Estia Villas - Vacation Rentals in Windham
Villa
2 Bedrooms
1 Bathroom
5 Guests
-
Parking -
Air Conditioner -
Internet -
Pet Friendly
US $407
/Night
7 Nights - $2,849
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Luxury Places to Stay in Windham
Over 114+
Luxury Places to Stay in or Near Windham
House
10.0
(
64 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
3300 ft²
-
Parking
-
Ocean View -
Balcony/Terrace -
View
US $1,625
/Night
7 Nights - $11,373
House
9.8
(
26 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
3500 ft²
-
Hot Tub -
Parking
-
Ocean View
-
Balcony/Terrace
US $1,341
/Night
7 Nights - $9,387
Cottage
10.0
(
6 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
-
Kitchen -
Air Conditioner
-
Internet
-
Laundry
US $1,187
/Night
7 Nights - $8,311
House
10.0
(
82 Reviews
)
5 Bedrooms
3 Bathrooms
16 Guests
3300 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $1,139
/Night
7 Nights - $7,975
House
10.0
(
3 Reviews
)
5 Bedrooms
3 Bathrooms
8 Guests
2400 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $1,104
/Night
7 Nights - $7,731
House
9.8
(
9 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $934
/Night
7 Nights - $6,535
House
10.0
(
13 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Private Pool -
Oceanfront -
Hot Tub
-
Parking
US $860
/Night
7 Nights - $6,023
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Pet Friendly
US $845
/Night
7 Nights - $5,913
See More Windham Luxury Vacation Rentals
Find More Windham Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Windham
Over 2+
Top-Rated Vacation Rentals with a Pool in or Near Windham
Other
10.0
(
32 Reviews
)
4 Bedrooms
1 Bathroom
8 Guests
-
Parking
-
Pool -
Ocean View
-
Balcony/Terrace
US $457
/Night
7 Nights - $3,196
See More Windham Vacation Rentals with a Pool
Pet-Friendly Vacation Rentals in Windham
Over 38+
Pet-Friendly Vacation Rentals in or Near Windham
House
10.0
(
39 Reviews
)
4 Bedrooms
2 Bathrooms
14 Guests
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $422
/Night
7 Nights - $2,953
House
9.3
(
3 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
699.65 ft²
-
Breakfast -
Parking
-
Skiing -
Air Conditioner
US $312
/Night
7 Nights - $2,184
Cabin
10.0
(
27 Reviews
)
3 Bedrooms
1 Bathroom
7 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $674
/Night
7 Nights - $4,717
House
10.0
(
26 Reviews
)
6 Bedrooms
5 Bathrooms
15 Guests
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $694
/Night
7 Nights - $4,855
House
10.0
(
3 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1732 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $643
/Night
7 Nights - $4,500
Apartment
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $311
/Night
7 Nights - $2,174
Cottage
9.6
(
12 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $450
/Night
7 Nights - $3,151
House
9.4
(
14 Reviews
)
5 Bedrooms
2 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $768
/Night
7 Nights - $5,374
See More Pet-Friendly Vacation Rentals in Windham on PetFriendly.io
Large Vacation Homes & Villas in Windham
Over 20+
Large Vacation Homes & Villas in or Near Windham
House
6 Bedrooms
2 Bathrooms
12 Guests
2500 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $708
/Night
7 Nights - $4,954
House
2 Bedrooms
2 Bathrooms
11 Guests
1420.84 ft²
-
Balcony/Terrace
-
View
-
Child Friendly -
Sports/Activities
US $773
/Night
7 Nights - $5,413
House
5 Bedrooms
3 Bathrooms
10 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $543
/Night
7 Nights - $3,804
House
10.0
(
5 Reviews
)
3 Bedrooms
2 Bathrooms
11 Guests
1800 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $675
/Night
7 Nights - $4,722
New
House
9.8
(
33 Reviews
)
5 Bedrooms
2 Bathrooms
14 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $667
/Night
7 Nights - $4,668
House
10.0
(
1 Review
)
4 Bedrooms
1 Bathroom
11 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $709
/Night
7 Nights - $4,962
House
9.6
(
5 Reviews
)
6 Bedrooms
2 Bathrooms
12 Guests
-
Internet
-
Child Friendly
-
Barbecue/Outdoor Cooking -
Security/Safety
US $388
/Night
7 Nights - $2,718
House
8.0
(
1 Review
)
5 Bedrooms
4 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $787
/Night
7 Nights - $5,511
See More Family Vacation Rentals in Windham on FVR
Windham Vacation Rentals and Airbnb Places to Stay Under $200
Over 9+
Windham Vacation Rentals and Airbnb Places to Stay Under $200
Cottage
8.0
(
1 Review
)
2 Bedrooms
1 Bathroom
2 Guests
290 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $177
/Night
7 Nights - $1,242
House
4.7
(
3 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
290.63 ft²
-
Breakfast
-
Parking
-
Skiing
-
Air Conditioner
US $141
/Night
7 Nights - $987
House
10.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1300 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $122
/Night
7 Nights - $854
Hotel
7.0
(
6 Reviews
)
301.39 ft²
-
Parking
-
Internet
-
Laundry
-
Barbecue/Outdoor Cooking
US $183
/Night
7 Nights - $1,281
Apartment
10.0
(
4 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
450 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $147
/Night
7 Nights - $1,030
Cottage
4.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
730 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $188
/Night
7 Nights - $1,316
House
3 Bedrooms
2 Bathrooms
6 Guests
1600 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $150
/Night
7 Nights - $1,050
Apartment
1 Bedroom
1 Bathroom
4 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Pet Friendly
US $199
/Night
7 Nights - $1,393
See More Windham Vacation Rental Deals
Instantly Bookable Vacation Homes in Windham
Over 39+
Instantly Bookable Vacation Homes in or Near Windham
Cottage
9.8
(
73 Reviews
)
3 Bedrooms
1 Bathroom
7 Guests
1700 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $352
/Night
7 Nights - $2,461
House
10.0
(
62 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $444
/Night
7 Nights - $3,108
House
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $413
/Night
7 Nights - $2,891
Cabin
10.0
(
2 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Kitchen
-
Internet
-
Laundry
US $470
/Night
7 Nights - $3,293
Apartment
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $216
/Night
7 Nights - $1,511
House
9.8
(
65 Reviews
)
2 Bedrooms
1 Bathroom
8 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $397
/Night
7 Nights - $2,777
Cabin
8.8
(
53 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
990 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $394
/Night
7 Nights - $2,758
Cabin
7.6
(
7 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
US $450
/Night
7 Nights - $3,147
See More Windham Short-Term Vacation Rentals
About Windham Vacation Rentals
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 with prices averaging US $407 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 |
|---|---|
| Villas | 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, ME
Estiavillas offers a large selection of top attractions around Windham. Research things to do on your vacation before you visit Windham.
Seacoast Adventure
Maine Wildlife Park
Sebago Lake Basin
Mercy Primary Care
Maine Mall
Maine Medical Center
Old Orchard Beach Pier
Oxford Casino
Higgins Beach
State Theatre
Cross Insurance Arena
Portland Head Light
Sebago Lake
Portland Museum of Art
Thompson's Point
University of Southern Maine
Funtown Splashtown USA
University of New England
Victoria Mansion
Palace Playland
Other Places to Stay Near Windham, ME
Windham Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Windham?
There are a lot of options in Windham. If you plan on staying in the Windham area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windham:
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 1 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.
