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Holiday homes in Stratton You’ll Love

Top-Rated Stratton Holiday homes for Every Budget and Style!

Looking for a holiday home in Stratton (Vermont)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $50.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Stratton.

We found 39 Holiday-homes in Stratton and the surrounding area (within 20 miles)

Mount Snow Chalet in West Dover, USA

Mount Snow Chalet

Holiday home in West Dover near Stratton, Vermont
Mount Snow Chalet offers accommodations in West Dover, 31 miles from Bennington Battle Monument and 29 miles from Bennington Museum.
  • Parking
  • Pets allowed

Pleasant 3 Reviews 6.7

from $495.00 Show details »

MT SNOW SKI BACK TRAIL FREE SHUTTLE Green Mountain Den in Dover, USA

MT SNOW SKI BACK TRAIL FREE SHUTTLE Gree...

Holiday home in Dover near Stratton, Vermont , Dover Lane
16 miles from Stratton Mountain in Dover, MT SNOW SKI BACK TRAIL FREE SHUTTLE Green Mountain Den provides accommodations with access to a fitness room...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $50.00 Show details »

MOUNT SNOW GREENSPRING 41d in West Dover, USA

MOUNT SNOW GREENSPRING 41d

Holiday home in West Dover near Stratton, Vermont , 41D Dover Springs Lane
16 miles from Stratton Mountain in West Dover, MOUNT SNOW GREENSPRING 41d features accommodations with access to a sauna.
  • Parking
  • Sauna
  • Family rooms
  • Indoor pool
  • Swimming pool

no reviews

from $82.00 Show details »

Primely Located Dover Escape Less Than 1 Mi to Mt Snow! in Dover, USA

Primely Located Dover Escape Less Than 1...

Holiday home in Dover near Stratton, Vermont
Primely Located Dover Escape Less Than 1 Mi to Mt Snow! is located in Dover, just 30 miles from Mount Equinox and 31 miles from Bennington Museum.
  • Parking

Exceptional 1 Reviews 10.0

from $400.99 Show details »

Mount Snow Ski Retreat in Dover, USA

Mount Snow Ski Retreat

Holiday home in Dover near Stratton, Vermont , Black Pine 136
Mount Snow Ski Retreat offers accommodations in Dover, 16 miles from Stratton Mountain and 30 miles from Mount Equinox.
  • Parking
  • Fitness centre
  • Spa and wellness centre
  • Indoor pool
  • Swimming pool

no reviews

from $422.67 Show details »

Timber Creek #98 in Dover, USA

Timber Creek #98

Holiday home in Dover near Stratton, Vermont
Timber Creek #98 offers accommodations in Dover, 13 miles from Molly Stark State Park.
  • Parking
  • Pets allowed
  • Sauna
  • Fitness centre
  • Outdoor pool

Passable 2 Reviews 5.0

from $301.61 Show details »

Storybook Stratton House 3 Mi to Mount Snow! in Stratton, USA

Storybook Stratton House 3 Mi to Mount S...

Holiday home in Stratton, Vermont
Storybook Stratton House 3 Mi to Mount Snow! offers accommodations in Stratton, 27 miles from Mount Equinox and 7.4 miles from Mount Snow Resort.
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $393.62 Show details »

Mount Pine Getaway Near Green Mtn Natl Forest! in Wardsboro, USA

Mount Pine Getaway Near Green Mtn Natl F...

Holiday home in Wardsboro near Stratton, Vermont
Mount Pine Getaway Near Green Mtn Natl Forest! offers accommodations in Wardsboro, 11 miles from Stratton Mountain and 25 miles from Mount Equinox.
  • Parking
  • Pets allowed

no reviews

from $306.98 Show details »

Secluded Sanctuary in West Wardsboro, USA

Secluded Sanctuary

Holiday home in West Wardsboro near Stratton, Vermont
Secluded Sanctuary offers accommodations in West Wardsboro, 26 miles from Mount Equinox and 11 miles from Mount Snow Resort.
  • Parking

Fabulous 5 Reviews 8.8

from $307.18 Show details »

Stratton Woods in West Wardsboro, USA

Stratton Woods

Holiday home in West Wardsboro near Stratton, Vermont
The property is around 26 miles from Mount Equinox, 11 miles from Mount Snow Resort, and 18 miles from Molly Stark State Park.
  • Parking
  • Pets allowed

Fabulous 5 Reviews 8.8

from $91.00 Show details »

Stratton Dream in Stratton, USA

Stratton Dream

Holiday home in Stratton, Vermont
Stratton Dream offers accommodations in Stratton, 26 miles from Mount Equinox and 12 miles from Mount Snow Resort.
  • Parking

no reviews

from $57.00 Show details »

A-Frame Retreat in Wardsboro, USA

A-Frame Retreat

Holiday home in Wardsboro near Stratton, Vermont
A-Frame Retreat offers accommodations in Wardsboro, 29 miles from Mount Equinox and 13 miles from Mount Snow Resort.
  • Parking
  • Pets allowed

Pleasant 1 Reviews 6.0

from $89.00 Show details »

Alpine Sunrise in Wardsboro, USA

Alpine Sunrise

Holiday home in Wardsboro near Stratton, Vermont
Alpine Sunrise offers accommodations in Wardsboro, 13 miles from Mount Snow Resort and 20 miles from Molly Stark State Park.
  • Parking

no reviews

from $234.73 Show details »

Secluded Vermont Retreat Outdoor Pool and Deck in Stratton, USA

Secluded Vermont Retreat Outdoor Pool an...

Holiday home in Stratton, Vermont
Secluded Vermont Retreat Outdoor Pool and Deck offers accommodations in Stratton, 11 miles from Stratton Mountain and 24 miles from Mount Equinox.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $1.237.67 Show details »

Wardsboro Family Escape in Wardsboro, USA

Wardsboro Family Escape

Holiday home in Wardsboro near Stratton, Vermont
Providing a garden, Wardsboro Family Escape provides accommodations in Wardsboro.
  • Parking
  • Pets allowed

Very good 4 Reviews 8.0

from $257.21 Show details »

Cozy Cabin Between Stratton Resort and Mount Snow in Stratton, USA

Cozy Cabin Between Stratton Resort and M...

Holiday home in Stratton, Vermont
Cozy Cabin Between Stratton Resort and Mount Snow offers accommodations in Stratton, 10 miles from Stratton Mountain and 23 miles from Mount Equinox.
  • Parking
  • Pets allowed

no reviews

from $380.43 Show details »

Cozy Cabin in Stratton Mountain & Mount Snow 10min in Stratton, USA

Cozy Cabin in Stratton Mountain & Mount...

Holiday home in Stratton, Vermont , Stratton Arlington Road 669
Cozy Cabin in Stratton Mountain & Mount Snow 10min offers accommodations in Stratton, 10 miles from Stratton Mountain and 23 miles from Mount Equinox.
  • Parking
  • Pets allowed

Exceptional 7 Reviews 10.0

from $173.56 Show details »

The Last Run - 4BR Chalet between Mt. Snow & Stratton in Wardsboro, USA

The Last Run - 4BR Chalet between Mt. Sn...

Holiday home in Wardsboro near Stratton, Vermont , 300 Oak Hill Road
13 miles from Stratton Mountain in Wardsboro, The Last Run - 4BR Chalet between Mt.
  • Parking
  • Family rooms
  • Indoor pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $86.00 Show details »

Clarks Cottage in Wardsboro, USA

Clarks Cottage

Holiday home in Wardsboro near Stratton, Vermont
Clarks Cottage offers accommodations in Wardsboro, 26 miles from Mount Equinox and 12 miles from Mount Snow Resort.
  • Parking
  • Pets allowed
  • Indoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $268.68 Show details »

Dream Stratton Forest Cabin with Hot Tub and Fast WiFi in Stratton, USA

Dream Stratton Forest Cabin with Hot Tub...

Holiday home in Stratton, Vermont , 21 Shepardson Road
Dream Stratton Forest Cabin with Hot Tub and Fast WiFi is located in Stratton, just 8.4 miles from Stratton Mountain and 22 miles from Mount Equinox.
  • Parking
  • Pets allowed

Very good 2 Reviews 8.0

from $219.30 Show details »

Perfect Mountain Getaway in Stratton, USA

Perfect Mountain Getaway

Holiday home in Stratton, Vermont , 55 Shepardson Rd, Stratton Mountain, VT 05155, USA
Perfect Mountain Getaway offers accommodations in Stratton, 8.6 miles from Stratton Mountain and 22 miles from Mount Equinox.

no reviews

from $302.67 Show details »

Vermont Mountain Chalet in Stratton, USA

Vermont Mountain Chalet

Holiday home in Stratton, Vermont
Vermont Mountain Chalet offers accommodations in Stratton, 3.3 miles from Stratton Mountain and 17 miles from Mount Equinox.
  • Parking

Exceptional 1 Reviews 10.0

from $382.38 Show details »

Minutes to Sun Bowl and Stratton Base Lodge in Jamaica, USA

Minutes to Sun Bowl and Stratton Base Lo...

Holiday home in Jamaica near Stratton, Vermont , 143 Brazers Way, Jamaica, VT 05343, USA
Minutes to Sun Bowl and Stratton Base Lodge offers accommodations in Jamaica, 3.8 miles from Stratton Mountain and 15 miles from Mount Equinox.

no reviews

from $75.00 Show details »

Sunny Stratton Townhome about 1 Mi to Skiing! in Stratton, USA

Sunny Stratton Townhome about 1 Mi to Sk...

Holiday home in Stratton, Vermont
Sunny Stratton Townhome about 1 Mi to Skiing! offers accommodations in Stratton, 18 miles from Mount Snow Resort and 24 miles from Skyline Overlook.
  • Parking

no reviews

from $360.15 Show details »

Flowing Springs in Stratton, USA

Flowing Springs

Holiday home in Stratton, Vermont , 24 Flowing Spring Road
16 miles from Mount Equinox in Stratton, Flowing Springs provides accommodations with access to a hot tub.

no reviews

from $70.00 Show details »

Number of Holiday homes in Stratton 39
Number of guest ratings 61
Average price per night $345.00
Lowest price per night $50,00
Highest price per night $1.437,66

Top 10 Cheapest Holiday-homes in Stratton

Discover the Cheapest Holiday-homes in Stratton – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Stratton

Check out the Most Booked Holiday-homes in Stratton – Based on Guest Popularity.

Holiday homes in Stratton (Vermont), comfortable and familiar

Staying in a holiday or vacation home in Stratton can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Stratton for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Stratton should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com