Search Holiday Rentals in Winthrop

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Top Holiday Rentals in Winthrop

Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
9.8 out of 10, Exceptional, (30)
"Great location"
The price is £333
per night
8 May - 9 May
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
HYATT house Boston/Burlington
3.0 star property
9.2 out of 10, Wonderful, (2195)
"Everything was good"
The price is £148
per night
10 May - 11 May
HYATT house Boston/Burlington
28 Fenway
2.0 star property
9.6 out of 10, Exceptional, (39)
"Great Location & I personally enjoy the fact that is a private residence. 👍 "
28 Fenway
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Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very good, (402)
"Very spacious and clean. Great location, very walkable. Parking lot across the street available with in and out parking (use spot hero app). Good dining options for local Chinese/asian cuisine."
The price is £327
per night
6 May - 7 May
Global Luxury Suites Downtown Boston
Temple Place Suites
2.5 star property
6.8 out of 10, (79)
"Nice size room, easy check in process and check out process was easy and secure "
The price is £189
per night
13 May - 14 May
Temple Place Suites
Bay Village Suites
2.0 star property
6.2 out of 10, (53)
"Location great. "
Bay Village Suites
Sonder 907 Main
4.0 star property
8.2 out of 10, Very good, (330)
"Great little hotel in beautiful and vibrant Cambridge area. Great restaurants and breakfast places around and if you like to walk like we do, not so bad to downtown. Room was beautifully designed and bed soo comfortable. Hotel doesn’t provide cleaning every day but not a problem for us. Will stay here if I’m Boston again."
The price is £269
per night
26 May - 27 May
Sonder 907 Main
No. 284 powered by Sonder
4.0 star property
9.4 out of 10, Exceptional, (774)
"Quiet at night yet just one block away from Newbury street with many restaurants, coffee shops and shopping."
The price is £239
per night
27 May - 28 May
No. 284 powered by Sonder
Premier Suites - Bay Village
2.0 star property
6.2 out of 10, (70)
"Overall a great stay! We were in a Cortes Street property, which was a plus and minus. Plus: beautiful area, close to public transit, reasonably priced, cool old building. Minus: old building that is slanted all over the place inside (the stairs slant one way, the room a different way), closed windows weren’t actually closed due to the old frames, and the rooms are dominated by the large bed, which while very comfortable, in our room prevented the bathroom from opening all the way, giving you...
Premier Suites - Bay Village
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (820)
"I had a lovely suite overlooking the woods and the Charles River, where there is a lovely path for walking. I was surprised when I was told there was a full kitchen in the room, and discovered a living room, as well. I was only there for a night, but that would be a big perk if I was staying longer. The room and bathroom were clean. "
The price is £144
per night
4 May - 5 May
Crescent Suites Hotel
Global Luxury Suites East Boston
4.0 star property
7.0 out of 10, Good, (83)
" 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 £310
per night
5 May - 6 May
Global Luxury Suites East Boston
245 Newbury St
2.0 star property
8.0 out of 10, Very good, (73)
"Great location for walking Newbury. "
The price is £228
per night
3 May - 4 May
245 Newbury St
Sonder at Pierce Boston
4.0 star property
8.8 out of 10, Excellent, (169)
"Very nice "
The price is £423
per night
7 May - 8 May
Sonder at Pierce Boston
40 Temple St
2.0 star property
8.0 out of 10, Very good, (51)
"Nice place, good location, easy to reach out for assistance. The lock didn’t work as the instructions stated and our fridge didn’t work, They resolved both the issues during our stay."
The price is £228
per night
3 May - 4 May
40 Temple St
89 Marion
2.0 star property
8.2 out of 10, Very good, (130)
"Good property in great walkable neighborhood. A little noise from the upstairs people on the floors but all manageable. Highly recommend."
The price is £195
per night
13 May - 14 May
89 Marion
Beautiful, Cozy Ultra Convenient Salem Home
10.0 out of 10, Exceptional, (5)
"Nice private and quiet location with plenty of sleeping spaces and locations to be together. Short distance to down town and the commuter train."
The price is £252
per night
6 May - 7 May
Beautiful, Cozy Ultra Convenient Salem Home
Beautiful Retreat close to Downtown Boston. Pets friendly.
9.8 out of 10, Exceptional, (80)
"Very clean, cute place. Area is a bit off main roads/hard to find food around - plan ahead"
The price is £278
per night
21 May - 22 May
Beautiful Retreat close to Downtown Boston. Pets friendly.
400 Columbus Avenue
2.0 star property
7.6 out of 10, Good, (51)
"Close to center, quiet area"
The price is £201
per night
5 May - 6 May
400 Columbus Avenue
Charlesgate Suites
3.5 star property
9.6 out of 10, Exceptional, (142)
"We had an excellent stay, it was nice and clean. The location was amazing. The service had some slight hiccups with communication but overall very good and helpful when needed. It did get warm in the room at times because the AC couldn’t stay at a certain temperature consistently, but not to a point where it was uncomfortable. Would definitely recommend and would come back if we ever visit Boston again."
Charlesgate Suites
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi
9.6 out of 10, Exceptional, (124)
"It was everything we thought as far as location in the boat itself, but the exterior of the boat was in need of a cleaning the bathtowels. What didn't you and mildew smelling the betting was tingy. And a little smelly, but overall, the place was clean in general. And had everything you'd want or need."
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi
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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.

Winthrop Holiday Rental Travel Info

Number of holiday rentals
75
Popular accommodation
Winthrop private holiday 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, (1999)
"Would stay again"
The price is £246
per night
3 May - 4 May
Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza
4.0 star property
8.4 out of 10, Very good, (3305)
"The girl who checked me in was very nice and helpful. Employees were all very nice. Bathroom was run down. Room was tiny. Location was good. Resort fee is beyond ridiculous and the reason I will look elsewhere next time. "
The price is £233
per night
27 May - 28 May
Hilton Boston Park Plaza
The Dagny Boston
4.0 star property
9.2 out of 10, Wonderful, (3432)
"Extremely courteous and attentive staff. Great location - walkable to so many attractions. Great design/decor/overall vibe."
The price is £202
per night
27 May - 28 May
The Dagny Boston
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winthrop holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winthrop holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winthrop holiday rentals we have selected for you start as low as £144 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 holiday 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 holiday.

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 holiday rental in Winthrop?

Yes, we give you a choice of holiday rentals where you'll be only 3.7 mi (6 km) from New England Aquarium, providing 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 cafés and waterfront during your trip.

What are some of the best holiday rentals that Winthrop has to offer?

Beautiful, Cozy Ultra Convenient Salem Home: This holiday home rental outside of Winthrop is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Winthrop?

With 4 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Winthrop?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winthrop. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip.

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