
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 £30 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.

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.

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.

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-

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.

Newly Remodeled 3 bdrm-Hot Tub-SHARC passes-Bikes
Enjoy all that Central Oregon offers from the comfort and convenience of our well-appointed, newly updated home. Tucked between the 1st and 10th holes of the Woodlands Golf course, our townhouse offers everything you would expect from a luxury vacation home. Whether you crave the serenity of the Oregon high desert or the thrill of outdoor adventure, our home will not disappoint. DCCA #754750.
Popular amenities for Bend rentals with a pool
House rentals with a pool

Updated Sunriver-Hot Tub, Walk to SHARC & Village

Sunriver Luxury Family Home at Caldera Springs

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

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

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

Stunning mtn Views, sleeps 14, Hot tub, rec passes

Perfect Home in the Pines with hot tub!

Sunriver home 8 SHARC passes, hot tub, wood stove
Apartment rentals with a pool

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

Luxury in the Forest

Oasis right in the Sunriver village 6 sharc pass

Seventh Mountain Resort Getaway

Adorable Studio at Seventh Mountain Resort

Mt. Bachelor Village Condo - Near Town & River

Sunriver Getaway

Country House Condo with a View
Other holiday rentals with a pool

Cozy 3 bdrm + loft Eagle Crest Chalet w/ Hot Tub!

Luxurious Private Tumalo Suite Nestled in Trees

At The River- 1BR Cozy Modern Balcony

Wanderlust Condo Bend - Fully remodeled!

The Gem Estate by AvantStay | Modern Farmhouse

Ravens Ridge: A top Floor guest favorite Abode!

Mt. Bachelor Village Resort-Modern, Clean Condo

Beautiful Home Overlooking River
When is the best time to visit Bend?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £77 | £80 | £80 | £84 | £96 | £116 | £126 | £115 | £78 | £75 | £74 | £81 |
| 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 |
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