Vacation Rentals in Windham, ME
PRICE PER NIGHT
ACCOMMODATION TYPES
Highland Lakefront Cabin
8.9
Very good
·
Windham
·
2 br
·
Sleeps 6
·
Lake · Waterfront · Air Conditioning ·
From
$180/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Lake
Waterfront
Air Conditioning
Oven
Wifi
Furnished
Other spaces
Kitchen
Lakefront home on Sheldrake Cove with dock & firepit
10
Excellent
·
Windham
·
3 br
·
Sleeps 6
·
On Site Laundry · Lake · Waterfront ·
From
$203/nightProperty
House · 3 Beds · 2 baths
Amenities
On Site Laundry
Lake
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Oven
Furnished
Other spaces
Kitchen
Cozy Year-round House right outside Portland Maine on Highland Lake.
9.7
Excellent
·
Windham
·
3 br
·
Sleeps 7
·
Fitness Center · Ski In Ski Out · Fireplace ·
From
$200/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Fitness Center
Ski In Ski Out
Fireplace
Lake
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Family fun with 100 ft of frontage on Little Sebago Lake, Maine
9.7
Excellent
·
Windham
·
2 br
·
Sleeps 8
·
On Site Laundry · Ski In Ski Out · Balcony ·
From
$253/nightProperty
House · 2 Beds · 2 baths
Amenities
On Site Laundry
Ski In Ski Out
Fireplace
Lake
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
Highland Lake House
10
Excellent
·
Windham
·
4 br
·
Sleeps 7
·
Smoking Allowed · Beach · Outdoor Space ·
From
$327/nightProperty
House · 4 Beds · 2 baths
Amenities
Smoking Allowed
Beach
Lake
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Oven
Other spaces
Kitchen
Large Lake Access Home Close to Portland
10
Excellent
·
Windham
·
4 br
·
Sleeps 7
·
Beach · Lake · Waterfront ·
From
$291/nightProperty
House · 4 Beds · 2 baths
Amenities
Beach
Lake
Waterfront
In Unit Laundry
Air Conditioning
Oven
Wifi
Furnished
Other spaces
Kitchen
Private Lakefront Home-Hot Tub-Great for Families-Large Yard-Quiet-Shallow Entry
9.6
Excellent
·
Windham
·
5 br
·
Sleeps 12
·
Hot Tub · Fitness Center · Workspace ·
From
$472/nightProperty
House · 5 Beds · 4 baths
Amenities
Hot Tub
Fitness Center
Ski In Ski Out
Beach
Fireplace
Lake
Waterfront
Dishwasher
Other spaces
Workspace, Kitchen
Contemporary lake escape with hot tub, swim dock, firepit, & Ping-Pong
No reviews
·
Windham
·
4 br
·
Sleeps 8
·
Assigned Parking · Hot Tub · Ski In Ski Out ·
From
$277/nightProperty
House · 4 Beds · 3 baths
Amenities
Assigned Parking
Hot Tub
Ski In Ski Out
Beach
Fireplace
Lake
Waterfront
Dishwasher
Other spaces
Balcony, Kitchen
The best of Zumper, delivered
Be the first to hear about new listings matching your search.
Waterfront Home on Little Sebago Lake
9.6
Excellent
·
Windham
·
3 br
·
Sleeps 6
·
Beach · Lake · Waterfront ·
From
$232/nightProperty
House · 3 Beds · 1 bath
Amenities
Beach
Lake
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Oven
Wifi
Other spaces
Kitchen
Lakefront home with sunrise views, a dock, kayaks, paddle boards, and firepit
10
Excellent
·
Windham
·
3 br
·
Sleeps 6
·
Balcony · Fireplace · Lake ·
From
$151/nightProperty
House · 3 Beds · 2 baths
Amenities
Fireplace
Lake
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Oven
Furnished
Other spaces
Balcony, Kitchen
Entire Modern Chic Home in Windham
10
Excellent
·
Windham
·
2 br
·
Sleeps 6
·
Outdoor Space · Dishwasher · Air Conditioning ·
From
$134/nightProperty
House · 2 Beds · 1 bath
Amenities
Dishwasher
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Romantic Waterfront Cottage in Maine
No reviews
·
Windham
·
1 br
·
Sleeps 2
·
Air Conditioning · Wifi · Kitchen ·
From
$275/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Waterfront on Highland Lake in Windham
No reviews
·
Windham
·
4 br
·
Assigned Parking · Workspace · Outdoor Space ·
From
$398/nightProperty
House · 4 Beds · 3 baths
Amenities
Assigned Parking
Fireplace
Lake
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Oven
Other spaces
Workspace, Kitchen
Lakeside Retreat
10
Excellent
·
Windham
·
3 br
·
Sleeps 6
·
On Site Laundry · Workspace · Balcony ·
From
$350/nightProperty
House · 3 Beds · 3 baths
Amenities
On Site Laundry
Beach
Lake
Waterfront
Dishwasher
In Unit Laundry
Oven
Wifi
Other spaces
Workspace, Balcony, Kitchen
Lake home Paradise
No reviews
·
Windham
·
3 br
·
Sleeps 8
·
Lake · Waterfront · Dishwasher ·
From
$250/nightProperty
House · 3 Beds · 1 bath
Amenities
Lake
Waterfront
Dishwasher
Air Conditioning
Oven
Wifi
Furnished
Other spaces
Kitchen
Cozy Lakefront Cabin Portland - Windham Area
9.7
Excellent
·
Windham
·
3 br
·
Sleeps 8
·
Fitness Center · Ski In Ski Out · Beach ·
From
$459/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Fitness Center
Ski In Ski Out
Beach
Fireplace
Lake
Waterfront
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Beautiful Lakefront Family Compound With Dock And Moorings: Stunning Sunsets!
9.7
Excellent
·
Windham
·
5 br
·
Sleeps 14
·
Hardwood Floor · Mountains · On Site Laundry ·
From
$553/nightProperty
House · 5 Beds · 3 baths
Amenities
Hardwood Floor
Mountains
On Site Laundry
Ski In Ski Out
Fireplace
Lake
Waterfront
Dishwasher
Other spaces
Kitchen
Lakefront Cottage Near Portland
8.6
Very good
·
Windham
·
2 br
·
Sleeps 6
·
Fireplace · Lake · Waterfront ·
From
$279/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Fireplace
Lake
Waterfront
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Cozy Waterfront Retreat - Large Deck, Close to Portland
No reviews
·
Windham
·
2 br
·
Sleeps 6
·
Wifi · Furnished · Outdoor Space ·
From
$190/nightProperty
House · 2 Beds · 1 bath
Amenities
Wifi
Furnished
Classic Maine waterfront cottage on pristine Highland Lake Windham/Falmouth
10
Excellent
·
Windham
·
3 br
·
Sleeps 6
·
Fitness Center · Ski In Ski Out · Outdoor Space ·
From
$357/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Fitness Center
Ski In Ski Out
Lake
Waterfront
Dishwasher
In Unit Laundry
Oven
Wifi
Other spaces
Kitchen
Steps from the beach on Sebago Lake Basin
10
Excellent
·
Windham
·
2 br
·
Sleeps 6
·
Walk In Closets · Beach · Outdoor Space ·
From
$332/nightProperty
House · 2 Beds · 2 baths
Amenities
Walk In Closets
Beach
Lake
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Oven
Other spaces
Kitchen
Cozy cabin, steps away from Sebago Lake with fire pit, BBQ and shared beach
No reviews
·
Windham
·
1 br
·
Sleeps 6
·
High Ceilings · On Site Laundry · Beach ·
From
$242/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
High Ceilings
On Site Laundry
Beach
Fireplace
Air Conditioning
Oven
Wifi
Furnished
Other spaces
Kitchen
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
8.7
Very good
·
Windham
·
3 br
·
Sleeps 7
·
Lake · Waterfront · Dishwasher ·
From
$207/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Lake
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Oven
Furnished
Other spaces
Kitchen
SEBAGO LAKE HOME WITH WALK OUT SANDY BEACH
9.8
Excellent
·
Windham
·
4 br
·
Sleeps 12
·
Fitness Center · Workspace · Balcony ·
From
$804/nightProperty
House · 4 Beds · 3 baths
Amenities
Fitness Center
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Oven
Wifi
Furnished
Other spaces
Workspace, Balcony, Kitchen
Beautiful new home in the gateway to the lake region!
10
Excellent
·
Windham
·
2 br
·
Sleeps 4
·
Dishwasher · In Unit Laundry · Air Conditioning ·
From
$229/nightProperty
House · 2 Beds · 2 baths
Amenities
Dishwasher
In Unit Laundry
Air Conditioning
Oven
Wifi
Furnished
Cozy Loft - Mountain Views & Sebago Lake Access
10
Excellent
·
Windham
·
1 br
·
Balcony · In Unit Laundry · Oven ·
From
$73/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
In Unit Laundry
Oven
Wifi
Furnished
Other spaces
Balcony, Kitchen
Sebago Lake Home with Mountain & Lake Views
10
Excellent
·
Windham
·
2 br
·
Sleeps 5
·
Balcony · Dishwasher · In Unit Laundry ·
From
$89/nightProperty
House · 2 Beds · 1 bath
Amenities
Dishwasher
In Unit Laundry
Oven
Wifi
Furnished
Other spaces
Balcony, Kitchen
Spacious Cape-Mountain Views & Sebago Lake Access
10
Excellent
·
Windham
·
3 br
·
Sleeps 8
·
Balcony · Dishwasher · In Unit Laundry ·
From
$135/nightProperty
House · 3 Beds · 2 baths
Amenities
Dishwasher
In Unit Laundry
Oven
Wifi
Furnished
Other spaces
Balcony, Kitchen
Luxury Water Front Escape - Sebago Lake
10
Excellent
·
Windham
·
5 br
·
Sleeps 14
·
Outdoor Space · Fireplace · Dishwasher ·
From
$536/nightProperty
House · 5 Beds · 6 baths
Amenities
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Oven
Wifi
Furnished
Other spaces
Kitchen
Brand new Gorgeous home,great size for a Family !!!
No reviews
·
Windham
·
3 br
·
Sleeps 6
·
Workspace · Balcony · Dishwasher ·
From
$300/nightProperty
House · 3 Beds · 2 baths
Amenities
Dishwasher
In Unit Laundry
Air Conditioning
Oven
Wifi
Furnished
Other spaces
Workspace, Balcony, Kitchen
A Year Round Luxury Home With A Large Private Beach on Sebago
10
Excellent
·
Windham
·
7 br
·
Sleeps 20
·
Central Heat · Fitness Center · Workspace ·
From
$2,157/nightProperty
House · 7 Beds · 6 baths
Amenities
Central Heat
Fitness Center
Beach
Fireplace
Lake
Waterfront
Dishwasher
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
Showing 1 - 31 of 31 results
Updated: March 29, 2023
Learn about vacation rentals in
Windham
Explore 31 vacation rentals near Windham, Maine. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Windham, you can see photos of Windham vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Windham vacation rentals in specific areas. Whether you’re looking for a Windham staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Windham is $73 per night and the highest price is $2,157 per night.
22 of the vacation rentals near Windham are houses.
The average bathroom count for a vacation house near Windham is
2. The average price for vacation houses near Windham is $394 per night. There are 16 vacation homes under this price. The most common
amenities for vacation rentals near Windham are: furnished, outdoor space, and kitchen. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
3 available
2 bed rentals
8 available
3 bed rentals
11 available
4+ bed rentals
9 available
Which price range for vacation rentals is considered a good deal in Windham, ME area?
Vacation Rental Price Information in Windham, ME
The graph shows the percentages of vacation homes in each price bucket. Windham, ME has the largest percentage (21.89%) of homes in $500+ price range.
$0 - $50
40
units
$50 - $100
40
units
$100 - $150
58
units
$150 - $200
36
units
$200 - $250
47
units
$250 - $300
21
units
$300 - $350
34
units
$350 - $400
21
units
$400 - $450
17
units
$500+
88
units
Vacation Rentals in Windham, ME FAQ
How many vacation rentals in Windham are available?
There are currently 31 vacation rentals in Windham available. Our vacation rentals in Windham include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.
Are there any pet friendly vacation rentals in Windham?
Yes, right now there are 8 pet friendly vacation rentals in Windham. A pet friendly vacation rental in Windham means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.
Are there any vacation rentals in Windham with a pool?
Yes there are vacation rentals with a pool available in Windham, ME. View more detailed vacation spots on Vacations by Zumper.
Are there any vacation rentals in Windham with internet access?
As of March 29, 2023, there are vacation rentals with internet access available in Windham, Maine. Check out more enjoyable destinations on Vacations by Zumper.
More Options
Compare over 500K vacation listings
Search in one place
Our marketplace is populated with rentals from trusted partners like Vrbo, Booking.com, and more, so you can search a wide selection on a single platform.
