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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Winthrop holiday homes

A two-story house with a red roof, located by a lake surrounded by dense green trees.

1. July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather

July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather
Winthrop
9.6 out of 10, Exceptional, (5 reviews)
"Nice place to stay"
United States
Michael Y.
The price is £676
includes taxes & fees
26 Oct - 27 Oct
July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather
A wooden interior with a radial wooden ceiling design and a central skylight.

2. Island Tree House Glamping

Island Tree House Glamping
Monmouth
10.0 out of 10, Exceptional, (11 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 £168
includes taxes & fees
28 Oct - 29 Oct
Island Tree House Glamping
A floating house with a glass door, a deck, and a table and chairs.

3. Floating Island Cabin

Floating Island Cabin
Monmouth
10.0 out of 10, Exceptional, (13 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.
Floating Island Cabin
A room with a hexagonal glass ceiling, a bed with a plaid blanket, and a view of greenery outside.

4. Floating Island Dome - Pet-Friendly Lake Retreat

Floating Island Dome - Pet-Friendly Lake Retreat
Monmouth
Floating Island Dome - Pet-Friendly Lake Retreat
A wooden cabin with a porch, a rocking chair, and a table with a lantern.

5. Naughty Dog Private Island Log Cabin

Naughty Dog Private Island Log Cabin
Monmouth
10.0 out of 10, Exceptional, (13 reviews)
"Honestly, this property and the whole experience exceeded all my expectations (which were already pretty high). Kent and the team were so accommodating, making sure that we had everything that we needed and were available at any time. They made special plans to accommodate some friends for a day visit and were so kind and helpful. The property itself was so perfect for what we wanted and the dog so enjoyed the freedom that only a private island can bring! Thanks, Kent, for a very memorable stay....
United States
Peter O.
The price is £297
includes taxes & fees
30 Oct - 31 Oct
Naughty Dog Private Island Log Cabin
An outdoor area with a grassy field, trees, and two green folding chairs.

6. The Ripple- Kut Away Campground- Travel trailer

The Ripple- Kut Away Campground- Travel trailer
Livermore Falls
The price is £110
includes taxes & fees
19 Oct - 20 Oct
The Ripple- Kut Away Campground- Travel trailer
A modern kitchen with stainless steel appliances, wooden cabinets, and a dining area with a table and chairs.

7. Renovated Year-Round Lake Retreat on Annabessacook Lake

Renovated Year-Round Lake Retreat on Annabessacook Lake
Monmouth
The price is £300
includes taxes & fees
19 Oct - 20 Oct
Renovated Year-Round Lake Retreat on Annabessacook Lake
A spacious log cabin interior with a large living area, a stone fireplace, and a staircase leading to an upper level.

8. Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings

Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings
Wayne
9.0 out of 10, Wonderful, (2 reviews)
"The property was very nice!"
United States
James D.
The price is £783
includes taxes & fees
2 Nov - 3 Nov
Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings
A single-story house with a gray siding exterior, a white front door, and two flower planters on either side of the entrance.

9. Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
9.8 out of 10, Exceptional, (20 reviews)
"Great communication. The location was excellent for a few day trips. Very clean and well maintained. Would definitely stay here again if in the area."
United States
Patricia
The price is £177
includes taxes & fees
13 Oct - 14 Oct
Discover Oakland charm near Colby College 10 min
A living room with a ceiling fan, two chairs, a sofa, a coffee table, and a patterned rug.

10. Beautifully remodeled first floor of a duplex home, surrounded by privacy fence

Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
Sabattus
The price is £221
includes taxes & fees
13 Oct - 14 Oct
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
A campsite with two wooden cabins, a dirt path, and string lights.

11. Old Apple Orchard Yurt 2

Old Apple Orchard Yurt 2
Buckfield
The price is £186
includes taxes & fees
13 Oct - 14 Oct
Old Apple Orchard Yurt 2
A bedroom with a bed, wooden ceiling, a window with blinds, a nightstand, and a framed picture on the wall.

12. An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay
Buckfield
9.8 out of 10, Exceptional, (69 reviews)
"Host was very accommodating and helpful! Was a great space to stay and felt homey! In a good area with plenty of amenities nearby."
United States
Autumn M.
The price is £155
includes taxes & fees
13 Oct - 14 Oct
An Authentic Clean & Cozy Maine Homestay
A large, two-story house with a well-lit front porch and multiple windows.

13. Elizabeth Cottage

Elizabeth Cottage
Mount Vernon
The price is £335
includes taxes & fees
13 Oct - 14 Oct
Elizabeth Cottage
A covered deck with large windows overlooking a lake, a boat on the water, and a forested shoreline.

14. Camp Lintonia on Tacoma Lakes

Camp Lintonia on Tacoma Lakes
Litchfield
10.0 out of 10, Exceptional, (17 reviews)
"Loved it"
United States
Sandra R.
The price is £328
includes taxes & fees
15 Oct - 16 Oct
Camp Lintonia on Tacoma Lakes
A covered patio with a view of a lake, outdoor furniture, and a wooden deck.

15. Family's Paradise: 3BR/2BA,Game Room & Lake Access

Family's Paradise: 3BR/2BA,Game Room & Lake Access
Belgrade
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay."
United States
Tyson W.
The price is £777
includes taxes & fees
28 Oct - 29 Oct
Family's Paradise: 3BR/2BA,Game Room & Lake Access
A wooden deck with outdoor furniture, a large potted plant, and string lights.

16. Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes

Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
Oakland
10.0 out of 10, Exceptional, (17 reviews)
"Kathleen was a wonderful host. My family and I found the property welcoming and relaxing. Great place to stay if you are looking for a laid back atmosphere and peaceful time in the country."
United States
Jared
The price is £273
includes taxes & fees
18 Oct - 19 Oct
Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
A wooden deck with outdoor furniture overlooking a body of water.

17. Lakefront Log Cabin Getaway on Sabattus Pond - Dog Friendly!

Lakefront Log Cabin Getaway on Sabattus Pond - Dog Friendly!
Wales
9.2 out of 10, Wonderful, (9 reviews)
"Excellent log cabin right on the water. Property owners were great to deal with. Will stay again."
United States
Jared F.
The price is £529
includes taxes & fees
17 Oct - 18 Oct
Lakefront Log Cabin Getaway on Sabattus Pond - Dog Friendly!
A modern kitchen with white cabinetry, a granite countertop, a built-in stove, and a stone fireplace.

18. Fall fun in Oxford Hills

Fall fun in Oxford Hills
Sumner
10.0 out of 10, Exceptional, (30 reviews)
"Property as advertised. Very nice property"
United States
Todd S.
The price is £262
includes taxes & fees
13 Oct - 14 Oct
Fall fun in Oxford Hills
A house with a white front door, a wreath, and flower boxes on the windowsills.

19. Arden Cottage

Arden Cottage
Mount Vernon
The price is £335
includes taxes & fees
13 Oct - 14 Oct
Arden Cottage
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 Winthrop Hotel Reviews

Comfort Inn Augusta

Comfort Inn Augusta

10/10 Excellent
"Clean rooms and bathroom convenient restaurant next door."
Ted 1-night trip
Posted less than an hour ago
Comfort Inn Augusta

Find out more about Winthrop

Winthrop Holiday Homes information

Number of reviews
207
Accommodation
169 Holiday Homes
Lowest Price
£155
Highest Price
£783