Ski-in/Ski-out holiday rentals in Dover

4.9 out of 5 average rating, 183 reviews

A spacious ski home is surrounded by snow-covered trees, featuring a modern design with a sloped metal roof. Large windows allow natural light to enter, while a gravel driveway leads to the entrance. This bustling wooded area provides a serene backdrop during winter.

Home in Peru

Beautiful Bromley/Manchester VT Retreat w/hot tub

"Manchester Moose!" Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Beautifully remodeled VT vacation getaway nestled in the Green Mountains. Closest skiing to quaint Manchester VT, minutes from snowmobiling, hiking, fine dining and shopping. This home features 5 bedrooms, 3 with queen beds including 2 Masters, and 2 bedrooms with double bunks. Perfect for 2 or 3 families to enjoy any season in Southern Vermont's beautiful Green Mountains! YouTube video link @GreenMountainStay

ValueFamilyCheckout

A spacious living area is depicted with a large sectional sofa and a wooden coffee table. A stone fireplace serves as a focal point, featuring a mounted TV above. Natural light streams through the windows, illuminating bookshelves filled with games and books, while a stack of firewood is neatly arranged beside the fireplace.

4.92 out of 5 average rating, 105 reviews

Slopeside @ Seasons on Mount Snow (Ski-In/Out)

⌲ Escape to Seasons on Mount Snow & stay in our fully equipped 3 bedroom condo where you can you can ski-in & out directly from the condo building! ⌲ Enjoy the log burning fire (wood provided), smart TV & boardgames plus the fabulous Seasons on Mount Snow facilities which include a gym, pool, hot tub, sauna & fire pit. ⌲ Spring thru fall activities in the area include hiking, biking, tennis & pickleball (at Seasons), scenic rides, lakes, golf, camp, spa & enjoying the stunning fall colors.

LocationValueAccess

4.92 out of 5 average rating, 128 reviews

Base of M.S. All Seasons Fun. Deck/HotT/Sauna

Sunsil Loft @ MountSnow, your ideal Getaway. Walk to the Base. Unbeatable access to skiing, hiking, biking. Vermont never stops to surprise you with its outdoor adventures, great food and views. The loft offers a cozy gas fireplace, private deck. The kitchen has all you need to prep meals. You also have access to the pool (Summer), sauna, hot tub and GYM. Whether you’re skiing, hiking and biking in summer, or enjoying the fall foliage, our loft is your perfect home base in the Green Mountains.

FamilyValueBathroom

A cozy living area features a dark gray sofa with decorative cushions, complemented by two wooden armchairs. A timber-framed window offers a view of the outdoors. A coffee table holds a small centerpiece, and vintage skis are mounted on the wall above the seating.

4.85 out of 5 average rating, 144 reviews

MtSnow HotTub Pool Table AirHockey PingPong *Darts

Welcome to our ❄newly listed❄lodge style home! HOT TUB✅ Our home is located on private 2.6 acre lot with beautiful views of Mount Snow in the distance. Our home offers 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 home. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in southern Vermont!

ValueLocationComfort

A spacious living area is introduced, featuring a stone fireplace and a large sectional sofa arranged around a coffee table. A dining table and chairs are positioned nearby, with natural light filtering through large windows adorned with curtains.

4.94 out of 5 average rating, 107 reviews

Great Amenities-Season Condo gym-sport center-pool

True ski in ski out ground floor condo w/ private entrance. Wood burning fireplace, wood included! King size bed in master, true Queen murphy bed, 1-memory foam cot, plus air mattress. Fully stocked & functional kitchen, including Keurig & Mr. coffee. Full bath w/blow dryer. Seating; kitchen counter, expandable table, wine barrel bar top. Walk out the door & down the steps to the NEW Sundance high speed lift. Take the Seasons trail home. Brand new state of the art Sports Center included.

ValueFamilyAccuracy

5.0 out of 5 average rating, 8 reviews

Flat in Dover

Peaceful Ski Escape in Mountain Village

Cozy 2BR/2BA condo with Mt. Snow views, just ½ mile from the lifts. Free MOOver shuttle outside. Sleeps 6 with two queen beds and a sleeper sofa. Relax by the fireplace after a day on the slopes. Includes Smart TV, fast Wi-Fi, full kitchen, linens and bath towels, ski locker, and laundry in building. Enjoy the indoor pool, new hot tubs, and infrared sauna. Ideal for ski trips and year-round mountain getaways. Perfect for ski weekends or relaxing stays with easy access to Mount Snow. No pets.

FamilyValueSkiing

A charming front porch is displayed with seating arrangements that include a cozy sofa. The white exterior is complemented by wooden beams and decorative lights, while seasonal decorations, like corn stalks, add character. A vibrant landscape frames the home.

4.98 out of 5 average rating, 62 reviews

Farmhouse With Large Game Room, Walk to Downtown

This updated home exhibits rustic charm while also being situated in the perfect location. Spend time with friends and family in this 5 bd, 2 bath home that boasts a large kitchen / dinning room for entertaining. Enjoy the nearby skiing, lakes, hiking within a few miles. Walking distance to downtown where you will be enamored by the many restaurants, bars, breweries, and shops. There is also a one of a kind gameroom with enough room for all! Come experience Vermont the way it should be.

FamilyLocationAmenities

4.9 out of 5 average rating, 241 reviews

A pathway lined with lush greenery leads to a bungalow with a screened-in porch, featuring outdoor seating. The soft sunlight filters through the foliage, creating a serene entrance to the welcoming space.

Home in Williamstown

Hollywood Bungalow in the Berkshires #C0191633410

Cool Cozy Rustic Country Bungalow with 7.1 Screening Room on filmmakers/artists' enclave that's well-located in clean and beautiful Williamstown, near incredible Hiking Trails, Farms, Skiing, MASS MoCA, Clark Art Institute, Williams College, with Pool access, Smart TV, Porch and Patio, Grill, Fire Pit, Piano Bar Outbuilding with stereo & its own WIFI, First Floor Bathroom with Jacuzzi Bathtub, Laundry, fast WIFI, and lots of outlets in a quiet area on a quiet street.

FamilyValueParks

4.97 out of 5 average rating, 120 reviews

An open living area features a large wooden dining table surrounded by metal chairs. The kitchen showcases modern appliances and a sleek countertop, while a comfortable seating area is arranged nearby with a sectional couch and coffee table against a textured wall.

Apartment in Stratton

Luxury Stratton condo just steps to the lift!

Enjoy this beautifully renovated 1 bed/1 bath condo with a live fireplace conveniently located steps from the mountain and Stratton Village! The Tamarack chair lift is only a few hundred yards away! Washer and dryer in unit to warm up your wet clothes after a long day of skiing or mountain biking. Fully stocked kitchen, 50’ TV w/ AppleTV, cable, Amazon Alexa, 5G WiFi, Firewood and more! This is one of the nicest Ober Tal condos available for rent!

FamilyLocationHospitality

4.93 out of 5 average rating, 113 reviews

MountSnow ski on/off condo in Vermont

Pool and Sports Center is open. Hours vary by day BBQ available for use by the outdoor pool pavilion On Mount Snow, Across from the Tin Lizzy trail leading to the Sundance Base Lodge and access to the Seasons Pass trail leading back to the condo. Very unique Condo in seasons as it has high vaulted ceilings. Condo is a 2 bedroom, 2 bathroom with 2nd bedroom on 2nd floor. Plenty of tennis and pickleball courts Best parking on the mountain

FamilyLocationPool

A living room features a large stone fireplace with a wood storage basket beside it. A comfortable sofa with decorative pillows faces a wooden coffee table. Natural light floods the space through a large window, complemented by a nearby area rug.

4.88 out of 5 average rating, 262 reviews

Mt Snow Ski In/Out at Seasons

Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.

ValueLocationBack garden

4.96 out of 5 average rating, 52 reviews

A comfortable living space features a warm-toned sofa, wooden tables, and a dining area with a large table and six chairs. Natural light filters through the window adorned with dark curtains, creating a bright and inviting atmosphere.

Flat in Dover

Dover VT 2 Bdrm Condo - Mt Snow Shuttle

2 bdrm condo with complete kitchen and large dining table. For ski season there is a free shuttle that stops right outside our building. Guests have access to a heated indoor pool, sauna & hot tubs. 100 Mbps fiber internet and a dedicated office for remote work. Besides great skiing there is Mountain Biking, Hiking, Fall Foliage, Fishing, Apple Orchards and great restaurants nearby. A wonderful spot to enjoy VT all year round!

LocationValueParking

Popular amenities for Dover ski-in/out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/out house rentals

4.96 out of 5 average rating, 133 reviews

Home in Dummerston

The Sugarhouse

LocationFamilyTV

4.92 out of 5 average rating, 114 reviews

The spacious great room features a wood-burning fireplace and is furnished with two comfortable sofas and a wooden coffee table. A large flat-screen TV hangs on the wall, and natural light emanates from the surrounding windows. A dining area with a circular table is visible in the background.

Home in Ludlow

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

FamilyLocationGetting around

4.88 out of 5 average rating, 154 reviews

A spacious open-plan living area features a large brown sofa alongside a comfortable leather recliner. Light blue walls are adorned with vintage ski decor. A coffee table sits centrally on a patterned rug, and a dining bar with seating overlooks the kitchen area equipped with modern amenities.

Home in Ludlow

1st floor, Okemo contemporary country 3 BR 2 BA

ValueLocationRiver

5.0 out of 5 average rating, 27 reviews

A spacious living area features a rustic stone fireplace and a large, comfortable leather sofa arranged around a wooden coffee table. Large windows invite natural light, while a textured area rug adds warmth to the wooden flooring. Decorative elements include a chandelier and wall signage.

Home in Stratton

Stratton walk on/ski off, Kings, hot tub, shuttle

FamilyLocationIndoor spaces

4.96 out of 5 average rating, 23 reviews

The living area features a stone fireplace as the focal point, complemented by large windows that allow natural light to fill the space. A sectional sofa provides ample seating, and a wooden coffee table anchors the room. A television is mounted above the fireplace.

Home in Dover

Seasons-walk to lifts, amenities clubhouse,hot tub

FamilyLocationHospitality

5.0 out of 5 average rating, 12 reviews

Home in Stratton

Village Watch Ski-in/out Condo in Stratton, VT

LocationWalkabilitySkiing

An open living space features a cozy seating area with a large sectional sofa facing a stone fireplace. A dining table is positioned nearby, surrounded by black chairs. Natural light floods the room through oversized windows, showcasing a Christmas tree adorned with decorations.

4.87 out of 5 average rating, 31 reviews

Brand new, 5 BR, next to Hermitage Club&Hermt Inn

LocationFamilyCheck-in

The kitchen features a central island with seating for eight, surrounded by wood cabinetry and modern appliances. Natural light filters through the large windows, highlighting the sleek black countertop and hardwood floors, creating a functional and inviting space for meal preparation.

4.92 out of 5 average rating, 25 reviews

Stylish Chimney Hill Home - Close to Mt. Snow!

FamilyLocationHot tub

Family-friendly, ski-in/out home rentals

5.0 out of 5 average rating, 136 reviews

A mid-century modern home set among lush greenery features a stone foundation and large windows. A brick chimney rises above the roofline, while several wooden Adirondack chairs are positioned on a stone patio, providing a relaxing outdoor space to enjoy the surrounding nature.

Home in Cavendish

Midcentury Hillside Retreat - Summer Paradise

ValueLocationSleep quality

A cozy living area features a large sectional sofa and a wooden coffee table, set on a spacious area rug. Natural light filters through a large window, with a stone fireplace and a mounted television providing warmth and entertainment.

4.95 out of 5 average rating, 61 reviews

Ski On/Off 2BR w/Pool, Fireplace & Arcade

LocationFamilyAccess

4.97 out of 5 average rating, 39 reviews

Townhouse in Dover

Mount Snow Best View - Sauna|HotTub|Pool|Fireplace

LocationFamilyHospitality

A tranquil lake reflects the vibrant colors of autumn foliage, showcasing a mix of red, orange, and yellow trees. A small island featuring a cluster of trees and shrubs emerges in the foreground, surrounded by calm waters and a gentle green grass shoreline.

5.0 out of 5 average rating, 75 reviews

Four Seasons Slope-side Getaway at Mount Snow

FamilyLocationBack garden

The exterior of the condominium is showcased, featuring large windows that allow natural light to enter. Surrounding snow-covered ground creates a serene winter atmosphere. Towering trees provide a natural backdrop, and a pathway indicates easy access to the property.

4.86 out of 5 average rating, 28 reviews

Mt. Snow Ski in/Ski out Pool/Hot tub

ValueLocationNearby

A modern kitchen is showcased with white cabinets and a dark granite countertop. Stainless steel appliances, including a refrigerator and stove, are visible. A dining table with wooden chairs is situated nearby, while a cozy living area can be seen through the open layout.

4.96 out of 5 average rating, 78 reviews

Cozy Condo-4 Minute Walk to Skiing at Mount Snow!

ValueLocationCheckout

A living room features a wood-burning fireplace with an exposed brick surround, accompanied by neatly stacked firewood. A large flat-screen television is mounted above the mantle. Natural light enters through sliding glass doors, which lead to an outdoor seating area.

4.79 out of 5 average rating, 163 reviews

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck

LocationValueAmenities

A cozy living room features a large u-shaped sectional sofa, a wooden coffee table, and a wood-burning fireplace with a brick surround. A flat-screen television is mounted above the mantel. Natural light enters through windows, enhancing the warm atmosphere, while decorative elements, including a colorful wall hanging, add character.

4.87 out of 5 average rating, 15 reviews

Slopeside condo - walk to the lift

LocationFamilyKitchen

Ski-in/out cabin rentals

4.83 out of 5 average rating, 120 reviews

Cabin in Peru

The Grateful Barn

ValueFamilyGrill

4.88 out of 5 average rating, 104 reviews

The chalet is showcased amidst vibrant autumn foliage, with large windows allowing natural light to fill the space. A spacious deck with a wooden railing extends from the upper level, while the surrounding trees maintain a tranquil setting.

Cabin in Londonderry

Green Mt Magic - Close to Golfing Tennis Parks

LocationValueBiking

4.66 out of 5 average rating, 473 reviews

An inviting interior space features wood-paneled walls and ceiling. A cozy dining area with a round table and two chairs is seen, along with a pair of armchairs near a rustic wood stove. A ladder leads to a loft, while sunlight streams through multiple windows.

Cabin in Londonderry

The Run-In - Beautiful Country Cabin with Hot Tub

ValueFamilyPets