Holiday rentals with a pool in West Windsor

Cozy Top-Floor Retreat Steps to Lifts+Golf Course

Penthouse Floor retreat with mountain views from your bed, a full kitchen, fast Wi-Fi, two TVs with surround sound, and a spacious sectional in the living room. Includes access to the pool, gym, and free parking. Walk to lifts, golf, bike trails, the Grand Hotel, and local dining. Ideal for couples, adventurers, wedding guests, or remote work. A stylish, peaceful escape that puts you in the heart of it all, your perfect Killington getaway to create new cherished memories with friends and family.

Vermont Cozy Chalet

Fully renovated Mountain Modern Luxury 3 bedroom, two and a half bath Chalet. Walking distance to Winhall and minutes to the ski trails. Winter, Spring, Summer, Fall this is your Vermont retreat. Whether you cool off in the pool in the Summer or come stay during Fall Foliage, this chalet invites you to relax. A newly installed pellet stove will keep you warm & toasty on winter nights. Enjoy this Green Mountain getaway, just 20 minutes to Manchester, or a perfect base for your day trips. No Pets.

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.

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

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.)

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

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!

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!

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.