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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 1549 Apartments in Winthrop with updated reviews, rates, and availability.

Maverick Suites at 28 Fenway
Lobby sitting area

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (164)
"all good"
The price is AED 397
AED 815 total
includes taxes & fees
20 Feb - 21 Feb
Maverick Suites at 28 Fenway
Temple Place Suites
Room

Temple Place Suites

2.5 star property
6.8 out of 10, (182)
"Insane lil spot for seeing Boston and surrounding areas!"
The price is AED 353
AED 607 total
includes taxes & fees
20 Feb - 21 Feb
Temple Place Suites
Boston Luxury Home, Free parking, 5 mins to the Casino, 10 minutes to airport.
Living area

Boston Luxury Home, Free parking, 5 mins to the Casino, 10 minutes to airport.

9.6 out of 10, Exceptional, (54)
"This was a great place to stay- the only negative I can say is if you are in the bottom unit you can hear people upstairs especially if they have on heels- so if you have an opportunity to request the top floor do!There were also random hairs in the beds which we did not like but otherwise the place was clean!! And really cute! Would definitely stay again and would totally recommend."
Boston Luxury Home, Free parking, 5 mins to the Casino, 10 minutes to airport.
On River/Harvard Sq. two blocks
Room

On River/Harvard Sq. two blocks

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cute apartment furnished with basic staples. Good location and free parking. Lots of stairs!"
The price is AED 437
AED 891 total
includes taxes & fees
20 Feb - 21 Feb
On River/Harvard Sq. two blocks
Near scenic Fresh Pond, Charles river, shops, Harvard Sq access , Free parking
Sleeping area viewed from eating area

Near scenic Fresh Pond, Charles river, shops, Harvard Sq access , Free parking

9.2 out of 10, Wonderful, (94)
"Within walking distance of restaurants and shops. Also not very far from the bust system or subway."
Near scenic Fresh Pond, Charles river, shops, Harvard Sq access , Free parking
Prima Boston North End 2brm
Private kitchen

Prima Boston North End 2brm

9.0 out of 10, Wonderful, (10)
"Place was great for a quick two day trip to the North End! Perfect for our family!"
The price is AED 973
AED 1,942 total
includes taxes & fees
7 Mar - 8 Mar
Prima Boston North End 2brm
Townhome #2 -3 Bed/2 Bath Beautifully renovated modern apartment w/Waterviews!
Exterior

Townhome #2 -3 Bed/2 Bath Beautifully renovated modern apartment w/Waterviews!

9.6 out of 10, Exceptional, (122)
"Loved staying here for my Christmas break in Witch City. Love the place and can't beat the location. Look forward to my next trip and hope to be able to stay here again.Thank you!"
Townhome #2 -3 Bed/2 Bath Beautifully renovated modern apartment w/Waterviews!
The heart Cambridge/Boston Studio private yard free permit parking 1#
Private kitchen

The heart Cambridge/Boston Studio private yard free permit parking 1#

9.8 out of 10, Exceptional, (66)
"Your place was perfect for our needs and close enough to visit Fenway Park. We walked everywhere. The neighborhood was fine. Thank you for sharing your rental with us!"
The price is AED 437
AED 807 total
includes taxes & fees
17 Mar - 18 Mar
The heart Cambridge/Boston Studio private yard free permit parking 1#
60-1 Boston Newly Built and Spacious Apartment
Exterior

60-1 Boston Newly Built and Spacious Apartment

10.0 out of 10, Exceptional, (1)
"My family needed a clean and comfortable place to relax in close proximity to Dana Farber. This location was perfect! I booked it again for our next visit in which we will be there for five and a half weeks.The host responds almost instantly, which is amazing!"
The price is AED 878
AED 2,018 total
includes taxes & fees
6 Mar - 7 Mar
60-1 Boston Newly Built and Spacious Apartment
Panoramic view, large deck, ground floor apartment, walk to subway and beach
This terrace gets the morning sun.

Panoramic view, large deck, ground floor apartment, walk to subway and beach

9.4 out of 10, Exceptional, (86)
"Garden apartment unit that was clean, quiet and comfortable. Would stay again. "
Panoramic view, large deck, ground floor apartment, walk to subway and beach
76-2 - New Apartment Near Ashmont Station
Exterior

76-2 - New Apartment Near Ashmont Station

The price is AED 694
AED 1,875 total
includes taxes & fees
24 Feb - 25 Feb
76-2 - New Apartment Near Ashmont Station
Spacious 3BR in The Center of Downtown Boston! Guest Favorite!
Living Room

Spacious 3BR in The Center of Downtown Boston! Guest Favorite!

10.0 out of 10, Exceptional, (23)
"Very roomy and very clean. Apartment is bigger than it looks in the pictures. The location is incredibly convenient and just around the corner from a great grocery store. Communication with Amy was excellent! Would definitely stay here again."
Spacious 3BR in The Center of Downtown Boston! Guest Favorite!
60-3 - Newly Built Modern Apartment
Exterior

60-3 - Newly Built Modern Apartment

The price is AED 511
AED 1,372 total
includes taxes & fees
20 Feb - 21 Feb
60-3 - Newly Built Modern Apartment
Luxury and Modern Apt near Mall/ Hospital
Living area

Luxury and Modern Apt near Mall/ Hospital

10.0 out of 10, Exceptional, (22)
"One of the nicest places I’ve stayed in and we use Vrbo a lot. Nice quiet street too. Easy access to 128, close to supermarkets, etc. "
Luxury and Modern Apt near Mall/ Hospital
Gorgeous Oceanfront Penthouse
Interior

Gorgeous Oceanfront Penthouse

10.0 out of 10, Exceptional, (84)
"I booked this VRBO as part of my partner's Christmas gift trip to a Patriots game and we couldn’t have been happier with the space - beautifully decorated, stunning views, and well-appointed. A great spot for a day trip over to Salem and a drive over to Foxboro. (The only thing that would've made it better would have been a Bills win!) It "
The price is AED 735
AED 1,383 total
includes taxes & fees
17 Mar - 18 Mar
Gorgeous Oceanfront Penthouse
3 bedroom condo nestled in Historic fishing village - dog friendly
Island with seating for 2

3 bedroom condo nestled in Historic fishing village - dog friendly

9.6 out of 10, Exceptional, (58)
"Blaney St apartment was exactly as promised and was ideal for my family and me. We were visiting family in Swampscott so the location was perfect for us. We had one issue with a trash odor which was responded to immediately. Appreciate the location and ample space. Recommend if you want to be near the water in a lovely town. "
3 bedroom condo nestled in Historic fishing village - dog friendly
Waterfront Boston & island views Kayaks onsite Bk spring/summer'25 Wkly discount
Guests kayaking in the bay, Boston Harbor Islands.

Waterfront Boston & island views Kayaks onsite Bk spring/summer'25 Wkly discount

9.4 out of 10, Exceptional, (121)
"It was a lovely stay at this Nice and warm place with a lovely view right across the street from the seawall. The host is accessible and attentive. I highly shighlrecommend staying here"
Waterfront Boston & island views Kayaks onsite Bk spring/summer'25 Wkly discount
Central Boston Beacon Hill 2brm
Living area

Central Boston Beacon Hill 2brm

9.2 out of 10, Wonderful, (9)
"Located a block away from the hospital. Easy to access, everything needed was provided. Loved the area."
The price is AED 790
AED 1,689 total
includes taxes & fees
6 Mar - 7 Mar
Central Boston Beacon Hill 2brm
Boston 2 level luxury home, Free Parking, 5 mins to casino & 10 mins to airport
Living area

Boston 2 level luxury home, Free Parking, 5 mins to casino & 10 mins to airport

9.8 out of 10, Exceptional, (47)
"I rented the cottage for some of my coaches who were in town for a volleyball tournament. It was the perfect place for them to stay. It was quiet and comfortable after a long day of volleyball. The accommodations themselves were clean and well maintained. Each coach separately messaged me that the house was beautiful. When I had questions, they were answered right away, and the host was very accommodating with my requests. I will happily be sending my coaches back to this lovely property again...
Boston 2 level luxury home, Free Parking, 5 mins to casino & 10 mins to airport
60-2 Boston Stylish Apartment
Living area

60-2 Boston Stylish Apartment

The price is AED 511
AED 1,364 total
includes taxes & fees
23 Feb - 24 Feb
60-2 Boston Stylish Apartment
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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Other property types in Winthrop

Sonder 907 Main
Room

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (433)
"The property was close to anything you could need and all processes were beyond easy. Having all access on your phone was amazing. "
The price is AED 472
AED 548 total
includes taxes & fees
23 Feb - 24 Feb
Sonder 907 Main
No. 284 powered by Sonder
Room

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (868)
"my favorite stay ever. i loved my stay and everything about it and can’t wait to come back soon. "
The price is AED 566
AED 667 total
includes taxes & fees
26 Feb - 27 Feb
No. 284 powered by Sonder
Temple Place Suites
Room

Temple Place Suites

2.5 star property
6.8 out of 10, (182)
"Insane lil spot for seeing Boston and surrounding areas!"
The price is AED 353
AED 607 total
includes taxes & fees
20 Feb - 21 Feb
Temple Place Suites
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.

Frequently asked questions

What's it like to stay at an apartment in Winthrop?
You’ll find 6 apartments to choose from in Winthrop for your vacation. While in the area, why not enjoy its beaches and visit its restaurants? Discover some favorite sights in the larger region like TD Garden and Boston Common.
How do you know if an apartment is the right choice for you?
Often more spacious than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples looking for something with a more local feel.
What's a favorite apartment for my stay in Winthrop?
Here are some of the top apartments in the area: Maverick Suites at 28 Fenway: Located in Boston, 6 mi/9.6 km from the heart of Winthrop. Includes free WiFi and Smart TVs. Onsite laundry facilities and concierge services are on site. Temple Place Suites: Located 4.4 mi/7.1 km away in Boston. Amenities include free WiFi. Access to onsite laundry facilities is available on site. Prima Boston North End 2brm: It’s located in Boston, 3.9 mi/6.3 km away. Amazing price and location / parking -North End (M1S): 3.8 mi/6.1 km away in Boston.
How many apartments can I expect to find in Winthrop?
Expedia has 6 apartments to book in Winthrop.
What can I expect from the weather during my trip to Winthrop?
Though weather is just one factor, it can really affect your travel plans, especially if you’re planning an extended stay in Winthrop. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Winthrop is 50 inches.
What are the must-see places to visit in Winthrop?
Winthrop is known for its restaurants and beaches. Boston Harbor Islands State Park and Winthrop Beach are a couple of lovely local spots to get outside and enjoy nature. TD Garden and Boston Common are other popular places to visit in the area.
What's the best way to get to and around Winthrop?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Logan International Airport (BOS), which is located 2.1 mi (3.3 km) away from the heart of the city. You can also search for flights into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 2.7 mi (4.3 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.