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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Winthrop holiday rentals

Rooftop terrace

Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (630 reviews)
"Beautiful hotel and easy access to everything."
United States
Kimberely
The price is ₹34,209
₹39,323 total
includes taxes & fees
7 May - 8 May
Marriott Vacation Club® at Custom House, Boston
Apartment | 2 bedrooms, desk

Coastal Charm Lobster Ch Teau

Coastal Charm Lobster Ch Teau
2.0 star property
Swampscott
The price is ₹19,546
₹56,995 total
includes taxes & fees
7 May - 8 May
Coastal Charm Lobster Ch Teau
Condo (The Warlock House) | Exterior

The Warlock House

The Warlock House
3.0 star property
Salem
The price is ₹54,421
₹93,876 total
includes taxes & fees
8 May - 9 May
The Warlock House
Apartment (1 Bedroom) | Interior

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
3.0 star property
Lynn
The price is ₹15,723
₹39,306 total
includes taxes & fees
9 May - 10 May
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
Premium Apartment | Living area | 24-inch Smart TV with digital channels

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.4 out of 10, Very good, (30 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is ₹21,526
₹41,722 total
includes taxes & fees
7 May - 8 May
The Chester Hotel
Terrace/patio

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,185 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is ₹13,131
₹14,667 total
includes taxes & fees
10 May - 11 May
Crescent Suites Hotel
Luxury Suite 2 | Living area | Smart TV, Netflix, Hulu, streaming services

The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (36 reviews)
"Excellent location, very easy check in process, clean, just as the pictures showed online."
United States
shannon
The price is ₹65,441
₹91,655 total
includes taxes & fees
7 May - 8 May
The Monty Boston
Lobby lounge

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (689 reviews)
"Great staff, clean, and location"
United States
Juan
The price is ₹14,821
₹21,309 total
includes taxes & fees
10 May - 11 May
Global Luxury Suites Downtown Boston
Apartment | 1 bedroom, desk, laptop workspace, free WiFi

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.6 out of 10, Excellent, (14 reviews)
"Nice spot"
United States
Kimberly
The price is ₹20,964
₹34,060 total
includes taxes & fees
7 May - 8 May
Furnished Apartments near Encore Boston
Front of property

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (112 reviews)
"A phenomenal stay at maverick suites! The location was fantastic, the room was spotless and cozy, and the check-in/out process was a breeze. I’d happily stay here again and recommend to anyone taking a trip to Boston!"
United States
Kendra
The price is ₹16,267
₹27,443 total
includes taxes & fees
7 May - 8 May
Maverick Suites at 40 Temple St
Premium Studio Suite | Premium bedding, desk, iron/ironing board, free WiFi

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (210 reviews)
"The rooms are very spacious and clean. I liked the lighting provided as well."
United States
Hayley
The price is ₹22,250
₹41,974 total
includes taxes & fees
7 May - 8 May
Charlesgate Suites
House | 5 bedrooms, desk

Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
2.0 star property
Stoneham
The price is ₹28,349
₹68,072 total
includes taxes & fees
7 May - 8 May
Enchanting Hidden Door Escape
House (Rockmere Inn) | Exterior

Rockmere Inn

Rockmere Inn
3.5 star property
Marblehead Historic District
The price is ₹47,838
₹105,433 total
includes taxes & fees
17 May - 18 May
Rockmere Inn
Exterior

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (166 reviews)
"Great location. Well priced. Its appeals to a specific type of traveler. Overall clean, quiet, solid WiFi services. I had some initial challenges getting in the building, but that was my fault for not checking in and providing the required documents. I would definitely stay again. PS The pizza place right across the street makes a great thin crust pie. "
United States
James
The price is ₹16,473
₹27,698 total
includes taxes & fees
10 May - 11 May
Maverick Suites at 245 Newbury St
42-inch TV with satellite channels

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (144 reviews)
"Great location!"
United States
Kevin
The price is ₹13,808
₹24,635 total
includes taxes & fees
10 May - 11 May
Maverick Suites at 400 Columbus Ave
Front of property

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (357 reviews)
"Great stay. "
United States
Anna
The price is ₹14,751
₹26,267 total
includes taxes & fees
11 May - 12 May
Maverick Suites at 28 Fenway
Apartment, 2 Bedrooms | Interior

Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
9.0 out of 10, Wonderful, (11 reviews)
"Great property. Very clean and spacious. Easy 15 minutes walk to Harvard. Easy check in and check out process"
United States
Tho
Furnished Apts near Harvard Stadium
Apartment (1 Bedroom) | Interior

1 Mi to Downtown: Salem Vacation Rental!

1 Mi to Downtown: Salem Vacation Rental!
3.0 star property
Salem
10.0 out of 10, Exceptional, (3 reviews)
"Great overall stay! "
United States
Tessa
The price is ₹11,030
₹34,734 total
includes taxes & fees
14 May - 15 May
1 Mi to Downtown: Salem Vacation Rental!
Classic Apartment, 3rd floor 3 Bedrooms | 1 bedroom, iron/ironing board, free cots/infant beds, rollaway beds

Apartments in Salem

Apartments in Salem
3.0 star property
Salem
8.0 out of 10, Very good, (48 reviews)
"The whole floor was clean and organized. The whole floor also felt inviting and comforting. We enjoyed how close we where to everthing. We were both so happy with found this apartment. "
United States
Jason
The price is ₹21,143
₹37,849 total
includes taxes & fees
7 May - 8 May
Apartments in Salem
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winthrop Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Staff was amazing- gracious & professional. "
Denise 2-night trip
Posted 1 hour ago
Harborside Inn Of Boston

Find out more about Winthrop

Holiday Rentals in Winthrop

Search for holiday rentals in Winthrop on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Winthrop using one of the methods below:

  • View our selection of featured holiday rentals in Winthrop
  • Use the map to find apartments and other holiday homes in the Winthrop neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winthrop while they last

Look no further and take a look at our great range of rental properties in Winthrop!

Frequently asked questions

Can I find a holiday rental in Winthrop?

Yes, we give you a choice of holiday rentals where you'll be only 3.7 mi (6 km) from New England Aquarium, providing a more secluded option to escape the hustle and bustle. Visitors to Winthrop speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the cafés and waterfront during your trip.

How many holiday rentals are there in Winthrop?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Winthrop stay.

What can I see and do in Winthrop?

Winthrop Beach and Point Shirley Beach are a couple of lovely local spots to get outside and enjoy nature. Other popular places to visit in the area include Fenway Park and Boston Harbor.

What are holiday rentals like in Winthrop?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winthrop. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip.