Winthrop Vacation Rentals

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Check prices for these dates

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

Our top choices for Winthrop vacation rentals

Terrace/patio

Cozy cottage in the Winthrop Lakes Area

Cozy cottage in the Winthrop Lakes Area
Winthrop
9.6 out of 10, Exceptional, (5 reviews)
"Lovely cottage! Everything we needed. The hosts were gracious and communicated well."
United States
Joshua
The price is ￥16,329
￥28,923 total
includes taxes & fees
Jun 2 - Jun 3
Cozy cottage in the Winthrop Lakes Area
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 ￥45,925
￥106,193 total
includes taxes & fees
May 10 - May 11
Charming Lakefront Home: Big Porches, Kayaks & Room to Gather
Interior

Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters

Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters
Winthrop
The price is ￥25,122
￥45,353 total
includes taxes & fees
May 24 - May 25
Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters
Outdoor dining

Lighthouse Lane

Lighthouse Lane
Manchester
10.0 out of 10, Exceptional, (73 reviews)
"Very nice stay Beautiful lake views "
United States
Karen G.
The price is ￥63,589
￥83,688 total
includes taxes & fees
May 14 - May 15
Lighthouse Lane
TV

Two bedroom Mid Century Modern apartment in Downtown Hallowell

Two bedroom Mid Century Modern apartment in Downtown Hallowell
Hallowell
10.0 out of 10, Exceptional, (83 reviews)
"We like this property so much—-it was our second time staying! This apartment is spacious and comfortable. It is located in town and walking distance from small shops and quality restaurants. "
United States
jessica b.
The price is ￥20,725
￥38,335 total
includes taxes & fees
May 6 - May 7
Two bedroom Mid Century Modern apartment in Downtown Hallowell
Interior

Boat launch and Trailer parking, Dog Friendly, Lake Great Pond

Boat launch and Trailer parking, Dog Friendly, Lake Great Pond
Belgrade
10.0 out of 10, Exceptional, (53 reviews)
"Great location!"
United States
Gail D.
The price is ￥31,399
￥63,148 total
includes taxes & fees
May 26 - May 27
Boat launch and Trailer parking, Dog Friendly, Lake Great Pond
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)
"It was a great stay. The house is very comfortable"
United States
Benjamin C.
The price is ￥31,245
￥56,433 total
includes taxes & fees
May 6 - May 7
Pool, fire pit & dogs welcome, close to lakes and trails - Maine Farm Getaway
2 bedrooms, WiFi, bed sheets

The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
9.0 out of 10, Wonderful, (9 reviews)
"Host was very accommodating "
United States
Maureen
The price is ￥18,056
￥36,624 total
includes taxes & fees
May 5 - May 6
The heart of the Belgrade Lakes
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 ￥46,114
￥66,351 total
includes taxes & fees
May 5 - May 6
Peaceful Home in Central Maine
Terrace/patio

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

Family's Paradise: 3BR/2BA,Game Room & Lake Access
Belgrade
9.8 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay."
United States
Tyson W.
The price is ￥37,525
￥137,597 total
includes taxes & fees
May 6 - May 7
Family's Paradise: 3BR/2BA,Game Room & Lake Access
Fridge, microwave, oven, stovetop

Waterfront 2br/2ba cottage

Waterfront 2br/2ba cottage
West Gardiner
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and clean place. We used this rental as a hub to go around and see lots that Maine had to offer. Hosts were very nice and kept a very clean place."
United States
Bruce J.
The price is ￥26,849
￥64,349 total
includes taxes & fees
May 5 - May 6
Waterfront 2br/2ba cottage
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 ￥22,766
￥52,711 total
includes taxes & fees
May 7 - May 8
Cozy Cottage on water's edge of Lake Cobbosseecontee
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 ￥19,501
￥32,209 total
includes taxes & fees
May 5 - May 6
An Authentic Clean & Cozy Maine Homestay
Fridge, microwave, oven, stovetop

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 ￥58,251
￥155,739 total
includes taxes & fees
May 5 - May 6
Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings
Exterior

Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
10.0 out of 10, Exceptional, (11 reviews)
"Very clean and comfy. A pleasure to stay there. "
United States
Vicki W.
The price is ￥18,056
￥35,597 total
includes taxes & fees
May 5 - May 6
Discover Oakland charm near Colby College 10 min
Exterior

Island Aframe Adventure in Maine

Island Aframe Adventure in Maine
Monmouth
10.0 out of 10, Exceptional, (6 reviews)
"A very pleasant, peaceful place to stay. The hosts were very proactive about making sure we had a great stay and did everything to could to make it as stress-free as possible."
United States
Robert
The price is ￥10,206
￥37,309 total
includes taxes & fees
May 7 - May 8
Island Aframe Adventure in Maine
Terrace/patio

Get in touch with nature.

Get in touch with nature.
Richmond
10.0 out of 10, Exceptional, (35 reviews)
"Great place to stay and pet friendly. "
United States
Kevin M.
The price is ￥14,131
￥23,960 total
includes taxes & fees
May 11 - May 12
Get in touch with nature.
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 ￥63,589
￥78,554 total
includes taxes & fees
May 14 - May 15
Camp Lintonia on Tacoma Lakes
Interior

High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell
Hallowell
10.0 out of 10, Exceptional, (102 reviews)
"We will definitely try and stay there again!"
United States
scott s.
The price is ￥18,684
￥33,543 total
includes taxes & fees
May 6 - May 7
High End Apartment in Downtown Hallowell
WiFi, bed sheets

Quaint 1-bedroom apartment with AC in charming Lewiston

Quaint 1-bedroom apartment with AC in charming Lewiston
Lewiston
The price is ￥15,701
￥39,020 total
includes taxes & fees
May 5 - May 6
Quaint 1-bedroom apartment with AC in charming Lewiston
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

SureStay by Best Western Lewiston Auburn Area

SureStay by Best Western Lewiston Auburn Area

8/10 Good
"For the price, this was a good deal. Not fancy but perfect for a quick overnight stay."
Claudia 1-night trip
Posted 1 hour ago
SureStay by Best Western Lewiston Auburn Area

Find out more about Winthrop

Search for holiday rentals in Winthrop on Expedia! You can easily find your home rentals, villas, holiday apartments in Winthrop using one of the methods below:

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Look no further and take a look at our great range of rental properties in Winthrop!

Frequently asked questions

Can I find a vacation rental in Winthrop?

Yes, we offer vacation rentals close to popular sights in Winthrop, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Winthrop?

Lovely Home on Androscoggin Lake: Visitors like this Winthrop vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

How many vacation rentals are there in Winthrop?

Expedia has 12 vacation rentals for your stay in Winthrop.

What can I see and do in Winthrop?

Maranacook Lake and Cobbosseecontee Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Wilson Pond and Annabessacook Lake are other places worth a visit.

What are vacation rentals like in Winthrop?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Winthrop. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for families.