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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 119 Vacation Homes in Winthrop with updated reviews, rates, and availability.

Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly
View of house from lake

Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly

10.0 out of 10, Exceptional, (238)
"Everything that was promised was fulfilled. Host & caretaker were available and great to deal with. House was welcoming and comfortable in this cold-weather visit. We’d love to return in summer, the lake access clearly is wonderful."
Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly
Luxurious lakefront home with 750' of spectacular frontage on Great Pond
Property grounds

Luxurious lakefront home with 750' of spectacular frontage on Great Pond

10.0 out of 10, Exceptional, (3)
"Property was exactly as listed - view of the lake from the deck and living rooms was beautiful. Host was very available and responsive. We had a wonderful time - there were 3 generations of our family with up to 14 members staying at the home. We also hosted a larger family get-together with an additional 10 people for an afternoon with permission from the host. Everyone was impressed with the house, property, lake views, deck and dock. Four of our young adult cousins stayed in the log cabin...
Luxurious lakefront home with 750' of spectacular frontage on Great Pond
Spacious Country Home w/ Hot Tub, near Colby/Thomas
Spacious dining room for your meals, game night, or remote office. (1)

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

9.8 out of 10, Exceptional, (16)
"The house was great in every way. "
Spacious Country Home w/ Hot Tub, near Colby/Thomas
3 Bedroom year round lakefront home on Three Mile Pond in South China, ME

3 Bedroom year round lakefront home on Three Mile Pond in South China, ME

9.8 out of 10, Exceptional, (81)
"Great property, third tine here, excellent stocked kitchen"
3 Bedroom year round lakefront home on Three Mile Pond in South China, ME
Cozy Long Pond Cottage: private mooring & shared dock
Come enjoy this warm cottage!

Cozy Long Pond Cottage: private mooring & shared dock

9.8 out of 10, Exceptional, (11)
"Very good stay."
Cozy Long Pond Cottage: private mooring & shared dock
Camp Lintonia on Tacoma Lakes
Exterior

Camp Lintonia on Tacoma Lakes

10.0 out of 10, Exceptional, (5)
"Comfortable, clean, good amenities. Fun home layout for family gathering."
The price is AED 1,561
AED 1,942 total
includes taxes & fees
1 Feb - 2 Feb
Camp Lintonia on Tacoma Lakes
Big Pines Cabin: A Waterfront Retreat Open 4 Seasons, with Private Dock
Beautiful view of Belgrade Stream from the private dock.

Big Pines Cabin: A Waterfront Retreat Open 4 Seasons, with Private Dock

2.0 star property
10.0 out of 10, Exceptional, (4)
"Very nice property that is clean and well managed "
Big Pines Cabin: A Waterfront Retreat Open 4 Seasons, with Private Dock
Year-Round Lakeside Retreat
View from property

Year-Round Lakeside Retreat

9.2 out of 10, Wonderful, (21)
"We only had a couple of hiccups with the heat upon arrival and a small electrical issue, but the host communicated quickly and all was resolved without further inconvenience to our family. Clean. Beds were very comfortable. Kitchen was well stocked. Overall we had a great stay, would stay again, and recommend to others! "
Year-Round Lakeside Retreat
Private and Calming Waterfront to the Rescue!
40 foot dock for boating, fishing and swimming

Private and Calming Waterfront to the Rescue!

9.6 out of 10, Exceptional, (76)
"We stayed at the property for a trade show with our team and enjoyed a comfortable clean and amazing overall stay. The house was clean kept and the owner was easy to deal with would highly recommend "
Private and Calming Waterfront to the Rescue!
Wildewood Haven - Charming 3-bedroom home located on Long Pond, Rome, ME
Exterior

Wildewood Haven - Charming 3-bedroom home located on Long Pond, Rome, ME

2.0 star property
10.0 out of 10, Exceptional, (2)
"We were just there for the weekend but if I could have stayed longer I would have . The house was clean and had plenty of space for everyone it was just my husband and me and our two grandkids but we had so much room and we did not even use the one room or the loft . The kitchen had everything you needed and then some I enjoyed the mint tea the owner had left for everyone. . They have soaps, bags,, spices, it all the little touches that make this place special. Can’t wait to go back."
Wildewood Haven - Charming 3-bedroom home located on Long Pond, Rome, ME
Whispering Waters Farmhouse/Barn

Whispering Waters Farmhouse/Barn

Whispering Waters Farmhouse/Barn
Lakefront All Season Home
Property grounds

Lakefront All Season Home

8.8 out of 10, Excellent, (18)
"Stunning lake views. Sitting on the dock was extremely relaxing. Very close to Bates college which was great. "
Lakefront All Season Home
NEW! Cozy Auburn Home: Deck+Yard
Living area

NEW! Cozy Auburn Home: Deck+Yard

2.0 star property
10.0 out of 10, Exceptional, (2)
"Our stay was wonderful because the house was perfect for our trip. The house was clean, rooms were large and comfortable, and the living room was comfy as well. Internet worked great. Loved the communication from the host and wish we could have stayed longer!"
The price is AED 331
AED 1,289 total
includes taxes & fees
31 Jan - 1 Feb
NEW! Cozy Auburn Home: Deck+Yard
Spacious 5-bedroom waterfront house in lovely Sidney with WiFi, AC
Property grounds

Spacious 5-bedroom waterfront house in lovely Sidney with WiFi, AC

Spacious 5-bedroom waterfront house in lovely Sidney with WiFi, AC
PRIVATE WATERFRONT DOG FRIENDLY LAKE HOUSE
Miscellaneous

PRIVATE WATERFRONT DOG FRIENDLY LAKE HOUSE

8.0 out of 10, Very Good, (3)
"Awesome house with everything you need. Beautiful spot. Great hosts. Lots of fun for everyone, including our family dog :) Many thanks to our hosts for a wonderful vacation week! "
PRIVATE WATERFRONT DOG FRIENDLY LAKE HOUSE
Cozy Keyes Cottage- Rare Lakefront Getaway

Cozy Keyes Cottage- Rare Lakefront Getaway

10.0 out of 10, Exceptional, (9)
"A perfect 5 weeks! Owner was always available and very quick to respond to all requests.a perfect experience in all ways!"
The price is AED 1,983
AED 3,578 total
includes taxes & fees
2 Feb - 3 Feb
Cozy Keyes Cottage- Rare Lakefront Getaway
Lake Front with Amazing Sunsets on McGrath Pond
Enjoy beautiful sunsets every night.

Lake Front with Amazing Sunsets on McGrath Pond

10.0 out of 10, Exceptional, (17)
"Very clean, cute lake house. Owner responsive, everything you need for a rental home. Lake and lake toys were so great! We really enjoyed our stay. Thank you!!! "
Lake Front with Amazing Sunsets on McGrath Pond
Dog-friendly house with water sports gear, firepit, grill, & enclosed yard

Dog-friendly house with water sports gear, firepit, grill, & enclosed yard

2.0 star property
2.0 out of 10, (1)
Dog-friendly house with water sports gear, firepit, grill, & enclosed yard
4-bedroom Waterfront LAKEHOUSE in Maine. Hot tub, firepit, deck & private dock.
View of the lake from our dock.

4-bedroom Waterfront LAKEHOUSE in Maine. Hot tub, firepit, deck & private dock.

2.0 star property
9.0 out of 10, Wonderful, (4)
"We enjoyed this house with plenty of comfortable spaces for our family! It had all the essentials and a nice Hot Tub to enjoy the cooler weather in. The beds were comfortable, plenty of pillows and extra blankets. The space in the basement was lovely. We did have to be mindful of the water pressure so someone could shower 1 at a time. But overall, this was a beautiful home away from home"
4-bedroom Waterfront LAKEHOUSE in Maine. Hot tub, firepit, deck & private dock.
Modern 4 BR Waterfront Lake House, beautiful Belgrade Lakes Area, Mt. Vernon, ME
Beautiful Minnehonk Lake in winter, a hotspot for ice fishing.

Modern 4 BR Waterfront Lake House, beautiful Belgrade Lakes Area, Mt. Vernon, ME

10.0 out of 10, Exceptional, (15)
"We booked the house to celebrate the holidays with family from Maine. The house was perfect! Super clean, fully stocked kitchen with everything we needed and the right amount ofspace for 4 adults and two pre teens. The space was cozy and gave us the quintessential Maine LakE house vibe we Desired. The owners communication was amazing throughput the entire stay and after. We will surely rebook again, and again! "
Modern 4 BR Waterfront Lake House, beautiful Belgrade Lakes Area, Mt. Vernon, ME
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

Cottage on Cobbosseecontee Lake. Dates available.
Loon Cottage on Cobbossecontee Lake

Cottage on Cobbosseecontee Lake. Dates available.

10.0 out of 10, Exceptional, (159)
" We enjoyed the view from the moon on the lake to the snowfall. Everything was close by if needed."
Cottage on Cobbosseecontee Lake. Dates available.
Home Theater & Hot Tub: Mtn-View Winthrop Home
Winthrop Vacation Rental | 2BR | 1BA | 1,600 Sq Ft | Stairs Required

Home Theater & Hot Tub: Mtn-View Winthrop Home

10.0 out of 10, Exceptional, (1)
"The property is very nice and very well taken care of - super quiet too (reality looks exactly like the photos). The self heating jacuzzi was the best part for me The only issue we had was the floor heaters didn’t work so it was a bit cold when walking around. "
Home Theater & Hot Tub: Mtn-View Winthrop Home
Dog Friendly Cabin Right On The Water!!!
Beautiful fireplace table overlooking the water!

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!!!
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.