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Winthrop Vacation Rentals

Find 300 available offers from 6 partners
Winthrop
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed and breakfast
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

Best Vacation Home Deals in Winthrop

Save up to 45%

Apartment Winthrop
Dec 2 - Dec 9
-29%
$553
$391 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Wonderful Rental Apartment in Revere with Electric Fireplace

Winthrop, Suffolk County, Massachusetts, United States
Details
Evolve
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Apartment Winthrop
Dec 2 - Dec 9
-34%
$629
$418 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Rental Apartment in Revere

Winthrop, Suffolk County, Massachusetts, United States
Details
Evolve
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House Winthrop
Dec 7 - Dec 14
-45%
$711
$391 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Revere with Grill

5.0
Outstanding (48 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Evolve
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Compare and find the ideal accommodation from $62 per night by searching among the 300 properties available in Winthrop. Using HomeToGo's search feature you can immediately compare the prices of each listed rental to find the best deal and save up to 47%.

Top-Rated Offers and Accommodations in Winthrop

Book Vacation Rentals with the Highest User Rating

Private room Winthrop
Feb 3 - Feb 10
$101 per night
Private room ∙ 2 guests ∙ 1 bedroom

Dedicated Room in Winthrop + Next to Beach

4.5
Excellent (61 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Homestay.com
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Private room Winthrop
Dec 2 - Dec 9
$101 per night
Private room ∙ 2 guests ∙ 1 bedroom

Private Room in Winthrop

4.5
Excellent (61 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Homestay.com
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Private room Winthrop
Dec 9 - Dec 16
$101 per night
Private room ∙ 2 guests ∙ 1 bedroom

Dedicated Room in Winthrop

4.5
Excellent (61 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Homestay.com
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Recommended Vacation Rentals in Winthrop

Find your perfect vacation rental in Winthrop: from $62 per night

Bed and breakfast Winthrop
Dec 2 - Dec 9
$376 per night
Bed and breakfast ∙ 6 guests ∙ 4 bedrooms

Bed And Breakfast in Revere

Winthrop, Suffolk County, Massachusetts, United States
Details
FlipKey
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Private room Winthrop
Dec 23 - Dec 30
$101 per night
Private room ∙ 2 guests ∙ 1 bedroom

Private Room in Winthrop + Next to Beach

4.5
Excellent (61 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Homestay.com
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Apartment Winthrop
Dec 2 - Dec 9
$453 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Rental Apartment in Chelsea

Winthrop, Suffolk County, Massachusetts, United States
Details
Agoda
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Apartment Winthrop
Dec 2 - Dec 9
$428 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment in Revere

Winthrop, Suffolk County, Massachusetts, United States
Details
Agoda
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Private room Winthrop
Dec 2 - Dec 9
$120 per night
Private room ∙ 2 guests ∙ 1 bedroom

Dedicated Room in Winthrop with Patio & Yard

Winthrop, Suffolk County, Massachusetts, United States
Details
Homestay.com
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Apartment Winthrop
Dec 16 - Dec 23
$311 per night
Apartment ∙ 7 guests ∙ 3 bedrooms

Apartment in Beacon Hill, Near Beacon Hill

4.0
Very good
Winthrop, Suffolk County, Massachusetts, United States
Details
Agoda
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Bed and breakfast Winthrop
Feb 2 - Feb 9
-16%
$206
$173 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Wonderful Bed & Breakfast in Eagle Hill with Yard

Winthrop, Suffolk County, Massachusetts, United States
Free cancellation
Details
Agoda
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Apartment Winthrop
Dec 5 - Dec 12
-45%
$303
$168 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Rental Apartment in D Street / West Broadway

3.7
Good
Winthrop, Suffolk County, Massachusetts, United States
Details
Agoda
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Apartment Winthrop
Dec 11 - Dec 18
-94%
$2,692
$174 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Columbus

5.0
Outstanding (1 rating)
Winthrop, Suffolk County, Massachusetts, United States
Free cancellation
Details
My Friendly Host
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Budget-friendly Rentals in Winthrop

Find Fantastic yet Inexpensive Rentals

House Winthrop
$275 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Chelsea with Grill & Yard

4.3
Very good (24 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Vrbo
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Apartment Winthrop
$293 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment in Winthrop

4.9
Outstanding (46 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Vrbo
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Condo Winthrop
$363 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Harbor View / Orient Heights + City Views

4.9
Outstanding (78 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Details
Vrbo
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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  Winthrop
Dec 10 - Dec 17
-94%
$6,739
$412 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Rental Apartment in Prudential / St. Botolph with Pool

Winthrop, Suffolk County, Massachusetts, United States
Free cancellation
Pool
Details
My Friendly Host
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Apartment  Winthrop
Dec 10 - Dec 17
-94%
$8,264
$498 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Pleasant Rental Apartment in Prudential / St. Botolph with Pool

Winthrop, Suffolk County, Massachusetts, United States
Pool
Details
travelstaytion
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Apartment  Winthrop
Dec 10 - Dec 17
-94%
$7,435
$451 per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Rental Apartment in Prudential / St. Botolph with Pool

Winthrop, Suffolk County, Massachusetts, United States
Free cancellation
Pool
Details
My Friendly Host
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Dog-Friendly Vacation Rentals

Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Winthrop!

Apartment  Winthrop
Dec 19 - Dec 26
-92%
$2,619
$211 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Columbus

5.0
Outstanding (1 rating)
Winthrop, Suffolk County, Massachusetts, United States
Free cancellation
Pet-friendly
Details
My Friendly Host
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Apartment  Winthrop
Dec 4 - Dec 11
-81%
$1,111
$206 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Columbus

Winthrop, Suffolk County, Massachusetts, United States
Free cancellation
Pet-friendly
Details
My Friendly Host
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Apartment  Winthrop
Dec 10 - Dec 17
-82%
$1,323
$243 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in Columbus

5.0
Outstanding (1 rating)
Winthrop, Suffolk County, Massachusetts, United States
Free cancellation
Pet-friendly
Details
My Friendly Host
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Vacation homes with fishing spots nearby

Hoping to catch a few fish on your next vacation? Check out these amazing rentals in Winthrop with fishing spots nearby.

Boat  Winthrop
$448 per night
Boat ∙ 3 guests ∙ 1 bedroom

Pleasant Boat in Charlestown with Grill + Skyline Views

4.8
Outstanding (61 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Fishing
Details
Vrbo
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Boat  Winthrop
$284 per night
Boat ∙ 6 guests ∙ 1 bedroom

Boat in Thompson Square / Bunker Hill

4.9
Outstanding (187 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Fishing
Details
Vrbo
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House  Winthrop
$462 per night
House ∙ 4 guests ∙ 1 bedroom

Beautiful Vacation Home in Columbus

4.8
Outstanding (106 ratings)
Winthrop, Suffolk County, Massachusetts, United States
Fishing
Details
Vrbo
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Popular Rental Amenities in Winthrop

  • Pool (170)
  • WiFi (297)
  • Pet-friendly (54)
  • Kitchen (97)
  • Air conditioning (281)
  • Parking (15)
  • Washing machine (164)
  • TV (269)
  • Dishwasher (53)
  • Balcony/patio (53)
  • Microwave (170)
  • Grill (17)

Our search page's filters will help you find your dream vacation rental in Winthrop. Many vacation rentals in Winthrop offer "Pool" or "Internet," which makes it a wonderful vacation spot if you want a rental with a pool or you can't imagine a vacation without internet. Not as many rentals in Winthrop are available if you want to go fishing or if you need a crib for your baby as "Wheelchair accessible" and "Fishing" are not very popular amenities in Winthrop.

The Weather in Winthrop

max.
Min.

-4°
15 days 15
max.
Min.

-5°
15 days 15
max.
Min.

-1°
14 days 14
max.
Min.
14°
13 days 13
max.
Min.
19°
11°
14 days 14
max.
Min.
24°
15°
13 days 13
max.
Min.
28°
19°
12 days 12
max.
Min.
27°
19°
9 days 9
max.
Min.
23°
15°
9 days 9
max.
Min.
17°
13 days 13
max.
Min.
11°
10 days 10
max.
Min.

17 days 17
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

The above is a climate diagram for Winthrop. In July maximum temperatures go higher than 28°. On the contrary, the coolest month is February. December is the wettest month.

7-Day Weather Forecast in Winthrop

Thu., 30 Nov.

0%

5 h

20 km/h

Fri., 1 Dec.

65%

0 h

17 km/h

Sat., 2 Dec.

0%

0 h

12 km/h

Sun., 3 Dec.

90%

0 h

15 km/h

Mon., 4 Dec.

0%

1 h

20 km/h

Tue., 5 Dec.

0%

2 h

21 km/h

Wed., 6 Dec.

0%

2 h

19 km/h

Information about vacation rentals in Winthrop

🏡 Vacation rentals available 300 homes
💳 Possible discounts up to 47%
🌙 Nightly prices starting at $62
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 50 homes
🏊 Vacation rentals with pools 170 homes

Frequently Asked Questions

What is the typical price of a vacation home in Winthrop?

The starting price for Apartment rental or Private room in Winthrop is $62 per night.

What is the typical availability of Apartment rental in Winthrop?

We found 300 vacation homes in Winthrop available for your next trip.

What are the most popular vacation home amenities in Winthrop?

The most popular amenities for rentals in Winthrop include vacation homes with Pool, Internet, or Pets allowed.

How many Apartment rental and Private room can I find in Winthrop?

Winthrop has 300 Apartment rental and Private room available to book.

Are there pet-friendly vacation rentals in Winthrop?

Finding a vacation rental in Winthrop that allows dogs is definitely possible, with 50 pet-friendly homes on offfer.

What's the best month to visit Winthrop?

If you're looking for balmy weather, July and August are typically the hottest months in Winthrop with temperatures around 28 °C. February and January in Winthrop are the coldest, with -5 °C on average.

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