A coastal town with a lighthouse, sandy beach, and residential buildings.

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winthrop holiday rentals

Front of property

1. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.8 out of 10, Good, (141 reviews)
"Worth the stay"
Canada
Akansha
The price is 3.679.182 ₫
6.639.031 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Maverick Suites at 40 Temple St
Rooftop terrace

2. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (653 reviews)
"Best hotel for stay in Boston!"
United States
Frank
The price is 7.996.456 ₫
9.191.927 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Marriott Vacation Club® at Custom House, Boston
Premium Apartment | Living area | 24-inch Smart TV with digital channels

3. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (36 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is 3.852.135 ₫
7.741.521 ₫ total
includes taxes & fees
11 Aug - 12 Aug
The Chester Hotel
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, free WiFi, bed sheets

4. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (433 reviews)
"Great location so close to everything"
United States
Hunter
The price is 2.570.710 ₫
4.611.777 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Temple Place Suites
Exterior

5. 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, (197 reviews)
"Location was perfect! The room was great and exactly what I needed for my business trip"
United States
Michael
The price is 4.056.534 ₫
7.072.797 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Maverick Suites at 245 Newbury St
Studio | Iron/ironing board, free WiFi

6. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.0 out of 10, Good, (12 reviews)
"Clean room and linens, great location and comfortable bed. Only complaint is the street noise and sounds from residents in upstairs apartment which was kind of loud. All things considered I’d stay again as it was a good value spot"
United States
Nancy
The price is 3.773.520 ₫
7.651.152 ₫ total
includes taxes & fees
11 Aug - 12 Aug
The Concord Hotel
Lobby lounge

7. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (733 reviews)
"The accommodation is very good."
United States
honghao
The price is 5.030.574 ₫
8.945.828 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Global Luxury Suites Downtown Boston
42-inch TV with satellite channels

8. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (161 reviews)
"Well located"
United States
Evelyn
The price is 3.867.858 ₫
6.254.248 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Maverick Suites at 400 Columbus Ave
Deluxe Double Room, Shared Bathroom | Iron/ironing board, free WiFi, bed sheets

9. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (320 reviews)
"Lovely small property with thoughtful touches like cool water bottles & Nespresso available 24hrs. I had to take a last minute Zoom call and the front desk reserved the business center room for me. The rooms themselves are a bit small but very comfortable beds and linens."
United States
Theresa
The price is 2.570.710 ₫
4.310.551 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Premier Suites - Bay Village
Indoor pool, pool umbrellas, pool loungers

10. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (202 reviews)
"Perfect location, professional staff, great parking arrangement "
United States
Joli
The price is 5.136.704 ₫
8.916.908 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Global Luxury Suites East Boston
Front of property

11. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (402 reviews)
"Easy to move-in, location is good for traveler. The shower room not that clean, some hair from previous guests, just clean it can be manage by guest."
Taiwan
LICHIEH
The price is 4.087.980 ₫
7.259.558 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Maverick Suites at 28 Fenway
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

Arcadian Hotel

Arcadian Hotel

10/10 Excellent
"Room was clean and comfortable"
Daniel 1-night trip
Posted 1 hour ago
Arcadian Hotel

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 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Winthrop stay.

What can I see and do in Winthrop?

Winthrop Beach and Donovan 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 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.