
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 Luxury Family Home at Caldera Springs
Your next adventure begins here! Explore the limitless activities of Central Oregon from our luxurious home in Caldera Springs Resort at Sunriver located 14 miles South of Bend. Built for families and friends with three bedroom suites, upstairs loft bedroom with bunk beds & sofa bed, and flexible office with sofa bed. Features private hot tub, outdoor gas fire pit and BBQ, game room with ping pong/foosball/arcade, big screen TVs, Sonos, and more! Short walk to Caldera Springs pool and amenities.

Indoor Pool, Game room, EV Charger, Pets Welcome!
Alpenview Retreat | Perfect Gathering Home for Friends and Family Designed for unforgettable group stays, this spacious modern home combines luxury, entertainment, and location- just minutes from Downtown Bend and close to Mt. Bachelor. Spend your days skiing, hiking, or exploring, then come home to soak in the private, indoor heated pool and hot tub, sip your favorite beverage in the courtyard, or compete in your private game room. Perfect for families, friend groups, and multi-family trips.

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!

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.

Wine Down and Play
Our condo is part of the Powder Village Condominiums, B building, second floor #2. The condo has vaulted ceilings with a lofted area for relaxing. It includes a full kitchen and bathroom with a shower. There is also a balcony with seating and an electric grill. The property includes a seasonal outdoor pool and a hot tub that is open year round and laundry facility on property. There are paved walking/biking trails nearby and a short walk to bars, restaurants and convenience stores.

Cozy Studio Cottage on the River!
The studio condo is a charming accommodation nestled along the banks of the Deschutes River. Up to four guests can vacation here and sleep on a queen sized bed, as well as a pullout couch. This cottage has a kitchen, full bathroom and a large closet for those wishing to stay a little longer! A desk is nestled up to the window, providing the perfect backdrop while you to get a little work done or even just enjoy a meal! A pet fee is required for those bringing their four-legged friends.

King Bed, Private Pool, Riverfront, Theater & Spa
Welcome to the Lazy River Lodge! This home is perfect for large families, reunions, retreats, or any fun group looking to have an amazing vacation! If you’re a homebody that likes to stay in, you can enjoy your time in the hot tub, watching movies at the in-home theater, taking a stroll by the river, or even enjoying a dip in our private indoor pool! If you like exploring, there are plenty of hikes, beautiful mountains, hot springs, with food & shops also nearby to spend your days at.

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.

Sunriver Studio with Pool and Hot Tub
-Year Round Hot Tub and Seasonal Pool- -Walking distance to Food Truck Lot and Beer Garden- -25 Minutes to downtown Bend- -25 minutes to Mt Bachelor- -No Chores (no trash takeout, bed stripping, laundry, etc.)- -Super Clean -Owner Cleaned, Managed, and Maintained- -Free Parking Steps from Your Door- -Easy Self Check-In with Digital Locks (unique code for every guest)- -King Sized Bed- -50” Samsung TV Logged into Netflix, Hulu, HBO and more-

Adorable Studio at Seventh Mountain Resort
What an incredible getaway with all of the amenities of Seventh Mountain Resort and just 12 miles to Mt. Bachelor. Very welcoming, bright and comfortable. Queen size bed, love seat and a patio with a nice view. Enjoy all resort amenities which include mini-golf, gym, disc-golf, two pools, three spas, the Outfitter Bar and more. Access to hiking and biking trails. Seasonal rafting trips. 24-hour guest check-in at the main lodge.

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.
Popular amenities for Bend rentals with a pool
House rentals with a pool

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

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

SR Modern Near SHARC w/Hottub AC & Serene Setting

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

Updated Sunriver-Hot Tub, Walk to SHARC & Village

Single level, pet friendly, downtown, cute cottage

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

A Little Peace of Paradise, A/C, & 8 SHARC Passes
Apartment rentals with a pool

Updated Condo steps to SR Village, 8 SHARC passes!

Beautiful Sisters Condo - Great location

Renovated Sisters Condo; perfect getaway!

Spacious 2 bedroom Sunriver condo + 6 SHARC passes

Mt. Bachelor Village Condo - Near Town & River

Sunriver Getaway

Beautiful Condo in SR Village

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

Mt Bachelor Base: Studio+Bunk Nook, Hot Tub, Pool

Sunrise view! Pool HotTub Sauna Rafting Disc-Golf

The Lookout at Brasada Ranch

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

Ranchview Brasada Home 4bd/3ba + Hot tub

AC, on the Deschutes River, luxury, quiet, 5*view!

Dog/kids friendly Stylish Artist's Home/EV charger

Sunriver/Bachelor *RiverFront* Cabin
When is the best time to visit Bend?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹9,924 | ₹10,306 | ₹10,306 | ₹9,542 | ₹10,974 | ₹13,359 | ₹16,318 | ₹14,791 | ₹10,020 | ₹9,733 | ₹9,542 | ₹10,497 |
| 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 ₹3,817 per night before taxes and fees

Verified guest reviews
Over 12,300 verified reviews to help you choose

Family-friendly holiday rentals
170 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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