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Winthrop Vacation Rentals

Find 37 available offers from 12 partners
Winthrop
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Bed & Breakfast
Private room
Apartment
Distance to center
Max. 1 mi
Max. 2 mi
Max. 3 mi
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
Save up to 70%

Best Vacation Home Deals in Winthrop

Apartment Winthrop
Jan 22 - Jan 29
-70%
$264
$78 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Winthrop, Suffolk County, Massachusetts, United States
Details
Petra Luxury Apartments
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Apartment Winthrop
Feb 5 - Feb 12
-68%
$391
$126 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Winthrop, Suffolk County, Massachusetts, United States
Details
Petra Luxury Apartments
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Apartment Winthrop
Jan 7 - Jan 14
-61%
$398
$155 per night
Apartment ∙ 5 guests ∙ 1 bedroom
Winthrop, Suffolk County, Massachusetts, United States
Details
Petra Luxury Apartments
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Compare and find the perfect property for as little as $39 per night by searching among the 37 properties available in Winthrop. HomeToGo, a vacation rental search engine, directly sorts all of these vacation rentals so you can save up to 70%!

Recommended Vacation Rentals in Winthrop

Find your perfect vacation rental in Winthrop: from $39 per night

Private room Winthrop
$39 per night
Private room ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (3 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Homestay.com
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Private room Winthrop
$43 per night
Private room ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (47 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Homestay.com
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Private room Winthrop
$56 per night
Private room ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (47 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Homestay.com
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Private room Winthrop
$74 per night
Private room ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (47 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Homestay.com
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Private room Winthrop
$53 per night
Private room ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (47 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Homestay.com
View deal
Private room Winthrop
$48 per night
Private room ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (47 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Homestay.com
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Bed & Breakfast Winthrop
$150 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Winthrop, Suffolk County, Massachusetts, United States
Details
HomeToGo
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Bed & Breakfast Winthrop
$177 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Winthrop, Suffolk County, Massachusetts, United States
Details
HomeToGo
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Bed & Breakfast Winthrop
$161 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Winthrop, Suffolk County, Massachusetts, United States
Details
HomeToGo
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Vacation rentals with Wi-Fi

Bed & Breakfast Internet Winthrop
Apr 2 - Apr 9
$150 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Winthrop, Suffolk County, Massachusetts, United States
Internet
Details
HomeToGo
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Apartments and vacation rentals with a kitchen

Apartment Kitchen Winthrop
Feb 5 - Feb 12
-73%
$391
$105 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Winthrop, Suffolk County, Massachusetts, United States
Kitchen
Details
Petra Luxury Apartments
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Apartment Kitchen Winthrop
Dec 18 - Dec 25
-63%
$375
$139 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Winthrop, Suffolk County, Massachusetts, United States
Kitchen
Details
Petra Luxury Apartments
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Apartment Kitchen Winthrop
Jan 22 - Jan 29
-74%
$376
$98 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Winthrop, Suffolk County, Massachusetts, United States
Kitchen
Details
Petra Luxury Apartments
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Vacation rentals and apartments with air conditioning

Apartment Aircondition Winthrop
Jan 17 - Jan 24
-74%
$376
$99 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Winthrop, Suffolk County, Massachusetts, United States
Aircondition
Details
Petra Luxury Apartments
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Apartment Aircondition Winthrop
Dec 18 - Dec 25
-63%
$391
$147 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Winthrop, Suffolk County, Massachusetts, United States
Aircondition
Details
Petra Luxury Apartments
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Apartment Aircondition Winthrop
Feb 6 - Feb 13
-67%
$514
$171 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Winthrop, Suffolk County, Massachusetts, United States
Aircondition
Details
TripAdvisor
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Find Fantastic Rentals for Families with Kids

Kid-Friendly Rentals in Winthrop

Resort Winthrop
Apr 15 - Apr 22
$400 per night
Resort ∙ 4 guests ∙ 1 bedroom
Winthrop, Suffolk County, Massachusetts, United States
Details
RedWeek
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Popular Rental Amenities in Winthrop

  • Internet (29)
  • Air conditioning (22)
  • TV (21)
  • No pets (19)
  • No smoking (18)
  • Microwave (14)
  • Balcony/Patio (11)
  • Kitchen (4)
  • Crib (4)
  • Wheelchair access (4)
  • Parking (1)
  • Washer (1)

Listed above are the most popular filters in Winthrop and the number of rentals that include them. In Winthrop, 29 accommodations provide "internet". So, if you can't imagine a vacation without internet, select the internet filter to compare these rentals. Not as many properties in Winthrop are available if you're dreaming of days spent poolside or if you need a crib for your baby as "cribs" and "pools" are not often available in this destination.

The Weather in Winthrop

max.
Min.
37°
25°
15 days 15
max.
Min.
39°
23°
15 days 15
max.
Min.
46°
30°
14 days 14
max.
Min.
57°
41°
13 days 13
max.
Min.
66°
52°
14 days 14
max.
Min.
75°
59°
13 days 13
max.
Min.
82°
66°
12 days 12
max.
Min.
81°
66°
9 days 9
max.
Min.
73°
59°
9 days 9
max.
Min.
63°
48°
13 days 13
max.
Min.
52°
37°
10 days 10
max.
Min.
45°
32°
17 days 17
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. In the next 6 months, July will have higher average temperatures. Conversely, February is the coolest month in Winthrop, with temperatures going under 23° The rainiest month is December while the driest month is August.

7-Day Weather Forecast in Winthrop

Mon, 17 Jan
48°
37°

90%

1 h

22 mi/h

Tue, 18 Jan
30°
21°

0%

6 h

18 mi/h

Wed, 19 Jan
39°
19°

0%

1 h

10 mi/h

Thu, 20 Jan
37°
23°

0%

2 h

13 mi/h

Fri, 21 Jan
17°
14°

0%

3 h

13 mi/h

Sat, 22 Jan
19°
12°

90%

1 h

13 mi/h

Sun, 23 Jan
26°
17°

0%

2 h

13 mi/h

Accommodations for your vacation in Winthrop

More than half of the offers (51.43%) in Winthrop are hotel rooms. They are the most common properties in this destination. Additionally, the average size of hotel rooms in Winthrop is 300 ft² with an average price of $214 a night. Furthermore, this category of residence is an excellent option for couples and small groups, as the majority of hotel rooms can host 3 people. Users who prefer something other than hotel rooms will also find many bed & breakfast rentals, which are the other most popular property type in Winthrop. Our data shows that the average price of bed & breakfast rentals is $163 a night for an area of 710 ft².

Fish, go boating, or swim off the coast near Winthrop vacation rentals

Your vacation rental in Winthrop, Massachusetts, is positioned strategically near to the big city, whilst offering you the small town serenity of coastal living. Take a boat out on the water, or explore the Belle Isle Marsh Reservation.

Show all 37 properties
What are the best activities for families in Winthrop?

History and natural heritage

There's so much to do on the Boston Harbor Islands. Visit historic Fort Warren with its intriguing exhibits. Bring the kids to the islands and search the shore for clams and mussels. You can also come boating and fishing on the sparkling water that licks the islands. In the summer, you can enjoy live performances by the stunning coast, together with your family.

Where are the unique attractions in Winthrop?

Coastal excursions

Explore the coastline at Boston Harbor Islands National Recreation Area. You'll spot a huge variety of wildlife on your trip, from deer to fox and glittering dragonflies. Relax at the beach and enjoy one of New England's most attractive vistas of shoreline, or venture to the summit of the lighthouse and look out on the waves.

Frequently Asked Questions

How much does it cost to rent a vacation rental in Winthrop?

The price for Hotel rooms and Bed & Breakfast rentals in Winthrop is $39 per night.

How many vacation rentals are available to book in Winthrop?

There are currently 37 vacation homes in Winthrop to browse and book for your next trip.

What amenities are most popular for vacation homes in Winthrop?

The most popular amenities for home rentals in Winthrop include accommodations that have: internet, TVs, and balconies/patios.

How many vacation rentals are in Winthrop?

Discover 37 vacation rentals available to book in Winthrop.

Are pets allowed in vacation rentals in Winthrop?

Yes, there are 0 vacation homes in Winthrop that allow pets, with an average price of $0 per night.

What's the best time of year to travel to Winthrop?

Winthrop has its warmest time of year around July and August, with average nightly prices being around $39.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Winthrop TripAdvisor Vacation Rentals in Winthrop Vrbo Vacation Rentals in Winthrop Airbnb Vacation Rentals in Winthrop VacationRentals.com Vacation Rentals in Winthrop HouseTrip Vacation Rentals in Winthrop FlipKey Vacation Rentals in Winthrop 9flats.com Vacation Rentals in Winthrop PerfectPlaces.com Vacation Rentals in Winthrop Homestay.com Vacation Rentals in Winthrop Only-apartments Vacation Rentals in Winthrop Interhome Vacation Rentals in Winthrop Bedycasa Vacation Rentals in Winthrop Novasol Vacation Rentals in Winthrop HomeEscape Vacation Rentals in Winthrop

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