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Check prices for these dates

Next weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Winthrop Vacation Homes

Cozy Home Away From Home! Right Outside of the City! Dog Friendly!
Kitchen features a stove, microwave, sink, and dishwasher, with a window offering a view of the outdoors.

Cozy Home Away From Home! Right Outside of the City! Dog Friendly!

8.0 out of 10, Very good, (8)
"Daughter lives in area it suited us just fine."
Cozy Home Away From Home! Right Outside of the City! Dog Friendly!
Belgrade Lake house with Dock!
Fridge, microwave, oven, stovetop

Belgrade Lake house with Dock!

10.0 out of 10, Exceptional, (1)
"This property was so peaceful and quiet. It sits on a large lot with lots of privacy. The walk down to the dock is fun for kids, lots of rocks and it’s a little trail. We spent most of our time down at the dock. The views were spectacular, beautiful reflections in the water each morning, calm quiet lake and the sunset right in front of us each night. It wasn’t buggy and we used the kayak, but wear water shorts bc it does take in some water. We also brought our own paddle board and would highly...
Belgrade Lake house with Dock!
An Authentic Clean & Cozy Maine Homestay
Relax in this serene bedroom with a large bed, framed picture, and natural light pouring in through the window.

An Authentic Clean & Cozy Maine Homestay

9.8 out of 10, Exceptional, (60)
"Organized home and cozy stay. Thanks! "
The price is CA $159
CA $258 total
includes taxes & fees
Aug 14 - Aug 15
An Authentic Clean & Cozy Maine Homestay
3 Bedroom year round lakefront home on Three Mile Pond with private dock
Relax on the upper-level balcony amidst lush greenery and a well-manicured lawn.

3 Bedroom year round lakefront home on Three Mile Pond with private dock

9.8 out of 10, Exceptional, (88)
"Great location. Very peaceful with beautiful view too. Would stay here again!"
3 Bedroom year round lakefront home on Three Mile Pond with private dock
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly
Enjoy cooking in this well-equipped kitchen with a large window offering a view of the outdoors.

Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly

9.2 out of 10, Wonderful, (20)
"The house & deck were very nice with beautiful view of the lake. It could use some typical amenities like tissues, hair dryer, etc. The main problem is getting to the house. It’s a 3/4 mile drive down a narrow stone road riddled with potholes and bumps. I was afraid I was going to do damage to the rental car and that’s driving at or lower than the 15mph speed limit! "
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly
Cozy Cottage on water's edge of Lake Cobbosseecontee
Relax on the dock with a serene view of the lake.

Cozy Cottage on water's edge of Lake Cobbosseecontee

8.8 out of 10, Excellent, (12)
"Great little getaway, sitting right by the water. We loved our time there. Alarice is a great hot and responded quickly to any needs or questions."
The price is CA $180
CA $439 total
includes taxes & fees
Aug 17 - Aug 18
Cozy Cottage on water's edge of Lake Cobbosseecontee
Every window has a spectacular lake view Low fees
Overlooking the serene water, this cabin offers a peaceful retreat with a large window and comfortable seating on the porch.

Every window has a spectacular lake view Low fees

9.8 out of 10, Exceptional, (39)
"We had an amazing time and will definitely book again."
Every window has a spectacular lake view Low fees
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Enjoy cooking in this well-equipped kitchen with a central island, microwave, toaster, coffee maker, and oven.

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

7.6 out of 10, Good, (21)
"We enjoyed this place and will definitely come back again."
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Spacious Country Home w/ Hot Tub, near Colby/Thomas
Relax in the hot tub on the deck surrounded by lush greenery.

Spacious Country Home w/ Hot Tub, near Colby/Thomas

9.8 out of 10, Exceptional, (26)
"This house has everything for a weekend family vacay; you can spend the whole weekend enjoying the house & amenities such as the hot tub!"
The price is CA $338
CA $660 total
includes taxes & fees
Sep 6 - Sep 7
Spacious Country Home w/ Hot Tub, near Colby/Thomas
Lovely Home on Androscoggin Lake
Relax on the lakeside dock with Adirondack chairs and a table.

Lovely Home on Androscoggin Lake

10.0 out of 10, Exceptional, (34)
"I cannot say enough about this lovely VRBO property and it's wonderful hosts! Alison and Todd were warm and welcoming from the moment I pulled into the driveway; they even left an assortment of local pastries to enjoy! I stayed at Moon Glo cottage while I searched for a Maine home to call my own and I'm happy to now include Alison and Todd as new friends. This is a wonderful place to stay while you explore all that the area has to offer. Thanks again to my wonderful hosts and new friends!"
Lovely Home on Androscoggin Lake
Spectacular Location Reasonably Priced
Situated in a forested area, this cabin features a central entrance and two windows on each side, surrounded by a wooden fence.

Spectacular Location Reasonably Priced

9.6 out of 10, Exceptional, (29)
"Peaceful and scenic location"
Spectacular Location Reasonably Priced
Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting
Enjoy cooking in this well-appointed kitchen with a central island, oven, and modern appliances.

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting

10.0 out of 10, Exceptional, (11)
Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting
Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly
Relax in a serene hot tub surrounded by a deck and lounge chairs.

Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly

10.0 out of 10, Exceptional, (248)
"Had another great fishing trip with this as our home base! Always clean and comfortable! "
Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly
Find Your Bliss at this Private and Captivating Lakeside Retreat
Relax in this inviting living room with a high ceiling, large windows, and a cozy sofa set.

Find Your Bliss at this Private and Captivating Lakeside Retreat

10.0 out of 10, Exceptional, (25)
"Great stay, amazing house and property!"
Find Your Bliss at this Private and Captivating Lakeside Retreat
The Modern Maine Retreat
Enjoy meals in this traditional dining area with a wooden table and black chairs, perfect for a family gathering.

The Modern Maine Retreat

8.8 out of 10, Excellent, (8)
"Multi generation family in town to visit other family. Kitchen adequate for meal prep, "
The Modern Maine Retreat
Sunfish Cove is the perfect year round getaway.
Escape to a serene lakeside haven with a wrap-around porch and tranquil surroundings.

Sunfish Cove is the perfect year round getaway.

10.0 out of 10, Exceptional, (47)
"We had a wonderful stay. Everything was clean and the amenities were perfect. The kids had fun with all the games. The hosts responded quickly to all questions and had great suggestions for activities in the area. When we return we will be sure to stay again. "
Sunfish Cove is the perfect year round getaway.
Perfect Maine Getaway in a Recently Renovated Cabin!
Enjoy cooking in this well-equipped kitchen with a stainless steel range hood, oven, and toaster.

Perfect Maine Getaway in a Recently Renovated Cabin!

9.6 out of 10, Exceptional, (15)
"Had a great time at the cabin, just steps from town. Would recommend if you want to close to everything."
Perfect Maine Getaway in a Recently Renovated Cabin!
Located directly in central downtown and beach area, fish or kayak from backyard
Kitchen with central island, sink, and appliances, including a kettle and toaster, with a window and door to another room.

Located directly in central downtown and beach area, fish or kayak from backyard

8.4 out of 10, Very good, (7)
"Enjoyed our stay. House was clean and well equipped. However, access to Lake Annabessacook is limited. Will consider staying there again in the future."
Located directly in central downtown and beach area, fish or kayak from backyard
Charming 2-bedroom house in marvelous Auburn with AC, WiFi, and fenced yard.
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a coffee station, and a convenient countertop.

Charming 2-bedroom house in marvelous Auburn with AC, WiFi, and fenced yard.

9.4 out of 10, Exceptional, (6)
"I enjoyed my stay. The amenities were perfect "
Charming 2-bedroom house in marvelous Auburn with AC, WiFi, and fenced yard.
Cozy Cottage on Togus Pond
Sit by the serene lake and enjoy the peaceful atmosphere in this tranquil outdoor seating area.

Cozy Cottage on Togus Pond

9.8 out of 10, Exceptional, (39)
"Beautiful little cottage on the lake. Clean, easy check-in, and quiet. Loved our stay and will come back again!"
Cozy Cottage on Togus 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.
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Top Winthrop Hotel Reviews

Maine Evergreen Hotel, Ascend Hotel Collection

Maine Evergreen Hotel, Ascend Hotel Collection

10/10 Excellent
"The hotel premises was very clean and neat. "
Denise 1-night trip
Posted 2 days ago
Maine Evergreen Hotel, Ascend Hotel Collection