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.

Winthrop Holiday Apartments

List your property
Owner log in
Where to?
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

1 km
15 rentals in Winthrop.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
Loon Cottage on Cobbosseecontee Lake, holiday rental in Winthrop
Loon Cottage on Cobbosseecontee Lake, holiday rental in Winthrop
Loon Cottage on Cobbosseecontee Lake, holiday rental in Winthrop

Loon Cottage on Cobbosseecontee Lake

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Rustic, peaceful cabin on Lake Cobbossee; Perfect for summer or leaf season!, holiday rental in Winthrop
Rustic, peaceful cabin on Lake Cobbossee; Perfect for summer or leaf season!, holiday rental in Winthrop
Rustic, peaceful cabin on Lake Cobbossee; Perfect for summer or leaf season!, holiday rental in Winthrop

Rustic, peaceful cabin on Lake Cobbossee; Perfect for summer or leaf season!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Walk out beach in private cove on Cobboossee Lake, holiday rental in Winthrop
Walk out beach in private cove on Cobboossee Lake, holiday rental in Winthrop
Walk out beach in private cove on Cobboossee Lake, holiday rental in Winthrop

Walk out beach in private cove on Cobboossee Lake

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Evolve | Peaceful Fisherman's Paradise w/ Fire Pit, holiday rental in Winthrop
Evolve | Peaceful Fisherman's Paradise w/ Fire Pit, holiday rental in Winthrop
Evolve | Peaceful Fisherman's Paradise w/ Fire Pit, holiday rental in Winthrop

Evolve | Peaceful Fisherman's Paradise w/ Fire Pit

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Rustic lakefront home w/ private dock, wood fireplace & modern conveniences, holiday rental in Winthrop
Rustic lakefront home w/ private dock, wood fireplace & modern conveniences, holiday rental in Winthrop
Rustic lakefront home w/ private dock, wood fireplace & modern conveniences, holiday rental in Winthrop

Rustic lakefront home w/ private dock, wood fireplace & modern conveniences

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Enjoy Sunset views on tranquil Dexter Pond, holiday rental in Winthrop
Enjoy Sunset views on tranquil Dexter Pond, holiday rental in Winthrop
Enjoy Sunset views on tranquil Dexter Pond, holiday rental in Winthrop

Enjoy Sunset views on tranquil Dexter Pond

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Life on the Lake with Private Dock & Fire Pit!, holiday rental in Winthrop
Life on the Lake with Private Dock & Fire Pit!, holiday rental in Winthrop
Life on the Lake with Private Dock & Fire Pit!, holiday rental in Winthrop

Life on the Lake with Private Dock & Fire Pit!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Walk to downtown and the town beach or kayak from backyard to Lake Annabessacook, holiday rental in Winthrop
Walk to downtown and the town beach or kayak from backyard to Lake Annabessacook, holiday rental in Winthrop
Walk to downtown and the town beach or kayak from backyard to Lake Annabessacook, holiday rental in Winthrop

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
Payment Protection

WALK TO TOWN BEACH, KAYAK FROM BACKYARD, DOG FRIENDLY & SKIING NEARBY, holiday rental in Winthrop
WALK TO TOWN BEACH, KAYAK FROM BACKYARD, DOG FRIENDLY & SKIING NEARBY, holiday rental in Winthrop
WALK TO TOWN BEACH, KAYAK FROM BACKYARD, DOG FRIENDLY & SKIING NEARBY, holiday rental in Winthrop

WALK TO TOWN BEACH, KAYAK FROM BACKYARD, DOG FRIENDLY & SKIING NEARBY

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Little Landing Cottage, holiday rental in Winthrop
Little Landing Cottage, holiday rental in Winthrop
Little Landing Cottage, holiday rental in Winthrop

Little Landing Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Save time - get the best Winthrop rentals sent straight to your email!
DUCK INN | WAYNE, MAINE | CENTRAL LOCATION |  COUNTRY LIVING ON THE WATER |, holiday rental in Winthrop
DUCK INN | WAYNE, MAINE | CENTRAL LOCATION |  COUNTRY LIVING ON THE WATER |, holiday rental in Winthrop
DUCK INN | WAYNE, MAINE | CENTRAL LOCATION |  COUNTRY LIVING ON THE WATER |, holiday rental in Winthrop

DUCK INN | WAYNE, MAINE | CENTRAL LOCATION | COUNTRY LIVING ON THE WATER |

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Cozy Cabin on Cobbossee Lake near Lakeside Marina, holiday rental in Winthrop
Cozy Cabin on Cobbossee Lake near Lakeside Marina, holiday rental in Winthrop
Cozy Cabin on Cobbossee Lake near Lakeside Marina, holiday rental in Winthrop

Cozy Cabin on Cobbossee Lake near Lakeside Marina

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Loon Cove Lake House, holiday rental in Winthrop
Loon Cove Lake House, holiday rental in Winthrop
Loon Cove Lake House, holiday rental in Winthrop

Loon Cove Lake House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Family friendly, 2-Bedroom cottage with lakeview, holiday rental in Winthrop
Family friendly, 2-Bedroom cottage with lakeview, holiday rental in Winthrop
Family friendly, 2-Bedroom cottage with lakeview, holiday rental in Winthrop

Family friendly, 2-Bedroom cottage with lakeview

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Cozy Keyes Cottage, holiday rental in Winthrop
Cozy Keyes Cottage, holiday rental in Winthrop
Cozy Keyes Cottage, holiday rental in Winthrop

Cozy Keyes Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

PreviousNext
1