Winthrop Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Winthrop

Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
9.8 out of 10, Exceptional, 30 reviews
"Great location"
The price is CA $328
CA $592 total
includes taxes & fees
Jun 25 - Jun 26
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Temple Place Suites
2.5 star property
6.8 out of 10, 92 reviews
"Easily understood instructions for access to building and room. Great location. Bathrooms were not always clean. No windows in room. Good value for price"
The price is CA $147
CA $244 total
includes taxes & fees
Jun 19 - Jun 20
Temple Place Suites
Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very good, 425 reviews
"Close to good food and short walks to everywhere we wanted to go. Room seemed recently "Renoed". "
The price is CA $323
CA $543 total
includes taxes & fees
Jun 30 - Jul 1
Global Luxury Suites Downtown Boston
HYATT house Boston/Burlington
3.0 star property
9.2 out of 10, Wonderful, 2,224 reviews
"Roads around the property are in terrible shape, lots of filled in pot holes."
The price is CA $221
CA $247 total
includes taxes & fees
Jul 5 - Jul 6
HYATT house Boston/Burlington
Sonder 907 Main
4.0 star property
8.0 out of 10, Very good, 344 reviews
"Nice kettle and fragrant soap"
The price is CA $255
CA $295 total
includes taxes & fees
Jul 2 - Jul 3
Sonder 907 Main
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, 835 reviews
"We only stayed one night but would absolutely book this place again. Rooms are spacious and clean. Dana is professional and friendly. Highly recommend the Crescent hotel "
The price is CA $246
CA $275 total
includes taxes & fees
Jun 30 - Jul 1
Crescent Suites Hotel
No. 284 powered by Sonder
4.0 star property
9.4 out of 10, Exceptional, 791 reviews
"Location, location and location! The best location. The only cons were the hallway carpets were very dirty and the recycle/ trash trucks were coming every early morning to the alley to pick up the trash/ recyclables and it was so loud, even closed windows were not helping."
The price is CA $272
CA $321 total
includes taxes & fees
Jul 1 - Jul 2
No. 284 powered by Sonder
Bay Village Suites
2.0 star property
6.2 out of 10, 65 reviews
"Location great. "
Bay Village Suites
Premier Suites - Bay Village
2.0 star property
6.0 out of 10, 88 reviews
"Close to downtown very easy to get around."
Premier Suites - Bay Village
89 Marion
2.0 star property
8.4 out of 10, Very good, 142 reviews
"No complaints about the accommodation, but assessing a so-called, and exorbitant, "property fee" for one night is outrageous. There was no explanation for what this covers. It amounts to a nuisance fee, and unless it is done away with, I won't be staying here again. "
The price is CA $184
CA $328 total
includes taxes & fees
Jun 18 - Jun 19
89 Marion
Maverick Suites at 28 Fenway
2.0 star property
9.4 out of 10, Exceptional, 58 reviews
"All was great. "
The price is CA $202
CA $367 total
includes taxes & fees
Jun 18 - Jun 19
Maverick Suites at 28 Fenway
Sonder at Pierce Boston
4.0 star property
8.8 out of 10, Excellent, 180 reviews
"Staff was great."
The price is CA $408
CA $482 total
includes taxes & fees
Jul 1 - Jul 2
Sonder at Pierce Boston
Maverick Suites at 400 Columbus Ave
2.0 star property
7.4 out of 10, Good, 66 reviews
"We enjoyed our stay!"
The price is CA $255
CA $420 total
includes taxes & fees
Jun 19 - Jun 20
Maverick Suites at 400 Columbus Ave
Maverick Suites at 245 Newbury St
2.0 star property
8.0 out of 10, Very good, 85 reviews
"Loved this unique stay. The sink is a bit small for women with toiletries. No full-length mirror. But hard to beat this great location. Wonderful stay in this little spot. "
The price is CA $338
CA $515 total
includes taxes & fees
Jun 19 - Jun 20
Maverick Suites at 245 Newbury St
Global Luxury Suites East Boston
4.0 star property
6.8 out of 10, 91 reviews
"Location "
The price is CA $336
CA $544 total
includes taxes & fees
Jun 26 - Jun 27
Global Luxury Suites East Boston
Maverick Suites at 40 Temple St
2.0 star property
7.8 out of 10, Good, 56 reviews
"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 CA $338
CA $515 total
includes taxes & fees
Jun 18 - Jun 19
Maverick Suites at 40 Temple St
Sonder The Hancock
3.5 star property
8.0 out of 10, Very good, 68 reviews
"Nice property "
The price is CA $308
CA $363 total
includes taxes & fees
Jul 7 - Jul 8
Sonder The Hancock
Sonder The Magnolia
3.5 star property
9.2 out of 10, Wonderful, 35 reviews
"The location is excellent, close to everything you need. The windows are highly effective at blocking out noise from the busy street. As advertised, there is no elevator and no stove, but the air fryer provided is very convenient. The space is clean and quiet, with a good shower and a comfortable bed. The hallway luggage lockers were a lifesaver. What could be improved: - A full-length mirror or one in the hallway would be beneficial. - Providing communal-size body lotion, similar to the...
The price is CA $387
CA $456 total
includes taxes & fees
Jul 7 - Jul 8
Sonder The Magnolia
Beautiful Retreat close to Downtown Boston. Pets friendly.
9.8 out of 10, Exceptional, 85 reviews
"With the traffic in Boston, you can't hardly beat the location. We loved the ease of driving to get to anywhere. Wifi signal was a bit poor in places and we weren't sure what the extra keys were for, but it was a great place to stay!"
The price is CA $196
CA $474 total
includes taxes & fees
Jul 9 - Jul 10
Beautiful Retreat close to Downtown Boston. Pets friendly.
Beautiful, Cozy Ultra Convenient Salem Home
9.4 out of 10, Exceptional, 11 reviews
"Loved the home - it felt like being home at the end of a long day shopping and doing many things in town. Clean! Just wish the towels were ready and set in the bathrooms and instructions left on what to do with used towels and if the garbage should have been taken out. Basement was stinky. Other than that, wonderful place and setup - sooooo close to town and convenient!"
The price is CA $391
CA $632 total
includes taxes & fees
Jun 23 - Jun 24
Beautiful, Cozy Ultra Convenient Salem Home
Don't see what you're looking for?
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.

Winthrop Vacation Rental Travel Info

Number of vacation rentals
75
Popular accommodation
Winthrop private vacation homes
Known landmarks
New England Aquarium, Boston Museum of Fine Arts and Museum of Science
International airport
Boston, MA (BOS-Logan Intl.)

Other types of properties in Winthrop you may be interested in

Omni Boston Hotel at the Seaport
4.5 star property
9.0 out of 10, Wonderful, 2,194 reviews
"Loved this hotel! Staff were awesome! So many staff. Also used spa and ate at the Sporting Club (which was also great except for the runner who slammed our food down in the wrong places without a care). Looking forward to trying more Omni hotels in the future. "
The price is CA $308
CA $406 total
includes taxes & fees
Jul 6 - Jul 7
Omni Boston Hotel at the Seaport
Omni Parker House
4.0 star property
8.8 out of 10, Excellent, 2,701 reviews
"This hotel was right in the heart of Boston. The Freedom Trail is right out the door. We enjoyed our stay so much and look forward to staying there again when we visit Boston! So many restaurants, bars and shopping right by Hotel!"
The price is CA $250
CA $339 total
includes taxes & fees
Jul 4 - Jul 5
Omni Parker House
The Revolution Hotel
3.5 star property
8.6 out of 10, Excellent, 1,565 reviews
"Such a fun and unique hotel! Great staff, super clean, really good location. The bathrooms were great as well, very clean. Only thing that disappointed was the wifi was really slow in our corner room. "
The price is CA $219
CA $255 total
includes taxes & fees
Jun 30 - Jul 1
The Revolution Hotel
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.

Everything you need to know about Winthrop vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winthrop vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winthrop vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winthrop vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winthrop. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winthrop vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winthrop vacation rentals we have selected for you start as low as CA $147 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winthrop rentals

At Expedia, we put the best Winthrop vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winthrop rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winthrop vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winthrop. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs: This vacation home rental near Winthrop is located in the city center and has a garden, a barbecue grill, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Winthrop?

With 6 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 Winthrop Shore Reservation are a couple of lovely local spots to get outside and enjoy nature. Other popular places to visit in the area include TD Garden and Fenway Park.

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