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Our top choices for Winthrop apartments

1. Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches

Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches
Winthrop
9.2 out of 10, Wonderful, (22 reviews)
"Very amazing room to stay! Everything was very clean and comfortable! Host was very responsive and wonderful!"
United States
Edmund W.
The price is CA $147
CA $305 total
includes taxes & fees
Nov 9 - Nov 10
Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches

2. Beautiful 3-bedroom apartment with AC in welcoming Winthrop

Beautiful 3-bedroom apartment with AC in welcoming Winthrop
Winthrop
The price is CA $419
CA $576 total
includes taxes & fees
Nov 8 - Nov 9
Beautiful 3-bedroom apartment with AC in welcoming Winthrop

3. Eco-friendly Studio Close to Beach, Boston, Logan Airport & Train Station

Eco-friendly Studio Close to Beach, Boston, Logan Airport & Train Station
Revere
9.8 out of 10, Exceptional, (80 reviews)
"great place to stay"
United States
Emily M.
The price is CA $161
CA $237 total
includes taxes & fees
Nov 17 - Nov 18
Eco-friendly Studio Close to Beach, Boston, Logan Airport & Train Station

4. Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.6 out of 10, Exceptional, (51 reviews)
"7 min from the airport, seamless check in and entry and a spotless, welcoming place- with coffee! Great rental- perfect if you’re coming/going from Logan"
United States
Bridget
The price is CA $161
CA $434 total
includes taxes & fees
Nov 8 - Nov 9
Bright 2BR by Boston Waterfront

5. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (473 reviews)
"Great location and the room was nicely decorated and clean!"
United States
Judy
The price is CA $143
CA $301 total
includes taxes & fees
Dec 1 - Dec 2
Maverick Suites at 28 Fenway

6. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (549 reviews)
"We will definitely stay here again!"
United States
James
The price is CA $126
CA $233 total
includes taxes & fees
Dec 6 - Dec 7
Temple Place Suites

7. Location+Comfort+Convenience

Location+Comfort+Convenience
East Boston
9.4 out of 10, Exceptional, (91 reviews)
"Fantastic location, easy access to Maverick station! Cozy space. Convenient to restaurants and the mattresses are excellent!"
United States
Elaine S.
The price is CA $278
CA $477 total
includes taxes & fees
Nov 30 - Dec 1
Location+Comfort+Convenience

8. Boston Financial District 1BR | Walk to anything!

Boston Financial District 1BR | Walk to anything!
Downtown Boston
9.6 out of 10, Exceptional, (4 reviews)
"The place was as advertised: clean, within walking distance to a lot of places. Note that Its central location, while convenient, is also a drawback due to road noise. Make sure you pack a very good set of ear plugs, not the foam cheapo ones that airlines give you for free. You will need them to block out the traffic noise from below your bedroom window."
United States
Popsicle T.
The price is CA $158
CA $390 total
includes taxes & fees
Nov 30 - Dec 1
Boston Financial District 1BR | Walk to anything!

9. Lux 2br in the Heart of FIDI!

Lux 2br in the Heart of FIDI!
Downtown Boston
9.0 out of 10, Wonderful, (6 reviews)
"Very clean and centrally located to shopping, eating and historical sites. The check in and out process is super easy. The host was very prompt when answering my messages. We would definitely stay here again."
United States
Raymalyn M.
The price is CA $146
CA $437 total
includes taxes & fees
Nov 10 - Nov 11
Lux 2br in the Heart of FIDI!

10. Stay in comfort and style! Encore Private Suite + Free parking! Close to Boston!

Stay in comfort and style! Encore Private Suite + Free parking! Close to Boston!
Everett
9.4 out of 10, Exceptional, (20 reviews)
"We enjoyed our stay in Everett. Everything was clean and tidy when we arrived and the only small problem we had with a lock was quickly handled by the landlord. We enjoyed the area and tried several restaurants a quick walk away."
United States
Carolyn C.
The price is CA $227
CA $436 total
includes taxes & fees
Nov 24 - Nov 25
Stay in comfort and style! Encore Private Suite + Free parking! Close to Boston!

11. Big Bright Windows with great views of the city - Centrally located. Walk anywhere, MBTA nearby.

Big Bright Windows with great views of the city - Centrally located. Walk anywhere, MBTA nearby.
Downtown Boston
7.8 out of 10, Good, (17 reviews)
"Lovely clean apartment in a great area. It was with in walking distance to everything we wanted to see The host was fantastic- very responsive; accommodated all our requests. Highly recommend it! "
United States
Rimma Z.
The price is CA $146
CA $437 total
includes taxes & fees
Dec 1 - Dec 2
Big Bright Windows with great views of the city - Centrally located. Walk anywhere, MBTA nearby.

12. Newly renovated! Laundry in Building - Keyless entry - Perfect for Business or Medical Tourism

Newly renovated! Laundry in Building - Keyless entry - Perfect for Business or Medical Tourism
Downtown Boston
8.6 out of 10, Excellent, (7 reviews)
"Great location and super easy access"
United States
Niko N.
The price is CA $146
CA $437 total
includes taxes & fees
Nov 9 - Nov 10
Newly renovated! Laundry in Building - Keyless entry - Perfect for Business or Medical Tourism

13. Stunning Back Bay Studio Apartment

Stunning Back Bay Studio Apartment
Back Bay
9.0 out of 10, Wonderful, (24 reviews)
"Great location."
United States
Chloe
The price is CA $100
CA $288 total
includes taxes & fees
Nov 18 - Nov 19
Stunning Back Bay Studio Apartment

14. Warr15-1/1 · Comfy 1br, Minutes to Boston Common, 99 Walk score

Warr15-1/1 · Comfy 1br, Minutes to Boston Common, 99 Walk score
Bay Village
9.2 out of 10, Wonderful, (5 reviews)
"The space was immaculately clean and adequately furnished. The location was great, right off of the Tufts Medical Center Subway stop. The host was friendly, communicative, and quick to reply back. The bed was a bit creaky, and the wall ac units were loud for myself but not for my friend (who is accustomed to sleeping with white noise), just fyi. Otherwise, an excellent choice of stay!"
United States
Nina C.
The price is CA $108
CA $332 total
includes taxes & fees
Dec 2 - Dec 3
Warr15-1/1 · Comfy 1br, Minutes to Boston Common, 99 Walk score

15. Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
7.8 out of 10, Good, (21 reviews)
"Good location and space for the price relative to other options. Functional, but dated property that is clean and meet up with host representative for key hand off was accommodating of a late arrival."
United States
Gary
The price is CA $154
CA $375 total
includes taxes & fees
Nov 8 - Nov 9
Cozy Studio Steps from Boston Common and Theaters

16. Charming 1 Bedroom | Newbury Street

Charming 1 Bedroom | Newbury Street
Back Bay
10.0 out of 10, Exceptional, (1 review)
"There are a few stairs to climb to get to the condo so just be prepared. It's in a great location. Easy to get to bars, shopping, restaurants etc."
United States
Lynette B.
The price is CA $130
CA $354 total
includes taxes & fees
Nov 24 - Nov 25
Charming 1 Bedroom | Newbury Street

17. Enjoyable 2-bedroom lower level apartment in charming Lynn

Enjoyable 2-bedroom lower level apartment in charming Lynn
Lynn
9.2 out of 10, Wonderful, (35 reviews)
"Very clean, great location between Salem and Boston, great touch done space for a busy vacation."
United States
Rachael R.
The price is CA $163
CA $302 total
includes taxes & fees
Nov 9 - Nov 10
Enjoyable 2-bedroom lower level apartment in charming Lynn

18. Modern Studio | South End

Modern Studio | South End
Back Bay
10.0 out of 10, Exceptional, (2 reviews)
"Amazing stay in the best location! Would recommend and stay here again!!"
United States
Kaylee P.
The price is CA $100
CA $270 total
includes taxes & fees
Nov 16 - Nov 17
Modern Studio | South End

19. Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.6 out of 10, Excellent, (39 reviews)
"Great spot to stay when visiting Fenway."
United States
Jay G.
The price is CA $133
CA $289 total
includes taxes & fees
Nov 18 - Nov 19
Free Parking at 1 Bed Basement Apt, Near BU & MIT

20. Stellar South End Studio

Stellar South End Studio
Back Bay
9.4 out of 10, Exceptional, (6 reviews)
"The room was clean and quiet."
United States
Beth
The price is CA $112
CA $305 total
includes taxes & fees
Nov 18 - Nov 19
Stellar South End Studio
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.

Learn more about Winthrop

This coastal gem offers spectacular Boston skyline views from Deer Island and Belle Isle Marsh Reservation. Enjoy fresh seafood at waterfront restaurants or relax on Winthrop Beach when summer temperatures rise.

A coastal town with a prominent lighthouse on a hill, surrounded by houses and greenery.

Frequently Asked Questions

What's it like to stay at an apartment in Winthrop?

You'll find 9 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 Fenway Park and Faneuil Hall Marketplace.

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 favorite apartments in the area: Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches: Located in Winthrop, 0.6 mi/1 km from the heart of Winthrop. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available 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. Maverick Suites at 28 Fenway: Located in Boston, 6 mi/9.6 km away. Includes free WiFi and Smart TVs. Onsite laundry facilities and concierge services are on site. Furnished Apartment Near Longwood : Located 7.3 mi/11.7 km away in Brookline. Amenities include free WiFi. Access to onsite parking is available on site. Curated Designer Retreat • Pool • Gym • Dining: Located in Everett, 3.6 mi/5.8 km from Winthrop. Includes a private pool, free WiFi, and separate dining areas. Access to a game room is available on site.

How many apartments can I expect to find in Winthrop?

Expedia has 9 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. Winthrop Beach and Donovan Beach are a couple of lovely local spots to get outside and enjoy nature. Fenway Park and Faneuil Hall Marketplace 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.

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