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Winthrop Vacation Rentals

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Winthrop
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Apartment
House
Bed & Breakfast
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

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.

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Save up to 74%

Best Vacation Home Deals in Winthrop

House Winthrop
Jan 13 - Jan 20
-16%
$322
$269 per night
House ∙ 2 guests ∙ 1 bedroom
Vacation Home in Winthrop with Grill
4.7
"Outstanding" (3 ratings)
Winthrop, Suffolk County, Massachusetts, United States
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Apartment Winthrop
Dec 9 - Dec 16
-29%
$260
$186 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Apartment in Winthrop
5.0
"Excellent" (34 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
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Apartment Winthrop
Dec 9 - Dec 16
-74%
$446
$114 per night
Apartment ∙ 8 guests ∙ 2 bedrooms
Rental Apartment in Harbor View / Orient Heights
Winthrop, Suffolk County, Massachusetts, United States
Free cancellation
Details
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Compare and find the perfect property for as little as $45 per night by searching among the 61 properties available in Winthrop. HomeToGo, a vacation rental search engine, directly sorts all of these vacation rentals so you can save up to 74%!

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Top-Rated Rentals and Accommodations in Winthrop

Cottage Winthrop
Jul 8 - Jul 15
$483 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Beachfront Cottage in Revere + Ocean View + Next to Beach
4.8
"Excellent" (135 ratings)
Winthrop, Suffolk County, Massachusetts, United States
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Condo Winthrop
Nov 11 - Nov 18
-25%
$382
$287 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Condo in Harbor View / Orient Heights + City Views
4.9
"Excellent" (70 ratings)
Winthrop, Suffolk County, Massachusetts, United States
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Condo Winthrop
May 6 - May 13
$360 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Revere with Grill & Yard + Ocean Views
4.7
"Outstanding" (20 ratings)
Winthrop, Suffolk County, Massachusetts, United States
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Recommended Vacation Rentals in Winthrop

Find your perfect vacation rental in Winthrop: from $45 per night

Cottage Winthrop
Jan 13 - Jan 20
$482 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Beachfront Cottage in Revere + Ocean View + Next to Beach
4.8
"Excellent" (135 ratings)
Winthrop, Suffolk County, Massachusetts, United States
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Apartment Winthrop
Jan 20 - Jan 27
$166 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Gorgeous Rental Apartment in Revere with Grill + Ocean Views
4.9
"Excellent" (14 ratings)
Winthrop, Suffolk County, Massachusetts, United States
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Condo Winthrop
Jan 13 - Jan 20
$361 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Revere with Grill & Yard + Ocean Views
4.7
"Outstanding" (20 ratings)
Winthrop, Suffolk County, Massachusetts, United States
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Condo Winthrop
Jan 13 - Jan 20
-26%
$380
$287 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Condo in Harbor View / Orient Heights + City Views
4.9
"Excellent" (70 ratings)
Winthrop, Suffolk County, Massachusetts, United States
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House Winthrop
Sep 16 - Sep 23
$180 per night
House ∙ 7 guests ∙ 2 bedrooms
Vacation Home in Chelsea with Free Parking
4.2
"Very good" (28 ratings)
Winthrop, Suffolk County, Massachusetts, United States
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House Winthrop
Apr 22 - Apr 29
-43%
$627
$462 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Jeffries Point
Winthrop, Suffolk County, Massachusetts, United States
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Apartment Winthrop
Jan 20 - Jan 27
$251 per night
Apartment ∙ 6 guests ∙ 4 bedrooms
Entire Rental Apartment in Revere
Winthrop, Suffolk County, Massachusetts, United States
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House Winthrop
Nov 18 - Nov 25
-16%
$299
$250 per night
House ∙ 2 guests ∙ 1 bedroom
Vacation Home in Winthrop with Grill
Winthrop, Suffolk County, Massachusetts, United States
Details
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Apartment Winthrop
Dec 9 - Dec 16
-74%
$433
$114 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Rental Apartment in Harbor View / Orient Heights
Winthrop, Suffolk County, Massachusetts, United States
Free cancellation
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Winthrop

Apartment Winthrop
Aug 26 - Sep 2
$167 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Gorgeous Rental Apartment in Revere with Grill + Ocean Views
4.9
"Excellent" (14 ratings)
Winthrop, Suffolk County, Massachusetts, United States
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Apartment Winthrop
Dec 9 - Dec 16
-29%
$261
$187 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Apartment in Winthrop
5.0
"Excellent" (34 ratings)
Winthrop, Suffolk County, Massachusetts, United States
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House Winthrop
Dec 9 - Dec 16
-16%
$323
$272 per night
House ∙ 2 guests ∙ 1 bedroom
Vacation Home in Winthrop with Grill
4.7
"Outstanding" (3 ratings)
Winthrop, Suffolk County, Massachusetts, United States
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Vacation Houses With Pools

Make a splash on your next vacation! Over 57% of in Winthrop vacation rentals have a swimming pool.

Apartment Pool Winthrop
May 6 - May 13
-47%
$1,058
$566 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in Seaport District with Pool + Ocean View
4.5
"Outstanding" (14 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Pool
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Apartment Pool Winthrop
May 6 - May 13
-19%
$861
$695 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Apartment in Assembly Square with Pool
5.0
"Excellent" (2 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Pool
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House Pool Winthrop
Apr 16 - Apr 23
-31%
$699
$485 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Harrison Lenox with Pool + Wonderful View
Winthrop, Suffolk County, Massachusetts, United States
Pool
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Winthrop with their own private patios and balconies.

Cottage Balcony Winthrop
Jan 13 - Jan 20
$480 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Beachfront Cottage in Revere + Ocean View + Next to Beach
4.8
"Excellent" (135 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Balcony
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Condo Balcony Winthrop
May 6 - May 13
$356 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Revere with Grill & Yard + Ocean Views
4.7
"Outstanding" (20 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Balcony
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Condo Balcony Winthrop
Jan 13 - Jan 20
-26%
$381
$284 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Condo in Harbor View / Orient Heights + City Views
4.9
"Excellent" (70 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Balcony
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Winthrop with their own private patios and balconies.

House Balcony/Patio Winthrop
Jan 13 - Jan 20
-16%
$322
$269 per night
House ∙ 2 guests ∙ 1 bedroom
Vacation Home in Winthrop with Grill
4.7
"Outstanding" (3 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Balcony/Patio
Details
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Apartment Balcony/Patio Winthrop
Apr 22 - Apr 29
-26%
$258
$191 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Apartment in Winthrop
5.0
"Excellent" (34 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Balcony/Patio
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Apartment Balcony/Patio Winthrop
Dec 23 - Dec 30
$166 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Gorgeous Rental Apartment in Revere with Grill + Ocean Views
4.9
"Excellent" (14 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Balcony/Patio
Details
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Popular Rental Amenities in Winthrop

  • Internet (302)
  • Air conditioning (282)
  • TV (271)
  • Microwave (177)
  • No smoking (175)
  • Pool (173)
  • No pets (155)
  • Kitchen (95)
  • Crib (94)
  • Wheelchair access (91)
  • Washer (63)
  • Yard (60)

Listed above are the most popular filters in Winthrop and the number of rentals that include them. In Winthrop, 302 accommodations provide "Internet". So, if you need internet access during your vacation, select the Internet filter to compare these rentals. Not as many properties in Winthrop are available if you plan to go fishing or if you plan to go fishing as "Fishing" and "Parking" are not often available in this destination.

The Weather in Winthrop

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Min.
37°
25°
15 days 15
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39°
23°
15 days 15
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46°
30°
14 days 14
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57°
41°
13 days 13
max.
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66°
52°
14 days 14
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75°
59°
13 days 13
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82°
66°
12 days 12
max.
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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

Tue, 28 Mar
42°
39°

15%

0 h

7 mi/h

Wed, 29 Mar
50°
37°

0%

8 h

11 mi/h

Thu, 30 Mar
42°
37°

0%

8 h

15 mi/h

Fri, 31 Mar
48°
33°

90%

3 h

11 mi/h

Sat, 1 Apr
57°
46°

90%

1 h

16 mi/h

Sun, 2 Apr
48°
39°

0%

7 h

13 mi/h

Mon, 3 Apr
51°
39°

0%

4 h

13 mi/h

Accommodations for your vacation in Winthrop

Nearly half of the offers (47.69%) in Winthrop are apartment rental. They are the most common properties in this destination. Additionally, the average size of apartment rental in Winthrop is 85 m² with an average price of $312 a night. Furthermore, this category of residence is an excellent option for medium-sized groups and families, as the majority of apartment rental can host 5 people. Users who prefer something other than apartment rental will also find many house rental, which are the other most popular property type in Winthrop. Our data shows that the average price of house rental is $399 a night for an area of 169 m².
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.

Information about vacation rentals in Winthrop

🏡 Vacation rentals 61 properties
💳 Possible discounts up to 76%
🌙 Nightly prices starting at $45
⭐ Popular amenities Internet, Air conditioning and TV
🐾 Pet friendly accommodations 57 properties
🏊 Vacation rentals with pools 193 properties

Frequently Asked Questions

What is the nightly price for a vacation home in Winthrop?

The nightly price of accommodations in Winthrop starts at $45. If you would like to stay in a apartment rental, the average price is $312 per night. A house rental Winthrop will cost $399 per night on average.

How many vacation homes are available to book in Winthrop?

Currently there are 61 vacation homes from 6 providers in Winthrop.

What amenities are most popular for vacation rentals in Winthrop?

Most travelers look for Air conditioning, Internet, and TV when booking a vacation rental in Winthrop.

How many vacation rentals with pools are in Winthrop?

Browse 193 vacation rentals available to book in Winthrop.

Are pets allowed in vacation homes in Winthrop?

If you are traveling with a dog in Winthrop - 17% of vacation rentals allow pets.

When is it better to travel to Winthrop?

Winthrop has its warmest time of year in July and August, with average nightly prices around $45.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Winthrop TripAdvisor Vacation Rentals in Winthrop Vrbo Vacation Rentals in Winthrop VacationRentals.com Vacation Rentals in Winthrop HouseTrip Vacation Rentals in Winthrop FlipKey Vacation Rentals in Winthrop Homestay.com Vacation Rentals in Winthrop Only-apartments Vacation Rentals in Winthrop Interhome Vacation Rentals in Winthrop Novasol Vacation Rentals in Winthrop HomeEscape Vacation Rentals in Winthrop

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