
Holiday rentals with a pool in Bend
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Bend

Total holiday rentals
Explore 320 holiday rentals in Bend

Nightly prices starting at
Bend holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 13,000 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wifi availability
320 of Bend holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bend rentals

4.7 Average rating
Bend stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Bend’s top spots include Old Mill District, Drake Park and Pilot Butte
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, Spa, Game Room, 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.

Klubhouse in Sunriver AC/Hot Tub/Heated Pool/BBQ
Spoil yourself by visiting this cozy condo in Sunriver. The embellished accent walls, vaulted ceilings, and a plethora of high-end decor will leave you speechless. Step onto the porch to enjoy stunning forest views, relax by the heated pool & spa, or drive to the Sunriver Village and SHARC just minutes away. ✔ High-Speed Wi-Fi ✔ 2 Comfortable Bedrooms (1 King and 1 Queen) ✔ Loft w/ Queen Floor Mattress ✔ Fully Equipped Kitchen ✔ 55' Smart Tv ✔ 2 Full Bathrooms w/ spare towels See more below!

River Ridge Getaway - River Trail & Hot Tub
Our peaceful guest suite with private entrance & pool/hot tub access is in Mt Bachelor Village, nestled in the trees above the scenic Deschutes River trail where you can enjoy walking, jogging, floating, kayaking, SUP, surfing, rock-hounding and fishing. It is one of the best locations in town, just off Century Dr on the way up to Mt Bachelor Ski Resort and within walking distance to the The Old Mill, Hayden Homes Amphitheater and Bend's popular west side. Pool (Jun-Sep) & Hot Tub (10am-9pm)

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
Plan now for fall & winter getaway. 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.)

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.

*Sunriver* HotTub/Pool In Room Sauna Popcorn Cart
Calm, quiet and friendly condo with loft in Powder Village, Sunriver. Located walking distance from the Main Village at Sunriver. 26 minutes to Mt. Bachelor. The condo has it’s way of leaving a good impression as the natural sunlight, high ceilings and overall comfort level tend to leave people feeling uplifted, welcome and at ease. Private, in room infrared sauna for two and adventure kit included. Community laundry room is available and Netflix login is provided to all guests.

Serenity Retreat | Pool, Spa, Trails & Mt Bachelor
Situated in the serene Mt Bachelor Village, our home is a harmonious blend of seclusion & natural charm. Encircled by a lush landscape & towering trees, it serves as a tranquil retreat, perfect for relaxation. The property is just a short distance from Bend's lively amenities, offering access to both outdoor adventures & urban pleasures. This residence is an ideal choice for those wishing to enjoy the tranquility of nature while being conveniently close to the city's attractions.

Sunriver Studio with Pool and Hot Tub
THE POOL IS OPEN! -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-

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!

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

River dock 2-min walk, Bike paths, Sunriver nearby

Sunriver by AvantStay | Modern Home w/ Indoor Pool

Sunriver home 8 SHARC passes, hot tub, wood stove

Updated Sunriver-Hot Tub, Walk to SHARC & Village

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

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

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

Modern Tollgate Home - HOT TUB | Half Acre Lot
Apartment rentals with a pool

Adorable Studio at Seventh Mountain Resort

Beautiful Sisters Condo - Great location

Mt. Bachelor Village Condo - Near Town & River

Beautiful Condo in SR Village

Sunriver Getaway

Oasis right in the Sunriver village 6 sharc pass

Riverfront Condo, Walk to Downtown Bend

Short walk to SR Village and SHARC, includes bikes
Other holiday rentals with a pool

Beautiful Home Overlooking River

Sunrise view! Pool HotTub Sauna Rafting Disc-Golf

3bdrm Chalet + Hot Tub in Eagle Crest

Riverwild Lodge

Walk to Village Cozy Cabin with Hot Tub, AC, SHARC

Luxurious Private Tumalo Suite Nestled in Trees

Creekside Escape at Eagle Crest Golf Resort

Mt. Bachelor Village Resort-Modern, Clean Condo
When is the best time to visit Bend?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $133 SGD | $139 SGD | $139 SGD | $146 SGD | $167 SGD | $202 SGD | $219 SGD | $199 SGD | $135 SGD | $131 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 |
Destinations to explore
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- Mt. Bachelor Ski Resort
- Hoodoo Ski Area
- Waldo Lake
- Metolius River
- Smith Rock State Park
- Tamolitch Falls
- High Desert Museum
- Belknap Lodge & Hot Springs
- Dee Wright Observatory
- La Pine State Park
- Riverbend Park
- Sun Mountain Fun Center
- Crescent Moon Ranch
- Willamette Pass Resort
- Old Mill District
- Sunriver Resort Marina





