1860+ Hotel & Resort Deals in Windham County |
  1. USA
  2. Vermont
  3. Windham County

Windham County Hotels, Resorts, and Rentals

About Windham County Vacation Rentals

There are more than 1860 places to stay in Windham County that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Windham County.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Windham County, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Windham County. Places to stay near Windham County are 1312.69 ft² on average, with prices averaging AU $838 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Windham County with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

Show more
Show less

Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Windham County

Type Count
Vacation Homes 1065
Cabin Rentals 148
Holiday Apartments 137
Ski Chalet Rentals 118
B&B 32
Villas 29
Others 27
Cottages 23
Unique Vacation Rentals 2

Use these Quick Filters to Find a Vacation Rental in Windham County

★ Pro Tip: Hotala.com.au has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Windham County.

Weather in Windham County, VT

View the weather forecast for Windham County before booking your Windham County Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Windham County's Top Attractions

Hotala.com.au can help you find hotels, resorts, and rentals near many of Windham County's top attractions, neighborhoods, and points of interest.


Mount Snow
Stratton Mountain Resort
Magic Mountain Ski Resort
Bellows Falls Opera House
American Express Ski Lift
Stratton Mountain Summit Gondola Ski Lift
Vermont Country Store
Brattleboro Bowl
Landmark College
The Putney School
Viking Nordic Center
Brattleboro Outlet Center
Brattleboro Farmers' Market
Ball Mountain Dam
The Stone Church
Brattleboro Country Club
Villager Ski Lift
Plummer's Sugar House
Jamaica State Park
South American Ski Lift
Solstice Ski Lift
Brattleboro Common
Mount Snow Golf Course
Ball Mountain State Park
Lake Raponda
Jacksonville Pond
Snow Bowl Ski Lift
Jud Hartmann Gallery
Creamery Covered Bridge
Marlboro College

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


West Dover 598 Properties
Mount Snow Valley 598 Properties
Wilmington 250 Properties
Townshend 87 Properties
Jamaica 76 Properties
Putney 65 Properties
Wardsboro 50 Properties
Brattleboro 48 Properties
Stratton 43 Properties
South Londonderry 41 Properties
Newfane 31 Properties
Whitingham 30 Properties

Frequently Asked Questions About Windham County?

What are the top hotels or resorts in Windham County?

You have a lot of choices in or near Windham County. If you need a hotel in the Windham County area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Windham County:

How many vacation rentals have private pools in Windham County?

There are 70 accommodation options with private pools in or near Windham County. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

Which hotel or resort in Windham County is best for families?

If you are looking for a family-friendly hotel, resort, or vacation home in Windham County, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying in Windham County:

How many hotels, resorts, or rentals are available in Windham County?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2026 is over 1860 in the Windham County area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Windham County.


People Also Ask

There are 64 hotels in Windham County 23 resorts, and 1379 rentals

Recently Booked Hotels, Resorts, or Rentals in Windham County