Winthrop Holiday Rentals

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Check prices for these dates

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Holiday Rentals in Winthrop

Exterior
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
10.0 out of 10, Exceptional, (52)
"Owner was easy to communicate with. "
Canada
Ronald
The price is HK$1,112
HK$2,405 total
includes taxes & fees
2 Nov - 3 Nov
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Exterior
Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches
Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches
9.6 out of 10, Exceptional, (5)
"Great location and wonderful hosts! Would definitely recommend to anyone staying in the Boston area. "
United States
Kristie P.
The price is HK$1,189
HK$2,265 total
includes taxes & fees
1 Nov - 2 Nov
Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches
Marina
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
9.8 out of 10, Exceptional, (199)
"We were there for our daughter's graduation and the location was perfect - short uber from Logan and quick trips to Cambridge. would defintely do it again."
United States
Mike R.
The price is HK$894
HK$3,849 total
includes taxes & fees
24 Nov - 25 Nov
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Interior
Fun houseboat. Walk to Boston attractions WIFI
Fun houseboat. Walk to Boston attractions WIFI
9.8 out of 10, Exceptional, (85)
"Great communication and location "
United States
Elizabeth
The price is HK$1,127
HK$3,867 total
includes taxes & fees
17 Nov - 18 Nov
Fun houseboat. Walk to Boston attractions WIFI
Marina
Travelers Choice Best of Boston Houseboat Suite 2!
Travelers Choice Best of Boston Houseboat Suite 2!
10.0 out of 10, Exceptional, (53)
"Wonderful little houseboat in a great area! Easy check in and out! Will refer friends! "
United States
melissa m.
The price is HK$1,671
HK$2,957 total
includes taxes & fees
2 Nov - 3 Nov
Travelers Choice Best of Boston Houseboat Suite 2!
Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites
Bay Village Suites
2.0 star property
6.4 out of 10, (235)
"Great location nice neighborhood "
United States
Jose
Bay Village Suites
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, (126)
"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. "
United States
Mark
The price is HK$713
HK$1,534 total
includes taxes & fees
18 Nov - 19 Nov
Maverick Suites at 400 Columbus Ave
1 bedroom, desk, iron/ironing board, free WiFi
Temple Place Suites
Temple Place Suites
2.5 star property
7.0 out of 10, Good, (298)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is HK$741
HK$1,343 total
includes taxes & fees
13 Nov - 14 Nov
Temple Place Suites
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, (100)
"Great location "
Canada
James
The price is HK$1,030
HK$1,899 total
includes taxes & fees
19 Nov - 20 Nov
Maverick Suites at 40 Temple St
Exterior
Maverick Suites at 245 Newbury St
Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very good, (150)
"Clean. Bed super comfortable, easy walk to Fenway, restaurants, subway, shops, library"
United States
Elizabeth rising
The price is HK$1,103
HK$1,982 total
includes taxes & fees
18 Nov - 19 Nov
Maverick Suites at 245 Newbury St
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, (303)
"great location"
United States
Mario
The price is HK$753
HK$1,625 total
includes taxes & fees
25 Nov - 26 Nov
Maverick Suites at 28 Fenway
Lobby lounge
Global Luxury Suites Downtown Boston
Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very good, (615)
"This unit and location was perfect for my trip! Super close to many of the attractions that we wanted to visit. "
United States
Lily
Global Luxury Suites Downtown Boston
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village
Premier Suites - Bay Village
2.0 star property
6.4 out of 10, (238)
"Clean room, good location, check in check out easily!"
United States
HIEN T
The price is HK$1,538
HK$2,170 total
includes taxes & fees
26 Oct - 27 Oct
Premier Suites - Bay Village
1 bedroom, Egyptian cotton sheets, premium bedding, memory-foam beds
The Chester Hotel
The Chester Hotel
4.0 star property
8.4 out of 10, Very good, (25)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
The price is HK$1,385
HK$2,976 total
includes taxes & fees
26 Oct - 27 Oct
The Chester Hotel
Exterior
Best Location Studio In Downtown Boston
Best Location Studio In Downtown Boston
10.0 out of 10, Exceptional, (1)
"In town to celebrate a special event."
United States
Pam P.
The price is HK$1,080
HK$1,973 total
includes taxes & fees
17 Nov - 18 Nov
Best Location Studio In Downtown Boston
Interior
Ideal North End 1brm Central To Everything
Ideal North End 1brm Central To Everything
9.6 out of 10, Exceptional, (36)
"We had a very nice stay. Such a great location! Walkable to tons of restaurants and right near the Paul Revere statue and Old North Church!"
United States
Sean R.
The price is HK$1,127
HK$2,760 total
includes taxes & fees
17 Nov - 18 Nov
Ideal North End 1brm Central To Everything
Exterior
Amazing price & location w parking -North End -Boston
Amazing price & location w parking -North End -Boston
9.6 out of 10, Exceptional, (57)
"Great location that was very convenient to all we wanted to do. "
United States
Jacob B.
The price is HK$1,204
HK$3,016 total
includes taxes & fees
21 Nov - 22 Nov
Amazing price & location w parking -North End -Boston
1 bedroom, WiFi
Modern North End Studio
Modern North End Studio
9.4 out of 10, Exceptional, (9)
"Really cute, clean, and awesome location!"
United States
Carrie T.
The price is HK$1,282
HK$2,858 total
includes taxes & fees
11 Nov - 12 Nov
Modern North End Studio
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, (944)
"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 "
United Kingdom
Lyndsey
The price is HK$1,322
HK$1,559 total
includes taxes & fees
9 Nov - 10 Nov
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy
1 bedroom, desk, WiFi, bed sheets
The Chester: Penthouse One Bedroom
The Chester: Penthouse One Bedroom
2.0 star property
10.0 out of 10, Exceptional, (2)
"Absolutely loved my stay. Great location, beautiful place. Clean and bright. We will be back!"
United States
Linda C.
The price is HK$1,647
HK$3,287 total
includes taxes & fees
25 Nov - 26 Nov
The Chester: Penthouse One Bedroom
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
"Really lovely hotel in a nice new area of Boston. "
Ashley 2-night trip
Posted 1 day 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!

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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?

Casa Castor • Private Room 1: This holiday home rental outside of Winthrop has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge to make your meal-planning easier.

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.