Vacation rentals with a pool in Ottauquechee River

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ottauquechee River

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Aerial view of a snow-covered landscape, showcasing rolling hills and a winding road. The scene includes a mix of bare trees and patches of evergreen, while the distant mountains hint at recreational opportunities. A clear sky and soft sunlight enhance the serene atmosphere.

Home in Killington

4.9 out of 5 average rating, 247 reviews

Luxury Condo Tucked in the Heart of Killington

Welcome to our ❄newly renovated❄ Cozy Condo Located right off the "loop" walking trail on river road. Our end unit condo sits just 5 min from the base of Killington with easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our condo. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in Killington!

Guest favorite

Home in Springfield

4.95 out of 5 average rating, 132 reviews

Ski Mountain View Estate

Have fun in Vermont with the whole family at this peaceful off the grid feeling private home. Come see the amazing, scenic views Vermont has to offer. We are located minutes to some great ski mountains if you are looking to ski or snowboard. Love hiking? Enjoy hiking right out back of our home. Great time for the kids and parents to have a sledding party with a fire and views. Then relax in the new hot tub right off the deck. Always plenty of firewood for the pit! Great multi family getaway

Guest favorite

A custom-made yurt is nestled among lush greenery, surrounded by tall trees. Sunlight filters through the foliage, illuminating the yurt's circular structure and chimney. Wildflowers and grasses frame the foreground, creating a natural, serene setting.

Yurt in Randolph

4.94 out of 5 average rating, 468 reviews

Lower Yurt Stay on VT Homestead

We are located in the hills of central VT, close to hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Unwind in the traditional Finnish Sauna, relax by the living pool, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT homestead and Tiny house on VT homestead

Guest favorite

A snow-covered exterior of a multi-story townhome is shown, featuring green walls with red accents. The scenic backdrop includes a ski slope winding down the mountain, while trees dot the landscape, enhancing the winter atmosphere.

Townhouse in Killington

4.93 out of 5 average rating, 108 reviews

Topridge 3BR w Incredible View & Private Hot Tub!

Oso Dream provides AMAZING panoramic views of Bear Mountain. Step out the front door and ski down Sundog trail to Sunrise Village Triple or step out the back door and hop onto Bear Cub trail to access Bear Mountain! Enjoy the amenities within the complex including indoor & outdoor heated pool (seasonal), sauna and gym. Guests also have access to the outdoor skating rink and xc ski trails (weather permitting). Free use of ice skates, puff hockey equipment, snow shoes, xc skies, poles and sleds!

Guest favorite

Home in Killington

4.91 out of 5 average rating, 162 reviews

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Pool and Spa area closed May 4 to May 15 for annual Maintenance

Top guest favorite

A cozy cabin is nestled among tall trees, featuring a wooden exterior and gray front door. A gravel path leads to the entrance, with a deck on the left that includes a grill. Natural greenery surrounds the home, providing a serene atmosphere.

Cabin in Haverhill

4.98 out of 5 average rating, 206 reviews

Secluded Cabin Getaway Mountain Lake Community!

Relax and unwind at our private cozy cabin in the White Mountains! Woodsville, Lincoln or Littleton 10-25 min away for bars, shops and local eats! A mile from Rt 112, the Kancamagus Byway. It's rated the best scenic drive in New England! And only 30 min to Loon & Cannon Ski Resorts. It's a 5 min walk to the lake, pool and beach. Only residents and guests have access. This place is 4 miles outside the White Mountain National Forest. Groceries, coffee shops and all the amenities nearby!

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Cabin in Haverhill

4.85 out of 5 average rating, 336 reviews

Lazy Moose Log Cabin w/ hot tub, fireplace & lake

Welcome to the Lazy Moose Cabin! This 3BR, 1BA log retreat in Mountain Lakes blends rustic charm with modern comforts. Unwind in the private hot tub, gather around the fire pit, or cozy up by the gas fireplace. Guests enjoy two lakes with boats, kayaks, and fishing, plus an in ground pool, tennis, down hill mountain biking trails and hiking. Close to ski resorts, breweries, and White Mountains adventures—perfect for families and friends seeking a true mountain getaway.

Top guest favorite

Home in Killington

4.89 out of 5 average rating, 120 reviews

Steps to Golf!

Enjoy Killington at competitive pricing without sacrificing comfort! Located in Trail Creek Condo Association. • Ski, hike, bike, or golf just steps away • Cozy up by the wood fireplace (free wood) • Pool, hot tubs, sauna, and game room at community center • 6-minute walk to Snowshed or shuttle (winter weekends/holidays) • Ski home trail (snow-dependent) • Minutes to restaurants, bars, and shops • Convenient bus stop Adventure and relaxation await!

Guest favorite

A spacious living area features a plush sofa, a wooden dining table with chairs, and a large window allowing natural light. An electric fireplace is positioned against a stone wall, and a smart TV is mounted above a media console. The decor includes subtle rustic elements.

Condo in Killington

4.95 out of 5 average rating, 168 reviews

Spring Deals • Quiet Dog-Friendly Mountain Escape

🌸 Spring deals now available — enjoy one of the best values in Killington this season Escape to a quiet, dog-friendly mountain retreat surrounded by nature. Close to hiking trails and outdoor adventures, this cozy condo features an electric fireplace, Xbox, arcade game, cable TV, and fast Wi-Fi for a fun and relaxing stay. While on-site amenities are temporarily closed for maintenance, alternate access is available upon request.

Top guest favorite

A cozy living area is furnished with a grey sofa and two patterned chairs. A wooden coffee table sits center stage, complemented by a stone fireplace. A large television is positioned on a wooden media console, while sliding glass doors offer access to an outdoor balcony, revealing greenery.

Condo in Killington

4.94 out of 5 average rating, 231 reviews

Newly renovated ski retreat at Killington

Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shuttle that will pick you up outside the entrance. After your day of skiing ends and you return to the unit, to experience the many amenities that the resort has to offer: indoor pool, eucalyptus steam room, two spas, sauna, fitness center,. You may prefer to stay in the unit and watch skiers come down the mountain.

Guest favorite

A cozy living area features a brick fireplace with a warm fire. A comfortable sofa adorned with decorative pillows is positioned nearby, accompanied by a wooden coffee table. Wall-mounted art and soft lighting enhance the welcoming ambiance.

Townhouse in Killington

4.96 out of 5 average rating, 142 reviews

Beautiful Spacious Condo at Killington Resort

This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

Top guest favorite

A dining area is shown with a dark wooden table surrounded by six light-colored upholstered chairs. A large bear mural dominates one wall, complemented by potted plants and a kitchen visible in the background, highlighting a bright and inviting space.

Condo in Killington

4.96 out of 5 average rating, 191 reviews

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

Revel in this bright and modern ski condo just off Killington's main road and close to everything. Relax after a day on the mountain streaming on one of your 3 smart TVs. Indulge with the fabulous condo amenities including the pool, hot tubs, spa, gym, and tennis courts, or settle in by the wood-burning fire. Spread out in this spacious condo and enjoy all that Killington has to offer.