A white church with a steeple and red accents, surrounded by autumn trees.

Search the Best Cabins in Windham

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Windham cabin rentals

A small, triangular wooden cabin surrounded by dense forest.

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

THE LILLIPAD.Off-grid A frame. Sebago lake region!
Standish
9.8 out of 10, Exceptional, (16 reviews)
"Had a wonderful overnight - was perfect weekend getaway. Was great being in nature!"
United States
Alex D.
$252 nightly
The price is $275
Nov 9 - Nov 10
Total with taxes and fees
THE LILLIPAD.Off-grid A frame. Sebago lake region!
A wooden cabin with a balcony, a deck, and a staircase leading to the main entrance.

2. Waterfront Access with Kayaks, Private Deck and a Firepit

Waterfront Access with Kayaks, Private Deck and a Firepit
Gray
9.8 out of 10, Exceptional, (8 reviews)
"The host was lovely, very accommodating and responsive. We had a great time!"
United States
Beth L.
$663 nightly
The price is $730
Dec 7 - Dec 8
Total with taxes and fees
Waterfront Access with Kayaks, Private Deck and a Firepit
A modern cabin with large windows, surrounded by trees.

3. Cabin w/ bath + kitchenette | Hot tub add-on - 03

Cabin w/ bath + kitchenette | Hot tub add-on - 03
Freeport
9.8 out of 10, Exceptional, (10 reviews)
"A lovely glamping facility with several different types of structure in a quiet, wooded area just a couple miles from downtown Freeport. They've built a beautiful spa with sauna, cold plunge, hot tub, and soaking pool, the unit we stayed in was bright and airy, had an outdoor fire pit. We stayed three nights, will definitely stop here again!"
United States
Kirt v.
$270 nightly
The price is $295
Nov 8 - Nov 9
Total with taxes and fees
Cabin w/ bath + kitchenette | Hot tub add-on - 03
The Desert of Maine Welcome Center has lots of fun goodies (including campground merch!)

4. Glamping cabin w/ full bath | Hot tub add-on - 21

Glamping cabin w/ full bath | Hot tub add-on - 21
Freeport
10.0 out of 10, Exceptional, (1 review)
$270 nightly
The price is $295
Nov 8 - Nov 9
Total with taxes and fees
Glamping cabin w/ full bath | Hot tub add-on - 21
A wooden front door with a glass panel, a keypad lock, and a doorbell.

5. New Listing! AmongstTheAspens - Off-Grid Tiny Home

New Listing! AmongstTheAspens - Off-Grid Tiny Home
Saco
9.2 out of 10, Wonderful, (21 reviews)
"Clean and pet friendly and close to old orchard beach!"
United States
Emily D.
$301 nightly
The price is $329
Nov 8 - Nov 9
Total with taxes and fees
New Listing! AmongstTheAspens - Off-Grid Tiny Home
A wooden cabin with a balcony, a staircase, and a deck.

6. All Points’ End (HOUSE)

All Points’ End (HOUSE)
Naples
$336 nightly
The price is $366
Nov 9 - Nov 10
Total with taxes and fees
All Points’ End (HOUSE)
A cabin with a glass front, wooden deck, and outdoor seating.

7. Modern cabin w/ full bath | Hot tub add-on - 19

Modern cabin w/ full bath | Hot tub add-on - 19
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"Great place, the Desert of Maine campground. The entire cabin was spotless. Great communication from the host, Doug. So wonderful for pets also. Quiet, clean & perfect. 5 stars. What a wonderful stay! If you are looking for a beautiful and peaceful get away, this is the place for you! You will not be disappointed. Doug is an awesome host!"
United States
Kim L.
$270 nightly
The price is $295
Nov 8 - Nov 9
Total with taxes and fees
Modern cabin w/ full bath | Hot tub add-on - 19
The Desert of Maine Welcome Center has lots of fun goodies (including campground merch!)

8. Glamping cabin w/ kitchen | Hot tub add-on - 17

Glamping cabin w/ kitchen | Hot tub add-on - 17
Freeport
10.0 out of 10, Exceptional, (3 reviews)
"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."
United States
Miranda K.
$306 nightly
The price is $333
Nov 10 - Nov 11
Total with taxes and fees
Glamping cabin w/ kitchen | Hot tub add-on - 17
A riverside campsite with a wooden table and a canoe.

9. Cozy Lakefront Chalet on Lake Arrowhead - Fire Pit & Ski Day Trips

Cozy Lakefront Chalet on Lake Arrowhead - Fire Pit & Ski Day Trips
Waterboro
10.0 out of 10, Exceptional, (1 review)
"Beautiful location! Great views of the lake from the windows and the deck. Clean and bright home with everything we could possibly need to enjoy our stay. We look forward to visiting again. We highly recommend staying here."
United States
David M.
$345 nightly
The price is $376
Nov 16 - Nov 17
Total with taxes and fees
Cozy Lakefront Chalet on Lake Arrowhead - Fire Pit & Ski Day Trips
The Desert of Maine Welcome Center has lots of fun goodies (including campground merch!)

10. Sunlit cabin w/ full bath | Hot tub add-on - 20

Sunlit cabin w/ full bath | Hot tub add-on - 20
Freeport
10.0 out of 10, Exceptional, (1 review)
$305 nightly
The price is $332
Nov 10 - Nov 11
Total with taxes and fees
Sunlit cabin w/ full bath | Hot tub add-on - 20
A geodesic dome structure in a forested area with natural light filtering through the trees.

11. 22-ft dome w/ star loft | Hot tub add-on - 07

22-ft dome w/ star loft | Hot tub add-on - 07
Freeport
10.0 out of 10, Exceptional, (1 review)
"Fun place with all amenities. Had an excellent time!"
United States
Andrew L.
$407 nightly
The price is $444
Nov 10 - Nov 11
Total with taxes and fees
22-ft dome w/ star loft | Hot tub add-on - 07
A geodesic dome structure surrounded by a forest.

12. Modern dome w/ full bath | Hot tub add-on - 04

Modern dome w/ full bath | Hot tub add-on - 04
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"Pet friendly and the experience is just amazing. Thank you for having us! "
United States
Rene B.
$294 nightly
The price is $320
Nov 8 - Nov 9
Total with taxes and fees
Modern dome w/ full bath | Hot tub add-on - 04
A pier with a building on stilts over the beach.

13. Adorable 2 bedroom cabin only 50ft from Beach

Adorable 2 bedroom cabin only 50ft from Beach
Old Orchard Beach
9.6 out of 10, Exceptional, (4 reviews)
"Great cabin with wonderful access to the beach. Beach is quiet, not crowded"
United States
Ashley H.
$292 nightly
The price is $318
Nov 10 - Nov 11
Total with taxes and fees
Adorable 2 bedroom cabin only 50ft from Beach
The Desert of Maine Welcome Center has lots of fun goodies (including campground merch!)

14. 22-ft stargazing loft dome | Hot tub add-on - 08

22-ft stargazing loft dome | Hot tub add-on - 08
Freeport
10.0 out of 10, Exceptional, (1 review)
"Overall, great experience and love to visit this place with my extended families!!"
United States
Hrishi K.
$294 nightly
The price is $320
Nov 8 - Nov 9
Total with taxes and fees
22-ft stargazing loft dome | Hot tub add-on - 08
A cabin in a forest with a deck and string lights.

15. Pine-view cabin w/ full bath | Hot tub add-on - 05

Pine-view cabin w/ full bath | Hot tub add-on - 05
Freeport
$270 nightly
The price is $295
Nov 8 - Nov 9
Total with taxes and fees
Pine-view cabin w/ full bath | Hot tub add-on - 05
A geodesic dome structure in a forest setting.

16. Dome w/ sky loft + kitchen | Hot tub add-on - 09

Dome w/ sky loft + kitchen | Hot tub add-on - 09
Freeport
10.0 out of 10, Exceptional, (1 review)
"Great location and very close to downtown Freeport."
United States
Scott W.
$429 nightly
The price is $468
Nov 9 - Nov 10
Total with taxes and fees
Dome w/ sky loft + kitchen | Hot tub add-on - 09
A geodesic dome structure in a forested area with a dirt ground and wooden chairs.

17. Stargazing dome w/ full bath | Hot tub add-on - 02

Stargazing dome w/ full bath | Hot tub add-on - 02
Freeport
10.0 out of 10, Exceptional, (1 review)
"Doug our host always was ready to answer any questions we had and we loved his sense of humor "
United States
Alice A.
$297 nightly
The price is $324
Nov 8 - Nov 9
Total with taxes and fees
Stargazing dome w/ full bath | Hot tub add-on - 02
The Desert of Maine Welcome Center has lots of fun goodies (including campground merch!)

18. Cabin w/ full bath + kitchen | Hot tub add-on - 01

Cabin w/ full bath + kitchen | Hot tub add-on - 01
Freeport
8.0 out of 10, Very good, (3 reviews)
"Fantastic setting, quiet and serene but close to quaint town and shopping. This place is perfect! We had our 2 goldens with us and they loved it too. The shower is amazing. The view-perfect. Wonderful communication from the owners. I highly recommend this place. "
United States
Karen
$270 nightly
The price is $295
Nov 8 - Nov 9
Total with taxes and fees
Cabin w/ full bath + kitchen | Hot tub add-on - 01
A geodesic dome structure in a forested area with a dirt ground and wooden chairs.

19. Dome w/ huge window to woods | Hot tub add-on - 06

Dome w/ huge window to woods | Hot tub add-on - 06
Freeport
$294 nightly
The price is $320
Nov 8 - Nov 9
Total with taxes and fees
Dome w/ huge window to woods | Hot tub add-on - 06
An aerial view of a lakeside property with a house, a dock, and a boat.

20. Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn

Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
Bridgton
10.0 out of 10, Exceptional, (73 reviews)
"Cabin is thoughtfully furnished and equipped.We enjoyed listening to the bird song in the mornings, while sitting on the dock."
United States
Peggy P.
$511 nightly
The price is $557
Nov 7 - Nov 8
Total with taxes and fees
Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
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.
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Top Windham Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Awesome boutique hotel in the heart of everything and I will definitely be back soon! Actually kinda sad I left."
Aaron 2-night trip
Posted 3 hours ago
Portland Regency Hotel & Spa

Find out more about Windham

Windham Cabin Rentals information

Number of reviews
134
Accommodation
159 Cabin Rentals
Lowest Price
$275
Highest Price
$730

Frequently asked questions

What are the best cabins near Windham?
Ranging from rustic and small to large and luxurious, there are 542 cabins to pick from in and around Windham. Some of our most popular options include Romantic Log Cabin In Jackson Nh and Cabin - Romantic Getaway For 2 Small And Simple Winter's Back.
Are there cheap cabins in Windham?
Priced from $275 to $730 a night, getting away with loved ones has never been easier or cheaper. Secure one of our cheap cabins in Windham and enjoy an adventure-filled vacation without emptying your bank account.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Windham?
Choose a mountain cabin near Windham and you'll be rewarded with inspiring views, outdoor activities and an experience you won't forget. Cozy And Private Cabin On Almost 2 Acres W is hard to go past. Situated high in the hills, guests can take advantage of nearby hunting activities and a microwave oven here. Renovated 1940s Ski Cabin With Pellet Stove is another popular property. It features winery tours, nearby hunting activities and natural surroundings that'll make you swoon.
What are the best river cabins near Windham?
Spend your waking hours making the most of the water and your evenings listening to it rushing past at a river cabin near Windham. Leading the list is Maine Cabin On The Water. This riverside escape offers on-site watersports and a wood stove. Or, unpack your bags at Cozy And Private Cabin On Almost 2 Acres W. As well as its delightful location, highlights here include snowsport activities and outdoor furniture.
What are the best cabins with pools near Windham?
Staying in a cabin rental with a pool adds another level of fun to your vacation. If you're seeking one near Windham, A Northwoods Cabin has useful amenities like a swimming pool and a tennis court to make your poolside escape even more memorable. Campton Cabin - Log Cabin Home In White Mountains is another top pick and features on-site watersports and a swimming pool.
Can I find beach cabins near Windham?
Wake and wander down to shimmering blue waters when you book a Windham beach cabin rental. Fun and sunshine should be your main priorities at Cabin - Close To Skiing, Hiking, Pvt Beach. It offers on-site watersports and children's activities. Alternatively, toss your bag down and make yourself comfy at Cabin - Romantic Getaway For 2 Small And Simple Winter's Back. Conveniences here include on-site watersports and children's activities.
What are the best weekend cabin rentals in Windham?
If you can't wait to spend a few lazy days enjoying nature, Maine Cabin On The Water will tick all your boxes. Stay here for a weekend and make use of amenities including on-site watersports and a patio. Another superb property is Year - Round Rustic Cabin On Maine's Crystal Clear Barker's Pond. Offering on-site watersports, a firepit and plenty of chill vibes, you'll go home feeling refreshed and energized.
Can I find log cabins in Windham?
For some, the ideal outdoor vacation just isn't complete without bunking down in a character-filled log cabin. Get out and explore or just switch off and relax at Cabin - Close To Skiing, Hiking, Pvt Beach. Recreational activities such as hiking and fishing are just some of the fun things to do here. Another enticing log cabin getaway is Lakeside Log Cabin Absolute Escape Private And Spacious W. Rafting and cycling will keep you on the go when you're not resting up in your rustic retreat.
What are the highest-rated cabins in Windham?
There are some cabin stays that tick just about every box. Cabin - Assoc Beach, Lakes, Naples Causeway is a fine example. With an impressive rating, it comes with handy amenities such as a patio and a firepit. Another popular option is Woodsy Highland Lake Cabin, Water Access. On-site watersports and a firepit are among the conveniences you'll appreciate here.
Why should I book a cabin in Windham?
For a vacation experience that's big on charm, comfort and value for money, a cabin is a top choice. Leave your city blues behind and wander through the greenery of the great outdoors. From days filled with exploring to peaceful nights cuddled up by a campfire, cabins offer both relaxation and excitement. Check out the terrific Windham options on Expedia.
What are the top nature cabins in Windham?
Featuring lots of creature comforts and charm, Maine Cabin On The Water is among our most in-demand nature cabins in Windham. But with tons of things to do and see nearby, don't spend too much time relaxing indoors. Activities such as nearby motor boating and nearby sailing are up for grabs here. Cozy And Private Cabin On Almost 2 Acres W is another option where you can embrace Mother Nature. Ice skating nearby and skiing are a couple of fun ways to do it.
What are some of the best cabins near Portland Museum of Art in Windham?
You'll have Mother Nature as a neighbor at a Portland Museum of Art cabin. Spacious 1br/ 2ba Cabin is popular with vacationers. This retreat is also home to adventure, with nearby kayaking and nearby basketball among the fun things to do close by. Also consider Charming Lakefront Cottage With A Dock. Go exploring and then head back to your cabin to enjoy its creature comforts.

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