Title: Winthrop, MA Cottage Rentals from $289 | Expedia.com

[Winthrop Travel Guide](https://expedia.com/Winthrop.dx175875)[Hotels in Winthrop](https://expedia.com/Winthrop-Hotels.d175875.Travel-Guide-Hotels)[Vacation Rentals in Winthrop](https://expedia.com/Winthrop-Vacation-Rentals.d175875.Travel-Guide-VacationRentals)[Flights to Winthrop](https://expedia.com/Cheap-Flights-To-Winthrop.d175875.Travel-Guide-Flights)[Things to do in Winthrop](https://expedia.com/Things-To-Do-In-Winthrop.d175875.Travel-Guide-Activities)[Car Rentals in Winthrop](https://expedia.com/Car-Rentals-In-Winthrop.d175875.Car-Rental-Guide)[Winthrop Vacation Packages](https://expedia.com/Winthrop.d175875.Destination-Travel-Guides)

![Historic Water Tower at the coast in Winthrop Head in town of Winthrop, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175875/0fab3468-aede-4870-9973-b6fa1f9d84fc.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/175875/0fab3468-aede-4870-9973-b6fa1f9d84fc.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America&regionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America&regionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=VACATION_HOME)

Apartments

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Condos

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Villas

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Cottages

[](https://www.expedia.com/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America&regionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=COTTAGE)

Houseboats

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## Top Winthrop Hotel Reviews

![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/de788f3d_y.jpg)

### Omni Parker House 

10/10 Excellent

"Lovely old hotel, but updated and clean. Staff was all very nice and attentive. Nice bars with good atmosphere."

[](https://expedia.com/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information)

![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg)

### Harborside Inn Of Boston

10/10 Excellent

"Staff is very nice and they will reserve your luggage before check in "

[](https://expedia.com/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information)

![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg)

### The Dagny Boston

10/10 Excellent

"Staff was friendly and helpful"

[](https://expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information)

![Club Quarters Hotel Faneuil Hall, Boston](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/0c21f6a5_y.jpg)

### Club Quarters Hotel Faneuil Hall, Boston

8/10 Good

"Nice staff but very outdated hotel, especially the bathrooms. Very dusty rooms with rust by the bathroom door and curtains detached. Good downtown location. However, I would not have been able to sleep without ear plugs. VERY NOISY. I did like the 24 hr coffee/ tea available. And the water dispenser on every floor. "

[](https://expedia.com/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information)

![The Midtown Hotel MOD Collection by Sonesta](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/e1e25d35_y.jpg)

### The Midtown Hotel MOD Collection by Sonesta

8/10 Good

"Pros: hotel was clean, in a very good location, and the front desk help were very helpful and pleasant Cons: room was hot and we could not control the temperature. The breakfast was very sparse."

[](https://expedia.com/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information)

![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg)

### Hilton Boston Park Plaza

10/10 Excellent

"The location of the hotel is the BEST! So convenient and close to many things. The staff was friendly, professional, and efficient. Enjoyed using the Gym, very clean and great vibe. Just the staff(server and the front person) at the restaurant were not really friendly or helpful. It could be better if they at least smile and are friendly."

[](https://expedia.com/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information)

![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9_y.jpg)

### Hilton Boston Logan Airport

10/10 Excellent

"no breakfast"

[](https://expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information)

![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/f2f31351_y.jpg)

### citizenM Boston North Station

8/10 Good

"Nice "

[](https://expedia.com/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information)

![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/57348ff5_y.jpg)

### citizenM Boston Back Bay

10/10 Excellent

"I love everything! A place I will keep coming back to stay to. "

[](https://expedia.com/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information)

## Find out more about Winthrop

## Winthrop Cottages information

| Number of reviews | 5           |
| ----------------- | ----------- |
| Accommodation     | 36 Cottages |
| Lowest Price      | $289        |
| Highest Price     | $289        |

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- [Belle Isle Marsh Reservation ](https://www.expedia.com/Belle-Isle-Marsh-Reservation-Boston.d6262318.Vacation-Attraction)
- [Visit Boston ](https://www.expedia.com/Boston.dx178239)
- [Revere Beach ](https://www.expedia.com/Revere-Beach-Boston.d6171946.Vacation-Attraction)
- [Visit Orient Heights ](https://www.expedia.com/Boston-Orient-Heights.dx142091)

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- [Enterprise Rental Cars in Logan Intl. ](https://www.expedia.com/Enterprise-Car-Rentals-In-Logan-Intl.d5459778-c15.Car-Rental-Guide-Suppliers)
- [Car rentals near Orient Heights ](https://www.expedia.com/Car-Rentals-In-Orient-Heights.d142091.Car-Rental-Guide)