Holiday Homes in Winthrop

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Winthrop holiday homes

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 NZ$1,120
includes taxes & fees
3 May - 4 May
Charming Lakefront Home: Big Porches, Kayaks & Room to Gather
Exterior

Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
10.0 out of 10, Exceptional, (10 reviews)
"Very clean and comfy. A pleasure to stay there. "
United States
Vicki W.
The price is NZ$361
includes taxes & fees
29 Apr - 30 Apr
Discover Oakland charm near Colby College 10 min
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 NZ$553
includes taxes & fees
29 Apr - 30 Apr
Cozy Cottage on water's edge of Lake Cobbosseecontee
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 NZ$548
includes taxes & fees
3 May - 4 May
Island Tree House Glamping
Exterior

Pool, fire pit & dogs welcome, close to lakes and trails - Maine Farm Getaway

Pool, fire pit & dogs welcome, close to lakes and trails - Maine Farm Getaway
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 NZ$656
includes taxes & fees
29 Apr - 30 Apr
Pool, fire pit & dogs welcome, close to lakes and trails - Maine Farm Getaway
3 bedrooms, desk, iron/ironing board, free WiFi

An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay
Buckfield
9.8 out of 10, Exceptional, (66 reviews)
"Very nice and comfortable house, clean and quiet. The hosts were very responsive. We had a great stay."
United States
Jessica Stebbins B.
The price is NZ$340
includes taxes & fees
29 Apr - 30 Apr
An Authentic Clean & Cozy Maine Homestay
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 NZ$343
includes taxes & fees
3 May - 4 May
Hammock Haven Island Dome
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 NZ$400
includes taxes & fees
3 May - 4 May
Island Tent Overlook in Maine
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 NZ$441
includes taxes & fees
4 May - 5 May
Floating Island Cabin
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 NZ$709
includes taxes & fees
30 Apr - 1 May
Peaceful Home in Central Maine
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 NZ$985
includes taxes & fees
3 May - 4 May
Spacious 4-bedroom house with chef's kitchen - Historic Belgrade Village
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 traveller
The price is NZ$782
includes taxes & fees
3 May - 4 May
Naughty Dog Private Island Log Cabin
Room

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 NZ$442
includes taxes & fees
17 May - 18 May
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
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 NZ$651
includes taxes & fees
29 Apr - 30 Apr
Camp Lintonia on Tacoma Lakes
Terrace/patio

Lakefront Log Cabin Getaway on Sabattus Pond - Dog Friendly!

Lakefront Log Cabin Getaway on Sabattus Pond - Dog Friendly!
Wales
8.8 out of 10, Excellent, (5 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 NZ$1,228
includes taxes & fees
27 May - 28 May
Lakefront Log Cabin Getaway on Sabattus Pond - Dog Friendly!
TV, books, offices, printers

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
10.0 out of 10, Exceptional, (1 review)
"The property was very nice!"
United States
James D.
The price is NZ$1,630
includes taxes & fees
29 Apr - 30 Apr
Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings
Property grounds

Eco-Island Events: Weddings, Families, Retreats

Eco-Island Events: Weddings, Families, Retreats
Monmouth
The price is NZ$2,735
includes taxes & fees
14 May - 15 May
Eco-Island Events: Weddings, Families, Retreats
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

Days Inn by Wyndham Augusta

Days Inn by Wyndham Augusta

10/10 Excellent
"Yes it was fresh."
Elizabeth 7-night trip
Posted 23 hours ago
Days Inn by Wyndham Augusta

Find out more about Winthrop

Winthrop Holiday Homes information

Number of reviews
109
Accommodation
154 Holiday Homes
Lowest Price
NZ$340
Highest Price
NZ$2,735