Estia Villas - Vacation Rentals in Windham
House
10.0
(
63 Reviews
)
11 Bedrooms
8 Bathrooms
30 Guests
-
Private Pool -
Hot Tub -
Parking -
Pool
US $2,976
/Night
7 Nights - $20,835
House
10.0
(
2 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
3261.46 ft²
-
Hot Tub
-
Breakfast -
Parking
-
Skiing
US $708
/Night
7 Nights - $4,956
Apartment
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
-
Kitchen -
Internet -
Child Friendly -
Laundry
US $216
/Night
7 Nights - $1,512
Ski Chalet
10.0
(
48 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1800 ft²
-
Parking
-
Skiing
-
Balcony/Terrace -
Kitchen
US $257
/Night
7 Nights - $1,802
Cabin
10.0
(
23 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1612 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $497
/Night
7 Nights - $3,476
House
10.0
(
22 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
2400 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $404
/Night
7 Nights - $2,830
Condo
10.0
(
14 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
922 ft²
-
Parking
-
Skiing
-
Kitchen
-
Internet
US $457
/Night
7 Nights - $3,196
House
10.0
(
7 Reviews
)
5 Bedrooms
4 Bathrooms
15 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,020
/Night
7 Nights - $7,138
See More Windham Vacation Rentals
Luxury Places to Stay in Windham
Over 72+
Luxury Places to Stay in or Near Windham
House
7 Bedrooms
3 Bathrooms
10 Guests
4300 ft²
-
Parking
-
Ocean View -
Balcony/Terrace
-
View
US $1,815
/Night
7 Nights - $12,703
House
9.2
(
45 Reviews
)
8 Bedrooms
4 Bathrooms
15 Guests
6144 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,533
/Night
7 Nights - $10,732
House
10.0
(
9 Reviews
)
4 Bedrooms
3 Bathrooms
15 Guests
3500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $1,084
/Night
7 Nights - $7,585
House
4 Bedrooms
3 Bathrooms
15 Guests
3498.27 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $867
/Night
7 Nights - $6,067
New
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
10 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $754
/Night
7 Nights - $5,280
New
House
4 Bedrooms
2 Bathrooms
9 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $750
/Night
7 Nights - $5,253
House
5 Bedrooms
3 Bathrooms
10 Guests
2848 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $715
/Night
7 Nights - $5,006
House
3 Bedrooms
2 Bathrooms
8 Guests
1912 ft²
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Pet Friendly
US $580
/Night
7 Nights - $4,058
See More Windham Luxury Vacation Rentals
Find More Windham Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Windham
Over 6+
Top-Rated Vacation Rentals with a Pool in or Near Windham
House
10.0
(
6 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2500 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $398
/Night
7 Nights - $2,789
Bed & Breakfast
9.2
(
123 Reviews
)
1 Bedroom
1 Bathroom
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $164
/Night
7 Nights - $1,147
Hotel
8.2
(
704 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $92
/Night
7 Nights - $641
US $116
/Night
7 Nights - $814
House
4 Bedrooms
3 Bathrooms
8 Guests
3900 ft²
-
Private Pool
-
Hot Tub
-
Pool
-
Balcony/Terrace
US $1,198
/Night
7 Nights - $8,385
Condo
1 Bedroom
1 Bathroom
2 Guests
600 ft²
-
Hot Tub
-
Parking
-
Pool
-
Kitchen
US $117
/Night
7 Nights - $816
See More Windham Vacation Rentals with a Pool
Pet-Friendly Vacation Rentals in Windham
Over 19+
Pet-Friendly Vacation Rentals in or Near Windham
Ski Chalet
10.0
(
4 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $320
/Night
7 Nights - $2,238
New
House
4 Bedrooms
3 Bathrooms
10 Guests
1679.17 ft²
-
Balcony/Terrace
-
Air Conditioner
-
Internet
-
Pet Friendly
US $529
/Night
7 Nights - $3,706
Cabin
10.0
(
175 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $260
/Night
7 Nights - $1,819
House
9.0
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $538
/Night
7 Nights - $3,765
Ski Chalet
10.0
(
11 Reviews
)
3 Bedrooms
1 Bathroom
7 Guests
-
Parking
-
Skiing
-
Balcony/Terrace
-
Kitchen
US $408
/Night
7 Nights - $2,856
House
10.0
(
6 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
3263 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $688
/Night
7 Nights - $4,815
House
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1195 ft²
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Kitchen
US $345
/Night
7 Nights - $2,414
House
10.0
(
1 Review
)
4 Bedrooms
4 Bathrooms
10 Guests
3253 ft²
-
Hot Tub
-
Parking
-
Spa -
Balcony/Terrace
US $384
/Night
7 Nights - $2,688
See More Pet-Friendly Vacation Rentals in Windham on PetFriendly.io
Large Vacation Homes & Villas in Windham
Over 15+
Large Vacation Homes & Villas in or Near Windham
Cabin
10.0
(
4 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
2900 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $322
/Night
7 Nights - $2,254
House
9.2
(
45 Reviews
)
8 Bedrooms
4 Bathrooms
15 Guests
6144 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,397
/Night
7 Nights - $9,777
House
3.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
1800 ft²
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Laundry
US $163
/Night
7 Nights - $1,141
House
4 Bedrooms
3 Bathrooms
10 Guests
1500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $531
/Night
7 Nights - $3,716
House
4 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $508
/Night
7 Nights - $3,554
House
4 Bedrooms
3 Bathrooms
18 Guests
3800 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $432
/Night
7 Nights - $3,024
Ski Chalet
5 Bedrooms
3 Bathrooms
14 Guests
-
Hot Tub
-
Parking
-
Spa
-
Balcony/Terrace
US $349
/Night
7 Nights - $2,440
House
9.6
(
5 Reviews
)
4 Bedrooms
1 Bathroom
12 Guests
-
Hot Tub
-
Parking
-
Skiing
-
Balcony/Terrace
US $293
/Night
7 Nights - $2,049
See More Family Vacation Rentals in Windham on FVR
Wheelchair Accessible Vacation Homes in Windham
Over 2+
Wheelchair Accessible Vacation Homes in or Near Windham
New
Cabin
9.6
(
7 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
1600 ft²
-
Parking
-
Skiing
-
Balcony/Terrace
-
Kitchen
US $286
/Night
7 Nights - $2,002
House
4 Bedrooms
5 Bathrooms
8 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
Wheelchair Accessible
US $449
/Night
7 Nights - $3,143
Windham Vacation Rentals and Airbnb Places to Stay Under $200
Over 10+
Windham Vacation Rentals and Airbnb Places to Stay Under $200
Condo
10.0
(
11 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
-
Skiing
-
Kitchen
-
Internet
-
Child Friendly
US $160
/Night
7 Nights - $1,120
House
9.2
(
13 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
721.18 ft²
-
Breakfast
-
Parking
-
Skiing
-
Air Conditioner
US $158
/Night
7 Nights - $1,106
Condo
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
650 ft²
-
Parking
-
Skiing
-
Kitchen
-
Internet
US $199
/Night
7 Nights - $1,393
Condo
9.8
(
14 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
650 ft²
-
Parking
-
Spa
-
Skiing
-
Balcony/Terrace
US $164
/Night
7 Nights - $1,147
House
8.6
(
16 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
720 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $159
/Night
7 Nights - $1,114
House
3.6
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1600 ft²
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Pet Friendly
US $114
/Night
7 Nights - $798
Ski Chalet
4.7
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $109
/Night
7 Nights - $763
Condo
3.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
800 ft²
-
Kitchen
-
Internet
-
Laundry
-
TV
US $137
/Night
7 Nights - $959
See More Windham Vacation Rental Deals
Instantly Bookable Vacation Homes in Windham
Over 16+
Instantly Bookable Vacation Homes in or Near Windham
House
10.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $314
/Night
7 Nights - $2,199
Apartment
8.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
5 Guests
-
Parking
-
Spa
-
Skiing
-
Kitchen
US $290
/Night
7 Nights - $2,029
House
2 Bedrooms
1 Bathroom
5 Guests
720 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $222
/Night
7 Nights - $1,555
Condo
10.0
(
4 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
600 ft²
-
Parking
-
Spa
-
Skiing
-
Kitchen
US $206
/Night
7 Nights - $1,442
Cabin
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $312
/Night
7 Nights - $2,184
Cabin
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
3 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
Security/Safety
US $448
/Night
7 Nights - $3,136
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $407
/Night
7 Nights - $2,847
House
9.6
(
24 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1 ft²
-
Parking
-
Kitchen
-
Internet
-
Laundry
US $246
/Night
7 Nights - $1,725
See More Windham Short-Term Vacation Rentals
About Windham Vacation Rentals
With more than 81 Windham vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Windham.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Windham, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Windham. Places to stay near Windham are 1366.12 ft² on average, with prices averaging US $499 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Windham with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Windham
| Type | Count |
|---|---|
| Vacation Homes | 49 |
| Ski Chalet Rentals | 9 |
| Cabin Rentals | 6 |
| Holiday Apartments | 2 |
| Hotels | 2 |
| B&B | 1 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Windham
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Windham.
Weather in Windham
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
Estiavillas offers a large selection of top attractions around Windham. Research things to do on your vacation before you visit Windham.
Mount Snow
Stratton Mountain Resort
Okemo Mountain Resort
Bromley Mountain Ski Resort
Magic Mountain Ski Resort
Jackson Gore Ski Resort at Okemo
Bellows Falls Opera House
American Express Ski Lift
Stratton Mountain Summit Gondola Ski Lift
Mount Equinox
Vermont Country Store
Orvis Fly Fishing
Weston Playhouse
Landmark College
The Putney School
Viking Nordic Center
Weston Priory
Equinox Preservation Trust
Ball Mountain Dam
Villager Ski Lift
Windham Vacation Rental Frequently Asked Questions
Which vacation homes in Windham are best for families?
If you are looking for a family-friendly vacation home in Windham, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windham:
How many vacation rentals are available in Windham?
Currently, the total number of properties listed in 2026 is over 81 in the Windham area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Windham.
