Holiday rentals with a pool in Deschutes County

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!

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.

Creekside Escape at Eagle Crest Golf Resort

Nestled next to a serene creek, our home in Eaglecrest Resort offers a tranquil escape like no other. In addition to our two bedrooms, two baths, and proximity to great breweries, you'll have the soothing sound of flowing water right at your porch. Immerse yourself in nature's symphony as you relax on the patio or take a leisurely stroll along the creek. Let the peaceful ambiance rejuvenate your senses and create lasting memories. Book now and experience the serenity of our creekside retreat.

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.

Downtown Pine Mountain Paradise

Classic Pine Meadow Paradise! 3 bedrooms and an additional ADU, this consists of one King bed, two Queen beds and two twin beds. You will love all of the natural light and french doors right off the living room. Fully equipped kitchen with Island. Master bedroom has mountain views, sandstone shower and soaking tub upstairs. There is also a private ADU over the garage guests are free to use. Enjoy sitting around on the wrap around porch with your favorite drink with family and 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.

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!