House holiday rentals in West Windsor

Quiet lakeside retreat with private dock.

Welcome to our charming lakefront home nestled in the tranquil beauty of nature! Situated at the water's edge, our rental boasts a private dock, providing convenient access to the pristine lake for fishing, swimming, or simply enjoying the outdoors. Inside, you'll find two bedrooms comfortably furnished with a total of three beds, ensuring a restful night's sleep for up to six guests. With close proximity to Cardigan Mountain school Dartmouth & DHMC campuses, your home away from home awaits!

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Nestled in the heart of Southern Vermont, our cozy and inviting home sits 10 min from Mt Snow and 15 min from Stratton, making it the ideal base for your adventure. Whether you're hitting the slopes, exploring hiking trails, or simply unwinding, you'll find everything you need for a memorable stay. Soak under the stars in our 7-person hot tub or cozy up inside for a night of relaxation. Discover the charm of Vermont and visit local breweries, farm-to-table restaurants, farms, and quaint towns.

Modern Farmhouse - 2 kings, minutes to Okemo!

Newly renovated property surrounded by picturesque mountains with views from every bedroom. Relax in our cozy 4 bedroom, 2 bath home, large enough for your whole family to come together. Sleeps 11. Dog friendly. Arcade games and firepit. Large yard. Excellent place to work remotely. Enjoy hiking, fishing, biking, kayaking, skiing & golf nearby. Explore nearby Ludlow, Woodstock, Manchester and Weston. Okemo & Jackson Gore resorts are less than 10 minutes away. Killington Mtn 30 min drive.

Picture Perfect Lake Dumore Home

Located directly on Lake Dunmore, our home is the perfect house to catch the sun glistening on the lake. With 2 bedrooms, it can comfortably sleep up to 2 families of 4, easily split between the upper and lower level with the main/deck level in between. Tons of family fun to be had: pool table, foosball, hot tub, games/toys, stocked kitchen, a deck and dock overlooking the pristine mountain lake and minutes to Branbury State Park's Beach. Nay's Lake House has mini split cooling and heating.

Spacious, Near Killington, 7p Hot tub, Mtn. views!

Mid week deals! Killington Mnt-20min drive, Lake Bomoseen-20min, Pico Mnt-15min Okemo-30min, Downtown Rutland-5min (bars/dining/shopping) Mnt Top Inn-18min, Hiking-10 min. , Neighborhood pool with tennis courts, basketball courts, playground. Beautiful mountain views, peaceful brook on 1+ acre property. Spacious home with hot tub, AC, firepit, fooseball table, grill, deck, patio, screenroom, 2 kitchens, 2 living rooms, washer/drier, fully stocked kitchens. Very fast wifi/netflix/youtubeTV.

DoubleDen- AC, Hot Tub, Fire pit, Grill, Game Room

Fantastic location on Killington Road! This interior connected duplex, offered as the entire house with 6 bedrooms, 4 baths is located at the shuttle stop, and a few minutes from the main resort base. Walk to some of the best restaurants and night clubs. Relax in large outdoor hot tub, or play with the arcade games, foosball, or pool table. Enjoy fast internet over the gigabit connection on the 75" TV (or one of several others), or go retro with the 80's VHS and console game areas downstairs.

Beautiful Okemo Farmhouse 0.7 mile from base lodge

Beautiful farmhouse minutes to base lodge. Enjoy the night sky from the spacious hot tub year round. Comfortable living room with woodstove , huge family room with foozball. Eat in kitchen, dining room, 4 bedrooms, 3 bathrooms, quality furnishings throughout. Fast wifi. Gorgeous views, private 1.5 acres with barn and our own pond. Cross country skiing, hiking and sledding across the street. A gem of a house in an unbeatable location. Weekend shuttle bus to mountain in winter.

Highland Haus: stunning ski getaway with hot tub

Welcome to The Highland Haus! A brand new, custom luxury escape central to dining, shopping, and four Vermont ski resorts. Overlooking several mountain ranges, this high-end getaway offers an unparalleled experience in the heart of the Green Mountains: breathtaking views, three bedrooms 3.5 bathrooms, open concept living and dining rooms, outdoor dining and lounge deck, hot tub, modern decor and amenities. Come enjoy Vermont at its finest! Pets welcome with a $100 pet fee.

Stunning Views of Okemo - 3 Bedrooms, 3 Bath Home

Recently constructed on ten private acres with captivating views of Okemo resort. Three bedroom, three full bath modern chalet, just 1.5 miles from downtown and 3 miles from Okemo’s base areas. Epic views of Okemo and surrounding mountains from every room. Cozy around the fireplace in the living room or enjoy smores outside by the firepit, or a glass of wine on the deck. Finished lower level with expansive views of the ski trails has 60" TV, games and comfy seating.