Winthrop Vacation Rentals

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Vacation Rentals in Winthrop

Lobby lounge
Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very Good, (409)
"Decent place"
The price is P13,505
P22,733 total
includes taxes & fees
May 27 - May 28
Global Luxury Suites Downtown Boston
Courtyard
HYATT house Boston/Burlington
3.0 star property
9.2 out of 10, Wonderful, (2203)
"Excellent! All around from front desk to kitchen … 10"
The price is P9,999
P11,169 total
includes taxes & fees
Jun 15 - Jun 16
HYATT house Boston/Burlington
Living area
28 Fenway
2.0 star property
9.6 out of 10, Exceptional, (48)
"Cozy accommodations close to Back Bay and Fenway. A little too cozy for a couple - better for a solo leisure stay (no desk or working space). Rooms in pics look bigger than what it actually is. Garden level rooms will be a bit noisy. Excellent location and spotless and good security. "
28 Fenway
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Desk, iron/ironing board, free WiFi, bed sheets
Temple Place Suites
2.5 star property
6.8 out of 10, (81)
"Property was excellent, right outside were too many bums I had to walk by in order to get there"
The price is P7,884
P12,227 total
includes taxes & fees
Jun 2 - Jun 3
Temple Place Suites
Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites
2.0 star property
6.2 out of 10, (54)
"For the price, this little gem of a room was perfect for my daughter and I wanting to just spend a few days exploring Boston on foot. "
Bay Village Suites
Interior
Sonder 907 Main
4.0 star property
8.2 out of 10, Very Good, (333)
"2.5km Walk to Fenway, lost of shopping and dining near by, the best is that each room has individual wifi! So no sharing. Very safe area around MIT "
The price is P18,780
P21,776 total
includes taxes & fees
Jun 8 - Jun 9
Sonder 907 Main
Property grounds
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (825)
"Our quick one night stay was great! Dana was very helpful at check in- a map of all the walkable restaurants for dinner and a recommendation for breakfast. The room was clean and the bed was comfortable. Would definitely stay here again."
The price is P10,287
P11,490 total
includes taxes & fees
May 27 - May 28
Crescent Suites Hotel
Exterior
No. 284 powered by Sonder
4.0 star property
9.4 out of 10, Exceptional, (777)
"Quiet at night yet just one block away from Newbury street with many restaurants, coffee shops and shopping."
The price is P17,707
P20,886 total
includes taxes & fees
Jun 7 - Jun 8
No. 284 powered by Sonder
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village
2.0 star property
6.2 out of 10, (78)
"I recently stayed at a hotel in Boston with a bay view. The location of the hotel was great, and it was easy to communicate with the staff. However, I found that the building and room were starting to look tired and could use some updating. On the positive side, there were plenty of things to do in the area, and the check-in process was smooth. Overall, the hotel's location and communication were excellent, but improvements could be made in terms of the building and room condition."
Premier Suites - Bay Village
Rooftop terrace
Global Luxury Suites East Boston
4.0 star property
7.0 out of 10, Good, (85)
" It was very important that I called a week ahead to pay for parking and to make sure a lockbox was ready for us when we arrived after midnight when no one was at the main desk. I had to call again before we got on the plane for our lock box code. It was close to the subway entrance. The pool was in a different building and it was closed for maintenance. The main reason I picked this location was the pool for our son, he was very disappointed."
The price is P13,505
P22,130 total
includes taxes & fees
May 27 - May 28
Global Luxury Suites East Boston
Exterior
245 Newbury St
2.0 star property
8.0 out of 10, Very Good, (78)
"Great location, no frill accommodations but it has all the basics. We come to Boston regularly, and you aren’t going to find a better location. If you are looking for an upscale place to stay, this isn’t it. But if you are looking for a clean, nice place with a great location, this is it. "
The price is P13,120
P20,374 total
includes taxes & fees
May 28 - May 29
245 Newbury St
Iron/ironing board, free WiFi
400 Columbus Avenue
2.0 star property
7.6 out of 10, Good, (52)
"I'm giving this a five-star rating based on the value for the money, not because it is a five-star hotel. It was much less than anything else I could find and it served the purpose. It was clean, had the basic amenities (bed, shower, kitchenette, and Wifi), and is walking distance to restaurants. Given the walkability of Boston, it's not that far from anything. I had a conference at the Harvard Medical School and often walked, sometimes taking an Uber when in a rush (about 1.5 miles)....
The price is P10,689
P17,572 total
includes taxes & fees
Jun 3 - Jun 4
400 Columbus Avenue
Front of property
89 Marion
2.0 star property
8.2 out of 10, Very Good, (132)
"Good property in great walkable neighborhood. A little noise from the upstairs people on the floors but all manageable. Highly recommend."
The price is P10,689
P17,075 total
includes taxes & fees
May 20 - May 21
89 Marion
Front of property
40 Temple St
2.0 star property
7.8 out of 10, Good, (55)
"Excellent stay in a convenient part of town. Love that everything was online and easy from booking, to checkin, property entry codes to checkout. Will stay again!"
The price is P11,164
P18,125 total
includes taxes & fees
May 25 - May 26
40 Temple St
Living area
Sonder at Pierce Boston
4.0 star property
8.8 out of 10, Excellent, (171)
"The Pierce was awesome! Beautiful views from the room, great location to go see a Sox game, super clean and great staff!!! I can’t say enough good things about it, if I go back to Boston, this is where I’m staying no question. "
The price is P26,711
P31,506 total
includes taxes & fees
May 20 - May 21
Sonder at Pierce Boston
Premium bedding, desk, iron/ironing board, free WiFi
Charlesgate Suites
3.5 star property
9.6 out of 10, Exceptional, (143)
"Great location, walking distance to Fenway. Very pleasant experience, would highly recommend."
Charlesgate Suites
1 bedroom, individually decorated, individually furnished
Sonder The Magnolia
3.5 star property
9.0 out of 10, Wonderful, (32)
"The room/unit we were in was above shake shack so you could here the music and noise from the restaurant. Location was great for us though it was Midway between fenway and Boston common in back bay. We took the free logan express bus to back bay and the room was 1 block away. Only $3 to go back to the airport. "
The price is P26,723
P31,519 total
includes taxes & fees
May 28 - May 29
Sonder The Magnolia
Individually decorated, individually furnished, iron/ironing board
Sonder The Hancock
3.5 star property
8.0 out of 10, Very Good, (66)
"Building and street were perfect ! Check in was super easy, "
The price is P22,109
P26,077 total
includes taxes & fees
May 19 - May 20
Sonder The Hancock
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See all available properties in Winthrop
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.

Other types of properties in Winthrop you may be interested in

Exterior
Omni Boston Hotel at the Seaport
4.5 star property
9.0 out of 10, Wonderful, (2051)
"The staff was friendly. Our room was super clean, comfy, and had a great view of the city. I loved the floor to ceiling windows. "
The price is P10,551
P13,959 total
includes taxes & fees
May 27 - May 28
Omni Boston Hotel at the Seaport
Interior detail
The Dagny Boston
4.0 star property
9.2 out of 10, Wonderful, (3511)
"I had travel issues getting to the hotel, but the team looked after my son who was meeting me there. I cannot thank the team enough for that! Great service and lovely room."
The price is P11,834
P15,453 total
includes taxes & fees
May 27 - May 28
The Dagny Boston
Desk, laptop workspace, blackout drapes, iron/ironing board
Four Points by Sheraton Boston Newton
3.5 star property
8.2 out of 10, Very Good, (2037)
"Room was very hot, despite our thermostat being set to 60 degrees AC. Smelled like someone smoked in the room prior to us. "
The price is P7,036
P7,859 total
includes taxes & fees
May 27 - May 28
Four Points by Sheraton Boston Newton
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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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.

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?

Winthrop Beach and Massachusetts Bay 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 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.

Recent reviews of Winthrop properties
Expedia verified reviews