Holiday Rentals in Winthrop

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Holiday Rentals in Winthrop

Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches
9.0 out of 10, Wonderful, (2)
"Great location and wonderful hosts! Would definitely recommend to anyone staying in the Boston area. "
Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
10.0 out of 10, Exceptional, (51)
"Felt like home! Perfect location. Convenient to the city and to the beaches. "
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Fun houseboat. Walk to Boston attractions WIFI
9.8 out of 10, Exceptional, (84)
"Great communication and location "
The price is €433
includes taxes & fees
11 Nov - 12 Nov
Fun houseboat. Walk to Boston attractions WIFI
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
9.8 out of 10, Exceptional, (197)
"We were there for our daughter's graduation and the location was perfect - short uber from Logan and quick trips to Cambridge. would defintely do it again."
The price is €474
includes taxes & fees
16 Nov - 17 Nov
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Bay Village Suites
2.0 star property
6.4 out of 10, (233)
"Great location nice neighborhood "
Bay Village Suites
Temple Place Suites
2.5 star property
7.0 out of 10, Good, (287)
"Very convenient place to stay, near transportation and waking distance to historic points and shopping. "
The price is €160
includes taxes & fees
5 Nov - 6 Nov
Temple Place Suites
Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very good, (149)
"Clean. Bed super comfortable, easy walk to Fenway, restaurants, subway, shops, library"
The price is €218
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 245 Newbury St
Maverick Suites at 402 Columbus Ave
2.5 star property
8.0 out of 10, Very good, (63)
"Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. "
The price is €176
includes taxes & fees
10 Nov - 11 Nov
Maverick Suites at 402 Columbus Ave
Maverick Suites at 40 Temple St
2.0 star property
7.4 out of 10, Good, (97)
"Great location "
The price is €212
includes taxes & fees
16 Nov - 17 Nov
Maverick Suites at 40 Temple St
Premier Suites - Bay Village
2.0 star property
6.4 out of 10, (231)
"Clean room, good location, check in check out easily!"
The price is €194
includes taxes & fees
2 Nov - 3 Nov
Premier Suites - Bay Village
The Chester Hotel
4.0 star property
8.6 out of 10, Excellent, (24)
"The property was spacious and clean. We enjoyed our stay!"
The price is €329
includes taxes & fees
5 Nov - 6 Nov
The Chester Hotel
Prime Central 1brm in North End Boston
9.4 out of 10, Exceptional, (23)
"Great location near the Old North Church and the Freedom Trail. Only a couple of blocks from the harbor. The host is very responsive and accommodating. "
The price is €381
includes taxes & fees
15 Nov - 16 Nov
Prime Central 1brm in North End Boston
The Alyx at EchelonSeaport-715
4.0 star property
The Alyx at EchelonSeaport-715
Best Location Studio In Downtown Boston
10.0 out of 10, Exceptional, (1)
"In town to celebrate a special event."
The price is €244
includes taxes & fees
11 Nov - 12 Nov
Best Location Studio In Downtown Boston
Maverick Suites at 28 Fenway
3.0 star property
8.8 out of 10, Excellent, (300)
"great location"
The price is €198
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 28 Fenway
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
10.0 out of 10, Exceptional, (68)
"I was beyond impressed with my stay here in Marblehead! As a solo traveler, I felt safe in this Vrbo property. Everything was beyond clean, access was easy, and having a dedicated parking spot was amazing. It was the perfect place to stay!"
The price is €226
includes taxes & fees
11 Nov - 12 Nov
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
The Chester: Penthouse One Bedroom
2.0 star property
10.0 out of 10, Exceptional, (2)
"Absolutely loved my stay. Great location, beautiful place. Clean and bright. We will be back!"
The price is €372
includes taxes & fees
3 Nov - 4 Nov
The Chester: Penthouse One Bedroom
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway
4.0 star property
8.8 out of 10, Excellent, (271)
"Easy check in and clean property with in unit laundry"
The price is €190
includes taxes & fees
10 Nov - 11 Nov
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway
Maverick Suites at 89 Marion
2.0 star property
8.4 out of 10, Very good, (260)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
The price is €188
includes taxes & fees
13 Nov - 14 Nov
Maverick Suites at 89 Marion
Modern North End Studio
9.2 out of 10, Wonderful, (7)
"Really cute, clean, and awesome location!"
The price is €376
includes taxes & fees
3 Nov - 4 Nov
Modern North 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.
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Top Winthrop Hotel Reviews

Find out more about Winthrop

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 €160 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?

Casa Castor • Private Room 1: This holiday home rental outside of Winthrop has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge to make your meal-planning easier.

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?

Boston Harbor Islands State Park and Winthrop Beach 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.