Search the Best Cabins in Windham

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Cabin Rentals in Windham

Our top choices for 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

9.8 out of 10, Exceptional, (7)
New 2-bedroom cabin with WiFi, AC in delightful Old Orchard Beach
Romantic getaway for 2 couple date's in July just opened up
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Romantic getaway for 2 couple date's in July just opened up

10.0 out of 10, Exceptional, (310)
"Place is beautiful and well crafted with a perfect nature setting"
Romantic getaway for 2 couple date's in July just opened up
THE LILLIPAD.Off-grid A frame. Sebago lake region!
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THE LILLIPAD.Off-grid A frame. Sebago lake region!

9.6 out of 10, Exceptional, (4)
"Great view of the pond and nice accommodations for a single guest."
$175 nightly
The price is $190
Oct 13 - Oct 14
Total with taxes and fees
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Pond And Pine
Classic Cabin | Terrace/patio

Pond And Pine

2.0 star property
10.0 out of 10, Exceptional, (2)
"This was a great place to stay especially for couples. The pond is very nice with kayaks and canoes available. A fire pit and hot tub at every cabin. The site manager is great and readily available if needed. Will definitely be going back to pond and pine. "
$321 nightly
The price is $350
Sep 22 - Sep 23
Total with taxes and fees
Pond And Pine
Lakefront Log Home 12 feet Away from Lake
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Lakefront Log Home 12 feet Away from Lake

10.0 out of 10, Exceptional, (60)
"Incredible night away on a quiet Maine pond. Highly recommended, Todd was great and the place was perfect! We will be back for sure."
$514 nightly
The price is $560
Sep 22 - Sep 23
Total with taxes and fees
Lakefront Log Home 12 feet Away from Lake
Knotty pine log cabin - boating, fishing, ATV trails and hiking!
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Knotty pine log cabin - boating, fishing, ATV trails and hiking!

9.8 out of 10, Exceptional, (16)
"We enjoyed this cozy cottage and the very peaceful setting ."
Knotty pine log cabin - boating, fishing, ATV trails and hiking!
Lovely, Lake Front 2-Bedroom Cabin with Porch and Dock on Saturday Pond
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Lovely, Lake Front 2-Bedroom Cabin with Porch and Dock on Saturday Pond

10.0 out of 10, Exceptional, (8)
Lovely, Lake Front 2-Bedroom Cabin with Porch and Dock on Saturday Pond
Cottage in the Woods on Picturesque Island
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Cottage in the Woods on Picturesque Island

10.0 out of 10, Exceptional, (5)
"Great little place on a beautiful and peaceful island. Communication was excellent. "
Cottage in the Woods on Picturesque Island
Lakefront home with lovely lake views - one mile from the casino
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Lakefront home with lovely lake views - one mile from the casino

9.8 out of 10, Exceptional, (47)
"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
Lakeside Story - Log Cabin, Fire Pit, Beach!
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Lakeside Story - Log Cabin, Fire Pit, Beach!

9.2 out of 10, Wonderful, (15)
"We had a great time at the log cabin. The lake view was beautiful and the house had everything we needed for an enjoyable quiet family weekend."
Lakeside Story - Log Cabin, Fire Pit, Beach!
Outstanding Pet Friendly Family Retreat on Frye Island in Sebago Lake sleeps 7
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Outstanding Pet Friendly Family Retreat on Frye Island in Sebago Lake sleeps 7

9.6 out of 10, Exceptional, (57)
"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
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
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Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome

8.8 out of 10, Excellent, (45)
"Beautiful setting on the water and a quaint little cottage with everything we needed. It was a little rustic but very comfortable!"
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
Modern, Luxurious Cabin in the Woods - 03
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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. "
$316 nightly
The price is $344
Oct 22 - Oct 23
Total with taxes and fees
Modern, Luxurious Cabin in the Woods - 03
Large, luxurious geodesic dome - 06
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Large, luxurious geodesic dome - 06

$330 nightly
The price is $360
Sep 23 - Sep 24
Total with taxes and fees
Large, luxurious geodesic dome - 06
Cozy wooded cabin with lake access, firepit & kitchenette
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Cozy wooded cabin with lake access, firepit & kitchenette

8.6 out of 10, Excellent, (22)
"Cozy cabin. Great for a couple to spend some close time together."
Cozy wooded cabin with lake access, firepit & kitchenette
Year-round 3-bedroom WATERFRONT Windham cabin with WiFi
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Year-round 3-bedroom WATERFRONT Windham cabin with WiFi

Year-round 3-bedroom WATERFRONT Windham cabin with WiFi
Cozy pet-friendly lakefront retreat in tranquil Bridgton.
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Cozy pet-friendly lakefront retreat in tranquil Bridgton.

9.8 out of 10, Exceptional, (8)
"Stay with my son and his famil"
Cozy pet-friendly lakefront retreat in tranquil Bridgton.
Chickadee A-Frame on Private Road
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Chickadee A-Frame on Private Road

10.0 out of 10, Exceptional, (3)
"This home is so cozy and the host was super communicative! Great location just a short drive from downtown Freeport "
Chickadee A-Frame on Private Road
Sebago Lake Cottage on Raymond Cape
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Sebago Lake Cottage on Raymond Cape

10.0 out of 10, Exceptional, (47)
"Our family was up for a wedding so we came up to visit. This is a beautiful place. We will keep this in mind for the future. "
Sebago Lake Cottage on Raymond Cape
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

9.6 out of 10, Exceptional, (12)
$282 nightly
The price is $307
Sep 23 - Sep 24
Total with taxes and fees
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
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

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Clean, pretty affordable, and well-located—I got to Portland in 10-15 minutes. Front desk staff were lovely and accommodated my access request for my grandma. Room had a fridge and microwave. Coffee right next door. Only slight blip regarding room cleaning—there were a few days when seemingly the trash did not get touched. After a few days this does pile up."
Brittany 4-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Portland

Find out more about Windham

Find out more about Windham

Windham Cabin Rentals information

Number of reviews
518
Accommodation
136 Cabin Rentals
Lowest Price
$190
Highest Price
$560

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