Vacation Rentals in Bend, OR

3745 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Bend, OR vacation rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

3745 Vacation 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

190 M² House ∙ 3 Bedrooms ∙ 8 Guests - Bend, OR
10 9 reviews

190 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Bend
This three-bedroom house is located in the River Wild community within Mount Bachelor Village, offering convenient access to Mount Bachelor ski resort and Bend's attractions.
The 190 square metre property boasts a spacious layout sleeping up to eight guests, featuring a fully equipped kitchen, swimming pool (seasonal), hot tub, and a two-car garage; a 10% discount applies to bookings of a week or more (excluding Christmas/New Year's).
Hot Tub Home Near Old Mill Sleeps 8 - Bend, OR
8.4 9 reviews

Hot Tub Home Near Old Mill Sleeps 8

apartment, Bend
This Bend holiday home is conveniently located 5 minutes (8 km) from the Old Mill District and 8 minutes (13 km) from Bend city centre, offering easy access to shopping, dining, and entertainment.
The 156 square metre property features three bedrooms, three bathrooms, and sleeps eight guests, boasting a well-equipped kitchen, private hot tub (with a £20 fee), and garage parking for two vehicles, plus additional on-street parking.
Ski House 154 - Meredith Lodging - Bend, OR
9.0 32 reviews

Ski House 154 - Meredith Lodging

house, Bend
This Bend holiday home is conveniently located approximately 4.2km from Drake Park, 7.4km from Hollinshead Park, and 4.8km from Ponderosa Park, offering easy access to outdoor recreation.
This 79 square metre property sleeps four in two bedrooms and two bathrooms, boasting a private balcony, swimming pool, jacuzzi, and well-equipped kitchen including a dishwasher, microwave, and fridge; plus nearby skiing opportunities make this a great base for exploring Bend.
Bluebird Day - 2 King Beds, Dog Friendly, Walkable! - Bend, OR
9.8 10 reviews

Bluebird Day - 2 King Beds, Dog Friendly, Walkable!

apartment, Bend
This newly renovated two-bedroom duplex in northeast Bend offers convenient access to restaurants, food trucks, and St Charles Bend hospital, lying under 8 kilometres from Bend city centre and the Old Mill District.
The self-catering property sleeps six guests across two king-size bedrooms with en-suite bathrooms, features a private patio with barbecue, and is ideally located for exploring hiking trails, the Deschutes River, and Mount Bachelor (a short drive away).

Best Bend, OR holiday rentals with a fireplace

Modern High-end Home, Walk Downtown - Bend, OR
10 215 reviews

Modern High-end Home, Walk Downtown

apartment, Bend
This modern Bend house, directly beside the Deschutes River and a short walk from Bend's city centre, offers exceptional access to local attractions.
The two-bedroom, two-bathroom property sleeps four, features a private patio, in-unit laundry, and a fully equipped kitchen including a dishwasher, and enjoys a mid-century modern design.
Tranquility On The Bluffs - Hot Tub, Ev Charger - Bend, OR
9.7 195 reviews

Tranquility On The Bluffs - Hot Tub, Ev Charger

apartment, Bend
Tranquility on the Bluffs townhouse is located in Bend, just 3.2 kilometres from Ponderosa Park and 3 kilometres from Drake Park, offering easy access to outdoor activities and scenic views. This property has consistently received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
This three-bedroom townhouse comfortably accommodates six guests and features a fully equipped kitchen, a private terrace, and a garden. Enjoy the benefits of air conditioning, a private parking space, free Wi-Fi, a swimming pool, a Jacuzzi, and a spa, making this a perfect choice for a relaxing and enjoyable getaway in Bend.
Parkview - Bend, OR
9.8 105 reviews

Parkview

house, Bend
This Bend property, situated in Parkview, is 2.6 km from Hollinshead Park, 4.8 km from Drake Park, and 2.7 km from Ponderosa Park.
The 170 square metre house boasts three bedrooms, three bathrooms, a well-equipped kitchen, a fireplace, private balcony, and access to a fitness centre and tennis court; free Wi-Fi and private parking are also included.
4br Bend Home Near Mt Bachelor And River Trails - Bend, OR
9.4 6 reviews

4br Bend Home Near Mt Bachelor And River Trails

apartment, Bend
This four-bedroom holiday home is located in a peaceful Bend neighbourhood, 5.6km from both Bend city centre and the Old Mill District, and a short drive from Mount Bachelor Ski Resort.
The 212 square metre property boasts four bedrooms sleeping up to ten guests, three bathrooms, a fully equipped kitchen with stainless steel appliances, a patio with barbecue, a fenced garden, and a garage with ping pong table; in-home laundry facilities and a travel cot are also provided.

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.

Popular destinations

Best Bend, OR holiday rentals with jacuzzi

Ski House 155 - Meredith Lodging - Bend, OR
9.1 24 reviews

Ski House 155 - Meredith Lodging

house, Bend
Ski House 155 is situated in Bend, Oregon, 3.9km from Drake Park, 7.4km from Hollinshead Park, and 5.8km from Ponderosa Park, offering easy access to Bend's outdoor recreation.
This 79 square metre property sleeps four in two bedrooms and two bathrooms, boasting a fully equipped kitchen, private terrace, seasonal outdoor pool, jacuzzi, and free Wi-Fi; nearby skiing opportunities are available during winter.
Broken Top Retreat Near Old Mill - Hot Tub! +Perks - Bend, OR
8.0 2 reviews

Broken Top Retreat Near Old Mill - Hot Tub! +Perks

apartment, Bend
This Bend apartment, situated in the Century West neighbourhood, is 0.3km from the Broken Top Club and a short drive from the Old Mill District (4km) and Mount Bachelor (32km).
The 161 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, jacuzzi, private deck with hot tub, and access to community amenities such as a playground and ski storage.
Bekind Cottage - Bend, OR
9.7 119 reviews

Bekind Cottage

house, Bend
BEkiND Cottage is situated in Bend, Oregon, a short walk (approximately 1.6 km) from Drake Park and a few miles (approximately 5 km) from Hollinshead and Ponderosa Parks.
This 94 square metre house offers three bedrooms, one bathroom, a well-equipped kitchen including a dishwasher, a jacuzzi, a terrace, a garden, free parking, and free Wi-Fi; nearby activities include skiing and tennis on the on-site court.
River Ridge 322b- Hotel-style, Queen Bed, Ground Floor Condo - Bend, OR
No reviews

River Ridge 322b- Hotel-style, Queen Bed, Ground Floor Condo

apartment, Bend
This non-smoking condo in Bend's Century West district is a 1-minute walk from the Deschutes River and a 4-minute drive from the Les Schwab Amphitheater, offering convenient access to local attractions like the Old Mill District.
This 28 square meter studio apartment accommodates two guests and features Wi-Fi, air conditioning, on-site parking, and access to a communal swimming pool and hot tub, with opportunities for bird watching nearby.

Best Bend, OR holiday rentals with parking

New Listing! River Views | Hot Tub | Near Mt. Bach - Bend, OR
9.5 72 reviews

New Listing! River Views | Hot Tub | Near Mt. Bach

apartment, Bend
This 2000 sq ft (186 sq m) condo in Mount Bachelor Village's River Ridge 1 boasts panoramic Deschutes River views and is conveniently located near Bend's attractions.
The property offers two ensuite bedrooms, a queen sofa bed sleeping six, a fully equipped kitchen, three LCD TVs, free Wi-Fi, access to community and private hot tubs, and a swimming pool (seasonal), all within easy reach of Mount Bachelor Village's amenities and winter/summer activities.
Cozy, Pet Friendly, Hot Tub. Garage. - Bend, OR
9.9 583 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.
Top Floor Riverfront Condo At The Edge Of Downtown - Bend, OR
9.5 91 reviews

Top Floor Riverfront Condo At The Edge Of Downtown

apartment, Bend
This Bend, Oregon apartment, situated near the Deschutes River Trail, offers easy access to walking and cycling paths.
The top-floor condo sleeps up to three adults in two separate sleeping areas, boasting a fully equipped kitchen, two bathrooms, a heated indoor pool and hot tub, on-site laundry, and pet-friendly accommodation (two pets maximum, extra charge applies).
Mt. Bachelor Village Escape: Hot Tub, Pool, Fireplace & Central Bend Location - Bend, OR
9.0 6 reviews

Mt. Bachelor Village Escape: Hot Tub, Pool, Fireplace & Central Bend Location

apartment, Bend
This Mt. Bachelor Village Resort condo, situated in Bend's Century West neighbourhood, offers easy access to downtown Bend and is minutes (distance unspecified) from Mount Bachelor ski area.
The 84 square metre (900 sq ft) property features a two-bedroom layout sleeping six, with a well-equipped kitchenette, two bathrooms, a gas fireplace, private balcony, and access to resort amenities including a seasonal swimming pool and hot tub.
©2026 cozycozy.com