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Holiday homes in Windham (Page 5)

Enjoy your stay and find the best Holiday homes in Windham at affordable prices

Searching for a holiday home in Windham (Vermont)? Explore a great selection of vacation homes in Windham to find the one that best fits to your needs, starting from $108 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Windham and region (20 miles)
The Lodge at Mount Snow in West Dover, USA

The Lodge at Mount Snow

Lodge in West Dover near Windham, Vermont , 393 Route 100 North
Set in West Dover, 26 km from Stratton Mountain and 48 km from Mount Equinox, The Lodge at Mount Snow offers mountain views and free WiFi.
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

Good 184 Reviews 7.0

from $152.00 Show details »

Nostalgic Vermont Escape in Manchester Center in Manchester Center, USA

Nostalgic Vermont Escape in Manchester C...

Holiday home in Manchester Center near Windham, Vermont
Located 44 km from Bennington Battle Monument, 4 km from Mount Equinox and 41 km from Bennington College, Nostalgic Vermont Escape in Manchester Cente...
  • Parking
  • Pets allowed

Very good 2 Reviews 8.5

from $321.00 Show details »

Mount Snow Lodging in Dover, USA

Mount Snow Lodging

Lodge in Dover near Windham, Vermont , 89 Grand Summit Way
Set within 27 km of Stratton Mountain and 49 km of Mount Equinox in Dover, Mount Snow Lodging offers accommodation with a TV.

no reviews

from $185.07 Show details »

Beautiful Six Bedroom in the Middle of Manchester in Manchester, USA

Beautiful Six Bedroom in the Middle of M...

Holiday home in Manchester near Windham, Vermont , 83 High Hill Road
Featuring a garden, a restaurant, and a bar, Beautiful Six Bedroom in the Middle of Manchester offers accommodation in Manchester with free WiFi and m...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

no reviews

from $441.75 Show details »

Mountaineer Inn in West Dover, USA

Mountaineer Inn

Lodge in West Dover near Windham, Vermont , 270 Handle Road P. O. Box 140
Located in West Dover, 27 km from Stratton Mountain and 48 km from Mount Equinox, Mountaineer Inn provides accommodation with free WiFi, air condition...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 261 Reviews 8.2

from $129.33 Show details »

Rustic Retreat in Dover, USA

Rustic Retreat

Holiday home in Dover near Windham, Vermont
Situated in Dover, 30 km from Stratton Mountain, Rustic Retreat features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $480.48 Show details »

Happy Trails in Dover, USA

Happy Trails

Holiday home in Dover near Windham, Vermont
Happy Trails is set in Dover, 49 km from Mount Equinox and 49 km from Bennington Museum, in an area where skiing can be enjoyed.
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • Shower
  • Bath

Fabulous 9 Reviews 8.7

from $205.33 Show details »

Cozy Mountain Retreat with Deck about 3 Mi to Mount Snow in West Dover, USA

Cozy Mountain Retreat with Deck about 3...

Holiday home in West Dover near Windham, Vermont
Cozy Mountain Retreat with Deck about 3 Mi to Mount Snow is located in West Dover, 49 km from Bennington Battle Monument, 47 km from Bennington Museum...
  • Parking

Fabulous 2 Reviews 9.0

from $436.33 Show details »

Mandy's Mountain Chalet in Dover, USA

Mandy's Mountain Chalet

Holiday home in Dover near Windham, Vermont , 15 Mandys Road
Set in Dover, 38 km from Stratton Mountain, Mandys Mountain Chalet offers accommodation with a shared lounge, free WiFi and a shared kitchen.
  • Parking
  • Family rooms

no reviews

from $246.87 Show details »

West Dover Home with Deck about 2 Mi to Mount Snow! in West Dover, USA

West Dover Home with Deck about 2 Mi to...

Holiday home in West Dover near Windham, Vermont
Situated 49 km from Bennington Battle Monument, 47 km from Bennington Museum and 49 km from Mount Equinox, West Dover Home with Deck about 2 Mi to Mou...
  • Parking
  • Pets allowed

no reviews

from $334.00 Show details »

Mount Snow Chalet in West Dover, USA

Mount Snow Chalet

Holiday home in West Dover near Windham, Vermont
Mount Snow Chalet is located in West Dover, 49 km from Bennington Battle Monument, 47 km from Bennington Museum, as well as 49 km from Mount Equinox.
  • Parking
  • Pets allowed

Pleasant 4 Reviews 7.0

from $572.15 Show details »

Misty Mountain Retreat in Ludlow, USA

Misty Mountain Retreat

Holiday home in Ludlow near Windham, Vermont
Located in Ludlow, 37 km from Killington Mountain, Misty Mountain Retreat provides accommodation with a garden, free WiFi and an ATM.
  • Parking

Exceptional 1 Reviews 10.0

from $287.54 Show details »

MANCHESTER HISTORIC CHARMER in Manchester, USA

MANCHESTER HISTORIC CHARMER

Holiday home in Manchester near Windham, Vermont , 176 West Road
Offering free WiFi and mountain views, MANCHESTER HISTORIC CHARMER is an accommodation located in Manchester.
  • Parking
  • Family rooms

Exceptional 1 Reviews 10.0

from $364.50 Show details »

Sweet Pauline Cottage in Ludlow, USA

Sweet Pauline Cottage

Holiday home in Ludlow near Windham, Vermont
Sweet Pauline Cottage offers accommodation in Ludlow.
  • Parking
  • Tea/Coffee maker
  • TV
  • Telephone
  • Hairdryer

Good 11 Reviews 7.6

from $169.67 Show details »

West Dover Getaway in West Dover, USA

West Dover Getaway

Holiday home in West Dover near Windham, Vermont
West Dover Getaway is set in West Dover, 29 km from Stratton Mountain and 48 km from Bennington Battle Monument, in an area where skiing can be enjoye...
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • TV
  • Hairdryer

Pleasant 5 Reviews 6.4

from $333.10 Show details »

West Dover Vacation Rental with Hot Tub Near Mt Snow in West Dover, USA

West Dover Vacation Rental with Hot Tub...

Holiday home in West Dover near Windham, Vermont
Situated in West Dover, 29 km from Stratton Mountain, 48 km from Bennington Battle Monument and 46 km from Bennington Museum, West Dover Home with Hot...
  • Parking
  • Internet facilities
  • Hairdryer
  • Hot tub
  • Refrigerator

Superb 2 Reviews 9.5

from $328.67 Show details »

Mill Magic in Dover, USA

Mill Magic

Holiday home in Dover near Windham, Vermont
Mill Magic is located in Dover, 29 km from Stratton Mountain, and provides a patio, garden, and free WiFi.
  • Parking

Passable 1 Reviews 5.0

from $202.00 Show details »

Picture Postcard Mansion In Manchester Village in Manchester, USA

Picture Postcard Mansion In Manchester V...

Holiday home in Manchester near Windham, Vermont , 3485 Main St
Postcard Perfect Mansion in Manchester Village is set in Manchester, 28 km from Stratton Mountain, 45 km from Bennington Battle Monument, as well as 5...
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • TV
  • Air conditioning

Good 2 Reviews 7.5

from $498.33 Show details »

Beautifully Restored Home In Manchester Village in Manchester, USA

Beautifully Restored Home In Manchester...

Holiday home in Manchester near Windham, Vermont , 3485 Main St Rear Apt PO 647
Beautifully Restored Home in Manchester Village, a property with a terrace, is situated in Manchester, 45 km from Bennington Battle Monument, 5.5 km f...
  • Parking
  • Tea/Coffee maker
  • TV
  • Air conditioning
  • Hairdryer

no reviews

from $343.00 Show details »

Luna Stella - West Dover Home 1 Mi to Mt Snow! in West Dover, USA

Luna Stella - West Dover Home 1 Mi to Mt...

Holiday home in West Dover near Windham, Vermont
Set in West Dover, 28 km from Stratton Mountain and 49 km from Bennington Battle Monument, Luna Stella - West Dover Home 1 Mi to Mt Snow! provides acc...
  • Parking
  • Internet facilities
  • Refrigerator
  • DVD player
  • Fan

no reviews

from $384.29 Show details »

Ludlow's Gem in Ludlow, USA

Ludlow's Gem

Holiday home in Ludlow near Windham, Vermont
Set in Ludlow, Ludlows Gem is 3.4 km from Okemo Mountain.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Superb 13 Reviews 9.2

from $248.14 Show details »

West Dover Townhouse with Deck, Grill and Amenities! in West Dover, USA

West Dover Townhouse with Deck, Grill an...

Holiday home in West Dover near Windham, Vermont
Boasting a spa bath, West Dover Townhouse with Deck, Grill and Amenities! is situated in West Dover.
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $271.00 Show details »

Mount Snow Escape in Dover, USA

Mount Snow Escape

Holiday home in Dover near Windham, Vermont
Mount Snow Escape is set in Dover, 48 km from Bennington Museum and 7.3 km from Mount Snow Resort, in an area where skiing can be enjoyed.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 1 Reviews 9.0

from $395.67 Show details »

Bears Crossing Townhouse in Dover, USA

Bears Crossing Townhouse

Holiday home in Dover near Windham, Vermont
Set in Dover, 29 km from Stratton Mountain, 48 km from Bennington Museum and 7.4 km from Mount Snow Resort, Bears Crossing Townhouse offers accommodat...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $264.33 Show details »

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

MT SNOW SKI-BACK TRAIL FREE SHUTTLE - Gr...

Holiday home in Dover near Windham, Vermont , 31 Bears Den Road
Featuring mountain views, MT SNOW SKI-BACK TRAIL FREE SHUTTLE - Green Mountain House features accommodation with a seasonal outdoor swimming pool, a f...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

Superb 3 Reviews 9.0

from $299.00 Show details »

Number of Holiday homes in Windham 130
Number of guest ratings 3
Average price per night $437.00
Lowest price per night $108.00
Highest price per night $1.742.54

Most popular Holiday-homes in Windham

The most popular Holiday-homes in Windham based on average guest rating (Top 10).

Cheapest Holiday-homes in Windham

The cheapest Holiday-homes in Windham based on room rate per night (Top 10).

Most booked Holiday-homes in Windham

The most booked Holiday-homes in Windham based on popularity with guests (Top 10).

Holiday homes in Windham (Vermont), comfortable and familiar

Staying in a holiday or vacation home in Windham 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 Windham 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 Windham 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