Windham Vacation Rentals & Ski-in/Ski-out Homes
Cabin
- Vermont
- ·
- Londonderry
- 6.64 mi to center
10.0Exceptional
(165 Reviews)
1 Bedroom
1 Bath
2 Guests
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $228/Night
7 Nights - US $1,599
House
- Vermont
- ·
- Stratton and Bromley Ski Areas
- 11.06 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
3261.46 ft²
Hot Tub
Skiing- Fireplace/Heating
- Balcony/Terrace
US $708/Night
7 Nights - US $4,956
Apartment
- Vermont
- ·
- Londonderry
- 6.53 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Kitchen
Internet
Child Friendly
US $216/Night
7 Nights - US $1,512
Condo
- Vermont
- ·
- Londonderry
- 6.53 mi to center
10.0Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
6 Guests
922 ft²
- Skiing
- Fireplace/Heating
- Kitchen
Parking
US $314/Night
7 Nights - US $2,196
House
- Vermont
- ·
- Londonderry
- 7.05 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
1614.59 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $369/Night
7 Nights - US $2,585
Condo
- Vermont
- ·
- Londonderry
- 6.53 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
650 ft²
- Skiing
- Fireplace/Heating
- Kitchen
- Parking
US $270/Night
7 Nights - US $1,891
Cottage
- Vermont
- ·
- Londonderry
- 6.29 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $231/Night
7 Nights - US $1,617
Cabin
- Vermont
- ·
- Stratton and Bromley Ski Areas
- 11.59 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
3 Guests
- Kitchen
- Internet
- Child Friendly
Security/Safety
US $448/Night
7 Nights - US $3,136
Condo
- Vermont
- ·
- Londonderry
- 6.53 mi to center
9.8Exceptional
(14 Reviews)
1 Bedroom
1 Bath
6 Guests
650 ft²
Spa- Skiing
- Fireplace/Heating
- Balcony/Terrace
US $164/Night
7 Nights - US $1,147
Luxury Places to Stay in Windham
Over 69+ Luxury Places to Stay in or Near Windham
House
- Vermont
- ·
- West Townshend
- 2.89 mi to center
10.0Exceptional
(57 Reviews)
11 Bedrooms
6 Baths
30 Guests
Private Pool- Hot Tub
- Spa
- Skiing
US $2,978/Night
7 Nights - US $20,844
House
- Vermont
- ·
- Londonderry
- 6.39 mi to center
9.2Exceptional
(45 Reviews)
8 Bedrooms
4 Baths
15 Guests
6144 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,397/Night
7 Nights - US $9,777
House
10.0Exceptional
(9 Reviews)
4 Bedrooms
3 Baths
15 Guests
3500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,016/Night
7 Nights - US $7,111
House
10.0Exceptional
(5 Reviews)
5 Bedrooms
4 Baths
15 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $909/Night
7 Nights - US $6,362
House
4 Bedrooms
3 Baths
15 Guests
3498.27 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Kitchen
US $867/Night
7 Nights - US $6,067
House
- Vermont
- ·
- Stratton and Bromley Ski Areas
- 11.06 mi to center
10.0Exceptional
(6 Reviews)
4 Bedrooms
3 Baths
8 Guests
3263 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $688/Night
7 Nights - US $4,815
House
- Vermont
- ·
- Londonderry
- 6.29 mi to center
7 Bedrooms
3 Baths
10 Guests
4300 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
- View
US $605/Night
7 Nights - US $4,232
House
5 Bedrooms
3 Baths
10 Guests
2848 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $549/Night
7 Nights - US $3,845
Ski Chalet
- Vermont
- ·
- Stratton and Bromley Ski Areas
- 11.37 mi to center
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $484/Night
7 Nights - US $3,387
Top-Rated Vacation Rentals with a Pool in Windham
Over 7+ Top-Rated Vacation Rentals with a Pool in or Near Windham
House
- Vermont
- ·
- Stratton and Bromley Ski Areas
- 11.43 mi to center
10.0Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
8 Guests
2500 ft²
- Private Pool
- Fireplace/Heating
Pool- Ocean View
US $396/Night
7 Nights - US $2,773
Bed & Breakfast
- Vermont
- ·
- Londonderry
- 6.33 mi to center
9.2Exceptional
(118 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $161/Night
7 Nights - US $1,124
Hotel
- Vermont
- ·
- Londonderry
- 6.40 mi to center
8.2Excellent
(700 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
US $130/Night
7 Nights - US $910
Hotel
- Vermont
- ·
- Londonderry
- 6.41 mi to center
7.8Very Good
(139 Reviews)
3 Baths
247.57 ft²
Oceanfront- Skiing
- Fireplace/Heating
- Pool
US $116/Night
7 Nights - US $814
House
- Vermont
- ·
- Stratton and Bromley Ski Areas
- 11.15 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
10 Guests
3253 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $384/Night
7 Nights - US $2,688
House
- Vermont
- ·
- Londonderry
- 6.06 mi to center
4 Bedrooms
3 Baths
8 Guests
3900 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,198/Night
7 Nights - US $8,385
Condo
- Vermont
- ·
- Londonderry
- 6.42 mi to center
1 Bedroom
1 Bath
2 Guests
600 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
US $117/Night
7 Nights - US $816
Pet-Friendly Vacation Rentals in Windham
Over 18+ Pet-Friendly Vacation Rentals in or Near Windham
Ski Chalet
- Vermont
- ·
- Londonderry
- 6.94 mi to center
10.0Exceptional
(45 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $235/Night
7 Nights - US $1,647
House
- Central Vermont- Killington
- ·
- Andover
- 3.71 mi to center
10.0Exceptional
(22 Reviews)
4 Bedrooms
2 Baths
10 Guests
2400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $443/Night
7 Nights - US $3,099
Ski Chalet
10.0Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
8 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $296/Night
7 Nights - US $2,074
House
- Vermont
- ·
- Londonderry
- 6.67 mi to center
9.6Exceptional
(5 Reviews)
4 Bedrooms
1 Bath
12 Guests
- Hot Tub
- Skiing
- Fireplace/Heating
- Balcony/Terrace
US $235/Night
7 Nights - US $1,645
House
- Vermont
- ·
- South Londonderry
- 2.27 mi to center
9.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $378/Night
7 Nights - US $2,646
House
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
Air Conditioner
US $477/Night
7 Nights - US $3,336
House
- Vermont
- ·
- Londonderry
- 6.37 mi to center
3 Bedrooms
2 Baths
8 Guests
1912 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $361/Night
7 Nights - US $2,527
Condo
- Vermont
- ·
- Londonderry
- 6.53 mi to center
9.8Exceptional
(12 Reviews)
1 Bedroom
1 Bath
6 Guests
630 ft²
- Hot Tub
- Spa
- Skiing
- Fireplace/Heating
US $109/Night
7 Nights - US $763
House
- Vermont
- ·
- Londonderry
- 6.41 mi to center
10.0Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
12 Guests
- Skiing
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $689/Night
7 Nights - US $4,825
Large Vacation Homes & Villas in Windham
Over 14+ Large Vacation Homes & Villas in or Near Windham
House
- Vermont
- ·
- Londonderry
- 7.51 mi to center
10.0Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
10 Guests
2400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $407/Night
7 Nights - US $2,848
House
- Vermont
- ·
- Stratton and Bromley Ski Areas
- 11.11 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
2800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $426/Night
7 Nights - US $2,979
House
- Vermont
- ·
- South Londonderry
- 2.23 mi to center
10.0Exceptional
(29 Reviews)
4 Bedrooms
3 Baths
10 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $385/Night
7 Nights - US $2,692
House
- Vermont
- ·
- Londonderry
- 7.38 mi to center
10.0Exceptional
(21 Reviews)
5 Bedrooms
5 Baths
8 Guests
3431 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $597/Night
7 Nights - US $4,181
Cabin
10.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
12 Guests
2900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $322/Night
7 Nights - US $2,254
House
4 Bedrooms
3 Baths
10 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $531/Night
7 Nights - US $3,716
House
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $508/Night
7 Nights - US $3,554
House
- Vermont
- ·
- Londonderry
- 6.39 mi to center
5.0Average
(4 Reviews)
5 Bedrooms
3 Baths
10 Guests
2800 ft²
- Kitchen
- Child Friendly
Laundry
TV
US $457/Night
7 Nights - US $3,199
House
- Vermont
- ·
- Londonderry
- 6.37 mi to center
3.0Average
(2 Reviews)
4 Bedrooms
2 Baths
12 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Internet
US $163/Night
7 Nights - US $1,141
Wheelchair Accessible Vacation Homes in Windham
Over 3+ Wheelchair Accessible Vacation Homes in or Near Windham
Ski Chalet
- Vermont
- ·
- Londonderry
- 6.64 mi to center
9.6Exceptional
(7 Reviews)
3 Bedrooms
1 Bath
8 Guests
1560 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $307/Night
7 Nights - US $2,147
House
9.2Exceptional
(13 Reviews)
1 Bedroom
1 Bath
5 Guests
721.18 ft²
- Skiing
- Fireplace/Heating
- Kitchen
- Child Friendly
US $207/Night
7 Nights - US $1,446
House
- Vermont
- ·
- West Townshend
- 1.64 mi to center
4 Bedrooms
5 Baths
8 Guests
- Kitchen
- Internet
- Child Friendly
Wheelchair Accessible
US $449/Night
7 Nights - US $3,143
Windham Resorts and Airbnb Homes Under $200
Over 7+ Windham Resorts and Airbnb Homes Under $200
House
8.6Fabulous
(16 Reviews)
2 Bedrooms
1 Bath
5 Guests
720 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $159/Night
7 Nights - US $1,114
House
- Vermont
- ·
- Londonderry
- 6.53 mi to center
1 Bedroom
1 Bath
4 Guests
645.83 ft²
- Skiing
- Fireplace/Heating
- Parking
- Internet
US $154/Night
7 Nights - US $1,078
Condo
- Vermont
- ·
- Londonderry
- 6.51 mi to center
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
6 Guests
- Skiing
- Kitchen
- Internet
- Child Friendly
US $160/Night
7 Nights - US $1,120
Ski Chalet
- Vermont
- ·
- Londonderry
- 6.28 mi to center
4.7Average
(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $109/Night
7 Nights - US $763
House
3.6Average
(7 Reviews)
3 Bedrooms
2 Baths
7 Guests
1600 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Internet
US $114/Night
7 Nights - US $798
Condo
- Vermont
- ·
- Londonderry
- 6.25 mi to center
3.0Average
(1 Review)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Kitchen
- Internet
- Laundry
- TV
US $137/Night
7 Nights - US $959
Condo
- Vermont
- ·
- Londonderry
- 6.33 mi to center
1 Bedroom
1 Bath
4 Guests
- Kitchen
- Child Friendly
- Laundry
- TV
US $180/Night
7 Nights - US $1,260
Instantly Bookable Vacation Homes in Windham
Over 17+ Instantly Bookable Vacation Homes in or Near Windham
Cabin
- Vermont
- ·
- Londonderry
- 7.05 mi to center
10.0Exceptional
(18 Reviews)
3 Bedrooms
2 Baths
8 Guests
1612 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $351/Night
7 Nights - US $2,455
House
- Vermont
- ·
- Stratton and Bromley Ski Areas
- 11.60 mi to center
9.6Exceptional
(24 Reviews)
3 Bedrooms
2 Baths
6 Guests
1 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Internet
US $246/Night
7 Nights - US $1,725
House
- Vermont
- ·
- Londonderry
- 6.36 mi to center
8.6Fabulous
(13 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $447/Night
7 Nights - US $3,129
Apartment
- Vermont
- ·
- Londonderry
- 6.53 mi to center
8.0Excellent
(3 Reviews)
1 Bedroom
1 Bath
5 Guests
- Spa
- Skiing
- Fireplace/Heating
- Kitchen
US $227/Night
7 Nights - US $1,591
Condo
- Vermont
- ·
- Londonderry
- 6.54 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
6 Guests
600 ft²
- Spa
- Skiing
- Fireplace/Heating
- Kitchen
US $206/Night
7 Nights - US $1,442
Cabin
- Vermont
- ·
- West Townshend
- 2.90 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $312/Night
7 Nights - US $2,184
House
- Vermont
- ·
- Londonderry
- 6.39 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $407/Night
7 Nights - US $2,847
House
- Vermont
- ·
- Londonderry
- 6.37 mi to center
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $522/Night
7 Nights - US $3,653
House
- Vermont
- ·
- Londonderry
- 6.39 mi to center
4 Bedrooms
2 Baths
8 Guests
2800 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $438/Night
7 Nights - US $3,063
Book a Last Minute Place to Stay in Windham
About Windham Vacation Rentals
Explore over 78 vacation rentals in Windham with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Windham for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Windham. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Windham tailored to your preferences. On average, these rentals offer 1289.34 ft² of space, and are priced at an average of US $439 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Windham at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Windham
| Type | Count |
|---|---|
| Vacation Homes | 43 |
| Ski Chalet Rentals | 12 |
| Cabin Rentals | 5 |
| Holiday Apartments | 2 |
| B&B | 1 |
| Cottages | 1 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Windham
★ Pro Tip: Discover Your Ideal Vacation Rental in Windham with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Windham, VT
View the weather forecast for Windham before booking your Windham 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
Top Attractions Around Windham, VT
Sunski offers a large selection of top attractions around Windham . Research things to do on your vacation before you visit Windham.
Frequently Asked Questions About Windham?
What are the top vacation rentals in Windham?
When organizing your trip to Windham, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Windham. Peruse our collection of highly-rated properties and secure your reservation today.
- Private secluded trout cabin- sleeps 2
- Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna
- Mountain chalet
- Maple Season Basecamp: 3 mi to Magic, Paved Road Access
- Londonderry Chalet w/Deck, Fire Pit & Views!
- Cozy Ski-In/Ski-Out Condo on Magic Mountain
- New! Cozy, private Chalet with stunning Mountain Views.
- Tranquil Mountain Chalet- fireplace, deck, sauna, hiking trails, close to skiing
- Beautiful house w/mountain & pond views, hot tub, pool table, bbq, firepit, w/d
- Family-sized Farmhouse w/deck & access to private Vermont Quarry. Pet Friendly!
Which vacation homes or resorts in Windham are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Windham. Enjoy great views, locations and save money with SunSki Resorts.™
- Tranquil Mountain Chalet- fireplace, deck, sauna, hiking trails, close to skiing
- Cozy Ski-In/Ski-Out Condo on Magic Mountain
- 3+ -bdrm house with loft - 10 min to Magic - 20 mins to Stratton - private area
How many SunSkiResorts vacation rentals or resorts are available in Windham?
Discover the ideal vacation rental in Windham with SunSki Resorts™. We provide an extensive selection of over 78 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Windham.
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