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Check prices for these dates

Tonight
9 Dec - 10 Dec
Tomorrow
10 Dec - 11 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Holiday Rentals in Winthrop

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, (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
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, (133)
"Good location, compact room with everything you need. Very convenient self-service token-operated washing machine and dryer. Worth the price. No elevators, and bed is a bit small."
United Kingdom
Fanny Pei Yee
Maverick Suites at 400 Columbus Ave
Lobby lounge
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4.0 star property
Chinatown
8.0 out of 10, Very good, (628)
"This unit and location was perfect for my trip! Super close to many of the attractions that we wanted to visit. "
United States
Lily
Global Luxury Suites Downtown Boston
Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites

Bay Village Suites

2.0 star property
Bay Village
6.4 out of 10, (249)
"Great location nice neighborhood "
United States
Jose
Bay Village Suites
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, (154)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
Maverick Suites at 245 Newbury St
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village

Premier Suites - Bay Village

2.0 star property
Bay Village
6.4 out of 10, (251)
"Clean room, good location, check in check out easily!"
United States
HIEN T
Premier Suites - Bay Village
Deluxe Studio Suite (2nd Floor - Unit 202) | Individually furnished, iron/ironing board, free WiFi, bed sheets
Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway

3.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (324)
"Good place"
United States
Elijah
The price is ₹7,655
₹17,592 total
includes taxes & fees
17 Dec - 18 Dec
Maverick Suites at 28 Fenway
Apartment | Premium bedding, desk, iron/ironing board, free WiFi
Charlesgate Suites

Charlesgate Suites

3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (201)
"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 ₹14,399
₹32,069 total
includes taxes & fees
10 Dec - 11 Dec
Charlesgate Suites
Deluxe Studio | 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, (324)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is ₹8,099
₹15,000 total
includes taxes & fees
12 Dec - 13 Dec
Temple Place Suites
Apartment | 1 bedroom, desk, laptop workspace, free WiFi
Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston

2.5 star property
Everett
8.4 out of 10, Very good, (8)
"Great place. Very clean. Great communication."
United States
Michele
The price is ₹8,558
₹19,621 total
includes taxes & fees
10 Dec - 11 Dec
Furnished Apartments near Encore Boston
Interior entrance
Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

2.0 star property
Coolidge Corner South Side
8.2 out of 10, Very good, (270)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
United States
Nicole
The price is ₹8,261
₹17,270 total
includes taxes & fees
4 Jan - 5 Jan 2026
Maverick Suites at 89 Marion
First Floor 3-4 Bedrooms Apartment | Private kitchen | Fridge, microwave, coffee/tea maker, toaster
Apartments in Salem

Apartments in Salem

3.0 star property
Salem
8.0 out of 10, Very good, (48)
"Property was fine. It is well located to see the sites in Salem. Only negative was that the neighbors were a bit loud at night. "
United States
Wes
Apartments in Salem
Apartment, 2 Bedrooms | Private kitchen | Mini-fridge, microwave, cookware/dishes/utensils, paper towels
Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave

2.5 star property
South End
7.8 out of 10, Good, (68)
"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
City Studio | Egyptian cotton sheets, premium bedding, memory-foam beds
The Chester Hotel

The Chester Hotel

4.0 star property
South End
8.6 out of 10, Excellent, (28)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
The price is ₹12,760
₹30,701 total
includes taxes & fees
16 Dec - 17 Dec
The Chester Hotel
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, (2)
"Great overall stay! "
United States
Tessa
The price is ₹10,439
₹29,675 total
includes taxes & fees
17 Dec - 18 Dec
1 Mi to Downtown: Salem Vacation Rental!
Rooftop terrace
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4.0 star property
East Boston
6.8 out of 10, (176)
"The place was very nice and nicely equipped, but a little difficult to locate."
United States
William
The price is ₹12,611
₹18,530 total
includes taxes & fees
29 Dec - 30 Dec
Global Luxury Suites East Boston
Luxury Suite 2 | Living area | Smart TV, Netflix, Hulu, streaming services
The Monty Boston

The Monty Boston

2.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (28)
"Amazing property, would stay again."
United States
Doug
The price is ₹50,479
₹73,543 total
includes taxes & fees
10 Dec - 11 Dec
The Monty Boston
Property grounds
Crescent Suites Hotel

Crescent Suites Hotel

3.0 star property
South Side
9.6 out of 10, Exceptional, (1142)
"Lovely, quiet place."
United States
Fatu
The price is ₹12,492
₹13,954 total
includes taxes & fees
11 Dec - 12 Dec
Crescent Suites Hotel
Apartment | 2 bedrooms, desk
Coastal Charm Lobster Ch Teau

Coastal Charm Lobster Ch Teau

2.0 star property
Swampscott
The price is ₹22,388
₹62,673 total
includes taxes & fees
11 Dec - 12 Dec
Coastal Charm Lobster Ch Teau
Apartment (Broom & Board) | Exterior
Broom & Board

Broom & Board

3.5 star property
Salem
10.0 out of 10, Exceptional, (1)
"Great stay highly recommended!"
United States
Jamie
Broom & Board
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
"Room was fantastic and staff was great "
Shelli 2-night trip
Posted 14 hours ago
Encore Boston Harbor

Find out more about Winthrop

Holiday Rentals in Winthrop

Search for holiday rentals in Winthrop on Expedia.co.uk! 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 holiday rental in Winthrop?

Yes, we give you a choice of holiday rentals where you'll be only 3.7 mi (6 km) from New England Aquarium, providing 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 cafés and waterfront during your trip.

How many holiday rentals are there in Winthrop?

With 4 Expedia holiday rentals, you're guaranteed 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 New England Aquarium.

What are holiday rentals like in Winthrop?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winthrop. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip.