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Top Holiday Rentals in Winthrop

Our top choices for Winthrop holiday rentals

Premier Suites - Bay Village

2.0 star property
6.2 out of 10, (203)
"Great stay and close to my monthly event site so I hope to come back again."
The price is 5.772.402 ₫
7.999.126 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Premier Suites - Bay Village

Bay Village Suites

2.0 star property
6.4 out of 10, (195)
"I like this place and good location!!"
Bay Village Suites

Temple Place Suites

2.5 star property
7.0 out of 10, Good, (261)
"Conveniently located and easy to find. The owners were incredibly accommodating and always fast to respond. "
The price is 3.131.330 ₫
6.715.571 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Temple Place Suites

Maverick Suites at 28 Fenway

3.0 star property
8.8 out of 10, Excellent, (258)
"Great location "
The price is 3.534.608 ₫
6.638.407 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Maverick Suites at 28 Fenway

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very good, (586)
"Staff was very friendly! "
Global Luxury Suites Downtown Boston

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (1065)
"When I return to the area, I will definitely stay here."
Crescent Suites Hotel

907 Main Hotel Central Square, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very good, (517)
"Great hotel!"
The price is 5.825.118 ₫
6.754.225 ₫ total
includes taxes & fees
6 Sept - 7 Sept
907 Main Hotel Central Square, Sonder by Marriott Bonvoy

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very good, (248)
"Good nights sleep, cozy, nice amenities. "
The price is 3.495.071 ₫
6.259.344 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Maverick Suites at 89 Marion

Maverick Suites at 245 Newbury St

2.0 star property
8.2 out of 10, Very good, (139)
"Clean. Great location. "
The price is 6.497.247 ₫
9.892.468 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Maverick Suites at 245 Newbury St

Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

4.0 star property
8.8 out of 10, Excellent, (260)
"Great apartment in a super convenient location near Fenway and BU. Easy access, clean, great views. Definitely would stay here again!"
The price is 6.694.932 ₫
7.896.671 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

Maverick Suites at 40 Temple St

2.0 star property
7.4 out of 10, Good, (89)
"Very cozy and centrally located. Satellite tv didn’t work. "
The price is 5.959.544 ₫
9.274.378 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Maverick Suites at 40 Temple St

Maverick Suites at 402 Columbus Ave

2.5 star property
7.8 out of 10, Good, (59)
"Easy to walk to and from T stations near by. Decently priced and was overall a great place to stay!"
The price is 4.144.795 ₫
7.188.323 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Maverick Suites at 402 Columbus Ave

Global Luxury Suites East Boston

4.0 star property
6.8 out of 10, (162)
"All was great, the appartement itself, the location and not the least the use of the gym, dundeck and pool. Really a great place to enjoy Boston!"
The price is 6.404.994 ₫
10.392.393 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Global Luxury Suites East Boston

The Chester Hotel

4.0 star property
9.0 out of 10, Wonderful, (18)
"Had a great stay. Super convenient to Northeastern and shopping/restaurants. "
The price is 4.791.884 ₫
10.204.542 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Chester Hotel

Maverick Suites at 400 Columbus Ave

2.0 star property
7.4 out of 10, Good, (118)
"Property is located in a very nice area. No frill, what they advertise, you get. "
The price is 4.077.583 ₫
7.111.064 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Maverick Suites at 400 Columbus Ave

Charlesgate Suites

3.5 star property
9.4 out of 10, Exceptional, (184)
"Awesome property, conveniently located near everything, especially Fenway. Definitely will stay here again. "
The price is 6.115.056 ₫
11.574.061 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Charlesgate Suites

No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

4.0 star property
9.4 out of 10, Exceptional, (927)
"Beautiful property "
The price is 6.984.870 ₫
8.238.656 ₫ total
includes taxes & fees
24 Aug - 25 Aug
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

The Monty Boston

2.5 star property
9.6 out of 10, Exceptional, (20)
"Everything was great to live in this place! Very spacious and convenient."
The price is 14.496.900 ₫
21.209.228 ₫ total
includes taxes & fees
10 Sept - 11 Sept
The Monty Boston

Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

3.5 star property
8.8 out of 10, Excellent, (69)
"Great place , size of the apartment , very clean"
The price is 8.244.782 ₫
9.724.720 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

Apartments in Salem

3.0 star property
8.0 out of 10, Very good, (46)
"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. "
Apartments in Salem
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

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 New England Aquarium and TD Garden.

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.