Find Vacation Rentals in Winthrop

We have 51 properties to choose from
Winthrop
Anytime
Guests
Winthrop
Anytime
Guests

Popular Winthrop Vacation Rentals

Find the perfect Winthrop vacation rental

Cottage Winthrop
$281 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding (47 ratings)
Winthrop, Kennebec County, Maine, United States
Details
Vrbo
Details
Details
House Winthrop
$233 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (66 ratings)
Winthrop, Kennebec County, Maine, United States
Details
Vrbo
Details
Details
Cottage Winthrop
$472 per night
Cottage ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding (6 ratings)
Winthrop, Kennebec County, Maine, United States
Details
Vrbo
Details
Details
House Winthrop
$382 per night
House ∙ 11 guests ∙ 4 bedrooms
5.0
Outstanding (3 ratings)
Winthrop, Kennebec County, Maine, United States
Details
Vrbo
Details
Details
Cabin Winthrop
$232 per night
Cabin ∙ 5 guests ∙ 2 bedrooms
Winthrop, Kennebec County, Maine, United States
Details
Vrbo
Details
Details
House Winthrop
$357 per night
House ∙ 11 guests ∙ 4 bedrooms
5.0
Outstanding
Winthrop, Kennebec County, Maine, United States
Details
Vacasa
Details
Details
Farmhouse Winthrop
$648 per night
Farmhouse ∙ 12 guests ∙ 6 bedrooms
5.0
Outstanding (14 ratings)
Winthrop, Kennebec County, Maine, United States
Details
Vrbo
Details
Details
Cabin Winthrop
$440 per night
Cabin ∙ 9 guests ∙ 2 bedrooms
5.0
Outstanding (4 ratings)
Winthrop, Kennebec County, Maine, United States
Details
Vrbo
Details
Details
Cabin Winthrop
$451 per night
Cabin ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (4 ratings)
Winthrop, Kennebec County, Maine, United States
Details
Vrbo
Details
Details
View more

Recommended Rentals With Pools

Motel  Winthrop
$198 per night
Motel ∙ 8 guests ∙ 1 bedroom
4.7
Excellent (3 ratings)
Winthrop, Kennebec County, Maine, United States
Pool
Details
Expedia
Details
Details
House  Winthrop
$660 per night
House ∙ 9 guests ∙ 4 bedrooms
5.0
Outstanding (25 ratings)
Winthrop, Kennebec County, Maine, United States
Pool
Details
Vrbo
Details
Details
Motel  Winthrop
$198 per night
Motel ∙ 4 guests ∙ 1 bedroom
4.5
Excellent (2 ratings)
Winthrop, Kennebec County, Maine, United States
Pool
Details
HomeToGo
Details
Details
View more

Pet-Friendly Homes and Apartments

Cottage  Winthrop
$250 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding (47 ratings)
Winthrop, Kennebec County, Maine, United States
Pet-friendly
Details
HomeToGo
Details
Details
Cabin  Winthrop
$344 per night
Cabin ∙ 8 guests ∙ 2 bedrooms
4.8
Outstanding (34 ratings)
Winthrop, Kennebec County, Maine, United States
Pet-friendly
Details
Vrbo
Details
Details
Cabin  Winthrop
$327 per night
Cabin ∙ 8 guests ∙ 2 bedrooms
4.8
Outstanding (34 ratings)
Winthrop, Kennebec County, Maine, United States
Pet-friendly
Details
Vacasa
Details
Details
View more

Best vacation rentals with a balcony

House  Winthrop
$546 per night
House ∙ 5 guests ∙ 2 bedrooms
Winthrop, Kennebec County, Maine, United States
Balcony
Details
HomeToGo
Details
Details
House  Winthrop
$495 per night
House ∙ 4 guests ∙ 1 bedroom
Winthrop, Kennebec County, Maine, United States
Balcony
Details
HomeToGo
Details
Details
House  Winthrop
$214 per night
House ∙ 9 guests ∙ 2 bedrooms
Winthrop, Kennebec County, Maine, United States
Balcony
Details
HomeToGo
Details
Details
View more

Frequently Asked Questions

How much does it cost to stay in Winthrop?

The price per night in Winthrop starts at $198.

How many vacation rentals are available in Winthrop?

Tripping.com offers great selection on vacation rentals with 51 offers currently available in Winthrop.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Winthrop

Looking for the perfect vacation rental for your Winthrop getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Winthrop offers 99 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 78 properties with high-speed WiFi Internet, 2 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $25 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Winthrop has 99 gorgeous homes with 34 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 6 vacation rental sites in Winthrop where the top providers in that area are HomeAway, TripAdvisor, and Expedia. There are 57 HomeAway rentals, 20 TripAdvisor short term rentals and 10 Expedia vacation rentals.

Popular Day Trips Near Winthrop

Show more
image-tag