Winthrop Vacation Rentals

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Check prices for these dates

Tonight
Dec 3 - Dec 4
Tomorrow
Dec 4 - Dec 5
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Winthrop

Exterior
Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches

Apartment in Winthrop

9.8 out of 10, Exceptional, (6)
"Very good for the price, ideal location. Parking situation wasn't great, but otherwise was excellent."
United States
Ainsley S.
The price is ￥23,132
￥43,934 total
includes taxes & fees
Dec 4 - Dec 5
Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches
Interior
Fun houseboat. Walk to Boston attractions WIFI

Houseboat in Boston

9.8 out of 10, Exceptional, (89)
"Such a unique experience.We loved the relaxing views after a long day of site seeing.Great access to sites and airport."
United States
Laura M.
The price is ￥14,798
￥66,431 total
includes taxes & fees
Dec 4 - Dec 5
Fun houseboat. Walk to Boston attractions WIFI
Marina
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Houseboat in Charlestown

9.8 out of 10, Exceptional, (200)
"My husband and I had an excellent stay! It was very comfortable! I would highly recommend staying on The Blue Pearl and hope to stay there again. "
United States
Stacey W.
The price is ￥14,798
￥72,519 total
includes taxes & fees
Dec 9 - Dec 10
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Marina
Best of Boston Houseboat Heat/AC in Boston Harbor Suite2 -Freedom Trail close by

Houseboat in Thompson Square - Bunker Hill

10.0 out of 10, Exceptional, (57)
"Great houseboat experience! The check in process was fairly easy and the small kitchenette gave us the option to make coffee and have a quick breakfast in the mornings. "
United States
Michael K.
The price is ￥33,646
￥58,733 total
includes taxes & fees
Dec 4 - Dec 5
Best of Boston Houseboat Heat/AC in Boston Harbor Suite2 -Freedom Trail close by
Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites

Aparthotel in Bay Village

2.0 star property
6.4 out of 10, (248)
"Great location nice neighborhood "
United States
Jose
Bay Village Suites
Exterior
Maverick Suites at 245 Newbury St

Aparthotel in Back Bay

2.0 star property
8.2 out of 10, Very Good, (154)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
The price is ￥16,402
￥33,180 total
includes taxes & fees
Dec 10 - Dec 11
Maverick Suites at 245 Newbury St
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village

Aparthotel in Bay Village

2.0 star property
6.4 out of 10, (251)
"Clean room, good location, check in check out easily!"
United States
HIEN T
Premier Suites - Bay Village
Deluxe Studio | Desk, iron/ironing board, free WiFi, bed sheets
Temple Place Suites

Apartment in Downtown Boston

2.5 star property
7.0 out of 10, Good, (322)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is ￥13,394
￥25,232 total
includes taxes & fees
Dec 5 - Dec 6
Temple Place Suites
Front of property
Maverick Suites at 40 Temple St

Aparthotel in Beacon Hill

2.0 star property
7.6 out of 10, Good, (102)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
Maverick Suites at 40 Temple St
Lobby lounge
Global Luxury Suites Downtown Boston

Aparthotel in Chinatown

4.0 star property
8.0 out of 10, Very Good, (626)
"This unit and location was perfect for my trip! Super close to many of the attractions that we wanted to visit. "
United States
Lily
The price is ￥18,973
￥28,793 total
includes taxes & fees
Dec 7 - Dec 8
Global Luxury Suites Downtown Boston
42-inch TV with satellite channels
Maverick Suites at 400 Columbus Ave

Aparthotel in South End

2.0 star property
7.2 out of 10, Good, (132)
"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 ￥14,080
￥30,489 total
includes taxes & fees
Dec 9 - Dec 10
Maverick Suites at 400 Columbus Ave
Desk, iron/ironing board, WiFi, bed sheets
The Chester: Urban Chic Retreat In South End

Apartment in South End

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great stay in Boston and the Chester was perfect for our trip. First time in Boston so we did a lot of the usual things, but this location was great to easily connect with bus and train options as we decided not to rent a vehicle. Space was comfortable for group of three - lots of shops and restaurants in the area. We were touring a lot, so didn’t spend a lot of time in the unit, but it was very comfortable and would definitely come back again!"
United States
Chad T.
The price is ￥27,260
￥58,643 total
includes taxes & fees
Dec 17 - Dec 18
The Chester: Urban Chic Retreat In South End
1 bedroom, WiFi
Modern North End Studio

Apartment in North End

9.0 out of 10, Wonderful, (10)
"Convenient location. Great restaurants. Perfect apatment for a couple. "
United States
Holly V.
The price is ￥19,315
￥48,346 total
includes taxes & fees
Dec 9 - Dec 10
Modern North End Studio
1 bedroom, desk, iron/ironing board, WiFi
Studio Awaits Your Next Stay!

Apartment in Bay Village

10.0 out of 10, Exceptional, (4)
"Would stay again"
United States
mark p.
The price is ￥16,178
￥33,436 total
includes taxes & fees
Dec 23 - Dec 24
Studio Awaits Your Next Stay!
Interior
Ideal North End 1brm Central To Everything

Apartment in North End

9.6 out of 10, Exceptional, (37)
"Excellent location and amenities. Highly recommend"
United States
Richard l.
Ideal North End 1brm Central To Everything
1 bedroom, desk, iron/ironing board, WiFi
Perfect One Bedroom Stay In Downtown Boston!

Apartment in Downtown Boston

8.6 out of 10, Excellent, (17)
"Temple Place Suites was a great place to stay for our few days in Boston. We loved being across from Boston Commons, near great bakerys and cafes. It was a comfortable apartment with great space and plenty of amenities. Staff was great at communicating about check in, building codes and check out. Wished there were dish towels and wash cloths. Otherwise, it was great!!"
United States
Christine
The price is ￥16,645
￥34,343 total
includes taxes & fees
Dec 11 - Dec 12
Perfect One Bedroom Stay In Downtown Boston!
City Studio | Egyptian cotton sheets, premium bedding, memory foam beds
The Chester Hotel

Aparthotel in South End

4.0 star property
8.6 out of 10, Excellent, (27)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
The price is ￥33,310
￥66,043 total
includes taxes & fees
Dec 4 - Dec 5
The Chester Hotel
Interior entrance
Maverick Suites at 89 Marion

Aparthotel in Coolidge Corner South Side

2.0 star property
8.2 out of 10, Very Good, (270)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
United States
Nicole
The price is ￥14,701
￥30,322 total
includes taxes & fees
Dec 4 - Dec 5
Maverick Suites at 89 Marion
Private kitchen
Perfetto North End 1brm

Apartment in North End

10.0 out of 10, Exceptional, (11)
"The location was perfect - we would stay here again.The description and pictures are accurate."
United States
Kenna E.
The price is ￥20,717
￥52,108 total
includes taxes & fees
Dec 7 - Dec 8
Perfetto North End 1brm
Fridge, microwave, oven, stovetop
North End Entire House

Apartment in North End

10.0 out of 10, Exceptional, (9)
"We stayed overnight to visit Snowport and then had a concert at TD garden. The location was perfect- a simple, quick walk to the venue! The house was extremely clean. The host was extremely communicative which made the trip even easier. . "
United States
Melissa
The price is ￥34,151
￥84,739 total
includes taxes & fees
Dec 10 - Dec 11
North End Entire House
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
"Staff was very friendly and helpful. Rooms were clean and new. "
Rosemarie 3-night trip
Posted 2 days 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
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  • 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 vacation rental in Winthrop?

Yes, we offer vacation rentals where you'll be only 3.7 mi (6 km) from New England Aquarium, giving you 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 cafes and waterfront during your trip.

What are some of the best vacation home rentals in Winthrop?

Cozy Salem Getaway. Historic Home Near All the Sights: This vacation home near Winthrop offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Winthrop?

With 4 Expedia vacation rentals, you're sure 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 Fenway Park and New England Aquarium.

What are vacation rentals like in Winthrop?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Winthrop. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for families.