Winthrop-Boston

Winthrop Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Winthrop holiday rentals

Rooftop terrace

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, (633 reviews)
"Excellent location and clean room with beautiful views. Very comfortable and convenient."
United States
Noelle
The price is HK$2,524
HK$2,902 total
includes taxes & fees
6 Jul - 7 Jul
Marriott Vacation Club® at Custom House, Boston
Interior

Furnished Apartment near BMC

Furnished Apartment near BMC
3.0 star property
South End
6.0 out of 10, (2 reviews)
Furnished Apartment near BMC
Lobby

Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (288 reviews)
"Amazing location we loved it"
United States
MARLYN
The price is HK$1,739
HK$2,810 total
includes taxes & fees
18 Jun - 19 Jun
Kasa Boston at Fenway
Iron/ironing board, free WiFi, bed sheets

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (290 reviews)
"Great location and well maintained"
United States
EDDIE
The price is HK$945
HK$1,492 total
includes taxes & fees
21 Jun - 22 Jun
Premier Suites - Bay Village
Terrace/patio

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,219 reviews)
"Everything was comfortable."
United States
John
The price is HK$1,262
HK$1,410 total
includes taxes & fees
5 Jul - 6 Jul
Crescent Suites Hotel
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, (390 reviews)
"Wonderful stay at this property. Location was excellent, and the host is very quick and responsive to answer any questions you may have."
United States
Jennifer
The price is HK$945
HK$1,582 total
includes taxes & fees
15 Jun - 16 Jun
Temple Place Suites
Lobby lounge

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (706 reviews)
"Clean room, great staff and fantastic location for a reasonable price."
United States
April
The price is HK$1,193
HK$2,272 total
includes taxes & fees
6 Jul - 7 Jul
Global Luxury Suites Downtown Boston
Living area

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (33 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is HK$1,254
HK$2,432 total
includes taxes & fees
15 Jun - 16 Jun
The Chester Hotel
Egyptian cotton sheets, premium bedding, down duvets, memory-foam beds

Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
8.0 out of 10, Very good, (2 reviews)
"The property was great, aside from very busy outside streets, which made it difficult to sleep, but was not the fault of the host."
United States
Nicholas
The price is HK$1,489
HK$2,477 total
includes taxes & fees
15 Jul - 16 Jul
Symple Live
2 bedrooms, desk

Coastal Charm Lobster Ch Teau

Coastal Charm Lobster Ch Teau
2.0 star property
Swampscott
The price is HK$5,283
HK$9,197 total
includes taxes & fees
3 Jul - 4 Jul
Coastal Charm Lobster Ch Teau
Premium bedding, desk, iron/ironing board, free WiFi

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (213 reviews)
"The rooms are very spacious and clean. I liked the lighting provided as well."
United States
Hayley
The price is HK$1,387
HK$2,945 total
includes taxes & fees
21 Jun - 22 Jun
Charlesgate Suites
1 bedroom, desk, laptop workspace, free WiFi

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.8 out of 10, Excellent, (15 reviews)
"Nice spot"
United States
Kimberly
Furnished Apartments near Encore Boston
Living area

The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (37 reviews)
"Excellent location, very easy check in process, clean, just as the pictures showed online."
United States
shannon
The price is HK$4,993
HK$7,090 total
includes taxes & fees
15 Jun - 16 Jun
The Monty Boston
Exterior

The Warlock House

The Warlock House
3.0 star property
Salem
The price is HK$7,063
HK$10,616 total
includes taxes & fees
16 Jun - 17 Jun
The Warlock House
Free WiFi

Luxury 2BR near Cambridge

Luxury 2BR near Cambridge
3.0 star property
Prospect Hill
8.0 out of 10, Very good, (1 review)
"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
The price is HK$1,473
HK$2,696 total
includes taxes & fees
15 Jun - 16 Jun
Luxury 2BR near Cambridge
1 bedroom, iron/ironing board, free cots/infant beds, rollaway beds

Apartments in Salem

Apartments in Salem
3.0 star property
Salem
8.0 out of 10, Very good, (48 reviews)
"The whole floor was clean and organized. The whole floor also felt inviting and comforting. We enjoyed how close we where to everthing. We were both so happy with found this apartment. "
United States
Jason
The price is HK$2,351
HK$3,796 total
includes taxes & fees
30 Jun - 1 Jul
Apartments in Salem
Interior

Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
8.8 out of 10, Excellent, (13 reviews)
"Great property. Very clean and spacious. Easy 15 minutes walk to Harvard. Easy check in and check out process"
United States
Tho
The price is HK$1,206
HK$2,467 total
includes taxes & fees
15 Jun - 16 Jun
Furnished Apts near Harvard Stadium
Interior

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 HK$1,293
HK$3,232 total
includes taxes & fees
27 Jun - 28 Jun
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
Indoor pool, pool umbrellas, pool loungers

Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (196 reviews)
"The unit smelled like cigarette smoke and was not well appointed at all. The property address given was not the one where I was to stay. Instead I had to walk to a building two blocks away which was not as nice. The neighborhood felt dicey to me."
United States
susan
The price is HK$1,942
HK$3,133 total
includes taxes & fees
6 Jul - 7 Jul
Global Luxury Suites East Boston
5 bedrooms, desk

Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
2.0 star property
Stoneham
The price is HK$2,861
HK$6,169 total
includes taxes & fees
15 Jun - 16 Jun
Enchanting Hidden Door Escape
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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

10/10 Excellent
"The hotel was fantastic."
Wilson 2-night trip
Posted 1 hour ago
Omni Boston Hotel at the Seaport

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.

What are some of the best holiday rentals that Winthrop has to offer?

Cozy 3BD 1BA near Beach T-10 Min from Boston: This holiday home rental outside of Winthrop is equipped with a patio, free WiFi and a Smart TV to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Winthrop?

With 5 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 Point Shirley 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 Boston Harbor.

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.