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Search the Best Cabins in Windsor

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Windsor cabin rentals

Interior

Damariscotta Lakefront Cottage perfect for a relaxing getaway

Damariscotta Lakefront Cottage perfect for a relaxing getaway
Jefferson
$651 nightly
The price is $710
Aug 4 - Aug 5
Total with taxes and fees
Damariscotta Lakefront Cottage perfect for a relaxing getaway
Terrace/patio

Get in touch with nature.

Get in touch with nature.
Richmond
10.0 out of 10, Exceptional, (43 reviews)
"Wonderful place very peaceful very friendly Aaron was spectacular couldn't ask for a more wonderful enjoyable spot"
United States
Keith R
$140 nightly
The price is $153
Jul 20 - Jul 21
Total with taxes and fees
Get in touch with nature.
Exterior

Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (9 reviews)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
$240 nightly
The price is $261
Jul 20 - Jul 21
Total with taxes and fees
Sister A-Frame in Woods B
Exterior

Charming cabin in the birches right on the atv trail!

Charming cabin in the birches right on the atv trail!
Fairfield
8.6 out of 10, Excellent, (9 reviews)
"The Host was great, I highly recommend this spot, everything was super smooth and the cabin was beautiful. "
United States
Jason B.
$158 nightly
The price is $172
Jul 21 - Jul 22
Total with taxes and fees
Charming cabin in the birches right on the atv trail!
Exterior

Luxury Lakefront Cabin in Hope - Close to Camden & Rockland

Luxury Lakefront Cabin in Hope - Close to Camden & Rockland
Hope
10.0 out of 10, Exceptional, (1 review)
"Jen was very communicative…responding in minutes! The cabin was lovely and very comfortable. Our youngest son spent the afternoon and following morning fishing off the dock and loved the s’more fixings. My husband took out the kayak and just relaxed by reading and taking in the tranquil setting. Our oldest loved hanging in his nook. I took advantage of the washer/dryer but also enjoyed a glass of wine and the old school records. The beds were very comfortable, and the master bedroom was...
United States
Lauren E.
$947 nightly
The price is $1,032
Aug 9 - Aug 10
Total with taxes and fees
Luxury Lakefront Cabin in Hope - Close to Camden & Rockland
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 Windsor Hotel Reviews

Senator Inn & Spa

Senator Inn & Spa

10/10 Excellent
"We loved it"
George 2-night trip
Posted 1 hour ago
Senator Inn & Spa

Find out more about Windsor

Windsor Cabin Rentals information

Number of reviews
10,785
Accommodation
80 Cabin Rentals
Lowest Price
$119
Highest Price
$404

Frequently asked questions

What are the best cabins near Windsor?
Spend time in the great outdoors without sacrificing the comforts at one of our 475 cabins in and around Windsor. Whether you have relaxation or adventure on your mind, Cabin - Romantic Getaway For 2 Small And Simple Winter's Back delivers plenty of both. Alternatively, book a stay at Luxury Cabin With A/c, Hot Tub and make the most of its picturesque surroundings.
Are there cheap cabins in Windsor?
For a memorable getaway in the great outdoors, you can't beat our cheap cabins in Windsor. Wake up in the morning to the sweet sound of birds chirping from one of our cozy retreats priced from $119 to $404 per night.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 Windsor?
If you need a fill of crisp air and superb views, you can't beat a Windsor mountain cabin. Surround yourself in nature at Lakeside Pine Cone Cabin 30' Private Beach And Dock. This guest favorite has all the ingredients for a memorable getaway, including a wood stove and winery tours. Alternatively, experience a taste of the mountain lifestyle at Luxury Cabin With A/c, Hot Tub. It comes with a porch, snowsport activities and more.
What are the best river cabins near Windsor?
Spend your days enjoying the water and your nights listening to it rushing past at a river cabin near Windsor. Our top pick — Maine Cabin On The Water. This riverside stay offers on-site watersports and a wood stove. Alternatively, throw your bags down at Lakeside Pine Cone Cabin 30' Private Beach And Dock. In addition to its idyllic location, highlights here include on-site watersports and a wood stove.
What are the best cabins with pools near Windsor?
Put on your swimwear and go for a dip whenever you please when you reserve one of our cabin rentals with a pool near Windsor. Luxury Cabin On Linekin Bay is a standout. A swimming pool and a firepit are among the other amenities that await you here. Or, spend your getaway at Charming Island Cabin With Breathtaking Coastal Waterfront. Along with its pool, this cabin comes with a swimming pool and a fireplace.
Can I find beach cabins near Windsor?
Pack your board shorts and get ready for a slower pace of life at Lakeside Pine Cone Cabin 30' Private Beach And Dock. This Windsor beach cabin rental has amenities including on-site watersports and beach sun loungers. Cabin - Romantic Getaway For 2 Small And Simple Winter's Back also delivers a sun-soaked escape. Featuring on-site watersports and children's activities, it was made for laid-back days by the shore.
What are the best weekend cabin rentals in Windsor?
Whether you're planning a whirlwind trip with your honey or your whole family, we'll help you find your dream weekend cabin getaway. One top example? Lakeside Log Cabin Absolute Escape Private And Spacious W. Featuring on-site watersports and a firepit, you'll love being surrounded by nature here. Cabin On Mt Desert Island Me Next Door To Acadia is another popular place where you can slow things down. Enjoy a few nights or more at this escape which offers on-site watersports and a firepit.
What are the best cabin prices in Windsor?
With prices starting from just $119 per night for a cabin rental in Windsor, there's no reason to wrestle with that hard-to-pitch tent.
Can I find log cabins in Windsor?
If you're craving a simpler way of life, you'll find it at one of our log cabins in Windsor. For example, Lakeside Log Cabin Absolute Escape Private And Spacious W. Spend your days here sea kayaking and swimming and then come home to its creature comforts. Time also seems to go slower at Charming Log Cabin - Yamagoya In The Spruce Trees And Near The Ocean. When you're in the mood to explore beyond your cozy rental, sea kayaking and canoeing opportunities are close by.
What are the highest-rated cabins in Windsor?
With an impressive rating, it's not hard to understand why Cabin - On Gorgeous Great Pond - Lake - , Great For Families is a popular pick with Expedia adventurers. Some amenities here include a patio and a firepit. Maine Cabin On The Water is another great choice. Conveniences like on-site watersports and a patio will help make your stay nice and comfy.
Why should I book a cabin in Windsor?
For a vacation in nature at an amazing price, you can't beat a cabin. Imagine rising to the sounds of songbirds and having breakfast on your deck surrounded by stunning views. Rent a cabin in Windsor and say goodbye to the fast pace of modern life. Whether they're beachside, lakeside or up a mountain, cabins offer an affordable and relaxing experience for anyone needing a break.
What are the top nature cabins in Windsor?
Settle in at Maine Cabin On The Water and let all your troubles float away downstream. Fun activities like mountain climbing and nearby horse riding help make this river cabin in Windsor a popular option. Lakeside Pine Cone Cabin 30' Private Beach And Dock is another retreat where you can relax among nature. If you're chasing adventure, try nearby basketball and nearby snorkeling.
What are some of the best cabins near Belgrade Lakes Chain in Windsor?
Ditch the daily grind and step out into nature from a Belgrade Lakes Chain cabin. Wander among wildlife, inhale the fresh air and then kick back at Cabin - On Gorgeous Great Pond - Lake - , Great For Families. Awesome activities such as jet skiing and hiking are outside your door here. Another place you'll love coming home to is Cozy Log Cabin Belgrade Lakes Rome Maine. Nearby motor boating and nearby hiking and biking trails are a couple of things to add to your itinerary during your trip.

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