
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.

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.

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.

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

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.

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

Downtown Pine Mountain Paradise

SR Modern Near SHARC w/Hottub AC & Serene Setting

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

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

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

3K ft² | SHARC Pass | Hot Tub | Arcade | Ping Pong

Private Peaceful Cabin in Sisters!

The Hart of Sunriver! - 6 Hart Mt. Lane -
Condo rentals with a pool

Adorable Studio at Seventh Mountain Resort

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

Renovated Sisters Condo; perfect getaway!

Beautiful Sisters Condo - Great location

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

Canyon's edge log cabin with amazing views

Cascade Lookout

Two Sisters

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

Hidden Gem In Bend: The Lions Den

New! Brand New Furniture~Close to Trails~Fireplace

Great deals next summer during deck construction.

Spacious two story 2 bed 2 bath west side condo
When is the best time to visit Bend?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $124 AUD | $142 AUD | $152 AUD | $145 AUD | $166 AUD | $203 AUD | $247 AUD | $224 AUD | $152 AUD | $148 AUD | $145 AUD | $159 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 $87 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
Destinations to explore
- Seattle Holiday rentals
- Puget Sound Holiday rentals
- Portland Holiday rentals
- Eastern Oregon Holiday rentals
- Willamette Valley Holiday rentals
- Moscow Holiday rentals
- Willamette River Holiday rentals
- Southern Oregon Holiday rentals
- Idaho Panhandle Holiday rentals
- Deschutes River Holiday rentals
- Boise Holiday rentals
- Eugene Holiday rentals
- Rentals with an EV charger Bend
- Apartment rentals Bend
- Fitness-friendly rentals Bend
- Cabin rentals Bend
- Rentals with outdoor seating Bend
- Condo rentals Bend
- Rentals with a patio Bend
- Pet-friendly rentals Bend
- Ski-in/ski-out rentals Bend
- Rentals with an accessible height toilet Bend
- Rentals with a fire pit Bend
- Guesthouse rentals Bend
- House rentals Bend
- Rentals with a hot tub Bend
- Rentals with lake access Bend
- Rentals with a fireplace Bend
- Rentals with a kayak Bend
- Waterfront rentals Bend
- Hotel rooms Bend
- Rentals with breakfast Bend
- Cottage rentals Bend
- Serviced apartment rentals Bend
- Townhouse rentals Bend
- Rentals with a washing machine and dryer Bend
- Rentals with a sauna Bend
- Private suite rentals Bend
- Family-friendly rentals Bend
- Rentals with pools Deschutes County
- Rentals with pools Oregon
- Rentals with pools United States




