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Check prices for these dates

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

Our top choices for Winthrop vacation 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 ￥51,321
￥142,517 total
includes taxes & fees
Oct 12 - Oct 13
July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather
A wooden pathway leading to a body of water, surrounded by dense greenery.

2. Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly

Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly
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 ￥6,790
￥28,572 total
includes taxes & fees
Oct 13 - Oct 14
Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly
A room with a hexagonal glass ceiling, a bed with a plaid blanket, and a view of greenery outside.

3. Floating Island Dome - Pet-Friendly Lake Retreat

Floating Island Dome - Pet-Friendly Lake Retreat
Monmouth
The price is ￥16,107
￥39,072 total
includes taxes & fees
Oct 12 - Oct 13
Floating Island Dome - Pet-Friendly Lake Retreat
A floating house with a glass door, a deck, and a table and chairs.

4. Floating Island Cabin

Floating Island Cabin
Monmouth
10.0 out of 10, Exceptional, (12 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 ￥13,264
￥36,489 total
includes taxes & fees
Oct 12 - Oct 13
Floating Island Cabin
A fenced enclosure with a wooden shelter and a green-roofed building in a wooded area.

5. The Ripple- Kut Away Campground- Travel trailer

The Ripple- Kut Away Campground- Travel trailer
Livermore Falls
The price is ￥11,073
￥22,415 total
includes taxes & fees
Oct 8 - Oct 9
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.

6. Renovated Year-Round Lake Retreat on Annabessacook Lake

Renovated Year-Round Lake Retreat on Annabessacook Lake
Monmouth
The price is ￥29,134
￥62,050 total
includes taxes & fees
Nov 2 - Nov 3
Renovated Year-Round Lake Retreat on Annabessacook Lake
A living room with a ceiling fan, two chairs, a sofa, a coffee table, and a patterned rug.

7. 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 ￥24,476
￥45,268 total
includes taxes & fees
Oct 11 - Oct 12
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
A single-story house with a gray siding exterior, a white front door, and two flower planters on either side of the entrance.

8. Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
9.8 out of 10, Exceptional, (19 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 ￥18,633
￥36,489 total
includes taxes & fees
Nov 2 - Nov 3
Discover Oakland charm near Colby College 10 min
A spacious log cabin interior with a large living area, a stone fireplace, and a staircase leading to an upper level.

9. 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 ￥65,362
￥164,878 total
includes taxes & fees
Nov 3 - Nov 4
Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings
A covered deck with large windows overlooking a lake, a boat on the water, and a forested shoreline.

10. Camp Lintonia on Tacoma Lakes

Camp Lintonia on Tacoma Lakes
Litchfield
10.0 out of 10, Exceptional, (16 reviews)
"Loved it"
United States
Sandra R.
The price is ￥55,269
￥68,333 total
includes taxes & fees
Oct 12 - Oct 13
Camp Lintonia on Tacoma Lakes
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 ￥17,528
￥38,339 total
includes taxes & fees
Oct 8 - Oct 9
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)
"This place is amazing! Quintessential Maine home experience!"
United States
Meagan D.
The price is ￥19,612
￥32,393 total
includes taxes & fees
Oct 8 - Oct 9
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 ￥33,161
￥68,591 total
includes taxes & fees
Oct 11 - Oct 12
Elizabeth Cottage
A wooden deck with outdoor furniture, a large potted plant, and string lights.

14. 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 ￥29,016
￥52,036 total
includes taxes & fees
Oct 12 - Oct 13
Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
A wooden deck with outdoor furniture overlooking a body of water.

15. 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 ￥49,742
￥111,191 total
includes taxes & fees
Oct 17 - Oct 18
Lakefront Log Cabin Getaway on Sabattus Pond - Dog Friendly!
A covered patio with a view of a lake, outdoor furniture, and a wooden deck.

16. 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 ￥44,846
￥143,033 total
includes taxes & fees
Oct 26 - Oct 27
Family's Paradise: 3BR/2BA,Game Room & Lake Access
A room with a view of a backyard, a wooden cabinet, a white countertop, and a wicker basket.

17. Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire Pit

Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire Pit
Lewiston
10.0 out of 10, Exceptional, (2 reviews)
"We stayed here for a family event and the house was perfect for what we needed for our stay. The house was spotless, comfortable and there was plenty of room for us and the rooms were creatively themed. There were plenty of TVs and the pool was a big plus. The basement was a pleasant surprise, with the basketball and air hockey games, along with an exercise bike and TV. The neighborhood was quiet and safe. Our host John was very accommodating and quick to reply to messages. We would gladly stay...
United States
Eric L.
The price is ￥45,636
￥115,666 total
includes taxes & fees
Oct 11 - Oct 12
Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire Pit
A house with a white front door, a wreath, and flower boxes on the windowsills.

18. Arden Cottage

Arden Cottage
Mount Vernon
The price is ￥33,161
￥68,591 total
includes taxes & fees
Oct 11 - Oct 12
Arden Cottage
A small, single-story house with a white exterior and a dark roof. It features a front door, two windows with shutters, and a small porch area.

19. Nightingale Cottage

Nightingale Cottage
Mount Vernon
6.0 out of 10, (1 review)
The price is ￥33,161
￥68,591 total
includes taxes & fees
Oct 11 - Oct 12
Nightingale 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

Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent
"Awesome staff. Very friendly. Great room!"
Brian 1-night trip
Posted 4 hours ago
Maine Evergreen Hotel, an Ascend Collection Hotel

Find out more about Winthrop

Winthrop Vacation Homes information

Number of reviews
146
Accommodation
166 Vacation Homes
Lowest Price
￥28,572
Highest Price
￥164,878