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Holiday homes in Weston You’ll Love

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

Looking for a holiday home in Weston (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 Weston.

We found 23 Holiday-homes in Weston and the surrounding area (within 30 miles)

half Mi to Ski Secluded Home in Vermont in Londonderry, USA

half Mi to Ski Secluded Home in Vermont

Holiday home in Londonderry near Weston, Vermont
Half Mi to Ski Secluded Home in Vermont offers accommodations in Londonderry, 14 miles from Stratton Mountain and 18 miles from Mount Equinox.
  • Parking

no reviews

from $331.09 Show details »

South Londonderry Home, Walk to Magic Mtn Ski Area in Londonderry, USA

South Londonderry Home, Walk to Magic Mt...

Holiday home in Londonderry near Weston, Vermont
South Londonderry Home, Walk to Magic Mtn Ski Area is located in Londonderry, just 25 miles from Bellows Falls Amtrak Station and 26 miles from Skylin...
  • Parking
  • Spa and wellness centre

no reviews

from $398.24 Show details »

Award-Winning Log Cabin, Top 5 in New England! in Londonderry, USA

Award-Winning Log Cabin, Top 5 in New En...

Holiday home in Londonderry near Weston, Vermont
Award-Winning Log Cabin, Top 5 in New England! offers accommodations in Londonderry, 15 miles from Mount Equinox and 16 miles from Dorsey Park.
  • Parking
  • Pets allowed
  • Spa and wellness centre

no reviews

from $313.60 Show details »

Londonderry Chalet with Deck, Fire Pit and Views! in Londonderry, USA

Londonderry Chalet with Deck, Fire Pit a...

Holiday home in Londonderry near Weston, Vermont
Londonderry Chalet with Deck, Fire Pit and Views! offers accommodations in Londonderry, 20 miles from Mount Equinox and 21 miles from Dorsey Park.
  • Parking

Exceptional 1 Reviews 10.0

from $356.00 Show details »

Londonderry Retreat about 3 Mi to Lowell Lake! in Londonderry, USA

Londonderry Retreat about 3 Mi to Lowell...

Holiday home in Londonderry near Weston, Vermont
Londonderry Retreat about 3 Mi to Lowell Lake! is located in Londonderry, just 15 miles from Mount Equinox and 15 miles from Dorsey Park.
  • Parking
  • Pets allowed
  • Spa and wellness centre

no reviews

from $322.72 Show details »

Sherwood Escape in Londonderry, USA

Sherwood Escape

Holiday home in Londonderry near Weston, Vermont
Sherwood Escape is located in Londonderry, just 13 miles from Mount Equinox and 15 miles from Emerald Lake State Park.
  • Parking

Very good 2 Reviews 8.0

from $314.68 Show details »

Private Tavern, Hot Tub, 8-Fireplaces, Spa Baths, Fire Pit, Baths Ensuite - Shop or Ski! in Landgrove Town Center, USA

Private Tavern, Hot Tub, 8-Fireplaces, S...

Holiday home in Landgrove Town Center near Weston, Vermont , 24 Vermont 11 , Landgrove, Vermont 5148, United States
Private Tavern, Hot Tub, 8-Fireplaces, Spa Baths, Fire Pit, Baths Ensuite - Shop or Ski! offers accommodations in Landgrove Town Center, 13 miles from...
  • Parking
  • Pets allowed

no reviews

from $433.32 Show details »

Glen Road Lodge in Peru, USA

Glen Road Lodge

Holiday home in Peru near Weston, Vermont
Glen Road Lodge offers accommodations in Peru, 12 miles from Mount Equinox.
  • Parking

Fabulous 1 Reviews 9.0

from $466.54 Show details »

The Loft at Pine Rock in Weston, USA

The Loft at Pine Rock

Holiday home in Weston, Vermont
The Loft at Pine Rock is located in Weston, just 18 miles from Mount Equinox and 13 miles from Dorsey Park.
  • Parking
  • Pets allowed

no reviews

from $195.32 Show details »

Londonderry Vacation Home with Deck and Gas Grill! in Londonderry, USA

Londonderry Vacation Home with Deck and...

Holiday home in Londonderry near Weston, Vermont
Londonderry Vacation Home with Deck and Gas Grill! offers accommodations in Londonderry, 13 miles from Stratton Mountain and 14 miles from Mount Equin...
  • Parking

Pleasant 2 Reviews 6.0

from $54.00 Show details »

The Owl’s Nest in North Landgrove, USA

The Owl’s Nest

Holiday home in North Landgrove near Weston, Vermont , 8 Hapgood Pond Road
The Owl’s Nest offers accommodations in North Landgrove, 14 miles from Stratton Mountain and 14 miles from Mount Equinox.
  • Parking
  • Pets allowed

Exceptional 2 Reviews 9.5

from $250.00 Show details »

Weston Relaxation in Weston, USA

Weston Relaxation

Holiday home in Weston, Vermont
Weston Relaxation offers accommodations in Weston, 12 miles from Dorsey Park and 22 miles from Emerald Lake State Park.
  • Parking

Fabulous 1 Reviews 9.0

from $137.00 Show details »

Log Cabin with a View in Andover, USA

Log Cabin with a View

Holiday home in Andover near Weston, Vermont
Log Cabin with a View offers accommodations in Andover, 23 miles from Mount Equinox and 8.2 miles from Dorsey Park.
  • Parking

Exceptional 2 Reviews 9.5

from $314.46 Show details »

Casa Del Sol in Weston, USA

Casa Del Sol

Holiday home in Weston, Vermont
Casa Del Sol is located in Weston, just 20 miles from Mount Equinox and 11 miles from Dorsey Park.
  • Parking

no reviews

from $62.00 Show details »

Moon Hill Retreat in Londonderry, USA

Moon Hill Retreat

Holiday home in Londonderry near Weston, Vermont , 1989 Andover Ridge Rd, Andover, VT 05143
Moon Hill Retreat is located in Londonderry, just 20 miles from Stratton Mountain and 24 miles from Mount Equinox.
  • Pets allowed

no reviews

from $402.33 Show details »

Fireplace, Ski-Okemo, Apple Trees, Piano, Amazing Views, Firepit, Priory, Pool, Fields, Theatre! in Weston, USA

Fireplace, Ski-Okemo, Apple Trees, Piano...

Holiday home in Weston, Vermont , 815 Route 100 , Weston, Vermont 05161, United States
Fireplace, Ski-Okemo, Apple Trees, Piano, Amazing Views, Firepit, Priory, Pool, Fields, Theatre! offers accommodations in Weston, 17 miles from Stratt...
  • Parking
  • Pets allowed

no reviews

from $496.65 Show details »

Andover Cabin Retreat with Hot Tub and Fireplace! in Andover, USA

Andover Cabin Retreat with Hot Tub and F...

Holiday home in Andover near Weston, Vermont
Andover Cabin Retreat with Hot Tub and Fireplace! offers accommodations in Andover, 25 miles from Stratton Mountain and 31 miles from Killington Peak.
  • Parking

Fabulous 2 Reviews 9.0

from $328.32 Show details »

Sherman Log House in Ludlow, USA

Sherman Log House

Holiday home in Ludlow near Weston, Vermont
Sherman Log House offers accommodations in Ludlow, 29 miles from Killington Peak and 27 miles from Gifford Woods State Park.
  • Parking

no reviews

from $528.84 Show details »

Weston Vacation Rental - Close to Ski Resorts! in Weston, USA

Weston Vacation Rental - Close to Ski Re...

Holiday home in Weston, Vermont
Weston Vacation Rental - Close to Ski Resorts! is located in Weston, just 24 miles from Mount Equinox and 29 miles from Gifford Woods State Park.
  • Parking

no reviews

from $425.60 Show details »

Mountains View Cabin in Ludlow, USA

Mountains View Cabin

Holiday home in Ludlow near Weston, Vermont
Mountains View Cabin is located in Ludlow, just 28 miles from Killington Peak and 26 miles from Gifford Woods State Park.
  • Parking
  • Pets allowed

Fabulous 4 Reviews 8.7

from $172.33 Show details »

Bear Hill Views in Ludlow, USA

Bear Hill Views

Holiday home in Ludlow near Weston, Vermont
Bear Hill Views is located in Ludlow, just 28 miles from Killington Peak and 26 miles from Gifford Woods State Park.
  • Parking

Fabulous 6 Reviews 8.8

from $65.00 Show details »

Contemporary Magic Mountain Chalet Close to Skiing, Hiking, Fun in Londonderry, USA

Contemporary Magic Mountain Chalet Close...

Chalet in Londonderry near Weston, Vermont , 199 Magic Circle
A recently renovated chalet, Contemporary Magic Mountain Chalet Close to Skiing, Hiking, Fun offers accommodations in Londonderry.
  • Parking
  • Family rooms

Very good 2 Reviews 8.5

from $262.84 Show details »

The Hidden Spruce Chalet in Peru, USA

The Hidden Spruce Chalet

Chalet in Peru near Weston, Vermont , 127 Mountain Ridge Road
The Hidden Spruce Chalet is located in Peru, just 13 miles from Stratton Mountain and 12 miles from Mount Equinox.
  • Parking
  • Family rooms

Exceptional 1 Reviews 10.0

from $83.00 Show details »

Number of Holiday homes in Weston 23
Number of guest ratings 52
Average price per night $338.00
Lowest price per night $50,00
Highest price per night $2.192,62

Top 10 Cheapest Holiday-homes in Weston

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

Top 10 Most Booked Holiday-homes in Weston

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

Holiday homes in Weston (Vermont), comfortable and familiar

Staying in a holiday or vacation home in Weston 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 Weston 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 Weston 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