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Vacations by Zumper

Vacation Rentals in Winthrop, ME

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Winthrop, ME

Book a vacation rental in Winthrop that has the highest visitor rating. Here are 6 of the best vacation rentals in Winthrop.
Price drop
Little Landing Cottage On Cobbossee Lake
10

Excellent

·
Winthrop
·
1 br
·
Sleeps 4
·
Balcony · Lake · Waterfront ·
From
$357/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Lake
Waterfront
Oven
Dishwasher
Wifi
On Site Laundry
Furnished
Assigned Parking
Other spaces
Balcony, Kitchen
Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit!
10

Excellent

·
Winthrop
·
2 br
·
Sleeps 8
·
Waterfront · Assigned Parking · On Site Laundry ·
From
$279/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Waterfront
Assigned Parking
On Site Laundry
Furnished
Air Conditioning
Wifi
Lake
Oven
Other spaces
Kitchen
Peaceful Fisherman's Paradise w/ Deck + Fire Pit!
10

Excellent

·
Winthrop
·
2 br
·
Sleeps 4
·
Wifi · Microwave · Tv ·
From
$140/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Wifi
Microwave
Tv
Fireplace
Lake
Central Heat
Dishwasher
Ceiling Fan
Other spaces
Kitchen
Price drop
Little Landing Cottage-gorgeous view BBQ Wi-Fi
10

Excellent

·
Winthrop
·
1 br
·
Sleeps 4
·
Oven · Kitchen · Dishwasher ·
From
$356/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Oven
Dishwasher
Air Conditioning
On Site Laundry
Furnished
Wifi
Waterfront
Lake
Other spaces
Kitchen, Balcony
Price drop
Loon Cove Lake House
10

Excellent

·
Winthrop
·
3 br
·
Sleeps 6
·
On Site Laundry · Balcony · Kitchen ·
From
$153/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
On Site Laundry
Dishwasher
Waterfront
Oven
Lake
Furnished
Air Conditioning
Fireplace
Other spaces
Balcony, Kitchen
Price drop
Walk to TownBeach or kayak from backyard to Lake Annabessacook. Walk downtown
10

Excellent

·
Winthrop
·
3 br
·
Sleeps 8
·
Furnished · Oven · Hardwood Floor ·
From
$216/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Furnished
Oven
Hardwood Floor
Fitness Center
Lake
Waterfront
Wifi
Air Conditioning
Other spaces
Kitchen, Balcony

Our Recommended Vacation Rentals in Winthrop, ME

We analyzed vacation rentals in Winthrop from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Winthrop to help you find a deal for your next trip.
Price drop
Cozy Keyes Cottage
9

Excellent

·
Winthrop
·
2 br
·
Sleeps 5
·
Balcony · Hardwood Floor · Fireplace ·
From
$466/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Hardwood Floor
Fireplace
Oven
Assigned Parking
Waterfront
Furnished
Wifi
Lake
Other spaces
Balcony, Kitchen
ANNABESSACOOK RETREAT LIMIT 8 home

No rating

·
Winthrop
·
3 br
·
Sleeps 8
·
Waterfront · Wifi · On Site Laundry ·
From
$346/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Waterfront
Wifi
On Site Laundry
Air Conditioning
Oven
Assigned Parking
Lake
Furnished
Other spaces
Kitchen
Maranacook Lake Front Cozy Cottage

No rating

·
Winthrop
·
2 br
·
Sleeps 4
·
Lake · Outdoor Space · Waterfront ·
From
$210/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Lake
Waterfront
Wifi
Fitness Center
Furnished
Air Conditioning
Residents Lounge
On Site Laundry
Other spaces
Workspace, Kitchen
Price drop
Gorgeous Lakeside Home in Marina Village

No rating

·
Winthrop
·
3 br
·
Sleeps 10
·
Outdoor Space · Oven · Wifi ·
From
$302/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Oven
Wifi
Furnished
On Site Laundry
Dishwasher
Other spaces
Workspace, Kitchen

Budget-Friendly Vacation Rentals in Winthrop, ME

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Winthrop starting at $65. Use the price filter at the top of the page to search for more specific prices.
Spacious Apartment in Downtown Winthrop

No rating

·
Winthrop
·
1 br
·
Sleeps 4
·
Wifi · Walk In Closets · In Unit Laundry ·
From
$65/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Walk In Closets
In Unit Laundry
Furnished
Air Conditioning
Other spaces
Kitchen
Price drop
Peaceful Fisherman's Paradise w/ Deck + Fire Pit!
10

Excellent

·
Winthrop
·
2 br
·
Sleeps 4
·
Kitchen · Beach · Residents Lounge ·
From
$152/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Beach
Residents Lounge
Wifi
Lake
On Site Laundry
Ceiling Fan
Oven
Dishwasher
Other spaces
Kitchen
Family friendly, 2-Bedroom cottage with lakeview
10

Excellent

·
Winthrop
·
2 br
·
Sleeps 10
·
Kitchen · Dishwasher · Oven ·
From
$155/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Dishwasher
Oven
Air Conditioning
Waterfront
Furnished
Lake
In Unit Laundry
Wifi
Other spaces
Kitchen, Workspace
Cozy Cabin on Cobbossee Lake near Lakeside Marina
10

Excellent

·
Winthrop
·
2 br
·
Sleeps 6
·
Lake · Furnished · Air Conditioning ·
From
$175/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Lake
Furnished
Air Conditioning
Assigned Parking
On Site Laundry
Residents Lounge
Oven
Beach
Other spaces
Workspace, Kitchen
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Updated: September 24, 2023