Search Cottages in Winthrop

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

Compare 67 Cottages in Winthrop with updated reviews, rates, and availability.

Little Beans Cottage on Great Pond, Belgrade ME
Smart TV

Little Beans Cottage on Great Pond, Belgrade ME

10.0 out of 10, Exceptional, (38)
"This is our second time here. The cabin has everything you need. We love the old-timey feel, the choice of stream or lake, and the incredible peace."
Little Beans Cottage on Great Pond, Belgrade ME
Lighthouse Lane
Terrace/patio

Lighthouse Lane

10.0 out of 10, Exceptional, (55)
"Excellent, beautiful location next to the lake."
The price is SAR 1,500
SAR 1,987 total
includes taxes & fees
15 May - 16 May
Lighthouse Lane
Hartford Cottage w/ Private Beach on Bear Pond!
Fridge, microwave, stovetop, toaster

Hartford Cottage w/ Private Beach on Bear Pond!

8.4 out of 10, Very Good, (27)
"Just what a camp should be, all necessary amenities, charming interior. Nice sandy beach, and warm clear water."
Hartford Cottage w/ Private Beach on Bear Pond!
April Special, Lake Great Pond, Dog Friendly
Exterior

April Special, Lake Great Pond, Dog Friendly

10.0 out of 10, Exceptional, (36)
"Really enjoyed our stay, will come back. "
The price is SAR 599
SAR 1,213 total
includes taxes & fees
29 Apr - 30 Apr
April Special, Lake Great Pond, Dog Friendly
"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations
Smart TV, fireplace, books

"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations

9.6 out of 10, Exceptional, (56)
"Great location. fishing was awesome!! Tiffany was so nice and accommodating We had a nice few days! very nice getaway!"
"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations
Cottage on Cobbosseecontee Lake. Dates available.
Fridge, microwave, oven, stovetop

Cottage on Cobbosseecontee Lake. Dates available.

10.0 out of 10, Exceptional, (162)
" 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.
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge
TV, fireplace, DVD player, video library

One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

10.0 out of 10, Exceptional, (63)
"Our stay at the cottage was peaceful and relaxing. The entire area is beautiful and has many outdoor activities. The owners are very welcoming and clearly take a lot of pride in the property."
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge
Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac
Property grounds

Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac

2.0 star property
The price is SAR 750
SAR 2,335 total
includes taxes & fees
1 May - 2 May
Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac
Cozy Cottage with Beach & Dock on Woodbury Pond.
Exterior

Cozy Cottage with Beach & Dock on Woodbury Pond.

10.0 out of 10, Exceptional, (5)
"We loved staying here. The home was clean and the perfectly equipped with everything you need. The pond was great and my girls enjoyed swimming! It was a great value. Sasha was a great communicator. "
Cozy Cottage with Beach & Dock on Woodbury Pond.
2 BR Lakefront Cottage in Belgrade Lakes Region
Property grounds

2 BR Lakefront Cottage in Belgrade Lakes Region

10.0 out of 10, Exceptional, (23)
"Nice Cabin Great Views Very Relaxing Great Location You won’t want to leave."
2 BR Lakefront Cottage in Belgrade Lakes Region
Lakeside Cottage On Tacoma lakes
Exterior

Lakeside Cottage On Tacoma lakes

Lakeside Cottage On Tacoma lakes
Waterfront 2br/2ba cottage
Fridge, microwave, oven, stovetop

Waterfront 2br/2ba cottage

9.8 out of 10, Exceptional, (11)
"Clean house"
The price is SAR 488
SAR 1,402 total
includes taxes & fees
19 May - 20 May
Waterfront 2br/2ba cottage
Private Dock on Messalonskee Lake: Cozy Cottage!
Interior

Private Dock on Messalonskee Lake: Cozy Cottage!

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great spot right on the lake, True to what was listed. The beds weren’t very comfortable but otherwise everything was great."
Private Dock on Messalonskee Lake: Cozy Cottage!
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Terrace/patio

Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

9.6 out of 10, Exceptional, (10)
"House was spacious and had all the necessities. The location was nice. Good for a relaxing trip near the water "
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Cozy lake house on Sabattus Pond 2 bed 1 Bath
Fridge, microwave, oven, stovetop

Cozy lake house on Sabattus Pond 2 bed 1 Bath

9.0 out of 10, Wonderful, (10)
"Perfect place to stay for a weekend "
Cozy lake house on Sabattus Pond 2 bed 1 Bath
Lake Top Cottage - Midcoast Maine - New Reno - High-Speed WiFi
Fridge, microwave, oven, stovetop

Lake Top Cottage - Midcoast Maine - New Reno - High-Speed WiFi

9.6 out of 10, Exceptional, (4)
"We enjoyed staying in this brand new, clean and cozy cottage. The host provided a lot of nice touches and it was totally worth the price!"
Lake Top Cottage - Midcoast Maine - New Reno - High-Speed WiFi
Family Friendly Updated Waterfront Cottage
Exterior

Family Friendly Updated Waterfront Cottage

9.4 out of 10, Exceptional, (27)
"We had a wonderful stay and will definitely be back!!"
Family Friendly Updated Waterfront Cottage
Life on the Lake with Private Dock & Fire Pit!
Terrace/patio

Life on the Lake with Private Dock & Fire Pit!

9.8 out of 10, Exceptional, (15)
"Wonderful visit. Lake was beautiful! Cottage had everything we needed. Very clean!!"
Life on the Lake with Private Dock & Fire Pit!
Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks
Exterior

Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks

7.6 out of 10, Good, (22)
"Our stay was great. Kids enjoyed the water and there was plenty of lawn space to play games."
Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks
Thainy House, 6-Acre Retreat: Gardiner, ME
Stereo

Thainy House, 6-Acre Retreat: Gardiner, ME

2.0 star property
10.0 out of 10, Exceptional, (3)
"The Thainey house was the perfect spot for our family. The property was wonderful and allowed for space for our 2 children and dog to run around. The house was immaculate and had all of the amenities we needed. "
Thainy House, 6-Acre Retreat: Gardiner, 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.
Don't see what you're looking for?
See all available properties in Winthrop
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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!!!
Smart TV, fireplace, DVD player, books

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.