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
Discover
Trips
Review
More
NZD
Sign in
Winthrop
Hotels
Things to Do
Restaurants
Flights
Holiday Rentals
Cruises
Car Hire
Forums
Inbox
See all
Sign in
to get trip updates and message other travellers.
Winthrop, ME Holiday Rentals & Apartments
Holiday Rentals
USA
Maine (ME)
Winthrop, ME Holiday Rentals & Apartments
Search
Owner log in
Holiday Homes in
Winthrop
Destination
Check In
Check Out
Guests
2 Guests
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Internet or Wifi (30)
Other outdoor space (26)
Grill (26)
Air Conditioning (25)
Show all
Suitability
Kid friendly (29)
Pet friendly (11)
Wheelchair access (0)
Elder access (0)
Show more
Property type
Holiday Rental House (28)
Condominium/Apartment (3)
Cabin Holiday Rental (0)
Private Room (0)
Show more
Distinctive Features
Waterfront (20)
Boat Available (1)
Private Chef (0)
Private Beach (0)
Show all
Distance from
5 km
The Vault At Freckle Salvage Co.
van der Brew
Absolem Cider
Pond Town Tavern
RISE - A Wellness Studio
Show all
31 rentals
in Winthrop.
Loon Cottage on Cobbosseecontee Lake
5.0 of 5 stars
152
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Nature Lovers Paradise Your Own Island
5.0 of 5 stars
15
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Rustic, peaceful lake house on Lake Cobbosseecontee; free WIFI, ADA friendly.
5.0 of 5 stars
27
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy cottage in the Winthrop Lakes Area
4.5 of 5 stars
3
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Better than a Hotel or Motel room. This lakefront studio is in a great location.
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit
4.5 of 5 stars
11
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Little Landing Cottage- Cozy Lakefront Oasis
5.0 of 5 stars
9
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Life on the Lake with Private Dock & Fire Pit!
5.0 of 5 stars
10
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Enjoy Sunset views on tranquil Dexter Pond
5.0 of 5 stars
10
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Peaceful Fisherman's Paradise w/ Deck + Fire Pit!
5.0 of 5 stars
11
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Maranacook Lake Front Cozy Cottage
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy Keyes Cottage- Rare Lakefront Getaway
5.0 of 5 stars
9
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Dog Friendly Cabin Right On The Water!!!
1.0 of 5 stars
1
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 9
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy Cabin on Cobbossee Lake near Lakeside Marina
5.0 of 5 stars
5
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Family friendly, 2-Bedroom cottage with lakeview
5.0 of 5 stars
11
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Fall colors at a Maine Lakefront cottage. Watch the beautiful change of seasons
Condo/Apartment
View on map
3 bedrooms
2 bathrooms
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Walk to TownBeach or kayak from backyard to Lake Annabessacook. Walk downtown
4.0 of 5 stars
6
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lakefront Cottage - sleeps 6 - 2 baths
5.0 of 5 stars
2
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lakefront Cottage on beautiful Lake Maranacook in Winthrop, ME.
5.0 of 5 stars
5
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lakefront with everything a summer vacation in Maine should be.
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
ANNABESSACOOK WATERFRONT WITH DOCK
5.0 of 5 stars
3
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Studio apartment Maine Lake Cobbessee Fishing Swimining boating
4.0 of 5 stars
4
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lakefront home with 3 docks
5.0 of 5 stars
3
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming Historic Lakefront Home w/ Expansive Porches, Kayaks & Spacious
4.5 of 5 stars
3
Holiday Rental House
View on map
5 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Pet-friendly, peaceful lakeside retreat on Cobboseecontee Lake peninsula
4.5 of 5 stars
10
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Pet friendly, Family Homestead 1 hr from the coast!
5.0 of 5 stars
14
Holiday Rental House
View on map
6 bedrooms
2 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Escape to our cozy Winthrop cabin on Dexter Pond
5.0 of 5 stars
11
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Quiet lakefront home with private dock, SUP, kayaks, and fire-pit!
5.0 of 5 stars
4
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
4-bedroom Waterfront LAKEHOUSE in Maine. Hot tub, firepit, deck & private dock.
4.5 of 5 stars
4
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Home Theater & Hot Tub: Mtn-View Winthrop Home
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
1
Showing results 1-31 of 31
Frequently Asked Questions about Winthrop
Do any holiday rentals in Winthrop have a pool?
Yes, here are some popular holiday rentals in Winthrop that have a pool:
Loon Cottage on Cobbosseecontee Lake
Nature Lovers Paradise Your Own Island
Rustic, peaceful lake house on Lake Cobbosseecontee; free WIFI, ADA friendly.
See all holiday rentals with a pool in Winthrop on Tripadvisor
Do any holiday rentals in Winthrop have internet access?
Yes, here are some popular holiday rentals in Winthrop that have internet access:
Loon Cottage on Cobbosseecontee Lake
Nature Lovers Paradise Your Own Island
Rustic, peaceful lake house on Lake Cobbosseecontee; free WIFI, ADA friendly.
See all holiday rentals in Winthrop on Tripadvisor
What are the best pet friendly rentals in Winthrop?
The best pet friendly rentals in Winthrop are:
Rustic, peaceful lake house on Lake Cobbosseecontee; free WIFI, ADA friendly.
Cozy cottage in the Winthrop Lakes Area
Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit
See all pet friendly holiday rentals in Winthrop on Tripadvisor
What are some great rentals in Winthrop that are kid friendly?
Some of the most popular kid friendly rentals in Winthrop are:
Loon Cottage on Cobbosseecontee Lake
Nature Lovers Paradise Your Own Island
Rustic, peaceful lake house on Lake Cobbosseecontee; free WIFI, ADA friendly.
See all kid friendly holiday rentals in Winthrop on Tripadvisor
Winthrop
Winthrop Tourism
Winthrop Accommodation
Winthrop Bed and Breakfast
Winthrop Holiday Rentals
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
5-stars Hotels in Winthrop
4-stars Hotels in Winthrop
3-stars Hotels in Winthrop
Popular Winthrop Categories
Winthrop Pet Friendly Campsites
Winthrop Campsites
Near Airports
Hotels near (PWM) Portland Intl Jetport
Hotels near (AUG) Augusta Airport
Hotels near (RKD) Knox County Regional Airport
Near Colleges
Hotels near University of Maine at Augusta
Hotels near Kaplan University - Augusta, ME
Hotels near Capilo Institute
Things to Do
Restaurants
Flights
Holiday Homes
Places of Interest
Holiday Rentals near Linda Bean’s Maine Wyeth Gallery
Holiday Rentals near Woodbury Pond
Travel Stories
Cruises
Car Hire
More
Tours
Add a Place
Travel Forum
Airlines
Travellers' Choice
Help Centre
Travel Stories