
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!

Deschutes River View + Walk to Downtown&Drake Park
Welcome to your private oasis on the Deschutes River! This boho modern ground floor studio is the adventure you've been looking for, located in the heart of Bend. Whether you're here for a short stay to explore the city's vibrant offerings or planning a longer adventure to immerse yourself in the natural beauty of the area, our studio has everything you need. Hayden Homes: 1.9 miles Old Mill: 1.5 miles Pilot Butte: 2.7 miles RDM Airport: 16 miles Mt Bachelor: 22 miles Smith Rock: 25.7 miles

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.

Sunriver Studio with Pool and Hot Tub
This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

Gorgeous Condo With River View - Pool and Hot Tub
Condo 309/310 is a stunningly remodeled condo here at Bend Riverside Rentals, which we have named 'Deschutes Trail Mix." This condo went through an extensive head to toe remodel and is now ready to host travelers! It can sleep up to six guests, has a full kitchen, two full bathrooms, a washer and dryer, a private patio and comes with access to our indoor heated pool and hot tub! This condo is also pet friendly! Bring up to two pets for an additional fee.

Cozy 3 bdrm + loft Eagle Crest Chalet w/ Hot Tub!
Welcome to our Chalet in the Eagle Crest Resort! You are guaranteed to feel like you are on vacation the minute you walk in. This 3 bedroom + loft can sleep 8 guests and comes with washer/dryer, WiFi, and desks in the loft. Relax in the space indoors or out, with the outdoor patio, hot tub, BBQ, and golf course views. There is so much to see and do on the resort property or you can grab a blanket, sit by the fire and do absolutely nothing at all!

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!

Deschutes River Getaway-near Bachelor & Sunriver
Our charming family home is the perfect place to relax and enjoy the outdoors. Just a short walk from the Deschutes River, you'll find miles of walking and biking trails, a pool, tennis and pickleball courts, and docks to launch your raft or kayak. And, with its convenient location, you're just 10 minutes from Sunriver Village, 25 minutes from downtown Bend, and 30 minutes from Mt. Bachelor.

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

Large Black Butte Home With Private Hot Tub

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

XL Hot Tub, Dog Friendly, EV Charger, Fenced Yard

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

Luxury Sunriver 5BR | 3 Suites! Hot Tub, EV, SHARC
Apartment rentals with a pool

Updated Condo steps to SR Village, 8 SHARC passes!

*A/C* Family Friendly/Forest view/Hot Tub/Pool*

Renovated Sisters Condo; perfect getaway!

Beautiful Sisters Condo - Great location

Modern 3-bedroom Seventh Mountain Resort Condo

Sunriver Getaway

Beautiful Condo in SR Village

Remodeled SunriverVillage Condo 6Free Sharc passes
Other holiday rentals with a pool

Riverwild Lodge

Cozy 2 br close to SunRiver Village, Pool, Hot Tub

Wine Down and Play

Great deals next summer during deck construction.

Westside Paradise - Hottub, Home Theater & Pool!

Ranchview Brasada Home 4bd/3ba + Hot tub

Relax by the Rapids Riverfront Gem Downtown Bend

AC, on the Deschutes River, luxury, quiet, 5*view!
When is the best time to visit Bend?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £65 | £74 | £79 | £75 | £86 | £105 | £128 | £116 | £79 | £77 | £75 | £83 |
| 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 £45 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
330 of Bend holiday rentals include wifi 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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