
Holiday rentals with a pool in Bend
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Bend
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Short walk to SR Village and SHARC, includes bikes
Enjoy Sunriver’s most popular amenities located a short walk to The Village and SHARC including a tubing hill, pool’s and hot tub. This recently renovated, rustic modern condo is in the heart of Sunriver Village. It’s truly a retreat being an end unit, offering great views and ample privacy. Leave everything at home, this condo comes equipped with all things needed to enjoy your stay! There are 2 sleds and bikes of various sizes to go cruise the miles of paved bike paths, right outside the door.

Romantic Guest House w/Hot Tub, Pool, Tennis Court
Sweetums Guest House is a private, beautifully appointed 2 bedroom, 2 bath guest house located on 20-acre Sweetums Ranch. Amazing views of Three Sisters and Broken Top mountains from the property, horses,& abundant wildlife viewing. 8 mi to downtown Bend & 12 mi to Sisters. 45 min to Mt Bachelor and mountain trailheads. Large private yard & partially covered patio w/private hot tub. Amazing swimming pool and tennis court. On the Oregon scenic bike route. A perfect location for your getaway!

Mt. Bachelor Village Condo - Near Town & River
This newly remodeled condo is fully furnished with a gas fireplace, granite counter tops, jetted tub, three flat screen TV's, surround sound and gas barbecue on private deck. Heating and cooling is provided through a ductless heat pump system. The beds are super comfortable! The kitchen is fully equipped and comes complete with refrigerator, microwave, dishwasher and stove top oven. It has everything you need for a relaxed get away with private forested view. Super clean and comfortable.

Room With a View Condo, Sharc passes included.
Room With A View Condo has a rustic feel with exposed wood beams, tall ceilings, an open floor plan and a large cozy stone fireplace. This is the feel you want when you vacation to Sun River. Stunning views of the rolling hills, and the Oregon Cascade Range including Mt. Bachelor and Broken Top are visible from the living room, deck, and your king size bed. Conveniently located a short walking path to Sun River Lodge, and The Village. Wifi, cable, smart TV, and DVD provided. Fully stocked.

Hot Tub +Bikes +8SHARC Passes +PingPong +Fireplace
Stylish luxury family home w/8 SHARC passes (pool & lazy river), 6 Cruiser bikes, Hot Tub, 3 New Smart TV's for streaming, Ping Pong table, board games. Short walk to the river & Cardinal Landing Bridge. Fast 1GB WiFi, propane BBQ, Air Conditioning, cozy wood burning fireplace. Fully stocked kitchen for cooking, laundry inside. Quiet + Private w/large deck backing up to natural common space w/wildlife walking by. Bike everywhere w/easy access. Minutes to Mt Bachelor for skiing & sledding.

Seventh Mountain Resort Getaway
This newly remodeled one bedroom condo sits right above the Deschutes river. Seventh Mountain Resort is your winter and summer outdoor adventure destination in sunny Central Oregon. The premier location for recreational activities, from biking, hiking, and whitewater rafting in summer, to ice skating and skiing in the winter. Your stay here will have you encircled by peaks, lakes, meadows, culture, adventure, breweries, festivals, family fun, shopping and more.

Riverfront Condo in Downtown! Pool and Hot Tub!
This beautiful riverside top floor condo can sleep up to six people, has two full bathrooms and a full kitchen with cookware. There is a queen bed in the private bedroom. In the main living area, you have a queen bed and a pull out couch, two TVs and fireplace. Step out onto your private balcony to enjoy the Deschutes River! This unit is also pet friendly! There is a pet fee of $69 for up to two pets. Also enjoy our indoor pool and hot tub, open daily!

Sunriver Area Retreat + EV Charger + Hot Tub!
Welcome to your next amazing getaway! Our house is SOUTH of Sunriver proper, about 10 minutes away and we don’t have SHARC passes. But.. from our front door, enjoy all that Central Oregon has to offer at our family and dog-friendly home! Located just one block (3 minute walk) from the Deschutes River, private community pool, tennis and pickle-ball courts or stay home and relax in the private hot tub. Our place is a perfect active family getaway.

Luxury in the Forest
Dog Friendly at the Inn at the Seventh Mountain The Inn has been delighting visitors for 30+ years. It is the closest lodging to Mt Bachelor, and is just 7 miles from all that downtown Bend has to offer. There are amazing restaurants, great shops, and more. The condo has just been completely remodeled. Winter or summer, the Inn at the Seventh Mountain resort offers something for everybody in the family. Welcome! DCCA#720734

Bungalow at The Parks
Our Bungalow has easy access to Mt. Bachelor, Bend's famous mountain bike trails, one mile from OSU Cascades, very near Old Mill shopping and dining, and easy access to downtown Bend, also. You’ll love our place because of the coziness, the comfy bed, and private access to your space. The Bungalow is good for couples, solo adventurers, and business travelers. Our neighborhood pool is open May through August.

Mt Bachelor Village Resort- Room in River Ridge II
Hotel style room with private entry in forested Mt Bachelor Village Resort on the westside of Bend. Quick access to hiking, biking, the river trail, Old Mill district, Mt Bachelor, and many restaurants and breweries. It's a nice walk or bike ride to the Old Mill district and 2.5 miles from downtown Bend. The beautiful Deschutes River Trail is just down the hill from our unit-great for that morning walk or jog!

Pool, AC, close to Amphitheater & Old Mill
Easy access to the heart of Bend from this perfectly located home base. A short walk takes you to the Deschutes River Trailhead for scenic hiking. You can leisurely stroll the mile trek to the Old Mill shopping center or meander a little further to the Amphitheater to enjoy summer’s many concerts. Enjoy a picnic on the lawn and enjoy watching the wildlife.
Popular amenities for Bend rentals with a pool
House rentals with a pool

Sunriver Luxury Family Home at Caldera Springs

Sunriver Home; Hot Tub, SHARC, Fireplace and More!

Updated Game Room! Hot Tub, SHARC (8), 2,800sq/ft

Downtown Pine Mountain Paradise

Sunriver home 8 SHARC passes, hot tub, wood stove

Dog-Friendly Home w/ Hot tub and 10 SHARC passes

A Little Peace of Paradise, A/C, & 8 SHARC Passes

3K ft² | SHARC Pass | Hot Tub | Arcade | Ping Pong
Condo rentals with a pool

Updated Condo steps to SR Village, 8 SHARC passes!

Adorable Studio at Seventh Mountain Resort

Beautiful Sisters Condo - Great location

Renovated Sisters Condo; perfect getaway!

Spacious 2 bedroom Sunriver condo + 6 SHARC passes

Modern 3-bedroom Seventh Mountain Resort Condo

Sunriver Getaway

Beautiful Condo in SR Village
Other holiday rentals with a pool

Remodeled home, Hot Tub, A/C, 8 SHARC passes

Two Sisters

Newly Renovated Sunriver Gem!

New! Brand New Furniture~Close to Trails~Fireplace

Great deals next summer during deck construction.

Wanderlust Condo Bend - Fully remodeled!

Spacious two story 2 bed 2 bath west side condo

Treetop Retreat - 15 Min to MtBachelor + 2bd/2bth
When is the best time to visit Bend?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $126 AUD | $143 AUD | $153 AUD | $146 AUD | $168 AUD | $205 AUD | $250 AUD | $226 AUD | $153 AUD | $149 AUD | $146 AUD | $161 AUD |
| Avg. temp | 2°C | 3°C | 5°C | 8°C | 12°C | 16°C | 20°C | 19°C | 15°C | 9°C | 4°C | 0°C |
Quick stats about holiday rentals with a pool in Bend

Total holiday rentals
Explore 330 holiday rentals in Bend

Nightly prices starting at
Bend holiday rentals start at $88 AUD per night before taxes and fees

Verified guest reviews
Over 12,380 verified reviews to help you choose

Family-friendly holiday rentals
160 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
330 of Bend holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bend rentals

4.6 Average rating
Bend stays receive an average rating of 4.6 out of 5 from guests

Nearby attractions
Bend's top spots, include Old Mill District, Drake Park, and Pilot Butte
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