Find Cabins in Windham for Rent from CA $209

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Windham Cabin Rentals

New 2-bedroom cabin with WiFi, AC in delightful Old Orchard Beach
Exterior

New 2-bedroom cabin with WiFi, AC in delightful Old Orchard Beach

10.0 out of 10, Exceptional, (2)
"A beautiful home, very clean, and a perfect location for us. Short walking distance to everything we wanted to do. "
New 2-bedroom cabin with WiFi, AC in delightful Old Orchard Beach
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
Fridge, microwave, oven, stovetop

New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

9.0 out of 10, Wonderful, (6)
The price is CA $342
CA $426 total
includes taxes & fees
Aug 26 - Aug 27
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
Lakefront Log Home 12 feet Away from Lake
Exterior

Lakefront Log Home 12 feet Away from Lake

10.0 out of 10, Exceptional, (57)
"Incredible night away on a quiet Maine pond. Highly recommended, Todd was great and the place was perfect! We will be back for sure."
The price is CA $580
CA $848 total
includes taxes & fees
Sep 9 - Sep 10
Lakefront Log Home 12 feet Away from Lake
Romantic getaway for 2 couple date's in July just opened up
Exterior

Romantic getaway for 2 couple date's in July just opened up

10.0 out of 10, Exceptional, (306)
"Place is beautiful and well crafted with a perfect nature setting"
Romantic getaway for 2 couple date's in July just opened up
Outstanding Pet Friendly Family Retreat on Frye Island in Sebago Lake sleeps 7
Exterior

Outstanding Pet Friendly Family Retreat on Frye Island in Sebago Lake sleeps 7

9.6 out of 10, Exceptional, (54)
"Hosts were so accommodating location was perfect just a few hiccups will be back again next year exact dates tbd"
Outstanding Pet Friendly Family Retreat on Frye Island in Sebago Lake sleeps 7
Lovely, Lake Front 2-Bedroom Cabin with Porch and Dock on Saturday Pond
Exterior

Lovely, Lake Front 2-Bedroom Cabin with Porch and Dock on Saturday Pond

10.0 out of 10, Exceptional, (3)
"My stay in this cute cabin was very relaxing. The view of the water was peaceful and the sound of the loons was lovely. The owners were very nice, friendly, and helpful. I enjoyed my stay."
Lovely, Lake Front 2-Bedroom Cabin with Porch and Dock on Saturday Pond
Charming cabin,Lake access, Serene setting! Backyard bubbling brook!Pets welcome
Exterior

Charming cabin,Lake access, Serene setting! Backyard bubbling brook!Pets welcome

Charming cabin,Lake access, Serene setting! Backyard bubbling brook!Pets welcome
Large, luxurious geodesic dome - 04
Exterior

Large, luxurious geodesic dome - 04

The price is CA $351
CA $563 total
includes taxes & fees
Sep 3 - Sep 4
Large, luxurious geodesic dome - 04
Waterfront Maine cottage! Next to Sebago Lake State Park!
Exterior

Waterfront Maine cottage! Next to Sebago Lake State Park!

9.4 out of 10, Exceptional, (26)
"We had a great stay! Thank you very much for a great vacation!"
Waterfront Maine cottage! Next to Sebago Lake State Park!
Classic Maine Cabin, Private Waterfront Easy Access to Nearby Amenities
Exterior

Classic Maine Cabin, Private Waterfront Easy Access to Nearby Amenities

2.0 star property
8.0 out of 10, Very good, (4)
"Great place! Loved it"
Classic Maine Cabin, Private Waterfront Easy Access to Nearby Amenities
Cozy wooded cabin with lake access, firepit & kitchenette
Exterior

Cozy wooded cabin with lake access, firepit & kitchenette

8.6 out of 10, Excellent, (20)
"Cozy cabin. Great for a couple to spend some close time together."
Cozy wooded cabin with lake access, firepit & kitchenette
Lakefront home with lovely lake views - one mile from the casino
Exterior

Lakefront home with lovely lake views - one mile from the casino

9.8 out of 10, Exceptional, (46)
"Really enjoyed the location and charm of the place. It has the rustic feel of a cabin with all the modern amenities for a comfortable stay."
Lakefront home with lovely lake views - one mile from the casino
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
Exterior

Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome

8.6 out of 10, Excellent, (44)
"Wonderful. Very comfortable. Everything we wanted."
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Exterior

THE LILLIPAD.Off-grid A frame. Sebago lake region!

10.0 out of 10, Exceptional, (2)
"Charming cabin. Well maintained. Loved my stay! Highly recommend."
The price is CA $209
CA $259 total
includes taxes & fees
Sep 9 - Sep 10
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Adorable 2 bedroom cabin only 50ft from Beach
Exterior

Adorable 2 bedroom cabin only 50ft from Beach

10.0 out of 10, Exceptional, (1)
"Loved location to the beach! Great stay for our family... wish we could have stayed longer!"
The price is CA $409
CA $639 total
includes taxes & fees
Sep 14 - Sep 15
Adorable 2 bedroom cabin only 50ft from Beach
Modern, Luxurious Cabin in the Woods - 03
Exterior

Modern, Luxurious Cabin in the Woods - 03

10.0 out of 10, Exceptional, (4)
"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "
The price is CA $322
CA $524 total
includes taxes & fees
Sep 16 - Sep 17
Modern, Luxurious Cabin in the Woods - 03
Denmark Waterfront Cabin w/ Dock & Charcoal Grill!
Exterior

Denmark Waterfront Cabin w/ Dock & Charcoal Grill!

2.0 star property
9.0 out of 10, Wonderful, (4)
"Wonderfully thought out place to stay.Very clean and smelled good.Will go back again."
Denmark Waterfront Cabin w/ Dock & Charcoal Grill!
Modern Forest Cabin with Private Hot Tub & Fire Pit
Exterior

Modern Forest Cabin with Private Hot Tub & Fire Pit

Modern Forest Cabin with Private Hot Tub & Fire Pit
Year-round 3-bedroom WATERFRONT Windham cabin with WiFi
Exterior

Year-round 3-bedroom WATERFRONT Windham cabin with WiFi

Year-round 3-bedroom WATERFRONT Windham cabin with WiFi
Pond And Pine
Classic Cabin | Terrace/patio

Pond And Pine

2.0 star property
10.0 out of 10, Exceptional, (1)
"The communication between Hotels.com and myself were the worst. The cabins are quite nice, very clean and very comfortable. The cabins have just about every amenity needed and super cozy. to tub was CLEAN and Outdoor Kitchen was impressive. I will go back without question"
The price is CA $317
CA $519 total
includes taxes & fees
Aug 28 - Aug 29
Pond And Pine
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windham Hotel Reviews

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Excellent room, gorgeous location, and phenomenal staff!"
Beth 1-night trip
Posted 11 hours ago
The Westin Portland Harborview