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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 3 Guest Houses in Winthrop with updated reviews, rates, and availability.

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
Property grounds

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

2.0 star property
10.0 out of 10, Exceptional, (6)
"Such a beautiful spot and house. It was perfect for our family of four and our dog. The hosts were gracious, left us gifts and it was fully stocked of everything you would need. We would definitely go back."
The price is AED 915
AED 1,505 total
includes taxes & fees
28 Apr - 29 Apr
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
Inn at the Agora
Gift shop

Inn at the Agora

3.5 star property
9.4 out of 10, Exceptional, (105)
"Charming, great place to stay. "
The price is AED 597
AED 651 total
includes taxes & fees
17 Apr - 18 Apr
Inn at the Agora
Hallowell Historic Rooming House
Full-size fridge, microwave, oven, stovetop

Hallowell Historic Rooming House

4.0 star property
Hallowell Historic Rooming House
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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Other property types in Winthrop

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop
Fridge, microwave, oven, stovetop

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop
Dog Friendly Cabin Right On The Water!!!
Exterior detail

Dog Friendly Cabin Right On The Water!!!

2.0 out of 10, (1)
"The renter is not worth coming about the fact that her home is on a very steep hill. I told her I was a senior and had foot and ankle and knee surgeries and had a hard time walking. I saved up to rent a place all year. When I got there I had to call her to find out how to get to the lake. It is so steep I couldn't find an entrance to the lake, I finally found a foot wide muddy, slippery path which was 90 degrees straight up and down. I only took a few steps and realized I would break my neck if...
Dog Friendly Cabin Right On The Water!!!
Escape to our cozy Winthrop cabin on Dexter Pond
Terrace/patio

Escape to our cozy Winthrop cabin on Dexter Pond

10.0 out of 10, Exceptional, (11)
"Cute little cabin overlooking a beautiful view of the lake. The owners were extremely kind and easy to work with. Overall amazing experience and would stay again in a heartbeat."
Escape to our cozy Winthrop cabin on Dexter Pond
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.