Winthrop Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Winthrop vacation rentals

Premium Apartment | Living area | 24-inch Smart TV with digital channels

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (29 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is ￥30,760
￥63,816 total
includes taxes & fees
May 3 - May 4
The Chester Hotel
Apartment, 2 Bedrooms | Interior

Furnished Apartment near BMC

Furnished Apartment near BMC
3.0 star property
South End
6.0 out of 10, (2 reviews)
The price is ￥24,672
￥50,345 total
includes taxes & fees
Apr 27 - Apr 28
Furnished Apartment near BMC
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 ￥10,678
￥48,609 total
includes taxes & fees
Apr 28 - Apr 29
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
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 ￥40,507
￥46,563 total
includes taxes & fees
May 3 - May 4
Marriott Vacation Club® at Custom House, Boston
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, free WiFi, bed sheets

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (358 reviews)
"Good stay!"
United States
Qiyuan
Temple Place Suites
House (SeaCity View) | Exterior

Seacity View

Seacity View
2.0 star property
Swampscott
7.0 out of 10, Good, (2 reviews)
"Beautiful house!"
United States
carla n
Seacity View
Apartment | 2 bedrooms, desk

Coastal Charm Lobster Ch Teau

Coastal Charm Lobster Ch Teau
2.0 star property
Swampscott
The price is ￥32,829
￥95,730 total
includes taxes & fees
Apr 26 - Apr 27
Coastal Charm Lobster Ch Teau
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, (165 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 ￥19,508
￥37,081 total
includes taxes & fees
Apr 26 - Apr 27
Maverick Suites at 245 Newbury St
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, (110 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 ￥18,923
￥36,409 total
includes taxes & fees
Apr 26 - Apr 27
Maverick Suites at 40 Temple St
Front of property

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (354 reviews)
"Great stay. "
United States
Anna
The price is ￥14,201
￥31,898 total
includes taxes & fees
Apr 26 - Apr 27
Maverick Suites at 28 Fenway
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 ￥21,516
￥41,835 total
includes taxes & fees
Apr 27 - Apr 28
Furnished Apartments near Encore Boston
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, (142 reviews)
"Great location!"
United States
Kevin
The price is ￥18,504
￥35,928 total
includes taxes & fees
Apr 26 - Apr 27
Maverick Suites at 400 Columbus Ave
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 ￥18,488
￥58,218 total
includes taxes & fees
May 6 - May 7
1 Mi to Downtown: Salem Vacation Rental!
Apartment | Interior

Furnished Apartment Near Longwood

Furnished Apartment Near Longwood
3.0 star property
North Brookline
7.4 out of 10, Good, (3 reviews)
"Easy to check in, students friendly apartment, convenient location, easy to call Uber or Lyft, and within 20 min. drive to the famous universities."
United States
Sujiang
The price is ￥24,265
￥48,468 total
includes taxes & fees
Apr 27 - Apr 28
Furnished Apartment Near Longwood
Terrace/patio

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,175 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is ￥22,807
￥25,476 total
includes taxes & fees
Apr 26 - Apr 27
Crescent Suites Hotel
House | 5 bedrooms, desk

Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
2.0 star property
Stoneham
The price is ￥46,941
￥113,391 total
includes taxes & fees
Apr 26 - Apr 27
Enchanting Hidden Door Escape
Lobby lounge

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (683 reviews)
"Great staff, clean, and location"
United States
Juan
The price is ￥27,433
￥38,680 total
includes taxes & fees
May 10 - May 11
Global Luxury Suites Downtown Boston
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, (206 reviews)
"The rooms are very spacious and clean. I liked the lighting provided as well."
United States
Hayley
The price is ￥28,370
￥60,095 total
includes taxes & fees
Apr 26 - Apr 27
Charlesgate Suites
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 ￥94,034
￥135,572 total
includes taxes & fees
Apr 29 - Apr 30
The Monty Boston
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 Revolution Hotel

The Revolution Hotel

10/10 Excellent
"Beautiful entrance, comfy beds, quiet rooms, restrooms clean and easy to get in and out. Highly recommend"
Angel 1-night trip
Posted 5 hours ago
The Revolution Hotel

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.

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

Centrally located in the heart of Boston near T: This vacation home rental near Winthrop has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 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 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 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 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.