Bend holiday rentals

We found 2,088 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Bend by choosing from 2320 houses, 121 apartments and other holiday rentals. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Bend

Showing deals for:25 Dec - 1 Jan

Interior
Living area
Interior
Terrace/patio
Exceptional
(32 reviews)

Gather! A Welcoming Home - King Beds - Pool Table!

Bend

8% off
S$7,581
for 7 nights, 1 home
S$1,083 per night
includes taxes & fees
Gather! A Welcoming Home - King Beds - Pool Table!
Property grounds
Living area
Interior
Living area
Exceptional
(43 reviews)

Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby

Bend

12% off
S$3,986
for 7 nights, 1 home
S$569 per night
includes taxes & fees
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
Ring doorbell on the front porch, and smart lock on the front door.
Interior
Master king suite.
Private kitchen
Exceptional
(12 reviews)

The Lodge at Belknap 3

Bend

8% off
S$5,034
for 7 nights, 1 home
S$719 per night
includes taxes & fees
The Lodge at Belknap 3
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Exceptional
(54 reviews)

Lodge Vibes in the City - Large Log Home

Bend

12% off
S$7,433
for 7 nights, 1 home
S$1,062 per night
includes taxes & fees
Lodge Vibes in the City - Large Log Home
Interior
Interior
Terrace/patio
Dining
Exceptional
(17 reviews)

Quail Park Haven in NW! King Beds & Hot Tub

Bend

8% off
S$5,648
for 7 nights, 1 home
S$807 per night
includes taxes & fees
Quail Park Haven in NW! King Beds & Hot Tub
Front Entry Stairs
Street View Summer
Recreation Equipment
8 SHARC Passes Included
Exceptional
(47 reviews)

SR Lodge Fall Festival, SHARC Pool, Bike Paths, Dining, Village Mall Activities

Bend

8% off
S$6,601
for 7 nights, 1 home
S$943 per night
includes taxes & fees
SR Lodge Fall Festival, SHARC Pool, Bike Paths, Dining, Village Mall Activities
Private kitchen
Interior
Living area
Exterior
Exceptional
(6 reviews)

Modern Nordic Nest: Sauna & Stroll to Galveston Ave

Bend

8% off
S$9,042
for 7 nights, 1 home
S$1,292 per night
includes taxes & fees
Modern Nordic Nest: Sauna & Stroll to Galveston Ave
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Exterior
Exceptional
(44 reviews)

Downtown Craftsman with King Bed and Private Yard - Walk Everywhere

Bend

12% off
S$5,716
for 7 nights, 1 home
S$817 per night
includes taxes & fees
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Complete kitchen with 4 burner stove, Microwave and Bosh dishwasher
While relaxing on the cottage patio, guests are often enticed to see more
Tranquil setting - hidden gem in the heart of Bend
Secluded, quiet, and peaceful luxury in a retreat like setting
Exceptional
(223 reviews)

Immaculate Cottage-EV charger-4 mins walk downtown-extended stays welcome

Bend

6% off
S$2,567
for 7 nights, 1 cottage
S$367 per night
includes taxes & fees
Immaculate Cottage-EV charger-4 mins walk downtown-extended stays welcome
gas fireplace,
Dining
Mt. Bachelor from the kitchen window! Who needs the snow report?
Great original built-in Roper oven/broiler works like a charm.
Exceptional
(149 reviews)

Authentic Mid-Century Marvel, in the quiet and desirable Mid Town neighborhood.

Bend

7% off
S$2,271
for 7 nights, 1 home
S$324 per night
includes taxes & fees
Authentic Mid-Century Marvel, in the quiet and desirable Mid Town neighborhood.
Outdoor spa tub
Exterior
Interior
Dining
Exceptional
(14 reviews)

West Bend Bike and Ski Getaway Hot Tubs Ready

Bend

8% off
S$3,390
for 7 nights, 1 home
S$484 per night
includes taxes & fees
West Bend Bike and Ski Getaway Hot Tubs Ready
Interior
Living area
Terrace/patio
Exterior detail
Exceptional
(7 reviews)

Dog friendly~Hot Tub~King Bed~Modern Construction

Bend

8% off
S$4,916
for 7 nights, 1 home
S$702 per night
includes taxes & fees
Dog friendly~Hot Tub~King Bed~Modern Construction
Master Bedroom with connecting master bathroom
Front
Entry View!
Living area
Exceptional
(159 reviews)

Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk

Bend

6% off
S$2,377
for 7 nights, 1 home
S$340 per night
includes taxes & fees
Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk
Take the Cruiser bikes for a spin around town
Evening relaxation on the private back patio
Interior
Living Room
Exceptional
(17 reviews)

Mckay Getaway, between Drake Park/Miller's Landing

Bend

8% off
S$3,804
for 7 nights, 1 home
S$543 per night
includes taxes & fees
Mckay Getaway, between Drake Park/Miller's Landing
Kitchen and entrance to bedroom
Children's pool and play area
Interior
Entrance to Seventh Mountain Resort from Cascade Lakes Highway
Exceptional
(182 reviews)

Mbvskihouse (.com) At Seventh Mountain Resort + includes IKON pass holder offer

Bend

11% off
S$2,520
for 7 nights, 1 apartment
S$360 per night
includes taxes & fees
Mbvskihouse (.com) At Seventh Mountain Resort + includes IKON pass holder offer
Room
Private kitchen
Living area
Interior
Exceptional
(11 reviews)

2 Bedrooms Home Retreat Old Mill Bend Near Downtown

Bend

8% off
S$3,698
for 7 nights, 1 home
S$528 per night
includes taxes & fees
2 Bedrooms Home Retreat Old Mill Bend Near Downtown
View of river from back deck
Summer on the river
Exterior
Living room
Exceptional
(201 reviews)

Riverfront Cottage -Near Drake Park, Walk to Town.

Bend

24% off
S$1,856
for 7 nights, 1 home
S$265 per night
includes taxes & fees
Riverfront Cottage -Near Drake Park, Walk to Town.
Children’s area
Living area
Property grounds
Pool
Exceptional
(72 reviews)

Perfect Family Getaway HotTub - sleeps 10

Redmond

8% off
S$6,042
for 7 nights, 1 apartment
S$863 per night
includes taxes & fees
Perfect Family Getaway HotTub - sleeps 10
Private kitchen
Exterior
Interior
Interior
Exceptional
(8 reviews)

Lux home fully stocked near Ski/Hike/Bike/Downtown

Bend

8% off
S$6,473
for 7 nights, 1 home
S$925 per night
includes taxes & fees
Lux home fully stocked near Ski/Hike/Bike/Downtown
Property grounds
Interior
Exterior
Sauna is in the locker room by the Pools
Exceptional
(97 reviews)

Beautiful updated one bedroom condo at Seventh Mountain Resort.

Bend

5% off
S$2,242
for 7 nights, 1 apartment
S$320 per night
includes taxes & fees
Beautiful updated one bedroom condo at Seventh Mountain Resort.
Loft area features a full sized bed as well as a twin daybed with trundle
Dining
View downstairs from loft bedroom
Cozy living room with door to patio/balcony
Exceptional
(164 reviews)

Upgraded Mt.Bachelor Village Loft Condo + includes IKON pass holder offer

Bend

11% off
S$2,536
for 7 nights, 1 apartment
S$362 per night
includes taxes & fees
Upgraded Mt.Bachelor Village Loft Condo + includes IKON pass holder offer
Dining
Exterior detail
Interior
Outdoor dining
Exceptional
(172 reviews)

Bends Westside Kaleana's Garden Cottage

Bend

7% off
S$2,375
for 7 nights, 1 home
S$339 per night
includes taxes & fees
Bends Westside Kaleana's Garden Cottage
Interior
Lake
Exterior
Room
Exceptional
(64 reviews)

Executive suite in Mount Bachelor Village - great for a couple

Bend

8% off
S$1,261
for 7 nights, 1 apartment
S$180 per night
includes taxes & fees
Executive suite in Mount Bachelor Village - great for a couple
Living room with great view.
Memories made every trip,
Lobby
Property grounds
Exceptional
(127 reviews)

7th Mt Resort Bachelor Basecamp bike hike POOLS Hottub king queen pet Memories

Bend

6% off
S$1,994
for 7 nights, 1 apartment
S$285 per night
includes taxes & fees
7th Mt Resort Bachelor Basecamp bike hike POOLS Hottub king queen pet Memories

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Delight in the riverfront landscape of Bend

The riverfront, lake and desert are the perfect backdrop to your holiday home in Bend. Renowned for its hiking, cycling and skiing, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Bend

Do you want to find attractions to visit in the area? Travellers enjoy Bend for its hiking, cycling and skiing. Venture out of your cosy holiday rental and check out everything that makes Bend a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Pronghorn Golf Club (11.3 mi / 18.2 km)
  • Eagle Crest Golf Courses (14.2 mi / 22.9 km)
  • Sunriver Resort Golf Course (14.3 mi / 23 km)
  • Mt. Bachelor Ski Resort (18.9 mi / 30.4 km)
  • Crooked River Ranch Golf Course (25.8 mi / 41.5 km)
  • River's Edge Golf Course (1.2 mi / 2 km)

Exploring the mountains and other natural features in Bend

Travellers enjoy Bend for its riverfront, lakeside setting and desert. Whether you're looking for fun outdoor activities or just want to take in the scenery, Bend is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Deschutes River (0.1 mi / 0.2 km)
  • Drake Park (0.3 mi / 0.4 km)
  • Tumalo State Park (4.9 mi / 7.9 km)
  • Redmond Caves Recreation Area (14.8 mi / 23.9 km)
  • Mt Bachelor (19.3 mi / 31.1 km)
  • Newberry National Volcanic Monument (24.2 mi / 38.9 km)

Seasonal weather averages in Bend

Bend is well known for its skiing. If you're interested in winter sports, you might consider visiting in January, March, February or April, when snowfall averages 14 cm and temperatures average 0°C.

Transport to and around Bend

The nearest airport is in Redmond, OR (RDM-Robert's Field), located 15.6 mi (25.1 km) from the city centre.

If you'd prefer to travel by train, the main station serving the city is Sunriver Station.

Frequently asked questions

What is the best area to stay in Bend when booking a holiday rental?
River West is among the most sought-after locations for a holiday property in Bend. Spend your time here and delight in the convenience and privacy that comes with having a whole place to yourself.
What is the most popular type of holiday rental accommodation in Bend?
Based on our data, houses are the most in-demand type of property in Bend. But of course, everyone's idea of the perfect stay will differ. Vrbo has holiday homes of all shapes and sizes, and we'll help you find the perfect match.
How much does it cost to rent a holiday rental in Bend?
Property type, length of stay and time of year are some of the things that can affect the price of a holiday home. Simply enter your travel dates to find your ideal match. From cosy cabins to sprawling villas, all Vrbo holiday rentals provide incredible value.
How much does it cost to rent a beach house in Bend?
The average price for a holiday home close to the beach in Bend will depend on when you'll be there and the type and size of property you're searching for. You can easily and quickly find prices on Vrbo by entering your travel dates and destination. Then make use of the filter tool to choose the number of bedrooms and amenities important to you, like air conditioning, WiFi and a pool.
Are there pet-friendly holiday rentals in Bend?
Good news! Yes. You'll have a choice of 1,272 holiday rentals that allow pets in Bend. Some of our pet-friendly holiday rentals even have an outdoor area for your four-legged friend to play around in, complimentary treats, special dog beds and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Bend?
Check the "pool" box in our filter tool and choose from 351 houses with private pools in Bend on Vrbo. Lazy soak or races and ball games? How you spend your leisure time is up to you when your Vrbo holiday home has a swimming pool.
What are popular rental amenities in Bend?
The most popular rental amenities guests are looking for in Bend are a garden, an electric car charging station and nearby museums. Whether you're on the road with pals, family or even pets, Vrbo holiday properties come with the best amenities for hanging out with the people you cherish the most.
Are there large group holiday rentals in Bend?
With 202 holiday rentals that can sleep 10 or more people in Bend, you don't have to cross anyone off the invite list. From fun family get-togethers to events like birthday parties and weddings, Vrbo will help you find a large group rental to match the occasion.
Are there holiday rentals in Bend that welcome kids?
With 1,271 family-friendly holiday homes available in Bend, there's never been a better time to introduce your little ones to the joys of travel. Just check our "Properties good for families" filter to discover stays that feature conveniences ideal for families on the move, like full kitchens, swimming pools, entertainment areas and hot tubs.
What are the top attractions for families in Bend?
You'll find lots of amazing things to see and do with the family in Bend, such as:
  • High Desert Museum
  • Sun Mountain Fun Centre
  • Des Chutes Historical Museum
Are there one-bedroom holiday rentals in Bend?
Bend has 202 one-bedroom rentals available. Often located in sought-after areas due to their smaller size, a one-bedroom property is perfect if you're getting away with a buddy or your partner. And with plenty of home comforts like wireless internet and more privacy than a standard hotel, you'll be able to chill out while discovering this incredible destination.
Can I find two-bedroom holiday rentals in Bend?
Take your pick of 350 two-bedroom properties in Bend. Settle the kids into the second room or maybe fill it with a couple of your best friends. There's a spot for whoever's fortunate enough to be coming along.
Are there holiday rentals with WiFi in Bend?
Whether you'd like to keep up with world events, look over emails or update your social media, there are 304 holiday homes with WiFi in Bend. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Bend?
Bend has 1,022 holiday rentals where you'll be able to wind down in air-conditioned comfort. To find a property on Vrbo featuring this amenity, enter your desired travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Bend?
The minimum age is generally 16, 18 or 21. It can change from one property to another on Vrbo, so check the rules of your preferred Bend holiday home before booking your stay.
How long can I rent a holiday rental in Bend for?
It's up to the Bend property. To look over a list of options offering extended stays, simply type your dates and guest number into the Vrbo search page. You can enjoy having the whole place to yourself, along with home comforts such as air conditioning, a fully-equipped kitchen and a yard where the kids can burn off energy. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

More holiday ideas