Compare Vacation Rentals & Airbnb in Bend, OR

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Bend, OR vacation rentals
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2397 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

***New*** Charming Home Located In Downtown Bend! - Bend, OR
9.6 5 reviews
Bend, OR
01/08 – 31/08
$497/nighttotal: $14910 (30 )

***New*** Charming Home Located In Downtown Bend!

2 2
apartment , Bend
This two-bedroom flat is located in central Bend, within 500 meters of the Tower Theatre, Des Chutes Historical Museum, Deschutes Brewery, and Regal Old Mill, offering convenient pedestrian access to local amenities and the Des Chutes River.
This family-friendly apartment sleeps up to six guests and features air conditioning, Wi-Fi, a full kitchen, a private terrace, and parking, with a luxurious bathroom including a heated pebble floor and a rain shower.
Huckleberry Cottage Home - Bend, OR
9.6 218 reviews
Bend, OR
22/10 – 26/10
$405/nighttotal: $1620 (4 )

Huckleberry Cottage Home

3 2
house , Bend
Huckleberry Cottage is situated in Bend, a short walk from Drake Park and a short drive from Hollinshead Park, offering easy access to the city's green spaces. The property has received excellent ratings for location, cleanliness, and overall user experience.
This three-bedroom home is ideal for families or groups of friends, providing 139 square metres of space. Guests can enjoy a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a spa, a tennis court, and free parking.
Bluebird Day - King Beds, Dog Friendly, Quiet! - Bend, OR
9.7 101 reviews
Bend, OR
06/07 – 11/07
$483/nighttotal: $2415 (5 )

Bluebird Day - King Beds, Dog Friendly, Quiet!

1 2
apartment , Bend
This newly renovated duplex in Northeast Bend's quiet cul-de-sac offers easy walking access to local restaurants, food trucks, and St. Charles Bend hospital.
The two-bedroom, two-bathroom property sleeps six, boasting a modern open-plan kitchen and living area, king-size beds, a private garden, and free on-street parking; pets are welcome (a £16 fee per pet applies, maximum two).
47 M² Condo ∙ 1 Bedroom ∙ 4 Guests - Bend, OR
Bend, OR
03/07 – 05/07
$383/nighttotal: $766 (2 )

47 M² Condo ∙ 1 Bedroom ∙ 4 Guests

1 2
apartment , Bend
Ski House 138, a one-bedroom apartment in Mount Bachelor Village Resort, is located minutes from Bend city centre and the Old Mill District, offering easy access to restaurants and shops and a short drive (approximately 20km) to Mount Bachelor ski resort.
This 46-square-metre self-catering flat sleeps four, features a fully equipped kitchen, a private deck with Ponderosa pine views, plus resort amenities including a seasonal swimming pool, hot tubs, and a fitness centre.

Best Bend, OR vacation rentals with a fireplace

2bd, 2bath Downtown Bungalow W/ Hot Tub, Dogs Ok! - Bend, OR
9.7 419 reviews
Bend, OR
01/07 – 02/07
$493/nightfor 1 night

2bd, 2bath Downtown Bungalow W/ Hot Tub, Dogs Ok!

1 2
bungalow , Bend
This charming bungalow is situated on the Westside of Bend, just 3km from Phil's Trail and 34km from Mt. Bachelor ski resort, offering easy access to outdoor activities and a range of attractions. The property has received excellent ratings for its location, cleanliness and overall guest experience.
The bungalow is a two-bedroom, two-bathroom property that can accommodate up to six guests. It features a fully equipped kitchen, a private garden, a jacuzzi, and a range of amenities including a washer/dryer, dishwasher, and WiFi, making it a comfortable and convenient base for exploring Bend.
Wildwood Manor - Bend, OR
Bend, OR
26/06 – 28/06
$2479/nighttotal: $4958 (2 )

Wildwood Manor

4 5
house , Bend
Wildwood Manor, a four-bedroom house in Bend, Oregon, is conveniently located approximately 6.7 km from Drake Park, 8 km from Hollinshead Park, and 4.3 km from Ponderosa Park.
This 256 square metre property sleeps up to 19 guests and boasts a fully equipped kitchen, two bathrooms, a balcony, free Wi-Fi, and on-site amenities including a 24-hour reception and ATM, plus tour organisation services.
Westside Apt-2 Bedrm, Office, Kitchen, Den & Dining W/ 1 Car Garage - Bend, OR
Bend, OR
01/08 – 31/08
$165/nighttotal: $4950 (30 )

Westside Apt-2 Bedrm, Office, Kitchen, Den & Dining W/ 1 Car Garage

2 2
apartment , Bend
This first-floor flat is located in Bend's River West district, a short walk to a park and within driving distance of the Old Mill District and several state parks.
This 950 sq ft apartment offers two bedrooms, one bathroom, and accommodation for two guests, featuring a furnished office, a kitchenette with an oven and induction hob, WiFi, air conditioning, and private garage parking.
Park Side Getaway! Walk To Downtown & Trails - Bend, OR
9.4 25 reviews
Bend, OR
06/07 – 11/07
$315/nighttotal: $1575 (5 )

Park Side Getaway! Walk To Downtown & Trails

1 2
apartment , Bend
This Pioneer Park condo, a self-catering apartment in Bend, Oregon, is located approximately 1.6km from downtown Bend and a short walk from the Deschutes River.
The studio sleeps four guests, boasting two bathrooms, a fully equipped kitchen including a dishwasher, free Wi-Fi, parking, and complimentary coffee; nearby attractions include numerous Bend points of interest.

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.

Destinations nearby

Best Bend, OR vacation rentals with jacuzzi

Hot Tub + Central Location Creates  Memories - Bend, OR
9.7 549 reviews
Bend, OR
24/06 – 28/06
$747/nighttotal: $2988 (4 )

Hot Tub + Central Location Creates Memories

1 2
apartment , Bend
This Bend property, a two-bedroom mill, is centrally located within walking distance of Drake Park and the Deschutes River, and a short drive (approximately 30km) from Mount Bachelor.
The recently remodelled dwelling offers full house access, sleeps six, includes a modern bathroom, in-unit laundry, a large storage shed, outdoor fire pit and gas grill, and a private garden; pets under 40 lbs are welcome (with prior approval and fee).
Mountain Escape Near Mt. Bachelor | Pool+hot Tubs - Bend, OR
Bend, OR
27/06 – 28/06
$415/nightfor 1 night

Mountain Escape Near Mt. Bachelor | Pool+hot Tubs

1 2
apartment , Deschutes River Woods
This one-bedroom condominium at WorldMark Seventh Mountain Resort is situated amongst pine trees, a short drive from downtown Bend and Mt. Bachelor, offering convenient access to the Deschutes River.
Guests can enjoy resort amenities including swimming pools, hot tubs, and a fitness centre, with opportunities for year-round outdoor pursuits such as hiking and skiing.
☆ Quiet Forest Retreat | 10min From Old Mill ☆ - Bend, OR
9.9 248 reviews
Bend, OR
20/06 – 27/06
$741/nighttotal: $5187 (7 )

☆ Quiet Forest Retreat | 10min From Old Mill ☆

1 2
apartment , Deschutes River Woods
This family-friendly holiday home in Deschutes River Woods, Oregon, is situated 1.4 kilometres from the Deschutes River and within 9.6 kilometres of the High Desert Museum and Bend Factory Stores.
The 161 square metre property boasts three bedrooms, sleeping up to ten guests, and features a fully equipped kitchen, Jacuzzi, garden, and free Wi-Fi, alongside on-site amenities including a games room.
Sweet Bella Bird-salt Hot Tub, Fireplace, Bikes, 100+mbps Wifi, Ac, So Walkable! - Bend, OR
10 114 reviews
Bend, OR
10/07 – 14/07
$1194/nighttotal: $4776 (4 )

Sweet Bella Bird-salt Hot Tub, Fireplace, Bikes, 100+mbps Wifi, Ac, So Walkable!

3 2
apartment , Bend
This Bend lakefront property is situated within 1.6km of the Deschutes River, Hayden Homes Amphitheatre, and the Old Mill District, offering easy access to Bend's key attractions.
This 124 square metre house sleeps six, boasting three bedrooms, two bathrooms, a fully equipped kitchen, a swimming pool, a jacuzzi, a tennis court, and a private fenced garden; enjoy on-site water park access and free Wi-Fi.

Best Bend, OR vacation rentals with parking

Hot Tub ~ Fireplace ~ Pup Friendly - Bend, OR
9.7 14 reviews
Bend, OR
24/06 – 28/06
$855/nighttotal: $3420 (4 )

Hot Tub ~ Fireplace ~ Pup Friendly

1 2
apartment , Bend
This Westside Bend apartment is situated less than 1.6km from numerous restaurants and coffee shops.
Sleeping up to six guests in three bedrooms with two bathrooms, this pet-friendly (maximum two pets, £32 per day, maximum £200) property boasts a jacuzzi, garden, parking, and bikes, plus a well-equipped kitchen; a 10% discount applies to bookings of a week or more (excluding Christmas and New Year).
Ski Condo - Perfect For A Bend Ski Getaway! - Bend, OR
Bend, OR
03/07 – 05/07
$426/nighttotal: $852 (2 )

Ski Condo - Perfect For A Bend Ski Getaway!

1 2
apartment , Bend
This Bend riverside apartment, situated in the Century West neighbourhood, is conveniently located near Deschutes Brewery and Pilot Butte State Park.
The 46-square-metre (495-square-foot) self-catering flat offers one bedroom, one bathroom, a balcony, and access to a fitness centre, game room, and barbecue area; nearby family-friendly activities include Bend Rock Gym and Sun Mountain Fun Center.
Ski House 235 - Bend Comfy Condo - Bend, OR
8.5 2 reviews
Bend, OR
22/06 – 24/06
$359/nighttotal: $718 (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.
Executive Suite In Mount Bachelor Village - Great For A Couple - Bend, OR
9.5 118 reviews
Bend, OR
08/11 – 10/11
$269/nighttotal: $538 (2 )

Executive Suite In Mount Bachelor Village - Great For A Couple

1 2
apartment , Bend
This one-bedroom apartment is located in Century West, just 3 kilometers from the Deschutes River, Deschutes Brewery, and Old Mill District. The surrounding area is lively, with a range of restaurants, shops, and bars, and the apartment has excellent user, location, and cleanliness ratings.
The apartment is 33 square metres and comfortably accommodates two guests. It features a spa tub, a microwave, a coffee/tea maker, a TV, and a swimming pool, a jacuzzi, parking, and internet access.
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