A wooden signpost with 'WINTHROP' written on it, surrounded by greenery and trees.

Search Vacation Homes in Winthrop

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Winthrop vacation homes

Exterior

1. July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather

July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather
Winthrop
9.6 out of 10, Exceptional, (5 reviews)
"Nice place to stay"
United States
Michael Y.
The price is ￥51,425
￥142,806 total
includes taxes & fees
Sep 3 - Sep 4
July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather
Living area

2. Amazing Lake House On Great Pond! Stunning Sunsets & Renovated Bunkhouse Bar

Amazing Lake House On Great Pond! Stunning Sunsets & Renovated Bunkhouse Bar
Belgrade
The price is ￥55,381
￥68,989 total
includes taxes & fees
Sep 14 - Sep 15
Amazing Lake House On Great Pond! Stunning Sunsets & Renovated Bunkhouse Bar
Property grounds

3. Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly

Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly
Monmouth
10.0 out of 10, Exceptional, (4 reviews)
"The island is great from the walking trails, amenities and great fishing. "
United States
Jeremy F.
The price is ￥8,070
￥30,355 total
includes taxes & fees
Sep 3 - Sep 4
Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly
Spa

4. Floating Island Dome - Pet-Friendly Lake Retreat

Floating Island Dome - Pet-Friendly Lake Retreat
Monmouth
The price is ￥11,519
￥33,942 total
includes taxes & fees
Sep 14 - Sep 15
Floating Island Dome - Pet-Friendly Lake Retreat
Living area

5. Beautifully remodeled first floor of a duplex home, surrounded by privacy fence

Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
Sabattus
The price is ￥24,526
￥45,360 total
includes taxes & fees
Sep 18 - Sep 19
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
Interior

6. Camp Lintonia on Tacoma Lakes

Camp Lintonia on Tacoma Lakes
Litchfield
10.0 out of 10, Exceptional, (15 reviews)
"Amazing Host, beautiful place to stay with an awesome view, pleanty of room for everyone, all the amenities worked great and the showers had great pressure and were nice and hot! Definitely plan on renting this location in the summer! DEFINITELY a place to stay... solid 5 stars!!!"
United States
Meghan C.
The price is ￥55,853
￥69,577 total
includes taxes & fees
Sep 1 - Sep 2
Camp Lintonia on Tacoma Lakes
TV, books, offices

7. Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings

Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings
Wayne
10.0 out of 10, Exceptional, (1 review)
"The property was very nice!"
United States
James D.
The price is ￥72,311
￥173,850 total
includes taxes & fees
Sep 15 - Sep 16
Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings
Exterior

8. Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
9.8 out of 10, Exceptional, (15 reviews)
"House very clean and convenient location for what we had going on. "
United States
Tammy W.
The price is ￥22,310
￥41,565 total
includes taxes & fees
Sep 20 - Sep 21
Discover Oakland charm near Colby College 10 min
Exterior detail

9. Arden Cottage

Arden Cottage
Mount Vernon
The price is ￥33,228
￥69,420 total
includes taxes & fees
Sep 15 - Sep 16
Arden Cottage
3 bedrooms, desk, iron/ironing board, WiFi (free)

10. An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay
Buckfield
9.8 out of 10, Exceptional, (68 reviews)
"My tenants said the accommodations were lovely "
United States
Nathan
The price is ￥19,652
￥32,459 total
includes taxes & fees
Aug 26 - Aug 27
An Authentic Clean & Cozy Maine Homestay
Outdoor dining

11. Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes

Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
Oakland
10.0 out of 10, Exceptional, (16 reviews)
"Kathleen was a wonderful host. My family and I found the property welcoming and relaxing. Great place to stay if you are looking for a laid back atmosphere and peaceful time in the country."
United States
Jared
The price is ￥37,382
￥73,966 total
includes taxes & fees
Aug 27 - Aug 28
Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
Terrace/patio

12. Family's Paradise: 3BR/2BA,Game Room & Lake Access

Family's Paradise: 3BR/2BA,Game Room & Lake Access
Belgrade
10.0 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay."
United States
Tyson W.
The price is ￥47,714
￥151,851 total
includes taxes & fees
Sep 9 - Sep 10
Family's Paradise: 3BR/2BA,Game Room & Lake Access
Interior

13. Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire Pit

Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire Pit
Lewiston
The price is ￥41,507
￥111,167 total
includes taxes & fees
Aug 27 - Aug 28
Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire Pit
Terrace/patio

14. Lakefront Log Cabin Getaway on Sabattus Pond - Dog Friendly!

Lakefront Log Cabin Getaway on Sabattus Pond - Dog Friendly!
Wales
9.0 out of 10, Wonderful, (7 reviews)
"Excellent log cabin right on the water. Property owners were great to deal with. Will stay again."
United States
Jared F.
The price is ￥50,268
￥112,367 total
includes taxes & fees
Aug 23 - Aug 24
Lakefront Log Cabin Getaway on Sabattus Pond - Dog Friendly!
Exterior

15. Elizabeth Cottage

Elizabeth Cottage
Mount Vernon
The price is ￥33,228
￥69,420 total
includes taxes & fees
Sep 16 - Sep 17
Elizabeth Cottage
Interior

16. A soul soothing escape. Artistically built and lovingly maintained.

A soul soothing escape. Artistically built and lovingly maintained.
New Sharon
10.0 out of 10, Exceptional, (30 reviews)
"Loved the cabin and the view!! Had a great stay, thank you to our host!! Would love to stay again "
United States
Matt W.
The price is ￥47,874
￥76,535 total
includes taxes & fees
Sep 5 - Sep 6
A soul soothing escape. Artistically built and lovingly maintained.
Exterior

17. Nightingale Cottage

Nightingale Cottage
Mount Vernon
6.0 out of 10, (1 review)
The price is ￥33,228
￥69,420 total
includes taxes & fees
Sep 16 - Sep 17
Nightingale Cottage
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winthrop Hotel Reviews

The Elmwood

The Elmwood

10/10 Excellent
"The room was newly renovated and clean. The breakfast was a grab and go. With granola bars coffee, toast. Thankfully Dunkin is next door. The location was easily accessible to the main highway."
Melinda 2-night trip
Posted 6 hours ago
The Elmwood

Find out more about Winthrop

Winthrop Vacation Homes information

Number of reviews
8,139
Accommodation
177 Vacation Homes
Lowest Price
￥14,184
Highest Price
￥51,747