
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.

Sunriver - Pool/Hot Tub. Minutes to Mt. Bachelor
- This unique and friendly spot boasts a convenient location to Central Oregon's famous outdoor activities. The space is only a 26 minute drive to Mt. Bachelor, the beginning of the scenic Cascade Lakes Highway, and a short walk to The Village at Sunriver. Community pool, hot tub, and laundry are on site and accessible. Wifi and Netflix logins are provided to all guests. The hot tub is open year round. The pool typically opens on Memorial Day weekend snd typically closes sometime in September.

A Little Peace of Paradise, A/C, & 8 SHARC Passes
Enjoy our Euro inspired 3 bdrm/2.5 bath home with bonus room. Ideal S. Sunriver location on a quiet cul-de-sac close to the Lodge, Village and River. We offer a completely remodeled home with a new kitchen, flooring, and bathrooms and a well-stocked kitchen, A/C throughout, SHARC passes, hot tub, bicycles, and an EV charger port. Our bonus room over detached garage has a TV, yoga space, 1/2 bath and A/C. ONE dog welcome and must be added at time of reservation. Must be 25 yrs. old to book.

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!

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.

XL Hot Tub, Dog Friendly, EV Charger, Fenced Yard
Come explore all that Central Oregon has to offer and relax in this beautiful, family friendly home. This home has modern touches to make your stay comfortable, and easy: EV charger, Large Hot Tub, and fully stocked kitchen. The property is fully fenced for your furry friends to enjoy their stay as well, and it is only 100 yards away from National Forest for easy access. Although the wood stove is for aesthetic looks only, this home exudes cozy and comfortable vibes.

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.

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

The House on the River
From the moment you enter the neighborhood, you will enjoy a private road that is peaceful and tranquil. The neighborhood is full of beautiful trees, birds, and an abundance of deer that roam the area frequently laying in and enjoying the large front yard. Bring the bikes for the kids to enjoy riding in the big circular driveway or through the neighborhood. You can take in the surrounding nature with a walk along the river trail.

Riverfront Condo, Walk to Downtown Bend
Enjoy the peaceful Deschutes River views and walk to downtown Bend in just minutes from this fully remodeled riverfront condo. Perfectly located directly on the river and only a short walk to Bend’s best restaurants, coffee shops, breweries, and boutiques, this home offers the ideal balance of relaxation, comfort, and convenience. Guests consistently love the peaceful setting, unbeatable location, and comfortable, modern space.

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.

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.

The RiverBend House—Deschutes dock, near Sunriver
The RiverBend House is the restorative escape you’ve been looking for. This 3-bedroom, 2.5-bath home sleeps 6 adults (8 total guests if there are young kids) and is located in a tranquil, wooded residential community on the Deschutes River, just 5 miles south of all the amenities of Sunriver, 20 miles SW of Bend, and 20 miles SE of Mt. Bachelor.
Popular amenities for Bend rentals with a pool
House rentals with a pool

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

Downtown Pine Mountain Paradise

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

SR Modern Near SHARC w/Hottub AC & Serene Setting

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

Walk to SHARC 3BR Hot Tub

Luxury Sunriver 5BR | 3 Suites! Hot Tub, EV, SHARC

Eagle Crest Resort - 3 bdrm home in Central Oregon
Apartment rentals with a pool

Updated Condo steps to SR Village, 8 SHARC passes!

Sunrise view! Pool HotTub Sauna Rafting Disc-Golf

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

Renovated Sisters Condo; perfect getaway!

Hidden Gem In Bend: The Lions Den

Modern 3-bedroom Seventh Mountain Resort Condo

Sunriver Getaway

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

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

Black Butte Ranch Cabin on the 7th Fairway

Great condo, view and resort!

Riverwild Lodge

Wine Down and Play

Great deals next summer during deck construction.

Westside Paradise - Hottub, Home Theater & Pool!

Relax by the Rapids Riverfront Gem Downtown Bend
When is the best time to visit Bend?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $110 SGD | $125 SGD | $134 SGD | $128 SGD | $147 SGD | $179 SGD | $218 SGD | $198 SGD | $134 SGD | $130 SGD | $128 SGD | $141 SGD |
| 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 $77 SGD 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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