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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan

Top Holiday Rentals in Winthrop

Deluxe Studio | 1 bedroom, desk, iron/ironing board, free WiFi
Temple Place Suites
Temple Place Suites
2.5 star property
7.0 out of 10, Good, (287)
"Very convenient place to stay, near transportation and waking distance to historic points and shopping. "
The price is ฿3,483
฿6,060 total
includes taxes & fees
5 Nov - 6 Nov
Temple Place Suites
Property grounds
Crescent Suites Hotel
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (1107)
"The staff were friendly and the accommodation was good"
Crescent Suites Hotel
Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites
Bay Village Suites
2.0 star property
6.4 out of 10, (233)
"Great location nice neighborhood "
Bay Village Suites
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village
Premier Suites - Bay Village
2.0 star property
6.4 out of 10, (231)
"Clean room, good location, check in check out easily!"
The price is ฿4,920
฿7,338 total
includes taxes & fees
2 Nov - 3 Nov
Premier Suites - Bay Village
Lobby lounge
Global Luxury Suites Downtown Boston
Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very good, (612)
"This unit and location was perfect for my trip! Super close to many of the attractions that we wanted to visit. "
Global Luxury Suites Downtown Boston
Deluxe Studio Suite (2nd Floor - Unit 202) | 1 bedroom, individually furnished, iron/ironing board, free WiFi
Maverick Suites at 28 Fenway
Maverick Suites at 28 Fenway
3.0 star property
8.8 out of 10, Excellent, (300)
"great location"
The price is ฿3,805
฿7,551 total
includes taxes & fees
6 Nov - 7 Nov
Maverick Suites at 28 Fenway
Lobby
907 Main Hotel Central Square, Sonder by Marriott Bonvoy
907 Main Hotel Central Square, Sonder by Marriott Bonvoy
4.0 star property
8.2 out of 10, Very good, (529)
"beautiful stay"
The price is ฿6,380
฿7,398 total
includes taxes & fees
9 Nov - 10 Nov
907 Main Hotel Central Square, Sonder by Marriott Bonvoy
Interior entrance
Maverick Suites at 89 Marion
Maverick Suites at 89 Marion
2.0 star property
8.4 out of 10, Very good, (260)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
The price is ฿3,787
฿7,136 total
includes taxes & fees
13 Nov - 14 Nov
Maverick Suites at 89 Marion
Individually furnished, laptop workspace, iron/ironing board, bed sheets
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy
4.0 star property
9.2 out of 10, Wonderful, (942)
"The property was awesome, well located, not far to jump on trains etc Close to MGM musical hall, which was the reason for our trip. Would 100% recommend this property if your looking for a nice peaceful area but close enough to all the popular touristy areas. Loved our stay, thank you "
The price is ฿5,532
฿6,525 total
includes taxes & fees
16 Nov - 17 Nov
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy
View from property
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay
3.5 star property
8.8 out of 10, Excellent, (75)
"It is a perfect place to stay in Boston close to shopping and dining, in the heart of Newbury street. However, there is no elevator so check the floor you are staying in advance. "
The price is ฿7,668
฿9,045 total
includes taxes & fees
16 Nov - 17 Nov
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay
Property amenity
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway
4.0 star property
8.8 out of 10, Excellent, (271)
"Easy check in and clean property with in unit laundry"
The price is ฿6,117
฿7,215 total
includes taxes & fees
10 Nov - 11 Nov
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway
City Studio | 1 bedroom, Egyptian cotton sheets, premium bedding, memory-foam beds
The Chester Hotel
The Chester Hotel
4.0 star property
8.6 out of 10, Excellent, (24)
"The property was spacious and clean. We enjoyed our stay!"
The price is ฿5,795
฿12,456 total
includes taxes & fees
5 Nov - 6 Nov
The Chester Hotel
Rooftop terrace
Global Luxury Suites East Boston
Global Luxury Suites East Boston
4.0 star property
6.8 out of 10, (167)
"I will not be staying there again. "
The price is ฿5,979
฿10,612 total
includes taxes & fees
12 Nov - 13 Nov
Global Luxury Suites East Boston
Exterior
Maverick Suites at 245 Newbury St
Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very good, (149)
"Clean. Bed super comfortable, easy walk to Fenway, restaurants, subway, shops, library"
The price is ฿5,888
฿9,759 total
includes taxes & fees
16 Nov - 17 Nov
Maverick Suites at 245 Newbury St
42-inch TV with satellite channels
Maverick Suites at 400 Columbus Ave
Maverick Suites at 400 Columbus Ave
2.0 star property
7.2 out of 10, Good, (125)
"I thoroughly enjoyed my stay. Great property in a nice neighborhood in Back Bay. Bonus: it's also near the Logan Express bus stop for easy airport access. "
The price is ฿3,538
฿7,058 total
includes taxes & fees
16 Nov - 17 Nov
Maverick Suites at 400 Columbus Ave
Front of property
Maverick Suites at 40 Temple St
Maverick Suites at 40 Temple St
2.0 star property
7.4 out of 10, Good, (97)
"Great location "
The price is ฿4,367
฿8,011 total
includes taxes & fees
16 Nov - 17 Nov
Maverick Suites at 40 Temple St
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
8.0 out of 10, Very good, (63)
"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. "
The price is ฿3,206
฿6,676 total
includes taxes & fees
10 Nov - 11 Nov
Maverick Suites at 402 Columbus Ave
Apartment | 1 bedroom, premium bedding, desk, iron/ironing board
Charlesgate Suites
Charlesgate Suites
3.5 star property
9.4 out of 10, Exceptional, (194)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
The price is ฿8,065
฿14,878 total
includes taxes & fees
21 Oct - 22 Oct
Charlesgate Suites
Luxury Suite 2 | Living area | Smart TV, Netflix, Hulu, streaming services
The Monty Boston
The Monty Boston
2.5 star property
9.4 out of 10, Exceptional, (23)
"Thos was agreat place to stay for my family. It is very spacious."
The price is ฿19,873
฿28,452 total
includes taxes & fees
4 Nov - 5 Nov
The Monty Boston
Apartment | 1 bedroom, desk, laptop workspace, free WiFi
Furnished Apartments near Encore Boston
Furnished Apartments near Encore Boston
2.5 star property
8.0 out of 10, Very good, (5)
"Great place. Very clean. Great communication."
The price is ฿10,764
฿15,656 total
includes taxes & fees
18 Oct - 19 Oct
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.
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Top Winthrop Hotel Reviews

The Revolution Hotel

The Revolution Hotel

10/10 Excellent
"My son and I had a great stay at the Revolution Hotel. The room was comfortable and clean, and while I was a little nervous about the shared bathrooms, it really wasn’t a big deal at all. Each time we used them, the bathrooms were clean and private. The staff we interacted with were all friendly and helpful. We’d happily stay again!"
Gregory 1-night trip
Posted 13 hours ago
The Revolution Hotel

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 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.