Winthrop Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Winthrop vacation rentals

Lobby lounge

Aparthotel in Chinatown

Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very Good, (650 reviews)
"Everything was great about this place! I will definitely be staying here again!"
United States
Amanda
Global Luxury Suites Downtown Boston
Premium Studio Suite | Premium bedding, desk, iron/ironing board, free WiFi

Aparthotel in Fenway–Kenmore

Charlesgate Suites
3.5 star property
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 ￥23,666
￥54,051 total
includes taxes & fees
Jan 25 - Jan 26
Charlesgate Suites
42-inch TV with satellite channels

Aparthotel in South End

Maverick Suites at 400 Columbus Ave
2.0 star property
7.2 out of 10, Good, (135 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
Front of property

Apartment in Fenway–Kenmore

Maverick Suites at 28 Fenway
3.0 star property
8.8 out of 10, Excellent, (335 reviews)
"Good place"
United States
Elijah
The price is ￥14,714
￥32,127 total
includes taxes & fees
Jan 26 - Jan 27
Maverick Suites at 28 Fenway
Front of property

Aparthotel in Beacon Hill

Maverick Suites at 40 Temple St
2.0 star property
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
The price is ￥16,264
￥33,273 total
includes taxes & fees
Feb 4 - Feb 5
Maverick Suites at 40 Temple St
Premium Apartment | Living area | 24-inch Smart TV with digital channels

Aparthotel in South End

The Chester Hotel
4.0 star property
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 ￥18,217
￥48,683 total
includes taxes & fees
Jan 26 - Jan 27
The Chester Hotel
Desk, laptop workspace, free WiFi, bed sheets

Aparthotel in Bay Village

Bay Village Suites
2.0 star property
6.6 out of 10, (252 reviews)
"Great location nice neighborhood "
United States
Jose
The price is ￥14,013
￥24,165 total
includes taxes & fees
Feb 1 - Feb 2
Bay Village Suites
Deluxe Double Room, Shared Bathroom | Iron/ironing board, free WiFi, bed sheets

Aparthotel in Bay Village

Premier Suites - Bay Village
2.0 star property
6.2 out of 10, (257 reviews)
"We stayed there for four days. The heaters were not working, I got almost sick. And the customer service was awful. I hope you will find better place to stay"
United States
Aziza
Premier Suites - Bay Village
Exterior

Aparthotel in Back Bay

Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very Good, (157 reviews)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
The price is ￥14,379
￥30,848 total
includes taxes & fees
Jan 28 - Jan 29
Maverick Suites at 245 Newbury St
Apartment, 2 Bedrooms | Interior

Apartment in South End

Furnished Apartment near BMC
3.0 star property
The price is ￥10,931
￥34,042 total
includes taxes & fees
Jan 25 - Jan 26
Furnished Apartment near BMC
Exterior

Aparthotel in South End

Maverick Suites at 402 Columbus Ave
2.5 star property
7.8 out of 10, Good, (68 reviews)
"Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. "
United States
Isaiah Joel Santa
Maverick Suites at 402 Columbus Ave
Apartment (0 Bedroom) | Interior

Apartment in Salem

1 Mi to Downtown Salem: Studio w/ Fire Pit Access
3.0 star property
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 ￥21,020
￥54,858 total
includes taxes & fees
Jan 25 - Jan 26
1 Mi to Downtown Salem: Studio w/ Fire Pit Access
Luxury Suite 2 | Living area | Smart TV, Netflix, Hulu, streaming services

Aparthotel in Downtown Boston

The Monty Boston
2.5 star property
9.6 out of 10, Exceptional, (31 reviews)
"Amazing property, would stay again."
United States
Doug
The price is ￥72,843
￥110,580 total
includes taxes & fees
Feb 3 - Feb 4
The Monty Boston
Indoor pool, pool umbrellas, sun loungers

Aparthotel in East Boston

Global Luxury Suites East Boston
4.0 star property
7.0 out of 10, Good, (178 reviews)
"The place was very nice and nicely equipped, but a little difficult to locate."
United States
William
Global Luxury Suites East Boston
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, free WiFi, bed sheets

Apartment in Downtown Boston

Temple Place Suites
2.5 star property
7.0 out of 10, Good, (331 reviews)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is ￥14,013
￥25,952 total
includes taxes & fees
Jan 25 - Jan 26
Temple Place Suites
Interior entrance

Aparthotel in Coolidge Corner South Side

Maverick Suites at 89 Marion
2.0 star property
8.2 out of 10, Very Good, (271 reviews)
"Great location for getting off and on the train and clean. We were on the first floor and it was very loud. You would hear people up and down the stairs. And if you have people staying in the room above you, you can hear everything. "
United States
samantha
Maverick Suites at 89 Marion
Classic Apartment, 3rd floor 3 Bedrooms | 1 bedroom, iron/ironing board, free cribs/infant beds, rollaway beds

Apartment in Salem

Apartments in Salem
3.0 star property
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
Apartments in Salem
Family Apartment | Living area

Apartment in East Somerville

3 bd 2 ba Unit
3.0 star property
The price is ￥55,618
￥85,481 total
includes taxes & fees
Feb 2 - Feb 3
3 bd 2 ba Unit
Terrace/patio

Aparthotel in South Side

Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (1,150 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
Apartment | 1 bedroom, desk, laptop workspace, free WiFi

Aparthotel in Everett

Furnished Apartments near Encore Boston
2.5 star property
8.4 out of 10, Very Good, (10 reviews)
"Great place. Very clean. Great communication."
United States
Michele
The price is ￥16,186
￥35,470 total
includes taxes & fees
Jan 25 - Jan 26
Furnished Apartments near Encore 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winthrop Hotel Reviews

The Langham, Boston

The Langham, Boston

10/10 Excellent
"beautiful, clean rooms, well appointed"
john maxwell 2-night trip
Posted 21 hours ago
The Langham, Boston

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:

  • View our selection of featured holiday rentals in Winthrop
  • Use the map to find apartments and other holiday homes in the Winthrop neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winthrop while they last

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?

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino: This vacation home rental near Winthrop is located on the waterfront and has a fireplace, a patio, and air-conditioning to put you at ease 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. Kick off your shoes and enjoy yourself with a garden and a selection of books.

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 TD Garden and Fenway Park.

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.