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Winthrop Vacation Rentals

Find 393 available home rentals from 8 partners
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Top 15 Recommended vacation rentals in Winthrop

Find your perfect vacation rental in Winthrop from just $47 per night!

Condo Winthrop
Condo ∙ 6 guests ∙ 3 bedrooms

163 m² Condo

Winthrop, Suffolk County, Massachusetts, United States
from $605
per night
from $605
per night
View deal
Condo Winthrop
Condo ∙ 4 guests ∙ 2 bedrooms

Condo

Winthrop, Suffolk County, Massachusetts, United States
from $464
per night
Outstanding(21 ratings)
from $464
per night
View deal
House Winthrop
House ∙ 5 guests ∙ 3 bedrooms

121 m² House

Winthrop, Suffolk County, Massachusetts, United States
from $182
per night
from $182
per night
View deal
Apartment Winthrop
Apartment ∙ 6 guests ∙ 3 bedrooms

88 m² Apartment

Winthrop, Suffolk County, Massachusetts, United States
from $377
per night
Excellent(6 ratings)
from $377
per night
View deal
Apartment Winthrop
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment

Winthrop, Suffolk County, Massachusetts, United States
from $234
per night
Outstanding(44 ratings)
from $234
per night
View deal
Apartment Winthrop
Apartment ∙ 6 guests ∙ 2 bedrooms

84 m² Apartment

Winthrop, Suffolk County, Massachusetts, United States
from $412
per night
Very good(6 ratings)
from $412
per night
View deal
House Winthrop
House ∙ 4 guests ∙ 2 bedrooms

102 m² House

Winthrop, Suffolk County, Massachusetts, United States
from $322
per night
Outstanding(92 ratings)
from $322
per night
View deal
House Winthrop
House ∙ 10 guests ∙ 4 bedrooms

House

Winthrop, Suffolk County, Massachusetts, United States
from $583
per night
from $583
per night
View deal
Apartment Winthrop
Apartment ∙ 6 guests ∙ 3 bedrooms

84 m² Apartment

Winthrop, Suffolk County, Massachusetts, United States
from $353
per night
Outstanding(1 rating)
from $353
per night
View deal
House Winthrop
House ∙ 6 guests ∙ 3 bedrooms

139 m² House

Winthrop, Suffolk County, Massachusetts, United States
from $423
per night
Outstanding(5 ratings)
from $423
per night
View deal
Apartment Winthrop
Apartment ∙ 4 guests ∙ 2 bedrooms

88 m² Apartment

Winthrop, Suffolk County, Massachusetts, United States
from $205
per night
Outstanding(4 ratings)
from $205
per night
View deal
Villa Winthrop
Villa ∙ 10 guests ∙ 4 bedrooms

279 m² Villa

Winthrop, Suffolk County, Massachusetts, United States
from $714
per night
Outstanding(144 ratings)
from $714
per night
View deal
House Winthrop
House ∙ 10 guests ∙ 3 bedrooms

House

Winthrop, Suffolk County, Massachusetts, United States
from $566
per night
Outstanding(12 ratings)
from $566
per night
View deal
Apartment Winthrop
Apartment ∙ 6 guests ∙ 3 bedrooms

90 m² Apartment

Winthrop, Suffolk County, Massachusetts, United States
from $282
per night
from $282
per night
View deal
House Winthrop
House ∙ 7 guests ∙ 2 bedrooms

112 m² House

Winthrop, Suffolk County, Massachusetts, United States
from $413
per night
Excellent(33 ratings)
from $413
per night
View deal

Vacation Houses with pools

Apartment  Winthrop
from $308 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

91 m² Apartment

Winthrop, Suffolk County, Massachusetts, United States
Pool
View deal
Apartment  Winthrop
from $136 per night
Apartment ∙ 2 guests ∙ 1 bedroom

39 m² Apartment

Winthrop, Suffolk County, Massachusetts, United States
Pool
View deal
Apartment  Winthrop
from $289 per night
Apartment ∙ 2 guests ∙ 1 bedroom

64 m² Apartment

Winthrop, Suffolk County, Massachusetts, United States
Pool
View deal
See all offers

Dog-Friendly vacation rentals

Apartment  Winthrop
from $286 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

77 m² Apartment

Winthrop, Suffolk County, Massachusetts, United States
Pet-friendly
View deal
Apartment  Winthrop
from $227 per night
Apartment ∙ 2 guests ∙ 1 bedroom

39 m² Apartment

Winthrop, Suffolk County, Massachusetts, United States
Pet-friendly
View deal
Apartment  Winthrop
from $382 per night
Apartment ∙ 3 guests ∙ 1 bedroom

65 m² Apartment

Winthrop, Suffolk County, Massachusetts, United States
Pet-friendly
View deal
See all offers

Apartments with a balcony or patio

Private room  Winthrop
from $108 per night
2 guests ∙ 1 bedroom

Private room

Winthrop, Suffolk County, Massachusetts, United States
Balcony/Patio
View deal
Apartment  Winthrop
from $371 per night
4 guests ∙ 2 bedrooms

Apartment

Winthrop, Suffolk County, Massachusetts, United States
Balcony/Patio
View deal
Apartment  Winthrop
from $295 per night
2 guests ∙ 1 bedroom

Apartment

Winthrop, Suffolk County, Massachusetts, United States
Balcony/Patio
View deal
See all offers

Budget-friendly Rentals in Winthrop

Find Fantastic yet Inexpensive Rentals

Apartment Winthrop
from $401 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

88 m² Apartment

4.0
Very good(1 rating)
Winthrop, Suffolk County, Massachusetts, United States
View deal
Private room Winthrop
from $90 per night
2 guests ∙ 1 bedroom

Private room

5.0
Outstanding(15 ratings)
Winthrop, Suffolk County, Massachusetts, United States
View deal
Private room Winthrop
from $87 per night
2 guests ∙ 1 bedroom

Private room

5.0
Outstanding(83 ratings)
Winthrop, Suffolk County, Massachusetts, United States
View deal

Top-Rated Offers and Accommodations in Winthrop

Book Vacation Rentals with the Highest User Rating

Private room Winthrop
from $87 per night
2 guests ∙ 1 bedroom

Private room

5.0
Outstanding(83 ratings)
Winthrop, Suffolk County, Massachusetts, United States
View deal
Private room Winthrop
from $87 per night
2 guests ∙ 1 bedroom

Private room

5.0
Outstanding(83 ratings)
Winthrop, Suffolk County, Massachusetts, United States
View deal
Apartment Winthrop
from $223 per night
Apartment ∙ 5 guests ∙ 1 bedroom

60 m² Apartment

4.8
Outstanding(26 ratings)
Winthrop, Suffolk County, Massachusetts, United States
View deal

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Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Winthrop

  • Pool (204)
  • WiFi (386)
  • Pet-friendly (162)
  • Kitchen (178)
  • Air conditioning (363)
  • Parking (14)
  • Washing machine (216)
  • TV (324)
  • Dishwasher (85)
  • Balcony/patio (72)
  • Microwave (223)
  • Grill (40)

Finding a vacation rental with a pool shouldn't be too hard in Winthrop. More than half of the accommodations provide one. In addition, more Apartment rental have pools than any other type of accommodation. They are a great choice if you go in a group of 9, as that is the number of people they can accommodate on average. You can also rent a vacation rental with a pool near the water, which is the case for more than two-thirds of the rentals in this destination.

Information about vacation rentals in Winthrop

🏡 Vacation rentals available 393 rentals
🌙 Nightly prices starting at $47
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 162 homes
🏊 Vacation rentals with pools 201 homes

Frequently Asked Questions

What is the typical availability of vacation rentals in Winthrop?

We found 393 vacation homes in Winthrop available for your next trip.

What are the most popular vacation home amenities in Winthrop?

Many travellers are searching for Pool, Internet, and Pets allowed when booking a vacation home in Winthrop.

Are there pet-friendly vacation rentals in Winthrop?

Yes, there are 162 pet-friendly vacation rentals in Winthrop, with an average nightly price of $406.

What's the best month to book a vacation rental in Winthrop?

When booking a vacation rental in Winthrop, remember that the rainiest months are usually December and January, with August often being the sunniest.

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