Windham, VT Vacation Rentals & Ski-in/Ski-out Homes
House
- Vermont
- ·
- West Townshend
- 2.89 mi to center
10.0Exceptional
(67 Reviews)
11 Bedrooms
8 Baths
30 Guests
Private Pool
Hot Tub
Parking
Pool
US $3,019/Night
7 Nights - US $21,133
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
- Parking
Skiing
View
US $627/Night
7 Nights - US $4,386
Apartment
- Vermont
- ·
- Londonderry
- 6.53 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
Kitchen
Internet
Child Friendly
Laundry
US $216/Night
7 Nights - US $1,512
Ski Chalet
- Vermont
- ·
- Londonderry
- 6.94 mi to center
10.0Exceptional
(48 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Parking
- Skiing
Balcony/Terrace- Kitchen
US $274/Night
7 Nights - US $1,920
House
- Vermont
- ·
- Londonderry
- 7.05 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
1614.59 ft²
- Parking
- Internet
Sports/Activities
Security/Safety
US $369/Night
7 Nights - US $2,585
Cabin
- Vermont
- ·
- Londonderry
- 7.05 mi to center
10.0Exceptional
(23 Reviews)
3 Bedrooms
2 Baths
8 Guests
1612 ft²
- Parking
- Balcony/Terrace
- Kitchen
Air Conditioner
US $497/Night
7 Nights - US $3,476
House
- Central Vermont- Killington
- ·
- Andover
- 3.71 mi to center
10.0Exceptional
(22 Reviews)
4 Bedrooms
2 Baths
10 Guests
2400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $498/Night
7 Nights - US $3,485
Condo
- Vermont
- ·
- Londonderry
- 6.53 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
922 ft²
- Parking
- Skiing
- Kitchen
- Internet
US $457/Night
7 Nights - US $3,196
House
10.0Exceptional
(9 Reviews)
4 Bedrooms
3 Baths
15 Guests
3500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $857/Night
7 Nights - US $6,002
Luxury Places to Stay in Windham
Over 73+ Luxury Places to Stay in or Near Windham
House
- Vermont
- ·
- Londonderry
- 6.29 mi to center
7 Bedrooms
3 Baths
10 Guests
4300 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,774/Night
7 Nights - US $12,419
House
4 Bedrooms
3 Baths
15 Guests
3498.27 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $1,617/Night
7 Nights - US $11,317
House
- Vermont
- ·
- Londonderry
- 6.37 mi to center
9.2Exceptional
(45 Reviews)
8 Bedrooms
4 Baths
15 Guests
6144 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,538/Night
7 Nights - US $10,768
House
10.0Exceptional
(7 Reviews)
5 Bedrooms
4 Baths
15 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $1,024/Night
7 Nights - US $7,166
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
- Parking
- Balcony/Terrace
- Kitchen
US $859/Night
7 Nights - US $6,014
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
US $707/Night
7 Nights - US $4,949
New
House
5 Bedrooms
3 Baths
10 Guests
2848 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $680/Night
7 Nights - US $4,759
House
4 Bedrooms
2 Baths
9 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $667/Night
7 Nights - US $4,669
Ski Chalet
- Vermont
- ·
- Londonderry
- 7.31 mi to center
10.0Exceptional
(8 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Parking
Spa- Balcony/Terrace
- Kitchen
US $631/Night
7 Nights - US $4,414
Top-Rated Vacation Rentals with a Pool in Windham
Over 5+ 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
- Parking
- Pool
- Balcony/Terrace
US $386/Night
7 Nights - US $2,705
Hotel
- Vermont
- ·
- Londonderry
- 6.40 mi to center
8.2Excellent
(710 Reviews)
1 Bath
Breakfast- Parking
- Pool
- Balcony/Terrace
US $124/Night
7 Nights - US $871
Hotel
- Vermont
- ·
- Londonderry
- 6.41 mi to center
3 Baths
247.57 ft²
- Parking
- Pool
- Skiing
- Balcony/Terrace
US $105/Night
7 Nights - US $737
House
- Vermont
- ·
- Londonderry
- 6.06 mi to center
4 Bedrooms
3 Baths
8 Guests
3900 ft²
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
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
- Parking
- Pool
- Kitchen
US $117/Night
7 Nights - US $816
Pet-Friendly Vacation Rentals in Windham
Over 20+ Pet-Friendly Vacation Rentals in or Near Windham
Ski Chalet
10.0Exceptional
(5 Reviews)
3 Bedrooms
1 Bath
8 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $325/Night
7 Nights - US $2,276
House
4 Bedrooms
3 Baths
10 Guests
1679.17 ft²
- Balcony/Terrace
- Air Conditioner
- Internet
- Pet Friendly
US $529/Night
7 Nights - US $3,706
House
- Vermont
- ·
- South Londonderry
- 2.27 mi to center
9.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $559/Night
7 Nights - US $3,915
New
House
- Vermont
- ·
- Londonderry
- 6.37 mi to center
3 Bedrooms
2 Baths
8 Guests
1912 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Pet Friendly
US $570/Night
7 Nights - US $3,990
Cabin
- Vermont
- ·
- Londonderry
- 6.64 mi to center
10.0Exceptional
(181 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $226/Night
7 Nights - US $1,582
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
7 Guests
1195 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $345/Night
7 Nights - US $2,414
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
- Parking
- Spa
- Balcony/Terrace
US $384/Night
7 Nights - US $2,688
House
3.6Average
(7 Reviews)
3 Bedrooms
2 Baths
7 Guests
1600 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Pet Friendly
US $114/Night
7 Nights - US $798
House
- Vermont
- ·
- Londonderry
- 6.65 mi to center
3 Bedrooms
2 Baths
10 Guests
- Kitchen
- Internet
- Pet Friendly
- Laundry
US $225/Night
7 Nights - US $1,575
Large Vacation Homes & Villas in Windham
Over 15+ Large Vacation Homes & Villas in or Near Windham
House
- Vermont
- ·
- Stratton and Bromley Ski Areas
- 11.11 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
2800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $550/Night
7 Nights - US $3,849
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
- Balcony/Terrace
- Kitchen
- Internet
- Laundry
US $163/Night
7 Nights - US $1,141
Ski Chalet
- Vermont
- ·
- Londonderry
- 7.11 mi to center
4 Bedrooms
2 Baths
12 Guests
1600 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $562/Night
7 Nights - US $3,934
Ski Chalet
- Vermont
- ·
- Londonderry
- 6.47 mi to center
5 Bedrooms
3 Baths
14 Guests
- Hot Tub
- Parking
- Spa
- Balcony/Terrace
US $349/Night
7 Nights - US $2,440
Other
- Vermont
- ·
- South Londonderry
- 3.11 mi to center
5.0Average
(1 Review)
6 Bedrooms
3 Baths
14 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $1,800/Night
7 Nights - US $12,600
House
- Vermont
- ·
- Londonderry
- 6.67 mi to center
9.6Exceptional
(5 Reviews)
4 Bedrooms
1 Bath
12 Guests
- Hot Tub
- Parking
- Skiing
- Balcony/Terrace
US $293/Night
7 Nights - US $2,049
House
- Vermont
- ·
- Londonderry
- 6.23 mi to center
4 Bedrooms
3 Baths
18 Guests
3800 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $432/Night
7 Nights - US $3,024
House
- Vermont
- ·
- South Londonderry
- 2.23 mi to center
10.0Exceptional
(29 Reviews)
4 Bedrooms
3 Baths
10 Guests
3000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $385/Night
7 Nights - US $2,692
Wheelchair Accessible Vacation Homes in Windham
Over 2+ Wheelchair Accessible Vacation Homes in or Near Windham
Cabin
- Vermont
- ·
- Londonderry
- 6.64 mi to center
9.6Exceptional
(7 Reviews)
3 Bedrooms
1 Bath
8 Guests
1600 ft²
- Parking
- Skiing
- Balcony/Terrace
- Kitchen
US $281/Night
7 Nights - US $1,964
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 9+ Windham Resorts and Airbnb Homes Under $200
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
House
9.2Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
5 Guests
721.18 ft²
- Parking
- Skiing
- Air Conditioner
- Internet
US $158/Night
7 Nights - US $1,106
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
- Vermont
- ·
- Londonderry
- 6.53 mi to center
1 Bedroom
1 Bath
4 Guests
645.83 ft²
- Parking
- Skiing
- Internet
- Laundry
US $154/Night
7 Nights - US $1,078
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
Condo
- Vermont
- ·
- Londonderry
- 6.53 mi to center
9.8Exceptional
(12 Reviews)
1 Bedroom
1 Bath
6 Guests
630 ft²
- Hot Tub
- Spa
- Skiing
- Balcony/Terrace
US $109/Night
7 Nights - US $763
Condo
- Vermont
- ·
- Londonderry
- 6.53 mi to center
9.8Exceptional
(14 Reviews)
1 Bedroom
1 Bath
6 Guests
650 ft²
- Parking
- Spa
- Skiing
- Balcony/Terrace
US $164/Night
7 Nights - US $1,147
House
8.6Fabulous
(16 Reviews)
2 Bedrooms
1 Bath
5 Guests
720 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $159/Night
7 Nights - US $1,114
Instantly Bookable Vacation Homes in Windham
Over 23+ Instantly Bookable Vacation Homes in or Near Windham
House
- Vermont
- ·
- Londonderry
- 7.51 mi to center
10.0Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
8 Guests
2400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $552/Night
7 Nights - US $3,864
House
- Vermont
- ·
- Londonderry
- 6.29 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $310/Night
7 Nights - US $2,170
Condo
- Vermont
- ·
- Londonderry
- 6.53 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
650 ft²
- Parking
- Skiing
- Kitchen
- Internet
US $275/Night
7 Nights - US $1,922
Apartment
- Vermont
- ·
- Londonderry
- 6.53 mi to center
8.0Excellent
(3 Reviews)
1 Bedroom
1 Bath
5 Guests
- Parking
- Spa
- Skiing
- Kitchen
US $288/Night
7 Nights - US $2,017
House
6.0Good
(1 Review)
2 Bedrooms
1 Bath
5 Guests
720 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $220/Night
7 Nights - US $1,543
Ski Chalet
- Vermont
- ·
- Londonderry
- 6.53 mi to center
3 Bedrooms
2 Baths
7 Guests
- Air Conditioner
- Internet
- Laundry
- Security/Safety
US $373/Night
7 Nights - US $2,610
Cabin
- Vermont
- ·
- West Townshend
- 2.90 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
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
- Parking
- Balcony/Terrace
- Kitchen
US $407/Night
7 Nights - US $2,847
House
- Vermont
- ·
- Londonderry
- 6.36 mi to center
8.6Fabulous
(13 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Child Friendly
US $447/Night
7 Nights - US $3,129
Book a Last Minute Place to Stay in Windham
About Windham Vacation Rentals
Explore over 82 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 1400.68 ft² of space, and are priced at an average of US $512 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 | 50 |
| Ski Chalet Rentals | 10 |
| Cabin Rentals | 6 |
| Holiday Apartments | 2 |
| 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
- Londonderry Chalet w/Deck, Fire Pit & Views!
- Historic Vermont Getaway, 3 mi to Magic
- 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
- Southern Vermont Retreat w/Hot Tub, Fire Pit, & Bunk Room
- Windham home with pond views, hot tub, sunroom and pool table
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.™
- 3+ -bdrm house with loft - 10 min to Magic - 20 mins to Stratton - private area
- Deck & Wooded Views! Rural Windham Group Retreat
- Winter Getaway at the Octagon w/3 Fireplaces!
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 82 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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