
Vacation 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.

Stunning mtn Views, sleeps 14, Hot tub, rec passes
Enter the first floor to immediate views of the Cascade Mountain range. The fully-equipped kitchen with Sub-Zero Fridge and gourmet range has direct access to the wrap-around deck, which features an outdoor dining area gas fireplace & gas grill. Upstairs you’ll find the primary suite with king bed with a private balcony boasting views of seven Oregon’s tallest peaks; the bunk room, & queen bedroom. Downstairs is another bedroom, game room, wet bar, 65” TV, & access to the hot tub. Don’t wait!

Popular BBR A-Frame | 2 golf courses | 5 pools
Welcome to Your Modern A-Frame Cabin at Black Butte Ranch! - Accommodations: Sleeps 8 in 2 queen bedrooms and a 2 twin loft, and trundle downstairs - Amenities: Relax in the living area with a Roku TV; the chef's kitchen makes meal prep easy, and self check-in ensures a smooth arrival - Sunny Recreation: Access to 6 pools, including the nearby Paulina pool, plus golf, pickleball, horseback riding, and hiking - Winter Fun: 20m drive to HooDoo Ski Resort Book your unforgettable getaway today!

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.

Updated Game Room! Hot Tub, SHARC (8), 2,800sq/ft
Your winter getaway or ski trip. Updated Game Room!! Escape to our Sunriver house. 2,800sq/ft - Big enough to entertain with lots of room for everyone, coffee with someone or everyone together. You'll have everything you need for a fun family, couples, girls trip or guys getaway. Living Room, Game Room & 3 decks/patios are yours to enjoy when not exploring all Sunriver has to offer. Game room has foosball, darts, basketball, pool, ping pong, sound bar, & TV (Firestick with YouTubeTV.)

Modern Tollgate Home - HOT TUB | Half Acre Lot
This newly renovated 3 bedroom/2 bathroom home sits on more than a half acre lot in the quaint town of Sisters. When you stay at this Tollgate home you get all of the community amenities with it: community pool, pickle-ball/tennis courts, walking trails, basketball courts, etc. Bring the whole family as we comfortably sleep 6 people and enjoy the hot tub! This is an incredibly well-done high-end modern home that is virtually brand new. We are also a dog friendly home ($100/stay fee).

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.

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.

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

Boho Glam Sunriver Retreat - 6 SHARC Passes

Hot Tub ~ In the heart of Sunriver ~ SHARC Passes

Sunriver home 8 SHARC passes, hot tub, wood stove

Spacious 7BR Getaway, Golf View and Waterpark

Single level, pet friendly, downtown, cute cottage

Family Fun - ping pong, foosball, hot tub, A/C

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

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

Renovated Sisters Condo; perfect getaway!

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

Beautiful Sisters Condo - Great location

Mt. Bachelor Village Condo - Near Town & River

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

Modern 3-bedroom Seventh Mountain Resort Condo

Sunriver Getaway

Beautiful Condo in SR Village
Other vacation rentals with a pool

Black Butte Ranch Cabin on the 7th Fairway

Sunriver A-frame Retreat | Hot Tub |6 SHARC passes

Riverwild Lodge

Westside Paradise - Hottub, Home Theater & Pool!

Klubhouse in Sunriver AC/Hot Tub/Heated Pool/BBQ

Ranchview Brasada Home 4bd/3ba + Hot tub

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 | G$17,985 GYD | G$20,494 GYD | G$21,958 GYD | G$20,913 GYD | G$24,049 GYD | G$29,278 GYD | G$35,760 GYD | G$32,414 GYD | G$21,958 GYD | G$21,331 GYD | G$20,913 GYD | G$23,004 GYD |
| 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 vacation rentals with a pool in Bend

Total vacation rentals
Explore 330 vacation rentals in Bend

Nightly prices starting at
Bend vacation rentals start at G$12,548 GYD per night before taxes and fees

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

Family-friendly vacation rentals
160 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
330 of Bend vacation 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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