Winthrop Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Winthrop

Temple Place Suites

2.5 star property
6.8 out of 10, (225)
"Great location. "
The price is AU$294
includes taxes & fees
29 June - 30 June
Temple Place Suites

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (212)
"Amazing stay, thank you!"
The price is AU$361
includes taxes & fees
1 July - 2 July
Maverick Suites at 28 Fenway

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (1014)
"Excellent hotel, with great rooms"
Crescent Suites Hotel

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very good, (559)
"Very clean, safe, and convenient. Beautiful accommodations."
Global Luxury Suites Downtown Boston

Premier Suites - Bay Village

2.0 star property
6.2 out of 10, (164)
"Excellent place, there is no noise and it is close to everything... I arrived at the place in the early morning and never saw anything out of the ordinary in the area so it is a quiet area."
The price is AU$360
includes taxes & fees
17 June - 18 June
Premier Suites - Bay Village

Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

4.0 star property
8.8 out of 10, Excellent, (243)
"The property was clean, and had all the amenities you could ask for such as coffee cups, iron, washer, dryer, dish soap, etc., The front desk was professional, and it was a very easy and fast check in. We loved the location as well, it was so close to everything!"
The price is AU$278
includes taxes & fees
3 July - 4 July
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

4.0 star property
9.4 out of 10, Exceptional, (905)
"Wonderful location and really lovely stay. Would stay again for sure. Staff were also very kind!"
The price is AU$297
includes taxes & fees
1 July - 2 July
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

3.5 star property
9.0 out of 10, Wonderful, (60)
"Great location, flexible check in and check out. "
The price is AU$339
includes taxes & fees
6 July - 7 July
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

907 Main Hotel Central Square, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very good, (488)
"Nice hotel"
The price is AU$356
includes taxes & fees
28 June - 29 June
907 Main Hotel Central Square, Sonder by Marriott Bonvoy

Maverick Suites at 400 Columbus Ave

2.0 star property
7.4 out of 10, Good, (112)
"Property is located in a very nice area. No frill, what they advertise, you get. "
The price is AU$478
includes taxes & fees
11 July - 12 July
Maverick Suites at 400 Columbus Ave

Bay Village Suites

2.0 star property
6.2 out of 10, (161)
"I appreciated having an affordable option not far from the Boston Commons. It was a small walk up with a shared bathroom but really turned out fine. "
The price is AU$322
includes taxes & fees
13 June - 14 June
Bay Village Suites

Global Luxury Suites East Boston

4.0 star property
7.0 out of 10, Good, (143)
"I loved that you can walk to the bar to grocery store, walk around the property safely. I didn’t like the stomping above, or you have allergies during this time of year walk with medication, the manure was too much for me. But overall I had a great stay l, Will definitely do again "
The price is AU$530
includes taxes & fees
26 June - 27 June
Global Luxury Suites East Boston

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very good, (239)
"Perfect for our stay."
The price is AU$540
includes taxes & fees
9 July - 10 July
Maverick Suites at 89 Marion

Maverick Suites at 245 Newbury St

2.0 star property
8.2 out of 10, Very good, (134)
"We had no issues, felt at home, enjoyed the quiet, unit perfect for two "
The price is AU$541
includes taxes & fees
9 July - 10 July
Maverick Suites at 245 Newbury St

The Monty Boston

4.0 star property
9.6 out of 10, Exceptional, (18)
"Great spot!"
The price is AU$963
includes taxes & fees
25 June - 26 June
The Monty Boston

Charlesgate Suites

3.5 star property
9.4 out of 10, Exceptional, (179)
"Wonderful experience. Spacious property in a great location. It’s right by BU housing and had a lot of walkable amenities and was close to the T station. "
The price is AU$746
includes taxes & fees
12 June - 13 June
Charlesgate Suites

Sonder by Marriott Bonvoy The Hancock Apartments Beacon Hill

3.5 star property
7.8 out of 10, Good, (90)
"Good location among the beauty that is beacon hills. Good facilities but a lack of lifer meant climbing to 4th floor up steep stairs….with luggage from a 6 week trip! "
The price is AU$387
includes taxes & fees
22 June - 23 June
Sonder by Marriott Bonvoy The Hancock Apartments Beacon Hill

Maverick Suites at 402 Columbus Ave

2.5 star property
7.8 out of 10, Good, (54)
"I always use maverick suites when I visit my daughter in college in Boston. Great value, clean, good communication, and the best and most charming locations around the city! "
The price is AU$376
includes taxes & fees
9 July - 10 July
Maverick Suites at 402 Columbus Ave

Great Apartment on River/ Harvard Square two blocks

2.0 star property
8.8 out of 10, Excellent, (10)
"Great location, everything we needed for Boston Calling!"
The price is AU$449
includes taxes & fees
26 June - 27 June
Great Apartment on River/ Harvard Square two blocks

Maverick Suites at 40 Temple St

2.0 star property
7.4 out of 10, Good, (84)
"Very cozy and centrally located. Satellite tv didn’t work. "
The price is AU$598
includes taxes & fees
9 July - 10 July
Maverick Suites at 40 Temple St
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

House near down town Salem: This holiday home rental outside of Winthrop offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 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 TD Garden and Copley Square.

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.