Find Vacation Rentals in Winthrop

We have 71 properties to choose from
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Popular Winthrop Vacation Rentals

Find the perfect Winthrop vacation rental

Cottage Winthrop
from $328 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

92 m² Cottage

4.9
Outstanding(49 ratings)
Winthrop, Kennebec County, Maine, United States
HomeToGo
Details
Cabin Winthrop
from $357 per night
Cabin ∙ 8 guests ∙ 3 bedrooms

112 m² Cabin

4.8
Outstanding(35 ratings)
Winthrop, Kennebec County, Maine, United States
Vrbo
Details
Cabin Winthrop
-10%
$355
from $326 per night
Cabin ∙ 8 guests ∙ 2 bedrooms

112 m² Cabin

4.8
Outstanding(35 ratings)
Winthrop, Kennebec County, Maine, United States
Vacasa
Details
Cottage Winthrop
from $536 per night
6 guests ∙ 3 bedrooms

Cottage

4.8
Outstanding(26 ratings)
Winthrop, Kennebec County, Maine, United States
Vrbo
Details
House Winthrop
from $322 per night
House ∙ 10 guests ∙ 3 bedrooms

149 m² House

5.0
Outstanding(91 ratings)
Winthrop, Kennebec County, Maine, United States
Vrbo
Details
Cabin Winthrop
from $238 per night
5 guests ∙ 2 bedrooms

Cabin

5.0
Outstanding(17 ratings)
Winthrop, Kennebec County, Maine, United States
Vrbo
Details
Cottage Winthrop
from $258 per night
4 guests ∙ 2 bedrooms

Cottage

5.0
Outstanding(184 ratings)
Winthrop, Kennebec County, Maine, United States
Vrbo
Details
House Winthrop
from $225 per night
House ∙ 4 guests ∙ 3 bedrooms

186 m² House

5.0
Outstanding(36 ratings)
Winthrop, Kennebec County, Maine, United States
Vrbo
Details
House Winthrop
from $214 per night
House ∙ 4 guests ∙ 2 bedrooms

185 m² House

5.0
Outstanding(33 ratings)
Winthrop, Kennebec County, Maine, United States
HomeToGo
Details
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Pet-Friendly Homes and Apartments

House  Winthrop
from $214 per night
9 guests ∙ 2 bedrooms

House

Winthrop, Kennebec County, Maine, United States
Pet-friendly
HomeToGo
Details
House  Winthrop
from $305 per night
4 guests ∙ 1 bedroom

House

Winthrop, Kennebec County, Maine, United States
Pet-friendly
HomeToGo
Details
House  Winthrop
from $294 per night
5 guests ∙ 2 bedrooms

House

Winthrop, Kennebec County, Maine, United States
Pet-friendly
HomeToGo
Details
Show more

Vacation Homes With Terraces

Cabin  Winthrop
from $247 per night
6 guests ∙ 3 bedrooms

Cabin

5.0
Outstanding(10 ratings)
Winthrop, Kennebec County, Maine, United States
Balcony/Patio
Vrbo
Details
House  Winthrop
from $601 per night
6 guests ∙ 3 bedrooms

House

Winthrop, Kennebec County, Maine, United States
Balcony/Patio
Vio.com
Details
Cottage  Winthrop
from $323 per night
Cottage ∙ 8 guests ∙ 3 bedrooms

167 m² Cottage

5.0
Outstanding(8 ratings)
Winthrop, Kennebec County, Maine, United States
Balcony/Patio
Vrbo
Details
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Vacation homes and rentals with a yard

House  Winthrop
from $266 per night
4 guests ∙ 2 bedrooms

House

Winthrop, Kennebec County, Maine, United States
Yard
Vio.com
Details
House  Winthrop
from $606 per night
House ∙ 8 guests ∙ 3 bedrooms

112 m² House

Winthrop, Kennebec County, Maine, United States
Yard
Vio.com
Details
House  Winthrop
from $612 per night
6 guests ∙ 3 bedrooms

House

Winthrop, Kennebec County, Maine, United States
Yard
Vio.com
Details
Show more

Frequently Asked Questions

How much does it cost to stay in Winthrop?

The price per night in Winthrop starts at $200.

How many vacation rentals are available in Winthrop?

Tripping.com offers great selection on vacation rentals with 71 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

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