Search Cottages in Winthrop

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

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)
"It was a delight, with beautiful Great Pond and inlet close by. The house itself is rustic, spacious and comfortable. Its L.L. Bean history added to the charm. The space heaters were welcome. The location, on a spit of land near the end of a long dirt road, but convenient to the Belgrade Lakes town center, was most enjoyable. We'd definitely recommend it."
Little Beans Cottage on Great Pond, Belgrade ME
Lighthouse Lane
Outdoor dining

Lighthouse Lane

10.0 out of 10, Exceptional, (54)
"Check in and check out was super easy. Photos are super accurate and the property is beautiful. Thank you for sharing your beautiful with us!"
Lighthouse Lane
Hartford Cottage w/ Private Beach on Bear Pond!
Beach nearby

Hartford Cottage w/ Private Beach on Bear Pond!

8.4 out of 10, Very Good, (27)
"Adequate. Pretty pond."
Hartford Cottage w/ Private Beach on Bear Pond!
April Special, Lake Great Pond, Dog Friendly
Outdoor dining

April Special, Lake Great Pond, Dog Friendly

10.0 out of 10, Exceptional, (35)
"Very clean and comfortable."
The price is AED 634
AED 1,248 total
includes taxes & fees
1 May - 2 May
April Special, Lake Great Pond, Dog Friendly
"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations
Beach towels

"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)
"Second time at this location, this time to ice fish. Amazing location... cant get any closer to the lake!! All amenities are great, furniture super comfy. To incude the bed and pillows!! Will be back again this summer!! "
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)
"My wife and I make a trip up to Maine every fall and I can state this property was one of the nicest we've ever stayed at. First the view: The cottage has an amazing view of the lake, sitting at the kitchen table there is a huge window and it feels like you are right on the water. The road that goes down to the cottage goes over a hill that has an absolutely stunning view of the entire lake and the mountains in the distance. The privacy at the cottage was great. The road the cottage was off...
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 AED 735
AED 2,286 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.
Interior

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
Beach

2 BR Lakefront Cottage in Belgrade Lakes Region

10.0 out of 10, Exceptional, (23)
"If you are considering this cabin, do not hesitate to book it. It is absolutely beautiful, perfect spot on the lake and still close to many local venues. We enjoyed a beautiful fall weekend and cannot wait to go back. Denise was the most gracious host and made us feel at home. We were able to fish off the dock which is just steps from the front porch. Beautiful sunsets and listening for the loons was a favorite. Wish we could give more than 5 stars! "
2 BR Lakefront Cottage in Belgrade Lakes Region
Lakeside Cottage On Tacoma lakes
Aerial view

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)
"This property was wonderful. It had everything renters could ever need including an instant pot pressure cooker and excellent coffee machine that was stocked and ready to make good coffee. The cleanliness of the property was exceptional. The beds were very comfortable. We were in the area for cross country ski races and had a great stay. "
The price is AED 790
AED 1,754 total
includes taxes & fees
3 May - 4 May
Waterfront 2br/2ba cottage
Private Dock on Messalonskee Lake: Cozy Cottage!
TV, fireplace, books

Private Dock on Messalonskee Lake: Cozy Cottage!

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great, simple lakeside cabin with privacy. "
Private Dock on Messalonskee Lake: Cozy Cottage!
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Beach towels

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

9.6 out of 10, Exceptional, (10)
"We spent a beautiful fall weekend at Cedar Estates, the house was clean and very well equipped, as described in the listing. We enjoyed a nice campfire on Saturday night at the fire pit. Our 2 dogs really enjoyed exploring and running outside as well! Clean sheets and towels, hot water - lovely overall!"
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Cozy lake house on Sabattus Pond 2 bed 1 Bath
Property grounds

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
On the beach

Family Friendly Updated Waterfront Cottage

9.4 out of 10, Exceptional, (27)
"We enjoyed the week very much except for weather and Lake had algie in it coudn't swim or fish. I was supprise nobody told us about the problem with the lake. very disappointed. Jerry"
Family Friendly Updated Waterfront Cottage
Life on the Lake with Private Dock & Fire Pit!
Beach

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
Property grounds

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

7.6 out of 10, Good, (22)
"The camp was quaint, great kitchen! Unfortunately there was confusion & communication issues with our host not being notified that we had booked property. We received a refund from the host for the nights we didn't stay due to propane running out. The host had intended to have camp closed up the week we had booked."
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)
"We had a great stay at the Thainy House! It was February, but we were warm and cozy inside. My son loved the bed in the loft. We were very happy with our stay here. Very clean and everything we needed inside. Private location in the woods, but close to amenities. We will definitely be back!"
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!!!
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.

Frequently asked questions

Why book your cottage in Winthrop with Expedia?
We think a getaway should be a piece of cake, so if you’re on the lookout for cottages in Winthrop at a nice price, Expedia has you covered. Keep the budget in check and opt for a cheap option surrounded by wilderness, or splurge on a luxury cottage to pamper your favorite people.
How can I find cheap cottages in Winthrop?
With Expedia’s helpful filter tool, locating cheap cottages in Winthrop is a snap. To view accommodations that are friendly on the wallet, fine-tune your search results by star rating, budget and amenities.