Winthrop Vacation Rentals

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Check prices for these dates

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

Our top choices for Winthrop vacation 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, (631 reviews)
"Beautiful hotel and easy access to everything."
United States
Kimberely
The price is ₩449,780
₩517,021 total
includes taxes & fees
May 10 - May 11
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
Coastal Charm Lobster Ch Teau
Condo (The Warlock House) | Exterior

The Warlock House

The Warlock House
3.0 star property
Salem
The price is ₩829,134
₩1,430,244 total
includes taxes & fees
May 12 - May 13
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 ₩240,174
₩600,420 total
includes taxes & fees
May 9 - May 10
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 ₩260,698
₩483,726 total
includes taxes & fees
May 10 - May 11
The Chester Hotel
Terrace/patio

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,186 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is ₩207,309
₩231,564 total
includes taxes & fees
May 25 - May 26
Crescent Suites Hotel
Luxury Suite 3 | 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 ₩1,196,626
₩1,625,313 total
includes taxes & fees
May 19 - May 20
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, (691 reviews)
"Great staff, clean, and location"
United States
Juan
The price is ₩274,601
₩380,599 total
includes taxes & fees
May 10 - May 11
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 ₩215,429
₩403,226 total
includes taxes & fees
May 10 - May 11
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, (113 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 ₩206,987
₩371,790 total
includes taxes & fees
May 10 - May 11
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 ₩307,132
₩604,045 total
includes taxes & fees
May 10 - May 11
Charlesgate Suites
House | 5 bedrooms, desk

Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
2.0 star property
Stoneham
The price is ₩999,989
₩1,735,171 total
includes taxes & fees
May 17 - May 18
Enchanting Hidden Door Escape
House (Rockmere Inn) | Exterior

Rockmere Inn

Rockmere Inn
3.5 star property
Marblehead Historic District
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 ₩217,467
₩383,835 total
includes taxes & fees
May 10 - May 11
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 ₩209,917
₩374,521 total
includes taxes & fees
May 11 - May 12
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, (359 reviews)
"Great stay. "
United States
Anna
The price is ₩225,327
₩401,234 total
includes taxes & fees
May 10 - May 11
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
The price is ₩404,187
₩631,142 total
includes taxes & fees
May 9 - May 10
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 ₩168,049
₩529,181 total
includes taxes & fees
May 19 - May 20
1 Mi to Downtown: Salem Vacation Rental!
Classic Apartment, 3rd floor 3 Bedrooms | 1 bedroom, iron/ironing board, free cribs/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 ₩393,012
₩656,402 total
includes taxes & fees
May 10 - May 11
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

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

6/10 Okay
"The room was clean, the black out curtains very effective, bed and pillows were comfy, the location is good. The hotel is a bit worn, the bathroom was fine but not as luxurious as I recall seeing in the hotel images when booking. If you want to avoid steps you should specify that when booking, one wing of the hotel is only accessible by stairs, the other side has a stair lift installed, so easier for handicapped, elderly, people traveling with lots of luggage. For the price I would probably try another spot in the future, would likely have to pay more though. To summarize, the hotel was fine and clean but not razzle dazzle, I need to come here again."
Heike 1-night trip
Posted 1 hour ago
The Midtown Hotel MOD Collection by Sonesta

Find out more about Winthrop

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

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

Frequently asked questions

Can I find a vacation rental in Winthrop?

Yes, we offer vacation rentals where you'll be only 3.7 mi (6 km) from New England Aquarium, giving you 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 cafes and waterfront during your trip.

How many vacation rentals are there in Winthrop?

With 5 Expedia vacation rentals, you're sure 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 vacation rentals like in Winthrop?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Winthrop. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for families.