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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Windsor vacation homes

Exterior

Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (17 reviews)
"We had never stayed in a yurt before and this one had everything you need. We ate breakfast out on the deck and enjoyed the scenery. We had a really nice time!"
United States
Karen I.
The price is AED 643
AED 972 total
includes taxes & fees
19 Apr - 20 Apr
Dome 1 - Luxury Dome at Come Spring Farm
Property grounds

Cozy Cottage on water's edge of Lake Cobbosseecontee

Cozy Cottage on water's edge of Lake Cobbosseecontee
Manchester
8.8 out of 10, Excellent, (21 reviews)
"Very quiet spot right on the lake, relatively easy to get to, close to town. Cabin is small, which was perfect for the two of us. "
United States
Stephanie P.
The price is AED 533
AED 1,233 total
includes taxes & fees
19 Apr - 20 Apr
Cozy Cottage on water's edge of Lake Cobbosseecontee
Exterior

Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
10.0 out of 10, Exceptional, (8 reviews)
"Very clean and comfy. A pleasure to stay there. "
United States
Vicki W.
The price is AED 411
AED 825 total
includes taxes & fees
29 Apr - 30 Apr
Discover Oakland charm near Colby College 10 min
Exterior

Charming 3 bedroom guest house on farm

Charming 3 bedroom guest house on farm
Oakland
10.0 out of 10, Exceptional, (11 reviews)
"Very accommodating host. Loved everything about it. Highly recommend "
United States
Mike M.
The price is AED 702
AED 1,276 total
includes taxes & fees
20 Apr - 21 Apr
Charming 3 bedroom guest house on farm
WiFi

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
9.0 out of 10, Wonderful, (8 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is AED 643
AED 931 total
includes taxes & fees
19 Apr - 20 Apr
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Interior

3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (4 reviews)
"Great property with central location in mid coast Maine. Beautifully decorated with very comfortable beds! Jeff was great with communication throughout to ensure we had everything we needed! Would stay again! "
United States
Decourcey D.
The price is AED 558
AED 1,277 total
includes taxes & fees
20 Apr - 21 Apr
3 Bedroom Happy Cottage 15
Exterior detail

Peaceful Home in Central Maine

Peaceful Home in Central Maine
Sidney
9.0 out of 10, Wonderful, (7 reviews)
"nice house just as advertised, very comfortable beds, communication with host was excellent, no surprises. House was only 6 minutes from boat ramp of Messalonskee Lake where we went ice fishing. Great year-round destination house!"
United States
Darren
The price is AED 1,079
AED 1,564 total
includes taxes & fees
21 Apr - 22 Apr
Peaceful Home in Central Maine
Interior

Island Tree House Glamping

Island Tree House Glamping
Monmouth
10.0 out of 10, Exceptional, (9 reviews)
"Sunset/rise were so perfect, and we got a special appearance of a double rainbow during our stay!"
United States
Desiree L.
The price is AED 353
AED 1,421 total
includes taxes & fees
1 May - 2 May
Island Tree House Glamping
Terrace/patio

Hammock Haven Island Dome

Hammock Haven Island Dome
Monmouth
10.0 out of 10, Exceptional, (3 reviews)
"Could not have asked for a better way to end our vacation than a visit to this island. For being a sustainable space it does not lack in amenities conducive to comfort, and the setting is pristine. I had particular fondness for the rope swing!!"
United States
BlairR
The price is AED 246
AED 813 total
includes taxes & fees
3 May - 4 May
Hammock Haven Island Dome
Property grounds

Floating Island Cabin

Floating Island Cabin
Monmouth
10.0 out of 10, Exceptional, (8 reviews)
"What an absolute pleasure it was staying in the floating home on the island. It was everything we wanted it to be. We will make this an annual trip. "
United States
Carissa P.
The price is AED 397
AED 1,073 total
includes taxes & fees
1 May - 2 May
Floating Island Cabin
WiFi

Come Spring Farm Glamping Dome 2

Come Spring Farm Glamping Dome 2
Union
6.8 out of 10, (3 reviews)
"My friends and I had a great time at Come Spring Farm! We got hit with a lot of rain as soon as we arrived and it was really cool to watch the storm through the windows in the dome. We were impressed with the bathroom/shower facilities and the Coop hang out space, and I was thrilled to help feed the animals in the morning. We hope to return soon!"
United States
Healy C.
The price is AED 643
AED 931 total
includes taxes & fees
20 Apr - 21 Apr
Come Spring Farm Glamping Dome 2
Microwave, oven, stovetop, dishwasher

Spacious 4-bedroom house with chef's kitchen - Historic Belgrade Village

Spacious 4-bedroom house with chef's kitchen - Historic Belgrade Village
Belgrade
10.0 out of 10, Exceptional, (1 review)
"Really enjoyed everything about this home. Would recommend to anyone looking to visit the Belgrade Lakes area."
United States
Ken S.
The price is AED 1,650
AED 2,178 total
includes taxes & fees
21 Apr - 22 Apr
Spacious 4-bedroom house with chef's kitchen - Historic Belgrade Village
Property grounds

Island Tent Overlook in Maine

Island Tent Overlook in Maine
Monmouth
10.0 out of 10, Exceptional, (4 reviews)
"The island is great from the walking trails, amenities and great fishing. "
United States
Jeremy F.
The price is AED 334
AED 989 total
includes taxes & fees
1 May - 2 May
Island Tent Overlook in Maine
Interior

Camp Lintonia on Tacoma Lakes

Camp Lintonia on Tacoma Lakes
Litchfield
10.0 out of 10, Exceptional, (13 reviews)
"Amazing Host, beautiful place to stay with an awesome view, pleanty of room for everyone, all the amenities worked great and the showers had great pressure and were nice and hot! Definitely plan on renting this location in the summer! DEFINITELY a place to stay... solid 5 stars!!!"
United States
Meghan C.
The price is AED 1,157
AED 1,429 total
includes taxes & fees
20 Apr - 21 Apr
Camp Lintonia on Tacoma Lakes
Terrace/patio

Naughty Dog Private Island Log Cabin

Naughty Dog Private Island Log Cabin
Monmouth
10.0 out of 10, Exceptional, (11 reviews)
"Our stay was amazing! The location was beyond what I expected. It was so peaceful and relaxing Kent the property owner was fabulous, anything we needed or wanted he brought to us. I highly recommend this property and we can’t wait to go back!"
United States
Anonymous traveler
The price is AED 742
AED 1,902 total
includes taxes & fees
1 May - 2 May
Naughty Dog Private Island Log Cabin
Exterior

Charming Lakefront Home: Big Porches, Kayaks & Room to Gather

Charming Lakefront Home: Big Porches, Kayaks & Room to Gather
Winthrop
9.6 out of 10, Exceptional, (5 reviews)
"Nice place to stay"
United States
Michael Y.
The price is AED 1,194
AED 2,630 total
includes taxes & fees
3 May - 4 May
Charming Lakefront Home: Big Porches, Kayaks & Room to Gather
Property grounds

Eco-Island Events: Weddings, Families, Retreats

Eco-Island Events: Weddings, Families, Retreats
Monmouth
The price is AED 3,085
AED 6,125 total
includes taxes & fees
1 May - 2 May
Eco-Island Events: Weddings, Families, Retreats
Exterior

The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
The price is AED 2,600
AED 3,972 total
includes taxes & fees
19 Apr - 20 Apr
The Entire Waldoboro Inn
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

Comfort Inn Augusta

Comfort Inn Augusta

6/10 Okay
"The pool was nice. The room was decent enough, just don’t turn the mini fridge cool setting up all the way on you Dr Pepper might explode! Also be careful of unfortunately ghetto acting guests in the hotel I stayed on the second floor and as soon as I go to bring my 10 year old daughter into the room to change for the pool and such a huge loud and belligerent fight and brawl broke out directly outside of our room. The staff was able to de escalate the situation without any need of police which is a shock where I’m from. Outside of that. Maine is a lovely place to come stay on vacation! "
Justin 4-night trip
Posted 23 hours ago
Comfort Inn Augusta