Winthrop Holiday Rentals from €138: Search Short-Term Rentals

Q: 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.

Check Winthrop holiday rental availability

Holiday Rentals in Winthrop

"My sister and I did a trip where we split a day in Boston and a day in Salem. This was a perfect place to stay for both. Frank was a lovely host who was very responsive and gave us a lot of good suggestions. We especially really enjoyed getting to use the balcony. My sister and I both said we would love to stay here again! "

includes taxes & fees

25 Nov - 26 Nov

"We enjoyed our stay. It was walkable to Chinatown. Very accessible to subway station. We liked that our room was on the top floor. "

includes taxes & fees

1 Dec - 2 Dec

Deluxe Studio Suite (2nd Floor - Unit 202) | Living area

"Everything good "

includes taxes & fees

23 Dec - 24 Dec

"Well managed and maintained. Clean and convenient. Breakfast of some sort would have been nice."

includes taxes & fees

2 Dec - 3 Dec

"It was located conveniently for shops and the park and the rooms and bedding were very clean. The cleaning staff kept on top of the communal bathrooms but the cleanliness would depend on the guests that used it in between the cleaning. The picture you see in the advert is not the rooms i looked at or stayed in. The rooms are a lots more worn with some dark decor and peeling wallpaper with worn carpeting in areas, not polished wood floors as seen in pictures. That said it is clean, fresh clean...

includes taxes & fees

8 Dec - 9 Dec

Desk, laptop workspace, free WiFi, bed sheets

"It was cosy and worth the bucks "

"Check in and out were both fast and easy thanks to the app. My only gripe is if you happen to be staying on the 4th floor like I did, be warned that there is a rooftop bar on the 5th floor so you’ll hear chairs pulling in and out until they close at midnight, followed by what I’m assuming is a garbage or mop bucket rolling around for a few hours after that. The patio from the adjoined restaurant Althea can get a little noisy as well, but it does die down around 10pm. "

includes taxes & fees

22 Dec - 23 Dec

"Fourth floor walk up, nice place. No front desk, all access information provided ahead of time. "

includes taxes & fees

25 Nov - 26 Nov

"My flight arrived 4 hours earlier than planned, so I got to the hotel before the check-in time. One staff member noticed I was struggling and kindly offered to help. She checked if a room was available and let me check in an hour early. The service was excellent, the neighborhood was safe, and I thoroughly enjoyed my stay. I would highly recommend this hotel and would be happy to stay here again!"

includes taxes & fees

26 Nov - 27 Nov

"Nice property, good sized and well furnished."

includes taxes & fees

17 Dec - 18 Dec

Iron/ironing board, free WiFi, bed sheets

"Great location, great communication. Perfect place to stay if you just need a place to sleep close to the train station. Expect it to be… rustic. Bring shower shoes for the shared bathroom. The bed was super comfortable. It’s a tiny space, but has everything you need if you’re not going to be in the room much. Overall, good experience. Just don’t go into it expecting the space to be perfect."

"Beacon Hill is a good central location and about 30 minutes walk to the Convention Center. There’s a Whole Foods nearby for groceries. My room was small but fine for one person. Check in and out was easy. My only complaint was that there was no way to adjust the fan speed on the climate control and it was noidy but this was not a dealbreaker. "

includes taxes & fees

1 Dec - 2 Dec

"Good stay. No problems. Just need to work on communication before the stay and maybe get a 24 hr desk. Lovely apartment though and very clean. Lovely neighbourhood and right by the pier. Would love to come back "

includes taxes & fees

28 Nov - 29 Nov

42-inch flat-screen TV with digital channels, TV, streaming services

"Loved the views for this place! Its close to everything. There is no parking so we just ubered and walked everywhere. It was nice and clean"

includes taxes & fees

23 Dec - 24 Dec

"Having to have cleaning of the room as an extra charge should be noted clearly for any future occupants. The unit is not close to any restaurant or store unless you want to walk 10 minutes to get there and carry anything back. It is not convenient to anything of note. Would not stay there again. It was clean but that's the best I could say for the property. "

includes taxes & fees

23 Dec - 24 Dec

"Easy transaction and super convenient"

includes taxes & fees

23 Dec - 24 Dec

"Overall the house was fine. The location was perfect (close to Salem, but the neighborhood was quiet) and the beds were super comfortable. My recommendations would be to have a tv in the first floor living area and tvs in the bedrooms as well. Also some kind of curtain or frosted glass in the upstairs bathroom for privacy, since it looks right out onto the Salem State fields."

includes taxes & fees

25 Nov - 26 Nov

"The location is awesome, you can walk to the USS Constitution and the ferry to the north end. Boat is very nice. The check in was amazing. Some advice- it is a steep step climb to the boat so pack accordingly (our heavy suitcases were a challenge but was workable…use duffles if you can (we were on the road for a while so this was on us). The only other thing to note is the stove does not work, we bought stuff to cook but it is just a microwave. Overall, awesome stay. "

"Great location, easy to get to and perfect little touches such as thick toilet paper, available toiletries, welcome snacks and very comfortable beds."

includes taxes & fees

26 Nov - 27 Nov

"Sensational location "

includes taxes & fees

18 Dec - 19 Dec

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"Excellent property with friendly and welcoming staff. We would definitely stay again!"

includes taxes & fees

20 Dec - 21 Dec

"I’ll start with the bad- laying in bed getting ready for bed and a mouse goes running across the floor. I notified front desk and was moved to another room. The good- the staff was friendly, the breakfast buffet was well stocked, and is centrally located to a lot of amenities. "

includes taxes & fees

8 Dec - 9 Dec

"I couldn’t be more impressed with the level of service. From the moment I arrived the front desk staff went above and beyond to make me feel welcome. Check-in was smooth and efficient. Throughout my stay, the entire staff always responded and assisted promptly and kindly. "

includes taxes & fees

25 Nov - 26 Nov

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 €138 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.

Recent reviews of Winthrop properties

5/5 Excellent

"Good "

A verified traveller stayed at Hampton Inn Boston - Logan Airport

Posted 2 days ago

5/5 Excellent

Comfortable and Accommodating

"Harborside was clean and perfect for my purposes. Comfortable and accommodating, the room served its function. Staff was friendly, knowledgeable, and personable. If you don't care about a view or vast amount of space, this hotel is perfect."

A verified traveller stayed at Harborside Inn Of Boston

Posted 2 days ago

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 5 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 Boston Harbor Islands State Park are a couple of lovely local spots to get outside and enjoy nature. Other popular places to visit in the area include Fenway Park and New England Aquarium.

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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Holiday Rentals in Winthrop

Check Winthrop holiday rental availability

Holiday Rentals in Winthrop

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Find out more about Winthrop

Recent reviews of Winthrop properties

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Frequently asked questions