Bend holiday rentals

We found 2,105 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Bend by choosing from 2336 houses, 120 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:27 Nov - 4 Dec

Interior
Living area
Dining
Terrace/patio
Exceptional
(31 reviews)

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

Bend

8% off
S$3,236
for 7 nights, 1 home
S$462 per night
includes taxes & fees
Gather! A Welcoming Home - King Beds - Pool Table!
Interior
Exterior
Dining
Living area
Exceptional
(117 reviews)

Minutes to Deschutes River Trail with Hot Tub & Fire Pit!

Bend

8% off
S$4,910
for 7 nights, 1 home
S$701 per night
includes taxes & fees
Minutes to Deschutes River Trail with Hot Tub & Fire Pit!
Living area
Just outside these windows is a wrap around deck to play on.
Living area
Private kitchen
Exceptional
(104 reviews)

Fantastic view of Bend with pickleball and basketball court

Bend

7% off
S$3,850
for 7 nights, 1 home
S$550 per night
includes taxes & fees
Fantastic view of Bend with pickleball and basketball court
Interior
Interior
Private kitchen
Dining
Exceptional
(17 reviews)

Quail Park Haven in NW! King Beds & Hot Tub

Bend

8% off
S$3,121
for 7 nights, 1 home
S$446 per night
includes taxes & fees
Quail Park Haven in NW! King Beds & Hot Tub
Secluded, quiet, and peaceful luxury in a retreat like setting
While relaxing  on the cottage patio, guests are often enticed to see more
Complete kitchen with 4 burner stove, Microwave and Bosh dishwasher
Tranquil setting - hidden gem in the heart of Bend
Exceptional
(222 reviews)

Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes

Bend

6% off
S$2,518
for 7 nights, 1 cottage
S$360 per night
includes taxes & fees
Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes
Living area
Private kitchen
Terrace/patio
Dining
Exceptional
(10 reviews)

Spacious home near old mill w/pool table & hot tub

Bend

8% off
S$7,187
for 7 nights, 1 home
S$1,027 per night
includes taxes & fees
Spacious home near old mill w/pool table & hot tub
Interior
Interior
Room
Interior
Exceptional
(43 reviews)

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

Bend

12% off
S$2,018
for 7 nights, 1 home
S$288 per night
includes taxes & fees
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
gas fireplace,
Dining
Mt. Bachelor from the kitchen window!  Who needs the snow report?
Cozy and authentically mod mid-century vibe in the living  room with open beam
Exceptional
(148 reviews)

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

Bend

7% off
S$2,268
for 7 nights, 1 home
S$324 per night
includes taxes & fees
Authentic Mid-Century Marvel, in the quiet and desirable Mid Town neighborhood.
Comfy spacious living room.  Has a sleeper sofa.
Easy access to the river from the back yard. Put in kayaks, SUP's or floats.
Steps down to the yard and water.
Love the granite we choose.
Exceptional
(198 reviews)

RIVERFRONT COTTAGE EPIC WALKABLE LOCATION ON RIVER

Bend

8% off
S$8,321
for 7 nights, 1 home
S$1,189 per night
includes taxes & fees
RIVERFRONT COTTAGE EPIC WALKABLE LOCATION ON RIVER
New stainless appliances and fully stocked kitchen.
Property grounds
Laundry Room: Full in-unit laundry facilities to handle all your outdoor gear.
Terrace/patio
Exceptional
(95 reviews)

Historic 1917 cottage by the river, walkable to all of downtown Bend!

Bend

7% off
S$2,220
for 7 nights, 1 home
S$317 per night
includes taxes & fees
Historic 1917 cottage by the river, walkable to all of downtown Bend!
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Exceptional
(52 reviews)

Lodge Vibes in the City - Large Log Home

Bend

12% off
S$3,165
for 7 nights, 1 home
S$452 per night
includes taxes & fees
Lodge Vibes in the City - Large Log Home
The kitchen is fully stocked down to the wine bottle opener.
The Bend Bungalow awaits! Set up high off street level is your quiet retreat.
Kitchen includes all you need to make a meal at home. Bon Apetite!
Dining
Exceptional
(138 reviews)

Bend Bungalow - a Walk in the Park to Downtown and River!

Bend

6% off
S$1,568
for 7 nights, 1 home
S$224 per night
includes taxes & fees
Bend Bungalow - a Walk in the Park to Downtown and River!
Dining
Private kitchen
Living area
Living area
Exceptional
(14 reviews)

Home Centrally Located Near Old Mill Downtown

Bend

7% off
S$2,257
for 7 nights, 1 home
S$322 per night
includes taxes & fees
Home Centrally Located Near Old Mill Downtown
Kitchen
Exterior
Exterior detail
Exterior detail
Exceptional
(46 reviews)

Parkridge at Pilot Butte - Warm & Modern Bend Ski/Outdoor Basecamp

Bend

7% off
S$2,955
for 7 nights, 1 home
S$422 per night
includes taxes & fees
Parkridge at Pilot Butte - Warm & Modern Bend Ski/Outdoor Basecamp
Interior
Children's pool and play area
Living room with dining table set for four
Entrance to Seventh Mountain Resort from Cascade Lakes Highway
Exceptional
(181 reviews)

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

Bend

11% off
S$1,746
for 7 nights, 1 apartment
S$249 per night
includes taxes & fees
Mbvskihouse (.com) At Seventh Mountain Resort + includes IKON pass holder offer
Exterior
Interior
Property grounds
Private kitchen
Exceptional
(5 reviews)

Modern Nordic Nest: Sauna & Stroll to Galveston Ave

Bend

8% off
S$4,546
for 7 nights, 1 home
S$649 per night
includes taxes & fees
Modern Nordic Nest: Sauna & Stroll to Galveston Ave
Living room
Summer on the river
Living area
View of river from back deck
Exceptional
(195 reviews)

Riverfront Cottage -Near Drake Park, Walk to Town.

Bend

23% off
S$1,848
for 7 nights, 1 home
S$264 per night
includes taxes & fees
Riverfront Cottage -Near Drake Park, Walk to Town.
Exterior
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Exceptional
(44 reviews)

Downtown Craftsman with King Bed and Private Yard - Walk Everywhere

Bend

12% off
S$2,684
for 7 nights, 1 home
S$383 per night
includes taxes & fees
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Interior
Outdoor dining
Interior
Private kitchen
Exceptional
(74 reviews)

Centrally located to everything you want to do in Bend!

Bend

7% off
S$1,719
for 7 nights, 1 home
S$246 per night
includes taxes & fees
Centrally located to everything you want to do in Bend!
Private kitchen
Living area
Interior
Terrace/patio
Exceptional
(7 reviews)

Dog friendly~Hot Tub~King Bed~Modern Construction

Bend

7% off
S$2,973
for 7 nights, 1 home
S$425 per night
includes taxes & fees
Dog friendly~Hot Tub~King Bed~Modern Construction
Interior
Private kitchen
Room
Living area
Exceptional
(11 reviews)

2 Bedrooms Home Retreat Old Mill Bend Near Downtown

Bend

7% off
S$2,015
for 7 nights, 1 home
S$288 per night
includes taxes & fees
2 Bedrooms Home Retreat Old Mill Bend Near Downtown
Kitchen
More than 25 golf courses to choose from in the area including Tetherow shown here.
Entry View!
Living area
Exceptional
(157 reviews)

Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk

Bend

6% off
S$2,283
for 7 nights, 1 home
S$326 per night
includes taxes & fees
Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk
Private kitchen
Living area
Dining
Interior
Wonderful
(26 reviews)

Heart of Bend-Walkable, Ping Pong, Billards

Bend

7% off
S$3,277
for 7 nights, 1 home
S$468 per night
includes taxes & fees
Heart of Bend-Walkable, Ping Pong, Billards
View of living room from stairs to loft
Dining
Cozy living room with door to patio/balcony
Loft area features a full sized bed as well as a twin daybed with trundle
Exceptional
(163 reviews)

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

Bend

11% off
S$1,933
for 7 nights, 1 apartment
S$276 per night
includes taxes & fees
Upgraded Mt.Bachelor Village Loft Condo + includes IKON pass holder offer
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

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)
  • Lava River Cave (11.6 mi / 18.7 km)
  • Redmond Caves Recreation Area (14.8 mi / 23.9 km)
  • Mt Bachelor (19.3 mi / 31.1 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