Vacation rentals with a pool in Killington Ski Area

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Killington Ski Area

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

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Guest favorite

Chalet in Winhall

4.88 out of 5 average rating, 106 reviews

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

Situated at the edge of protected forest land,this stay is a match for those who are seeking privacy to get away from the chaos of urban life and to decompress.How ? Enjoy the private and heated pool(until Sep15) during the day,and hang out by the outdoor fire pit when the sun is setting,and finish your evening off at the enclosed and brand new sea-salt hot tub!You will smell changes in the air as you drive through the trees,and you will hear the birds instead of the sirens when you are here.

Guest favorite

Condo in Stratton

4.98 out of 5 average rating, 46 reviews

A Village location, Steps to the Lifts & Village

Steps (literally) from the lifts & village, down the from the year-round heated pool, sauna & hot tubs A 1-BR condo with King in the BR, Queen pullout couch in the LR, fully equiped kitchen, gas fireplace, indoor parking w/elevators, balcony w/ chairs, view overlooks the skating pond & mountains to the east. This is one of the nicer units in Long Trail. Freshly painted throughout, comfy sofa & love seat in the living area, matching dishes glasses, it is super clean & well maintained.

Guest favorite

Home in Ticonderoga

4.87 out of 5 average rating, 39 reviews

4 BR/2BA Downtown Ticonderoga

Bring the whole family to this 4BD/ 2BA rental that has your entertainment needs in mind. Equipped with a large back deck, pool, swing set, privacy fence, inflatable hot tub and yard to enjoy! With views of the Lachute River and walking trail in your backyard. Walking distance to Star Trek Original Series Set Tour, local shops and restaurants. A short drive to a gorgeous beach on Lake George. Amazing hiking trails, fishing, boating, rich history and more. You are sure to enjoy your stay!

Superhost

Cabin in Ludlow

4.73 out of 5 average rating, 11 reviews

Contemporary 4-BR Cabin 5-min to Okemo

Contemporary, newly-renovated cabin perched on a hill overlooking the Green Mountains, 5-minutes to Okemo Base and 2-minutes in to town. Enjoy 4 bedrooms, atrium-style living room, separate dining room, breakfast nook, and basement game room. Grounds include a private pool, expansive yard, and sweeping views. Get the best of the traditional log cabin-feel with modern comfort and contemporary design; renovated in 2023 with AC and updated finishes throughout. Winter reservations: 4x4 required

Guest favorite

Guesthouse in Granville

4.9 out of 5 average rating, 896 reviews

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Superhost

Condo in Killington

4.59 out of 5 average rating, 100 reviews

NEW Killington Studio: Great Location! Comfy. 431

Welcome to our Killington studio, perfect for skiing, biking, hiking, antiquing, beer tasting, kayaking, exploring, or simply unwinding. This hotel room-style condo sleeps four in two comfortable queen beds. Enjoy cable/streaming on the large smart TV. Amenities include a mini-fridge, microwave, Keurig & coffee maker. The full bathroom offers a tub & shower. Outside, a heated pool awaits (open June to mid-September). You'll love it! (Note: This unit is hotel-room style without a kitchen.)

Guest favorite

Condo in Killington

4.93 out of 5 average rating, 198 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. check VRBO.1532508 mention this for a better deal

Guest favorite

Home in Salem

4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

Beautifully restored 18th century farmhouse situated on 4.6 private acres within a 180 acre working farm. Five bedrooms, wood stoves, ample living space, and a cheery sun room with gorgeous views make this house one of a kind. Our backyard features an in-ground, heated, salt water swimming pool (open May to mid-Oct), fire pit (open year-round), large outdoor dining table, gas grill, and a deck with lounge seating and jacuzzi (open year-round). Parties and events are not allowed.

Guest favorite

Condo in Killington

4.97 out of 5 average rating, 147 reviews

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!

3 bedroom townhouse with 2 full baths. Third bedroom is an open loft with 2 twin beds. The Woods is a luxury condo development located 3 miles from the lifts at Killington. Pool, gym and spa facilities. New: Killington Cafe & Wine Bar at the The Woods! 6 guests max per law. ONE well-behaved DOG upon approval (NOT 2 DOGS); $90 pet fee per stay. *INCLUDE YOUR PET AS A GUEST AND TELL ME ABOUT YOUR DOG WHEN BOOKING. Sorry, NO CATS. Summer guests, NO A/C in the unit.

Guest favorite

Condo in Killington

4.96 out of 5 average rating, 27 reviews

Modern Dog-Friendly/Fireplace/Spa/Pool/Tennis/AC

This beautifully renovated, dog-friendly 2-BD, 2-BA home in The Woods combines comfort and modern style. It boasts a spacious living area with a cozy wood-burning fireplace, a fully equipped kitchen, and entertainment options like an arcade game system and Xbox S. Just steps away, enjoy premium amenities including an indoor pool, hot tub, and spa. Plus, the Killington Café and Wine Bar next door offers the perfect spot to relax and unwind—an ideal retreat for any getaway!

Guest favorite

Townhouse in Killington

4.96 out of 5 average rating, 114 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!

Guest favorite

Condo in Stratton

4.95 out of 5 average rating, 147 reviews

Cozy condo within walking distance to the slopes.

Cozy condo within walking distance of the slopes and restaurants and shops at Stratton Mountain Village. After a day on the slopes relax in the hot tub or take a dip in the heated pool or maybe enjoy some time in the sauna. Then enjoy sitting in front of the gas fireplace and maybe watch a movie. TV is a smart TV, basic cable is included - personal password needed for Netflix, Hulu, etc.