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

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Winthrop holiday rentals

Rooftop terrace

1. 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, (650 reviews)
"Best hotel for stay in Boston!"
United States
Frank
The price is ₹29,029
₹33,368 total
includes taxes & fees
30 Aug - 31 Aug
Marriott Vacation Club® at Custom House, Boston
Lobby lounge

2. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (731 reviews)
"The accommodation is very good."
United States
honghao
The price is ₹16,875
₹30,839 total
includes taxes & fees
16 Aug - 17 Aug
Global Luxury Suites Downtown Boston
Front of property

3. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.8 out of 10, Good, (140 reviews)
"Worth the stay"
Canada
Akansha
The price is ₹13,356
₹24,101 total
includes taxes & fees
9 Aug - 10 Aug
Maverick Suites at 40 Temple St
Luxury Suite 2 | Living area | Smart TV, Netflix, Hulu, streaming services

4. The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (40 reviews)
"This place is absolutely stunning I would definitely book again. "
United States
Klaudia
The price is ₹50,513
₹74,468 total
includes taxes & fees
11 Aug - 12 Aug
The Monty Boston
42-inch TV with satellite channels

5. 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 ₹14,041
₹22,704 total
includes taxes & fees
9 Aug - 10 Aug
Maverick Suites at 400 Columbus Ave
Exterior

6. 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, (196 reviews)
"Location was perfect! The room was great and exactly what I needed for my business trip"
United States
Michael
The price is ₹13,857
₹24,677 total
includes taxes & fees
9 Aug - 10 Aug
Maverick Suites at 245 Newbury St
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, free WiFi, bed sheets

7. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (432 reviews)
"Great location so close to everything"
United States
Hunter
The price is ₹11,473
₹19,202 total
includes taxes & fees
9 Aug - 10 Aug
Temple Place Suites
Studio | Iron/ironing board, free WiFi

8. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.0 out of 10, Good, (10 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 ₹14,794
₹29,035 total
includes taxes & fees
11 Aug - 12 Aug
The Concord Hotel
Front of property

9. 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 ₹14,840
₹26,353 total
includes taxes & fees
10 Aug - 11 Aug
Maverick Suites at 28 Fenway
Deluxe Double Room, Shared Bathroom | Iron/ironing board, free WiFi, bed sheets

10. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (318 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 ₹11,415
₹18,043 total
includes taxes & fees
13 Aug - 14 Aug
Premier Suites - Bay Village
Lobby

11. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (303 reviews)
"The place was exactly as described, very comfortable and we had everything we needed for a relaxing stay. We especially appreciated the stocked kitchen essential pantry items!"
United States
KATERINA
The price is ₹27,311
₹41,236 total
includes taxes & fees
10 Aug - 11 Aug
Kasa Boston at Fenway
Premium Apartment | Living area | 24-inch Smart TV with digital channels

12. 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 ₹15,506
₹29,853 total
includes taxes & fees
11 Aug - 12 Aug
The Chester Hotel
Premium Studio Suite | Premium bedding, desk, iron/ironing board, free WiFi

13. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (222 reviews)
"Very nice room and close to fenway"
United States
timothy
The price is ₹16,838
₹35,759 total
includes taxes & fees
9 Aug - 10 Aug
Charlesgate Suites
Indoor pool, pool umbrellas, pool loungers

14. 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 ₹16,952
₹30,421 total
includes taxes & fees
11 Aug - 12 Aug
Global Luxury Suites East Boston
Suite (Luxury 1BR w/ King Bed & City Views) | Egyptian cotton sheets, premium bedding, down duvets, memory-foam beds

15. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (14 reviews)
"Great location to fenway. Easy and clean."
United States
Allison
The price is ₹20,892
₹34,404 total
includes taxes & fees
11 Aug - 12 Aug
Symple Live
Terrace/patio

16. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,243 reviews)
"Dana is a great host, nice spacious rooms"
United States
joseph
The price is ₹14,712
₹16,434 total
includes taxes & fees
7 Aug - 8 Aug
Crescent Suites Hotel
30-inch flat-screen TV with satellite channels, TV

17. Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very good, (77 reviews)
"It was very close to stores to go shopping and amazing spot to get last minute reservations for dinner"
United States
Talyciah
The price is ₹16,695
₹19,191 total
includes taxes & fees
9 Aug - 10 Aug
Maverick Suites at 402 Columbus Ave
Interior entrance

18. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (303 reviews)
"Great location super close to great restaurants and shopping. I've stayed at this location a couple of times and it never disappoints!"
United States
Melissa
The price is ₹12,586
₹22,559 total
includes taxes & fees
10 Aug - 11 Aug
Maverick Suites at 89 Marion
Apartment, 2 Bedrooms | Free WiFi

19. Luxury 2BR near Cambridge

Luxury 2BR near Cambridge
3.0 star property
Prospect Hill
6.8 out of 10, (3 reviews)
"Great apartment but the building's main door was malfunctioning and we could only get in when a resident with a key entered/exited. Also the wifi didn't work. The provider sis not offer any support or compensation, otherwise this would have been a perfect stay."
United States
Yonatan
Luxury 2BR near Cambridge
Apartment (1 Bedroom) | Interior

20. 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 ₹11,035
₹31,892 total
includes taxes & fees
11 Aug - 12 Aug
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
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

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

10/10 Excellent
"Overall the hotel was great. The location is ideal for exploring Boston. The staff were all polite and helpful. The room we had was clean, but it could use some new carpet as it looked old and there were some stains. The bathroom is small but functional. I would have appreciated more hooks or shelves. The counter does extend from the sink all the way to above the toilet. But I would not place any personal items on a counter right above the toilet, especially with the toilet not having a lid. The bed was comfortable with a nice mattress topper. The pillows however were awful and had absolutely no support. I would scrunch up the pillow under my head, but still my head ended up in the middle of the pillow with all the filling pushed to the sides of my head and my head basically on the bed. I would definitely stay in this hotel again and would try to request different pillows."
Jodee 5-night trip
Posted 1 hour ago
Club Quarters Hotel Faneuil Hall, Boston

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
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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 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.