Vacation Rentals in Bend, OR

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Bend, OR vacation rentals
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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

3 Bedroom Bend Retreat | Dog-friendly Getaway Near The Old Mill - Bend, OR
No reviews

3 Bedroom Bend Retreat | Dog-friendly Getaway Near The Old Mill

apartment, Bend
This dog-friendly flat is located in Southwest Bend, offering immediate access to the Deschutes River Trail and a short drive to the Old Mill District (6.4 kilometres) and downtown Bend (4.8 kilometres), with Mt. Bachelor 41.6 kilometres away.
This 146 square metre residence accommodates up to six guests, featuring three bedrooms, two bathrooms, a fully equipped kitchen, a private garden with a covered patio and barbecue, and a dedicated workspace with high-speed Wi-Fi.
Escape To Bend - River View Condo - Bend, OR
10 236 reviews

Escape To Bend - River View Condo

apartment, Bend
This family-friendly apartment is located in Bend's Century West district, just 3km from the Deschutes River, Old Mill District, and Hayden Homes Amphitheater, making it ideal for exploring the city's attractions. The apartment has consistently received excellent reviews for its cleanliness, location, and overall user experience.
The 111 square metre apartment comfortably accommodates up to 6 guests in its two bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and parking, as well as a fully equipped kitchen and free Wi-Fi.
Tommy - Close To Fun! Fireplace, A/c, Fenced Yard - Bend, OR
10 1 review

Tommy - Close To Fun! Fireplace, A/c, Fenced Yard

apartment, Bend
This three-bedroom, two-bathroom flat is located near Pettigrew Park in Bend, offering convenient access to local dining, breweries, shopping, and outdoor pursuits.
This pet-friendly accommodation for up to seven guests features a modern open-plan living space with a fireplace, a fully fenced garden, and 300 Mbps WiFi, ideal for families and outdoor enthusiasts exploring Bend's ski resorts, hiking trails, and fly-fishing spots.
Spacious Yard And Pool Table - Amazing Tranquil Haven - Bend, OR
No reviews

Spacious Yard And Pool Table - Amazing Tranquil Haven

house, Bend
This family-friendly house, located in a quiet cul-de-sac in Bend's Mid-Town, offers direct access to the 16-hectare Hollinshead Park and its off-leash dog area.
This property accommodates up to six guests with three bedrooms and two bathrooms, featuring a wood-burning fireplace, a family room with a pool table, a deck with a BBQ, and secure garage parking, with pet-friendly options available on request.

Best Bend, OR holiday rentals with a fireplace

Riverfront Condo With Balcony Near Downtown Bend - Bend, OR
9.2 63 reviews

Riverfront Condo With Balcony Near Downtown Bend

apartment, Bend
This top-floor condominium, situated in Bend's River West district, offers direct access to the Deschutes River and is within 500 meters of downtown amenities and the Old Mill District.
This 59 square meter apartment, accommodating up to four guests, features one king bedroom, a queen Murphy bed, two bathrooms, a full kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, and parking, with pets allowed for an additional fee.
Bluebird Day - River Trail House - Bend, OR
No reviews

Bluebird Day - River Trail House

house, Bend
This detached house in Bend is located 4.2 kilometres from Drake Park, 7.7 kilometres from Hollinshead Park, and 6.1 kilometres from Ponderosa Park, with Redmond Municipal Airport 30.6 kilometres away.
This property offers accommodation for up to 11 guests with 2 bedrooms, 3 bathrooms, a fully equipped kitchen, air conditioning, Wi-Fi, and on-site parking, all complemented by a fireplace.
Dog Ok | 5min To Restaurants | Patio - Bend, OR
10 24 reviews

Dog Ok | 5min To Restaurants | Patio

apartment, Bend
This Bend holiday home, situated in the Mountain View neighbourhood, is an 8-minute (13 km) drive from Bend city centre, 4 minutes (6.4 km) from Lone Pine Coffee, and 5 minutes (8 km) from 10 Barrel Brewery.
The 115-square-metre property offers three bedrooms, two bathrooms, sleeps eight guests, and includes a fully-fenced garden with fire pit, modern kitchen with dishwasher, and fast Wi-Fi; one well-behaved dog is welcome.
Aspen Ridge - Bend, OR
9.6 91 reviews

Aspen Ridge

house, Bend
Aspen Ridge is a three-bedroom house situated in Bend, Oregon, just 8km from Drake Park, 9km from Hollinshead Park, and 7km from Ponderosa Park, making it a great base for exploring the area. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house offers a spacious living area, a well-equipped kitchen, and a relaxing garden. Guests can enjoy a range of amenities, including a swimming pool, spa, fitness centre, and private parking, along with access to nearby skiing and cycling opportunities.

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

Moondance - Bend, OR
No reviews

Moondance

house, Bend
Moondance is a detached house in Bend, located 2.1 kilometres from Hollinshead Park and 4.8 kilometres from Drake Park, with Ponderosa Park also 3.9 kilometres away.
This 125 square metre residence accommodates up to seven guests in three bedrooms and two bathrooms, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, a jacuzzi, garden, and on-site parking, with complimentary Wi-Fi and an in-unit washing machine also provided.
New! Cozy Bend Escape | Hot Tub | Forest Views - Bend, OR
10 3 reviews

New! Cozy Bend Escape | Hot Tub | Forest Views

apartment, Bend
This upper-level corner condo in Mt. Bachelor Village Resort, Century West, is situated just 3 kilometres from Pilot Butte and Tumalo State Parks, offering proximity to the mountains and river.
This 79 square metre apartment sleeps six and features three bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a hot tub, and a fireplace, with access to outdoor activities like mountain biking and hiking.
Big Canyon - Community Hot Tub, Seasonal Pool - Bend, OR
9.7 169 reviews

Big Canyon - Community Hot Tub, Seasonal Pool

apartment, Bend
This charming house is situated in Bend, close to the Big Canyon area, just a short drive from Drake Park and Hollinshead Park. It has consistently received excellent user ratings for location, cleanliness, and overall experience.
The property is spacious, offering 236 square metres of living space with four bedrooms. Guests can enjoy a range of amenities, including a heated swimming pool, a jacuzzi, a private patio, and a fully equipped kitchen, making it ideal for families or groups of friends seeking a comfortable and convenient stay in Bend.
142 M² House ∙ 3 Bedrooms ∙ 6 Guests - Bend, OR
9.8 16 reviews

142 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Bend
This Bend Westside house is located in the Westside district, within 1.6 kilometres of restaurants and coffee shops and close to various activities in Bend.
The 142 square metre property features three bedrooms, two bathrooms, and can accommodate up to six guests, with amenities including a swimming pool, jacuzzi, and a garden.

Best Bend, OR holiday rentals with parking

Riverfront Condo-no Better Place In Bend - Bend, OR
9.0 4 reviews

Riverfront Condo-no Better Place In Bend

house, Bend
This riverfront condominium in Bend offers scenic views and is situated a 15-minute walk from Drake Park and 2.1 kilometres from Hollinshead Park.
This 59 square metre property accommodates up to seven guests, featuring two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, an indoor swimming pool, a jacuzzi, a garden, and on-site parking.
Rustic Cottage With Views Of The Deschutes River! - Bend, OR
9.5 63 reviews

Rustic Cottage With Views Of The Deschutes River!

apartment, Bend
This Bend, Oregon riverside studio, owned by the founder of Bendistillery and Crater Lake Spirits, offers ground-floor access directly on the Deschutes River, with proximity to downtown Bend (distance unspecified).
The pet-friendly apartment features a full-size bed, kitchenette with fridge, freezer and microwave, a large bathroom, and shared complex amenities including a swimming pool and jacuzzi, accommodating up to two guests.
King Bed| Clean | Fast Wi-fi | Firepit | Peaceful - Bend, OR
9.9 88 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.
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.
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