Winthrop Vacation Rentals

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Vacation Rentals in Winthrop

Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches

Winthrop
9.8 out of 10, Exceptional, (6)
"Very good for the price, ideal location. Parking situation wasn't great, but otherwise was excellent."
United States
Ainsley S.
The price is ¥11,478
¥29,325 total
includes taxes & fees
Nov 20 - Nov 21
Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches

Bay Village Suites

2.0 star property
Bay Village
6.4 out of 10, (245)
"Great location nice neighborhood "
United States
Jose
Bay Village Suites

Temple Place Suites

2.5 star property
Downtown Boston
7.0 out of 10, Good, (316)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is ¥13,369
¥25,185 total
includes taxes & fees
Dec 11 - Dec 12
Temple Place Suites

Maverick Suites at 400 Columbus Ave

2.0 star property
South End
7.2 out of 10, Good, (131)
"I thoroughly enjoyed my stay. Great property in a nice neighborhood in Back Bay. Bonus: it's also near the Logan Express bus stop for easy airport access. "
United States
Mark
Maverick Suites at 400 Columbus Ave

Maverick Suites at 40 Temple St

2.0 star property
Beacon Hill
7.6 out of 10, Good, (102)
"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

2.0 star property
Back Bay
8.2 out of 10, Very Good, (151)
"Good location, clean and quiet. Only thing that could be improved on would be luggage storage before check in "
United States
Kristee
Maverick Suites at 245 Newbury St

Premier Suites - Bay Village

2.0 star property
Bay Village
6.2 out of 10, (245)
"Clean room, good location, check in check out easily!"
United States
HIEN T
Premier Suites - Bay Village

The Chester Hotel

4.0 star property
South End
8.6 out of 10, Excellent, (27)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
The price is ¥34,656
¥67,502 total
includes taxes & fees
Dec 9 - Dec 10
The Chester Hotel

Maverick Suites at 28 Fenway

3.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (315)
"Spotless room, spotless building, great staff, comfortable bed. "
United States
Patricia
The price is ¥15,931
¥33,483 total
includes taxes & fees
Dec 9 - Dec 10
Maverick Suites at 28 Fenway

Global Luxury Suites Downtown Boston

4.0 star property
Chinatown
8.0 out of 10, Very Good, (622)
"This unit and location was perfect for my trip! Super close to many of the attractions that we wanted to visit. "
United States
Lily
The price is ¥22,177
¥32,464 total
includes taxes & fees
Nov 20 - Nov 21
Global Luxury Suites Downtown Boston

Best Location Studio In Downtown Boston

Downtown Boston
10.0 out of 10, Exceptional, (1)
"In town to celebrate a special event."
United States
Pam P.
The price is ¥16,175
¥33,786 total
includes taxes & fees
Dec 1 - Dec 2
Best Location Studio In Downtown Boston

The Chester: Penthouse One Bedroom

2.0 star property
South End
10.0 out of 10, Exceptional, (2)
"Absolutely loved my stay. Great location, beautiful place. Clean and bright. We will be back!"
United States
Linda C.
The price is ¥32,972
¥66,954 total
includes taxes & fees
Nov 25 - Nov 26
The Chester: Penthouse One Bedroom

Amazing price & location w parking -North End -Boston

North End
9.6 out of 10, Exceptional, (58)
"Great location that was very convenient to all we wanted to do. "
United States
Jacob B.
The price is ¥23,135
¥58,305 total
includes taxes & fees
Nov 22 - Nov 23
Amazing price & location w parking -North End -Boston

Studio Awaits Your Next Stay!

Bay Village
10.0 out of 10, Exceptional, (4)
"Would stay again"
United States
mark p.
The price is ¥16,148
¥33,374 total
includes taxes & fees
Dec 9 - Dec 10
Studio Awaits Your Next Stay!

Ideal North End 1brm Central To Everything

North End
9.6 out of 10, Exceptional, (37)
"We had a very nice stay. Such a great location! Walkable to tons of restaurants and right near the Paul Revere statue and Old North Church!"
United States
Sean R.
Ideal North End 1brm Central To Everything

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

Marblehead
10.0 out of 10, Exceptional, (70)
"The property was in a great location and within walking distance of restaurants and activities. Would definitely stay here again."
United States
Pamela O.
The price is ¥12,880
¥37,628 total
includes taxes & fees
Dec 9 - Dec 10
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

Charlesgate Suites

3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (199)
"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 ¥34,936
¥66,934 total
includes taxes & fees
Dec 9 - Dec 10
Charlesgate Suites

NEW 2BR Historic Marblehead Home+Minutes to Beach

2.0 star property
Marblehead
10.0 out of 10, Exceptional, (17)
"Enjoyed our stay. "
United States
Mary D.
The price is ¥19,401
¥58,961 total
includes taxes & fees
Dec 9 - Dec 10
NEW 2BR Historic Marblehead Home+Minutes to Beach

Perfect One Bedroom Stay In Downtown Boston!

Downtown Boston
8.6 out of 10, Excellent, (17)
"Temple Place Suites was a great place to stay for our few days in Boston. We loved being across from Boston Commons, near great bakerys and cafes. It was a comfortable apartment with great space and plenty of amenities. Staff was great at communicating about check in, building codes and check out. Wished there were dish towels and wash cloths. Otherwise, it was great!!"
United States
Christine
The price is ¥16,614
¥34,279 total
includes taxes & fees
Dec 11 - Dec 12
Perfect One Bedroom Stay In Downtown Boston!

3brm/1bath North End Gem

North End
9.2 out of 10, Wonderful, (27)
"Amazing location. Very responsive host"
United States
Sydney N.
The price is ¥29,551
¥75,627 total
includes taxes & fees
Dec 9 - Dec 10
3brm/1bath North End Gem
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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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.

What are some of the best vacation home rentals in Winthrop?

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston: This vacation home rental near Winthrop is located in the city center and has a patio, a selection of games, and air-conditioning to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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?

Boston Harbor Islands State Park and Winthrop 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.