Winthrop Vacation Rentals

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Our top choices for Winthrop vacation rentals

Furnished Apartment near BMC

Furnished Apartment near BMC
3.0 star property
South End
The price is NT$4,323
NT$9,289 total
includes taxes & fees
Mar 4 - Mar 5
Furnished Apartment near BMC

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, (620 reviews)
"I can’t recommend The Custom House enough, it is perfect! The staff are wonderful, it’s very clean and the perfect location to see Boston! "
United States
Melissa
The price is NT$6,939
NT$7,977 total
includes taxes & fees
Mar 22 - Mar 23
Marriott Vacation Club® at Custom House, Boston

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 NT$2,099
NT$9,553 total
includes taxes & fees
Mar 4 - Mar 5
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!

3 bd 2 ba Unit

3 bd 2 ba Unit
3.0 star property
East Somerville
The price is NT$11,189
NT$17,196 total
includes taxes & fees
Mar 12 - Mar 13
3 bd 2 ba Unit

Coastal Charm Lobster Ch Teau

Coastal Charm Lobster Ch Teau
2.0 star property
Swampscott
The price is NT$6,727
NT$20,996 total
includes taxes & fees
Mar 4 - Mar 5
Coastal Charm Lobster Ch Teau

Zen vacation in historic Marblehead

Zen vacation in historic Marblehead
3.0 star property
Marblehead Historic District
The price is NT$9,240
NT$14,237 total
includes taxes & fees
Mar 4 - Mar 5
Zen vacation in historic Marblehead

The Warlock House

The Warlock House
3.0 star property
Salem
The price is NT$13,948
NT$26,479 total
includes taxes & fees
Mar 5 - Mar 6
The Warlock House

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.8 out of 10, Excellent, (13 reviews)
"The apartment was nice and very spacious. "
United States
Scott
The price is NT$3,884
NT$7,837 total
includes taxes & fees
Mar 4 - Mar 5
Furnished Apartments near Encore Boston

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,152 reviews)
"Everything about this facility was pleasing: clean, well-appointed, great kitchen, comfortable, well-located in the area. We were given a warm welcome when we arrived, provided with lots of information about Waltham. Located near shops and restaurants and on a walking trail along the Charles River. Highly recommend and would stay here again. "
Canada
Susan
Crescent Suites Hotel

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (665 reviews)
"Everything was great about this place! I will definitely be staying here again!"
United States
Amanda
Global Luxury Suites Downtown Boston

Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (254 reviews)
"Great location nice neighborhood "
United States
Jose
Bay Village Suites

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (136 reviews)
"everything was great! only thing i’ll say is that the dots have some cracks where people can see in on the bathrooms and some rooms, but other than that i’d start here again!"
United States
Maelynn
Maverick Suites at 400 Columbus Ave

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (28 reviews)
"Had a great stay. Super convenient to Northeastern and shopping/restaurants. "
United States
kelly
The price is NT$5,497
NT$11,900 total
includes taxes & fees
Mar 4 - Mar 5
The Chester Hotel

Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
2.0 star property
Stoneham
The price is NT$8,807
NT$23,103 total
includes taxes & fees
Mar 4 - Mar 5
Enchanting Hidden Door Escape

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (103 reviews)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
Maverick Suites at 40 Temple St

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, (159 reviews)
"Great location, clean and great 😌 "
United States
Catherine
Maverick Suites at 245 Newbury St

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (201 reviews)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
The price is NT$5,421
NT$11,667 total
includes taxes & fees
Mar 4 - Mar 5
Charlesgate Suites

1 Mi to Downtown Salem: Studio w/ Fire Pit Access

1 Mi to Downtown Salem: Studio w/ Fire Pit Access
3.0 star property
Salem
9.6 out of 10, Exceptional, (5 reviews)
"Studio was very nicely laid out and the owner of the property was friendly! Area the house was in was quiet but yet still walkable to downtown Salem. Bagel place across the street was amazing as well"
United States
chris
The price is NT$4,229
NT$11,036 total
includes taxes & fees
Mar 4 - Mar 5
1 Mi to Downtown Salem: Studio w/ Fire Pit Access

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (334 reviews)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is NT$2,819
NT$5,221 total
includes taxes & fees
Mar 8 - Mar 9
Temple Place Suites
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

Find out more about Winthrop

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

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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 4 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 Massachusetts Bay 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 New England Aquarium.

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.