Century Chalet - Tons Of Light & Amazing Location!
1 2
house , Bend
This Bend guesthouse enjoys an exceptional location, just 13km from Mount Bachelor, the Deschutes River, and Bend's extensive trail network, and 8 minutes' drive from Bend city centre. This two-bedroom property, sleeping four, offers a full kitchen with stainless steel appliances, a sunroom convertible into a second bedroom with a queen-size Murphy bed, a California king bedroom, and a bathroom with a shower; enjoy the inviting porch and abundant natural light.
Bend, OR
01/07 – 01/09
$371/nighttotal: $23002 (62 )
Bend, Or-seventh Mountain Resort-1bd Dlxe
1 2
apartment , Deschutes River Woods
This one-bedroom apartment at Seventh Mountain Resort in Central Oregon, offering access to Deschutes National Forest recreation, is ideally situated for exploring the region's natural beauty. The self-catering flat sleeps four, boasts a swimming pool, jacuzzi, fitness centre, and parking, and benefits from the resort's back-to-school deals.
9.8 20 reviews
Bend, OR
27/06 – 28/06
$499/nightfor 1 night
West Side Cozy Studio With Private Yard
1 2
studio , Bend
This Bend River West flat is ideally located within 3.2km of Overturf Butte Off-Leash Area, Bend Whitewater Park, Deschutes Brewery, Drake Park, and the Deschutes River. The one-bedroom apartment sleeps two guests, includes a kitchenette with a fridge and microwave, a Smart TV, and benefits from on-site parking and Wi-Fi.
10 98 reviews
Bend, OR
22/06 – 24/06
$461/nighttotal: $922 (2 )
Mt Bachelor Village River Camp Chic 2 Bed/2.5 Home
1 4
apartment , Bend
This two-bedroom apartment is located in the River Camp development at Mt. Bachelor Village, just a short drive from downtown Bend, the Old Mill District, and Mt. Bachelor, making it ideal for exploring the area. The accommodation has received excellent ratings for its location, cleanliness, and overall experience. The apartment offers two king-size beds, accommodating up to six guests. Enjoy a fully equipped kitchen, a private garage, a gas BBQ on the patio, and a Smart TV in each room, as well as access to the Deschutes River Trail for hiking and biking.
9.7 372 reviews
Bend, OR
24/07 – 27/07
$581/nighttotal: $1743 (3 )
Charming 1 Bedroom Apartment In Historic Old Bend
1 3
apartment , Bend
This charming flat is located in Old Bend, a short walk from Drake Park and the city centre, offering easy access to shops, restaurants, and the Deschutes River. The property has received excellent ratings for cleanliness, location, and user experience. The apartment is a unique space with a walk-up second floor and a spiral staircase leading to the bedroom on the third floor, accommodating up to three guests. Guests can enjoy complimentary cruiser bikes and floaties for exploring the river and surrounding areas, as well as secure off-street parking in a covered carport.
9.6 127 reviews
Bend, OR
17/07 – 19/07
$930/nighttotal: $1860 (2 )
Hollinshead Hideaway: Hot Tub, Dog Friendly
1 6
apartment , Bend
This three-bedroom apartment is located in a peaceful part of Bend, just eight minutes from the city centre and 34 minutes from Mount Bachelor. It has excellent user, location, and cleanliness ratings. The apartment is ideal for families or groups of up to eight guests. It offers a range of amenities including a hot tub, a fire pit, a BBQ, and a fully equipped kitchen with a dishwasher.
10 2 reviews
Bend, OR
11/07 – 14/07
$477/nighttotal: $1431 (3 )
Sweet Studio 1/2 Mile Downtown & Old Mill District
1 2
studio , Bend
This Old Bend studio apartment is situated 0.8km from Bend city centre and the Old Mill District, offering easy access to the Deschutes River Trail and historic sites. The 46-square-metre self-catering apartment sleeps three, features a terrace, fully equipped kitchen including a dishwasher, and a built-in hammock; nearby attractions include the Hayden Homes Amphitheatre and Mt. Bachelor.
Bend, OR
01/07 – 01/09
$125/nighttotal: $7750 (62 )
Quiet West Side Furnished Condo
1 2
apartment , Bend
This Bend apartment, situated in the Greyhawk complex near Newport Market, is conveniently located 5.6km from St Charles Bend and 34km from Mount Bachelor. The one-bedroom, one-bathroom flat sleeps two guests and includes all utilities, a fully equipped kitchen with dishwasher, in-unit laundry, reserved parking, and a private garden.
10 46 reviews
Bend, OR
03/07 – 05/07
$481/nighttotal: $962 (2 )
Cozy Retreat Near Downtown, Amphitheater, Short Walk To Deschutes River, Has Ac!
1 2
apartment , Bend
This Century West condo is ideally located near the Deschutes River and Deschutes Brewery, less than 1.6km from both, and under 3.2km from the Old Mill District and Bend Whitewater Park. This 58 square metre apartment, sleeping four, boasts a bedroom, bathroom, fully equipped kitchen, patio, fireplace, Smart TV, free Wi-Fi, and access to an on-site swimming pool, hot tub, and water park.
9.6 96 reviews
Bend, OR
17/09 – 18/09
$564/nightfor 1 night
Bluebird Day - Lava Hideaway, Retreat In Bend With King Bed, Perfect For Couples!
1 2
apartment , Bend
This Old Bend property is situated a short walk (less than 1 km) from the Des Chutes Historical Museum and Old Mill District, with easy access to the Tower Theatre and Drake Park. This 37 square metre house offers two bedrooms, one bathroom, sleeps two guests, and features a fully equipped kitchen, patio, barbecue, free Wi-Fi, and a private spa.
9.8 177 reviews
Bend, OR
23/08 – 24/08
$376/nightfor 1 night
Cozy & Clean 2-bed Duplex, Close To Downtown!
1 3
house , Bend
This two-bedroom house in Bend, Oregon, is situated on a quiet cul-de-sac, just 3.2 kilometres from downtown Bend and St. Charles Bend hospital, offering easy access to amenities and medical facilities. The property sleeps six guests and boasts a fully equipped kitchen with dishwasher, a garden, parking for two cars, and is within a 30-40 minute drive of Mount Bachelor for skiing, snowboarding, hiking and mountain biking.
9.2 125 reviews
Bend, OR
08/11 – 10/11
$287/nighttotal: $574 (2 )
Ski House 245 - Meredith Lodging
2 2
house , Bend
Ski House 245 is located in Bend, just a short distance from several parks, offering easy access to outdoor activities and scenic views. This property has received excellent ratings for location, cleanliness and overall user experience. The two-bedroom house comfortably accommodates six guests and features a fully equipped kitchen, a private balcony, and free parking. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, and a restaurant, making it an ideal choice for families or groups seeking a relaxing and enjoyable stay.
Best family friendly Bend, OR vacation rentals
Among the 2397 accommodations in Bend, OR, here are the 4 best family friendly rentals
9.2 815 reviews
Bend, OR
11/07 – 14/07
$596/nighttotal: $1788 (3 )
Tetherow Hotel
1 2
resort , Tetherow
Tetherow Hotel is located near Deschutes National Forest, a short drive from Bend's city centre and the Old Mill District, offering easy access to both nature and urban amenities. The hotel has consistently received excellent ratings for its location, cleanliness, and overall experience. The hotel offers spacious and modern rooms with comfortable furnishings and convenient amenities. Guests can enjoy a range of activities including swimming, dining, fitness, and spa treatments, as well as access to a golf course and shuttle service to the city centre.
10 8 reviews
Bend, OR
09/07 – 12/07
$1338/nighttotal: $4014 (3 )
Bachelor Bliss - Mt Bachelor & Trails, Hot Tub
4 6
apartment , Bend
This 4-bedroom, 3-bathroom flat is situated on the road to Mt. Bachelor, providing excellent access to the ski resort, which is located approximately 28 kilometres away, and is also conveniently close to local hiking, biking, and golf courses. This family-friendly property accommodates up to 10 guests and features a contemporary interior with a wood-burning stove, a fully-equipped kitchen with stainless-steel appliances, air conditioning, a private hot tub, and on-site parking, making it ideal for those seeking outdoor adventure and comfortable relaxation in Bend.
8.4 17 reviews
Bend, OR
03/07 – 05/07
$595/nighttotal: $1190 (2 )
84 M² Condo ∙ 2 Bedrooms ∙ 6 Guests
2 2
apartment , Bend
This Bend apartment, conveniently located near downtown Bend and Mount Bachelor, offers easy access to Central Oregon's outdoor pursuits. The 83 square metre property features two bedrooms sleeping up to six guests, a fully equipped kitchen including a dishwasher, a private terrace, and access to a community swimming pool, hot tub and tennis court.
10 5 reviews
Bend, OR
09/08 – 15/08
$969/nighttotal: $5814 (6 )
Skyliner Summit - Hot Tub, Pets Ok, Prime Location
4 7
apartment , Bend
This spacious Bend holiday home, situated in the Skyliner Summit neighbourhood, is approximately 1.6km from the Galveston Corridor and Northwest Crossing, and within 3.2km of Bend city centre and the Old Mill District. This 300 square metre property boasts four bedrooms, three bathrooms, and sleeps eight, offering a large cedar deck, landscaped garden, hot tub, and proximity to trails, restaurants, and the Widgi Creek Golf Course.
Best Bend, OR vacation rentals with a fireplace
9.0 1 review
Bend, OR
02/07 – 03/07
$916/nightfor 1 night
West Bend Bike And Ski Getaway
3 4
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.
9.9 179 reviews
Bend, OR
06/08 – 09/08
$590/nighttotal: $1770 (3 )
Quiet Modern Home | Dog Friendly | 8 Min To Town
3 2
apartment , Bend
This modern house in Bend, Oregon, is situated in a residential neighbourhood, a 0.64km drive from Lone Pine Coffee and 10 Barrel Brewery, and 1.6km from Bend's city centre. This three-bedroom, two-bathroom home sleeps eight guests, boasts a fully fenced garden with a fire pit, and offers a fully equipped kitchen, super-fast Wi-Fi, and pet-friendly accommodation (a £40 cleaning fee applies).
10 7 reviews
Bend, OR
17/09 – 18/09
$543/nightfor 1 night
River & Ridge Retreat At Seventh Mountain Resort 1-bed/2-bath Condo
1 2
apartment , Deschutes River Woods
This Deschutes River Woods condominium is situated in the Seventh Mountain neighbourhood, offering direct access to the Deschutes River and unparalleled proximity to Mt. Bachelor, approximately 25 kilometres away. This 67 square metre, one-bedroom flat accommodates up to four guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, hot tub, garden, and parking, with on-site dining and bar facilities also available.
9.2 5 reviews
Bend, OR
06/08 – 09/08
$563/nighttotal: $1689 (3 )
Riverfront Condo W/ Pool And Hot Tub Access
1 2
apartment , Bend
This riverside flat in Bend's River West district offers direct access to the Deschutes River trail, leading to downtown Bend, and boasts excellent user ratings. This 60 square metre apartment, suitable for four guests, features a fully equipped kitchen, two bathrooms including a walk-in shower, a private patio, an indoor heated pool, and a hot tub, with pets allowed for an additional fee.
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?
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 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
10 4 reviews
Bend, OR
10/07 – 17/07
$792/nighttotal: $5544 (7 )
House ∙ 2 Bedrooms ∙ 4 Guests
2 3
house , Bend
Brightenwood House, situated in the Brightenwood neighbourhood of Bend, Oregon, is a short drive from Bend's city centre and its attractions. This two-bedroom, two-bathroom property sleeps four guests in a king and queen ensuite, offering two separate units, a fully fenced garden with BBQ and smoker, plus a spa, fitness centre, and on-site restaurant; a 10% discount applies to bookings of a week or more (excluding Christmas/New Year).
10 28 reviews
Bend, OR
10/07 – 17/07
$1330/nighttotal: $9310 (7 )
Pine House Retreat ~ New Furniture ~ Community Hot Tub ~ Close To Trails
3 3
apartment , Bend
This Bend holiday home, located in the Century West neighbourhood, offers easy access to Mt. Bachelor Village and is within a short driving distance (approximately 8km) of the Old Mill District and Tumalo State Park. The 190 square metre property boasts three bedrooms, three bathrooms, sleeps eight guests, and includes a fully equipped kitchen, swimming pool (seasonal), and access to River Wild Lodge amenities.
9.8 451 reviews
Bend, OR
22/06 – 24/06
$551/nighttotal: $1102 (2 )
Location! 4-bedroom, 3-bath Downtown W/hottub
1 4
apartment , Bend
This four-bedroom apartment is located in Bend's historic district, just a short walk (3.5 kilometres) from the city centre and its main attractions. The property has received excellent ratings for location, cleanliness, and overall user experience. The apartment can accommodate up to 12 guests and features a well-equipped kitchen, a large living area, and a private master suite with its own kitchenette and bathroom. Guests can enjoy a range of amenities including a hot tub, a garden, and secure parking, as well as easy access to nearby restaurants, shops, and outdoor activities.
8.2 41 reviews
Bend, OR
14/09 – 17/09
$327/nighttotal: $981 (3 )
Ski House 227 - Meredith Lodging
2 2
house , Bend
Ski House 227 is located in Bend, a short drive from popular parks like Drake Park, Hollinshead Park, and Ponderosa Park. The property has received very good user ratings, an excellent location rating, and a good cleanliness rating. The 84 square metre house has two bedrooms and two bathrooms. It features a fully equipped kitchen, a private balcony, a swimming pool, a Jacuzzi, a fitness centre, and free parking.
Best Bend, OR vacation rentals with parking
8.2 41 reviews
Bend, OR
22/06 – 24/06
$363/nighttotal: $726 (2 )
Ski House 234 - Meredith Lodging
2 4
house , Bend
Ski House 234 is located in Bend, just over 3 kilometres from Drake Park, 7.4 kilometres from Hollinshead Park, and 5.8 kilometres from Ponderosa Park, offering easy access to green spaces and recreational activities. The property has received very good user ratings, with excellent reviews for its location and cleanliness. The two-bedroom property is 84 square metres in size and can accommodate up to seven guests. This comfortable home offers a range of amenities, including a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a fitness centre, and free parking.
9.8 122 reviews
Bend, OR
24/06 – 25/06
$218/nightfor 1 night
Fully Converted Garage Studio
1 2
house , Bend
This Bend garage studio is conveniently located near the Old Mill District and Bend city centre, offering easy access to Highway 97 and Cascade Lakes Highway. The self-contained unit sleeps two, features a king-size memory foam bed, en-suite shower room, mini-fridge, TV with streaming, WiFi, and is pet-friendly.
9.7 233 reviews
Bend, OR
29/12 – 02/01
$830/nighttotal: $3320 (4 )
The Davenport - Meredith Lodging
3 3
house , Bend
The Davenport is a comfortable house situated in Bend, just 2.4 kilometres from Drake Park and 5 kilometres from Hollinshead Park, in an area perfect for skiing. This property has received excellent ratings for its location, cleanliness, and overall experience. The house is spread across 186 square metres and offers 3 bedrooms. Guests can enjoy a range of amenities including a private balcony, free parking, a fully equipped kitchen, a washing machine, free Wi-Fi, and satellite TV.
9.0 23 reviews
Bend, OR
03/07 – 05/07
$480/nighttotal: $960 (2 )
Cozy Condo Near Deschutes River And Pioneer Park
1 2
apartment , Bend
This one-bedroom flat is located on the edge of downtown Bend, 8.5 minutes' walk from the city centre, adjacent to Pioneer Park and the Deschutes River Trail. This 60-square-metre apartment offers a separate living room and bedroom, two bathrooms, a full kitchen with a fridge, microwave, and dishwasher, air conditioning, two balconies, and on-site rental office assistance for up to two guests.
