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 NT$5,564
NT$12,015 total
includes taxes & fees
Apr 22 - Apr 23
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 NT$5,734
NT$10,942 total
includes taxes & fees
Apr 22 - Apr 23
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 NT$2,117
NT$9,636 total
includes taxes & fees
Apr 26 - Apr 27
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, (628 reviews)
"Hotel is in the perfect area to go to Faneuil hall as well as to the north end everything’s in walking distance multiple restaurants you can eat high-end or very inexpensive fun time for all"
United States
Cathy
The price is NT$10,394
NT$11,948 total
includes taxes & fees
Apr 26 - Apr 27
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
7.0 out of 10, Good, (355 reviews)
"Wonderful stay， convenient location "
United States
Junhu
The price is NT$3,804
NT$6,366 total
includes taxes & fees
Apr 22 - Apr 23
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
The price is NT$9,999
NT$20,065 total
includes taxes & fees
Apr 29 - Apr 30
Seacity View
Apartment | 2 bedrooms, desk

Coastal Charm Lobster Ch Teau

Coastal Charm Lobster Ch Teau
2.0 star property
Swampscott
The price is NT$7,906
NT$23,282 total
includes taxes & fees
Apr 23 - Apr 24
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, (162 reviews)
"Great location, clean and great 😌 "
United States
Catherine
The price is NT$5,081
NT$8,741 total
includes taxes & fees
Apr 22 - Apr 23
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, (109 reviews)
"Very quiet, great location. "
United States
Cole
The price is NT$5,715
NT$9,475 total
includes taxes & fees
Apr 22 - Apr 23
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
8.6 out of 10, Excellent, (351 reviews)
"Clean"
United States
Kristin
The price is NT$5,706
NT$9,640 total
includes taxes & fees
Apr 22 - Apr 23
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)
"The apartment was nice and very spacious. "
United States
Scott
The price is NT$6,161
NT$10,411 total
includes taxes & fees
Apr 22 - Apr 23
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, (138 reviews)
"I couldn’t quite get the plug in stove to work. But overall it was an alright stay!!"
United States
Myah
The price is NT$3,662
NT$7,110 total
includes taxes & fees
Apr 22 - Apr 23
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 NT$3,659
NT$11,521 total
includes taxes & fees
Apr 26 - Apr 27
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)
"Having the extra half bathroom was especially helpful for our family. The unit was thoughtfully stocked, with full soap dispensers at every sink, air fresheners in each bathroom, plenty of paper products, as well as dishwasher and laundry detergent pods, garbage bags, and clean linens for our full week of occupancy. The building was very secure and conveniently located. Check in and check out instructions as well as amenity descriptions were helpful, and our chat messages were generally answered...
United States
Allyson
The price is NT$4,849
NT$9,644 total
includes taxes & fees
Apr 22 - Apr 23
Furnished Apartment Near Longwood
Terrace/patio

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,173 reviews)
"Excellent customer service, fantastic facilities, everything was in the room, refrigerator, oven, etc"
United States
Jose
The price is NT$4,513
NT$5,041 total
includes taxes & fees
Apr 30 - May 1
Crescent Suites Hotel
House | 5 bedrooms, desk

Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
2.0 star property
Stoneham
The price is NT$11,305
NT$27,076 total
includes taxes & fees
Apr 22 - Apr 23
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, (682 reviews)
"Great staff, clean, and location"
United States
Juan
The price is NT$7,251
NT$9,751 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)
"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$6,560
NT$12,980 total
includes taxes & fees
Apr 22 - Apr 23
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 NT$22,330
NT$31,107 total
includes taxes & fees
Apr 27 - Apr 28
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

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"everything was great! the view from our window was nice!"
Mike 1-night trip
Posted 1 hour ago
Encore Boston Harbor

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 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.