Winthrop Holiday Rentals

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Holiday Rentals in Winthrop

Our top choices for Winthrop holiday rentals

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. "
The price is NZ$409
includes taxes & fees
22 Sept - 23 Sept
Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches

Temple Place Suites

2.5 star property
7.0 out of 10, Good, (268)
"Very convenient place to stay, near transportation and waking distance to historic points and shopping. "
The price is NZ$297
includes taxes & fees
21 Sept - 22 Sept
Temple Place Suites

Premier Suites - Bay Village

2.0 star property
6.2 out of 10, (216)
"Great stay and close to my monthly event site so I hope to come back again."
The price is NZ$503
includes taxes & fees
15 Oct - 16 Oct
Premier Suites - Bay Village

Bay Village Suites

2.0 star property
6.4 out of 10, (214)
"Affordable and within walking distance of major locations!"
Bay Village Suites

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very good, (599)
"This unit and location was perfect for my trip! Super close to many of the attractions that we wanted to visit. "
Global Luxury Suites Downtown Boston

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (1083)
"The room was very clean and much bigger than we thought for the price! Would definitely stay here again. "
Crescent Suites Hotel

Maverick Suites at 28 Fenway

3.0 star property
8.8 out of 10, Excellent, (276)
"Great location"
The price is NZ$421
includes taxes & fees
23 Sept - 24 Sept
Maverick Suites at 28 Fenway

907 Main Hotel Central Square, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very good, (522)
"Great hotel!"
The price is NZ$509
includes taxes & fees
21 Sept - 22 Sept
907 Main Hotel Central Square, Sonder by Marriott Bonvoy

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very good, (253)
"I liked the location very much! "
The price is NZ$444
includes taxes & fees
15 Oct - 16 Oct
Maverick Suites at 89 Marion

The Chester Hotel

4.0 star property
9.0 out of 10, Wonderful, (20)
"Great place to stay in Boston and near colleges."
The price is NZ$622
includes taxes & fees
23 Sept - 24 Sept
The Chester Hotel

Maverick Suites at 40 Temple St

2.0 star property
7.4 out of 10, Good, (93)
"Great location "
The price is NZ$527
includes taxes & fees
21 Oct - 22 Oct
Maverick Suites at 40 Temple St

Maverick Suites at 245 Newbury St

2.0 star property
8.2 out of 10, Very good, (142)
"Clean. Great location. "
The price is NZ$562
includes taxes & fees
20 Oct - 21 Oct
Maverick Suites at 245 Newbury St

Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

3.5 star property
8.8 out of 10, Excellent, (70)
"Great place , size of the apartment , very clean"
The price is NZ$631
includes taxes & fees
20 Oct - 21 Oct
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

The Monty Boston

2.5 star property
9.6 out of 10, Exceptional, (20)
"Everything was great to live in this place! Very spacious and convenient."
The price is NZ$1,493
includes taxes & fees
30 Sept - 1 Oct
The Monty Boston

Global Luxury Suites East Boston

4.0 star property
7.0 out of 10, Good, (163)
"All was great, the appartement itself, the location and not the least the use of the gym, dundeck and pool. Really a great place to enjoy Boston!"
The price is NZ$795
includes taxes & fees
12 Oct - 13 Oct
Global Luxury Suites East Boston

Charlesgate Suites

3.5 star property
9.4 out of 10, Exceptional, (187)
"Awesome property, conveniently located near everything, especially Fenway. Definitely will stay here again. "
The price is NZ$765
includes taxes & fees
22 Sept - 23 Sept
Charlesgate Suites

No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

4.0 star property
9.4 out of 10, Exceptional, (935)
"The property was awesome, well located, not far to jump on trains etc Close to MGM musical hall, which was the reason for our trip. Would 100% recommend this property if your looking for a nice peaceful area but close enough to all the popular touristy areas. Loved our stay, thank you "
The price is NZ$574
includes taxes & fees
21 Sept - 22 Sept
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

Maverick Suites at 402 Columbus Ave

2.5 star property
7.8 out of 10, Good, (60)
"Easy to walk to and from T stations near by. Decently priced and was overall a great place to stay!"
The price is NZ$385
includes taxes & fees
19 Oct - 20 Oct
Maverick Suites at 402 Columbus Ave

Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

4.0 star property
8.8 out of 10, Excellent, (267)
"Check in staff was amazing! Love the apartment and location!"
The price is NZ$576
includes taxes & fees
23 Sept - 24 Sept
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

Maverick Suites at 400 Columbus Ave

2.0 star property
7.4 out of 10, Good, (120)
"Great place to stay with close proximity to the city "
The price is NZ$447
includes taxes & fees
19 Oct - 20 Oct
Maverick Suites at 400 Columbus Ave
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

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, 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 NZ$297 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.