We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows:
Internet Explorer
,
Mozilla Firefox
,
Google Chrome
. Mac:
Safari
.
Flights
Holiday Rentals
Restaurants
Things to do
Skip to main content
Review
Trips
Alerts
Sign in
Inbox
See all
Sign in
to get trip updates and message other travellers.
Winthrop
Winthrop Tourism
Winthrop Accommodation
Winthrop Bed and Breakfast
Winthrop Holiday Rentals
Winthrop Holiday Packages
Winthrop Flights
Winthrop Restaurants
Winthrop Attractions
Winthrop Travel Forum
Winthrop Photos
Winthrop Map
Winthrop Guide
Hotels
All Winthrop Hotels
Winthrop Hotel Deals
By Hotel Class
Popular Winthrop Categories
Near Airports
5-stars Hotels in Winthrop
4-stars Hotels in Winthrop
3-stars Hotels in Winthrop
Winthrop Pet Friendly Campsites
Winthrop Campsites
Hotels near (PWM) Portland Intl Jetport
Hotels near (AUG) Augusta Airport
Hotels near (RKD) Knox County Regional Airport
Things to do
Restaurants
Flights
Holiday Rentals
Places of Interest
Holiday Rentals near Linda Bean’s Maine Wyeth Gallery
Holiday Rentals near Woodbury Pond
Shopping
Package Holidays
Cruises
Rental Cars
Tours
Add a Place
Travel Forum
Airlines
Best of 2022
Help Centre
Travel Articles
Winthrop, ME Holiday Rentals, Apartments and Villas
Holiday Rentals
USA
Maine (ME)
Winthrop, ME Holiday Rentals, Apartments and Villas
Search
Winthrop Holiday Apartments
List your property
Owner log in
Where to?
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
View Map
Bedrooms
Any
Bathrooms
Any
Amenities
Other outdoor space(13)
Parking(12)
Washer/Dryer(11)
Internet(10)
Show all
Suitability
Kid friendly(15)
Pet friendly(1)
Business Travel(1)
Wheelchair access(0)
Show more
Property type
Holiday Rental House(14)
Condominium/Apartment(1)
Cabin Holiday Rental(0)
Private Room(0)
Show more
Distinctive Features
Boat Available(4)
Waterfront(1)
Water Views(1)
Housekeeping Included(1)
Show all
Distance from
1 km
15 rentals
in Winthrop.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order.
Learn more.
Loon Cottage on Cobbosseecontee Lake
118 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Rustic, peaceful cabin on Lake Cobbossee; Perfect for summer or leaf season!
30 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Walk out beach in private cove on Cobboossee Lake
27 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Evolve | Peaceful Fisherman's Paradise w/ Fire Pit
15 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Rustic lakefront home w/ private dock, wood fireplace & modern conveniences
24 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Enjoy Sunset views on tranquil Dexter Pond
8 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Life on the Lake with Private Dock & Fire Pit!
8 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Walk to downtown and the town beach or kayak from backyard to Lake Annabessacook
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
WALK TO TOWN BEACH, KAYAK FROM BACKYARD, DOG FRIENDLY & SKIING NEARBY
2 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Little Landing Cottage
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Save time - get the best
Winthrop
rentals sent straight to your email!
Get the List
DUCK INN | WAYNE, MAINE | CENTRAL LOCATION | COUNTRY LIVING ON THE WATER |
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Cozy Cabin on Cobbossee Lake near Lakeside Marina
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Loon Cove Lake House
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Family friendly, 2-Bedroom cottage with lakeview
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Cozy Keyes Cottage
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Previous
Next
1