This Bend guesthouse, located in a quiet residential neighbourhood a short drive (approximately 2-3 km) from downtown Bend, the Old Mill District, and local supermarkets, offers easy access to the Midtown Yacht Club.
The 85 sq m self-contained property features two bedrooms, one bathroom, sleeping up to four guests, and includes a kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, private parking, and a patio; nearby food trucks offer convenient dining options.
Top 5%  - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet - Bend, OR
10 34 reviews

Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet

apartment, Bend
This renovated 1930s mill house bungalow is situated in Bend's Larkspur neighbourhood, a three-minute drive from the Old Mill District and Highway 97, offering easy access to Bend's attractions.
The 56-square-metre (603 sq ft) property sleeps four guests in one bedroom and one bathroom, featuring a full kitchen, gas fireplace, air conditioning, a terrace, and a garden; nearby attractions include Tumalo State Park and the Deschutes River.
Riverfront Cottage Just Steps From Deschutes River - Bend, OR
No reviews

Riverfront Cottage Just Steps From Deschutes River

house, Bend
This riverfront cottage in Bend offers direct access to the Deschutes River and is a 15-minute walk from Drake Park, with Hollinshead Park located 2.1 kilometres away.
This property sleeps seven guests and features a fully equipped kitchen with a dishwasher, an indoor swimming pool, air conditioning, free on-site parking, and complimentary WiFi, ideal for cyclists.

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

King Bed| Clean | Fast Wi-fi | Firepit | Peaceful - Bend, OR
9.9 84 reviews

King Bed| Clean | Fast Wi-fi | Firepit | Peaceful

apartment, Bend
This apartment is situated in a peaceful neighbourhood in Bend, just 6.4 kilometres from Downtown Bend, 8 kilometres from Pilot Butte, and 8 kilometres from the Deschutes Brewery. The property has consistently received excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This three-bedroom, two-bathroom home can accommodate up to six guests. It offers a fully equipped kitchen, a dedicated workspace with high-speed internet, a private garden with a gazebo and patio seating, and a jacuzzi.
The Place On Urania W/ Hot Tub & Fire Pit. - Bend, OR
9.7 82 reviews

The Place On Urania W/ Hot Tub & Fire Pit.

apartment, Bend
This Bend house, ideally located near the Box Factory and Old Mill District, offers easy access to the Deschutes River for water activities.
The property comprises two bedrooms and one bathroom in the main house, plus an attached one-bedroom unit, accommodating up to four guests and boasting a jacuzzi, garden, and ample parking, alongside essential safety features and pet-friendly options for a fee of £44 per pet per stay.
Patio & Pool Access! Year-round Base In Bend - Bend, OR
9.8 23 reviews

Patio & Pool Access! Year-round Base In Bend

apartment, Bend
Mt Bachelor Village Resort Condo: 19 Mi To Skiing! is a Century West apartment situated within 3.2km of the Deschutes River, Riverbend Dog Park, Deschutes Brewery, Old Mill District, and Bend Whitewater Park.
This 78 square metre self-catering property boasts three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, fireplace, and a balcony; a swimming pool, hot tub and spa are also available on-site.
Luxury In Bend, Or | Guestroom + Nature Experience - Bend, OR
8.8 40 reviews

Luxury In Bend, Or | Guestroom + Nature Experience

apartment, Bend
This Bend apartment, situated in the Boyd Acres neighbourhood, offers picturesque Deschutes River views and easy access to the Deschutes River Trail and Tumalo State Park.
The self-catering unit, spanning 200-300 sq ft, features a king-size bed, a work area, private balcony/patio, and access to on-site amenities including heated pools, hot tubs, a fitness centre, and the CURRENTS Lounge and Restaurant; it sleeps two guests.

Best Bend, OR vacation rentals with parking

Charming Bend Home W/ Porch & Yard: Great Location - Bend, OR
9.3 76 reviews

Charming Bend Home W/ Porch & Yard: Great Location

house, Bend
This Bend holiday home is conveniently located approximately 6.4-7.2km from Hollinshead, Ponderosa, and Drake Parks.
The 111 square metre property offers three bedrooms, a fully equipped kitchen, in-unit laundry, and free Wi-Fi, sleeping up to six guests and with close proximity to Bend's parks.
Fall Creek Suite - Awesome Westside Location - Bend, OR
9.5 446 reviews

Fall Creek Suite - Awesome Westside Location

apartment, Bend
The Fall Creek suite is a two-bedroom holiday home in Northwest Bend, offering convenient access to restaurants and shops, and is ideally located for exploring Mount Bachelor, the Cascade Lakes, and Smith Rock State Park.
This single-storey property sleeps four guests and features a fully equipped kitchen with dishwasher, air conditioning, a private patio with BBQ, secure garage parking, and a garden.
West Bend Bike And Ski Getaway - Bend, OR
9.0 1 review

West Bend Bike And Ski Getaway

house, Bend
West Bend Bike and Ski Getaway is located in Bend, Oregon, approximately 3.5km from Drake Park and 8.2km from Hollinshead Park, offering easy access to popular Bend parks and outdoor recreation.
This 149 square metre, one-bedroom property sleeps eleven guests and boasts a fully equipped kitchen, Jacuzzi, garden, free Wi-Fi, and private parking, plus outdoor play equipment for families.
Lower Pine Vacation Rental | Bend Living - Bend, OR
9.9 23 reviews

Lower Pine Vacation Rental | Bend Living

apartment, Bend
This one-bedroom flat in Bend's Lower Pine district offers excellent proximity, situated just a few blocks from downtown and the Deschutes River, providing direct access to the Deschutes River Trail and local amenities.
This pet-friendly apartment accommodates up to three guests, featuring a modern interior, an open-plan kitchen and living space, an outdoor firepit patio, and convenient parking, with the Deschutes River within metres for water sports and the surrounding area ideal for mountain biking and skiing.
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