Bend holiday rentals

We found 2,066 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Bend by choosing from 2315 houses, 122 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:8 Jan - 15 Jan

Interior
Living area
Dining
Interior
Exceptional
(33 reviews)

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

Bend

8% off
S$2,098
for 7 nights, 1 home
S$300 per night
includes taxes & fees
Gather! A Welcoming Home - King Beds - Pool Table!
Living area
Exterior
Dining
Private kitchen
Exceptional
(12 reviews)

Outdoor fun in Bend!

Bend

8% off
S$3,658
for 7 nights, 1 home
S$523 per night
includes taxes & fees
Outdoor fun in Bend!
Dining
Exterior
Outdoor spa tub
Living area
Exceptional
(14 reviews)

West Bend Bike and Ski Getaway Hot Tubs Ready

Bend

7% off
S$2,859
for 7 nights, 1 home
S$408 per night
includes taxes & fees
West Bend Bike and Ski Getaway Hot Tubs Ready
Private kitchen
Living area
Terrace/patio
Interior
Exceptional
(7 reviews)

Dog friendly~Hot Tub~King Bed~Modern Construction

Bend

7% off
S$2,559
for 7 nights, 1 home
S$366 per night
includes taxes & fees
Dog friendly~Hot Tub~King Bed~Modern Construction
Terrace/patio
Property grounds
Dining
Living area
Exceptional
(41 reviews)

Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet

Bend

12% off
S$1,693
for 7 nights, 1 home
S$242 per night
includes taxes & fees
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
Interior
Living area
Property grounds
Room
Exceptional
(43 reviews)

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

Bend

12% off
S$1,521
for 7 nights, 1 home
S$217 per night
includes taxes & fees
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
New Chef's kitchen with quartz counters, high-end applicances,
Beautifully appointed living spaces
Breakfast bar and kitchen
Bedroom four kitchette with Keurig coffee maker, microwave, toaster oven, fridge
Excellent
(8 reviews)

Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath

Bend

7% off
S$7,109
for 7 nights, 1 home
S$1,016 per night
includes taxes & fees
Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath
Dining
Living area
Private kitchen
Exterior
Wonderful
(29 reviews)

Heart of Bend-Walkable, Ping Pong, Billards

Bend

7% off
S$1,998
for 7 nights, 1 home
S$285 per night
includes taxes & fees
Heart of Bend-Walkable, Ping Pong, Billards
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Exterior
Exceptional
(46 reviews)

Downtown Craftsman with King Bed and Private Yard - Walk Everywhere

Bend

12% off
S$1,941
for 7 nights, 1 home
S$277 per night
includes taxes & fees
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Master Bedroom with connecting master bathroom
Front
Entry View!
Living area
Exceptional
(161 reviews)

Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk

Bend

6% off
S$2,190
for 7 nights, 1 home
S$313 per night
includes taxes & fees
Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk
Pool
Lake
Interior
Exterior
Exceptional
(64 reviews)

Executive suite in Mount Bachelor Village - great for a couple

Bend

8% off
S$1,310
for 7 nights, 1 apartment
S$187 per night
includes taxes & fees
Executive suite in Mount Bachelor Village - great for a couple
Exterior
Terrace/patio
Private kitchen
Interior
Exceptional
(16 reviews)

Downtown cottage with hot tub and fenced yard

Bend

8% off
S$4,471
for 7 nights, 1 home
S$639 per night
includes taxes & fees
Downtown cottage with hot tub and fenced yard
Living room with dining table set for four
Children's pool and play area
Entrance to Seventh Mountain Resort from Cascade Lakes Highway
Interior
Exceptional
(182 reviews)

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

Bend

11% off
S$1,663
for 7 nights, 1 apartment
S$238 per night
includes taxes & fees
Mbvskihouse (.com) At Seventh Mountain Resort + includes IKON pass holder offer
Room
Interior
Terrace/patio
Dining
Exceptional
(15 reviews)

4-bedroom house in charming Sunriver on the golf course. Enjoy your stay

Bend

7% off
S$2,527
for 7 nights, 1 home
S$361 per night
includes taxes & fees
4-bedroom house in charming Sunriver on the golf course. Enjoy your stay
Property grounds
Interior
Living area
Exterior
Exceptional
(6 reviews)

Modern Nordic Nest: Sauna & Stroll to Galveston Ave

Bend

8% off
S$2,806
for 7 nights, 1 home
S$401 per night
includes taxes & fees
Modern Nordic Nest: Sauna & Stroll to Galveston Ave
side
New SHARC complex(free access with included passes)
Private kitchen
Natural gas Weber grill and outdoor table set
Exceptional
(199 reviews)

Near Fort Rock Park, Fast Wifi, Bikes, Ping Pong, Hot Tub! 8 Sharc Passes

Bend

11% off
S$2,047
for 7 nights, 1 home
S$292 per night
includes taxes & fees
Near Fort Rock Park, Fast Wifi, Bikes, Ping Pong, Hot Tub! 8 Sharc Passes
Dining
Just outside these windows is a wrap around deck to play on.
Living area
Living area
Exceptional
(104 reviews)

Fantastic view of Bend with pickleball and basketball court

Bend

7% off
S$3,945
for 7 nights, 1 home
S$564 per night
includes taxes & fees
Fantastic view of Bend with pickleball and basketball court
Loft area features a full sized bed as well as a twin daybed with trundle
Dining
View of living room from stairs to loft
Cozy living room with door to patio/balcony
Exceptional
(165 reviews)

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

Bend

11% off
S$1,735
for 7 nights, 1 apartment
S$248 per night
includes taxes & fees
Upgraded Mt.Bachelor Village Loft Condo + includes IKON pass holder offer
Living area
Private kitchen
Interior
Dining
Exceptional
(11 reviews)

2 Bedrooms Home Retreat Old Mill Bend Near Downtown

Bend

7% off
S$1,623
for 7 nights, 1 home
S$232 per night
includes taxes & fees
2 Bedrooms Home Retreat Old Mill Bend Near Downtown
Living area
Exterior
Living area
Outdoor dining
Exceptional
(321 reviews)

Great Downtown Location And House

Bend

7% off
S$1,745
for 7 nights, 1 home
S$249 per night
includes taxes & fees
Great Downtown Location And House
gas fireplace,
Dining
Great original built-in Roper oven/broiler works like a charm.
Cozy and authentically mod mid-century vibe in the living room with open beam
Exceptional
(149 reviews)

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

Bend

7% off
S$2,330
for 7 nights, 1 home
S$333 per night
includes taxes & fees
Authentic Mid-Century Marvel, in the quiet and desirable Mid Town neighborhood.
Dining
The Bend Bungalow awaits! Set up high off street level is your quiet retreat.
Back bedroom w/ queen bed and two closets
New fridge and vintage (awesome!) stove with oven.
Exceptional
(142 reviews)

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

Bend

6% off
S$1,535
for 7 nights, 1 home
S$219 per night
includes taxes & fees
Bend Bungalow - a Walk in the Park to Downtown and River!
Living room
Summer on the river
Exterior
Living area
Exceptional
(201 reviews)

Riverfront Cottage -Near Drake Park, Walk to Town.

Bend

23% off
S$1,793
for 7 nights, 1 home
S$256 per night
includes taxes & fees
Riverfront Cottage -Near Drake Park, Walk to Town.
Exterior detail
Exterior
Kitchen and dining space
Kitchen
Exceptional
(47 reviews)

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

Bend

7% off
S$2,689
for 7 nights, 1 home
S$384 per night
includes taxes & fees
Parkridge at Pilot Butte - Warm & Modern Bend Ski/Outdoor Basecamp

  • 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)
  • Juniper Golf Course (13.6 mi / 21.9 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)

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