Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Find vacation rentals that suit your style
Our top choices for Winthrop cottages
1. Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to BostonBeverly
10.0 out of 10, Exceptional, (14 reviews)
10/10
Exceptional
(14 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
Corey W.
$248 nightly
The price is $277
$277 total
Nov 10 - Nov 11
Total with taxes and fees
2. Spacious Lakefront Escape w/ 3 Baths + Bonus Bed
Spacious Lakefront Escape w/ 3 Baths + Bonus BedEssex
10.0 out of 10, Exceptional, (37 reviews)
10/10
Exceptional
(37 reviews)
"Absolutely beautiful location, we had the most wonderful stay."
"Absolutely beautiful location, we had the most wonderful stay."Veronica B.
$453 nightly
The price is $505
$505 total
Dec 6 - Dec 7
Total with taxes and fees
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.
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.
Learn more about Winthrop
This coastal gem offers spectacular Boston skyline views from Deer Island and Belle Isle Marsh Reservation. Enjoy fresh seafood at waterfront restaurants or relax on Winthrop Beach when summer temperatures rise.
Top reviews in Winthrop
The Winthrop Arms Hotel And Restaurant
The Winthrop Arms Hotel And RestaurantWinthrop
10/10 Excellent
Very happy with the courtesy of the staff. Great setting with ocean view!
Very happy with the courtesy of the staff. Great setting with ocean view!
Anonymous traveler
Château sur Mer Bed & Breakfast
Château sur Mer Bed & BreakfastWinthrop
10/10 Excellent
The reservation didn't go through on expedias end. We showed up at 11 pm at night without any way to get in. We called a few times before the owner picked up. They never got our reservation but they still accommodated us. Very polite and kind. Really appreciated everthing. Room was perfect! Cozy, clean and had a nice little ac. We really enjoyed our stay and wished we could've stayed for longer. Thank you for everything!
The reservation didn't go through on expedias end. We showed up at 11 pm at night without any way to get in. We called a few times before the owner picked up. They never got our reservation but they still accommodated us. Very polite and kind. Really appreciated everthing. Room was perfect! Cozy, clean and had a nice little ac. We really enjoyed our stay and wished we could've stayed for longer. Thank you for everything!
Hannah
Hilton Garden Inn Boston Logan Airport
Hilton Garden Inn Boston Logan AirportEast Boston
10/10 Excellent
Very clean and nicely designed with a very friendly and helpful staff.
Very clean and nicely designed with a very friendly and helpful staff.
KC
Holiday Inn Express Boston Logan Airport - Revere by IHG
Holiday Inn Express Boston Logan Airport - Revere by IHGRevere
10/10 Excellent
Great place to stay.
Great place to stay.
Herbert
Hampton Inn Boston - Logan Airport
Hampton Inn Boston - Logan AirportRevere
10/10 Excellent
I arrived after checkin hrs and was guided to my room. Everything was beautiful and clean. The shuttle from the airport was easy and convenient.
I arrived after checkin hrs and was guided to my room. Everything was beautiful and clean. The shuttle from the airport was easy and convenient.
Sherry
Comfort Inn & Suites Logan International Airport
Comfort Inn & Suites Logan International AirportRevere
10/10 Excellent
My 37 year old Autistic son LOVED watching the airplanes fly by the airport! Great location!!!
My 37 year old Autistic son LOVED watching the airplanes fly by the airport! Great location!!!
Piper
Hilton Boston Logan Airport
Hilton Boston Logan AirportEast Boston
10/10 Excellent
Convenient and quiet stay for an overnight before a flight.
Convenient and quiet stay for an overnight before a flight.
Daniel
Hyatt Regency Boston Harbor
Hyatt Regency Boston HarborEast Boston
10/10 Excellent
The guys at the concierge were incredibly helpful. Short of options for dinner around but the hotel have a restaurant and it was delicious!
The guys at the concierge were incredibly helpful. Short of options for dinner around but the hotel have a restaurant and it was delicious!
ADRIAN
avid hotel Boston Logan Airport - Revere by IHG
avid hotel Boston Logan Airport - Revere by IHGRevere
10/10 Excellent
Perfect for airport stay. Shuttle service very nice
Perfect for airport stay. Shuttle service very nice
Jeri
Seaport Hotel Boston
Seaport Hotel BostonSeaport District
10/10 Excellent
We had an amazing stay!! We experienced very friendly and accommodating interactions with all staff and the room and hotel overall were tremendously clean and comfortable.
We had an amazing stay!! We experienced very friendly and accommodating interactions with all staff and the room and hotel overall were tremendously clean and comfortable.
Marshall
SpringHill Suites by Marriott Boston Logan Airport Revere Beach
SpringHill Suites by Marriott Boston Logan Airport Revere BeachRevere
10/10 Excellent
Excellent hotel across from the beach and next to the train which makes it easy to get around. Breakfast included with stay was great, beds comfortable, and friendly staff.
Excellent hotel across from the beach and next to the train which makes it easy to get around. Breakfast included with stay was great, beds comfortable, and friendly staff.
Alexander
Hampton Inn Boston Logan Airport Chelsea
Hampton Inn Boston Logan Airport ChelseaChelsea
10/10 Excellent
Super clean and felt deluxe. The staff did a great job. Friendly and accomodating. The shuttle drivers were super friendly as well as front desk. Front desk made us a yummy snack bag because we had an early flight. Pick this place. Dont stay anywhere else for your layover.
Super clean and felt deluxe. The staff did a great job. Friendly and accomodating. The shuttle drivers were super friendly as well as front desk. Front desk made us a yummy snack bag because we had an early flight. Pick this place. Dont stay anywhere else for your layover.
John
Hampton by Hilton at the Boston Seaport District
Hampton by Hilton at the Boston Seaport DistrictSeaport District
10/10 Excellent
The room was very clean and the view of the harbor and city from our window was awesome!
The room was very clean and the view of the harbor and city from our window was awesome!
Eileen
Hyatt Place Boston/Seaport District
Hyatt Place Boston/Seaport DistrictSeaport District
10/10 Excellent
Nice, modern hotel at the seaport. Quiet, walkable area with lots of restaurants and great harbor views. Hotel had spacious rooms, comfortable beds, nice views, free good breakfast, rooftop patio with firepits and lots of amenities. Self parking at $15 across the street was fantastic.
Nice, modern hotel at the seaport. Quiet, walkable area with lots of restaurants and great harbor views. Hotel had spacious rooms, comfortable beds, nice views, free good breakfast, rooftop patio with firepits and lots of amenities. Self parking at $15 across the street was fantastic.
Brandon
Harborside Inn Of Boston
Harborside Inn Of BostonDowntown Boston
10/10 Excellent
Overall we had a wonderful stay, the hotel is super cute and very clean! They have a restaurant attached which is super convenient as well as a 7/11 on the concern. It’s less than a 1 min walk from the train station and very easy to get too from the airport. It’s very central to everything in the north end and near a lot of tourist attractions. Would 10/10 recommend. Very walkable city!
Overall we had a wonderful stay, the hotel is super cute and very clean! They have a restaurant attached which is super convenient as well as a 7/11 on the concern. It’s less than a 1 min walk from the train station and very easy to get too from the airport. It’s very central to everything in the north end and near a lot of tourist attractions. Would 10/10 recommend. Very walkable city!
Amanda
The Dagny Boston
The Dagny BostonDowntown Boston
10/10 Excellent
The stay was excellent! Very clean & the staff was very friendly & helpful. The doorman Rob is goated, he was a really nice dude! Stay here if you are visiting Boston!
The stay was excellent! Very clean & the staff was very friendly & helpful. The doorman Rob is goated, he was a really nice dude! Stay here if you are visiting Boston!
Kenneth
Homewood Suites by Hilton Boston Seaport District
Homewood Suites by Hilton Boston Seaport DistrictSeaport District
10/10 Excellent
Greatlocation
Greatlocation
JENNIFER
citizenM Boston North Station
citizenM Boston North StationWest End
10/10 Excellent
everything about our stay was amazing! we stayed for a whole week, from the second we got there until the second we left, the staff was just so amazing and made us feel like family! and the location is PERFECT for anyone visiting boston, especially for celtics games / anything near the TD garden! you just walk a couple steps to get to the td or the food hall ! everything is within walking distance or you can hop on the subway to get anywhere you need!
every time we encountered any citizenm...
everything about our stay was amazing! we stayed for a whole week, from the second we got there until the second we left, the staff was just so amazing and made us feel like family! and the location is PERFECT for anyone visiting boston, especially for celtics games / anything near the TD garden! you just walk a couple steps to get to the td or the food hall ! everything is within walking distance or you can hop on the subway to get anywhere you need!
every time we encountered any citizenm...
Jocelyn
The Westin Boston Seaport District
The Westin Boston Seaport DistrictSeaport District
10/10 Excellent
Great staff
Great staff
Daniel
Frequently Asked Questions
Why book your cottage in Winthrop with Expedia?
Expedia has some great cottages in Winthrop, so get ready for a memorable stay on nature's doorstep. If you have a budget in mind, select how much you want to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with a kitchen or a pool. We'll help you find the right place whatever your getaway looks like.
How can I find cheap cottages in Winthrop?
Expedia can help you easily track down cheap cottages in Winthrop. To book your special stay in a matter of clicks, try out our handy filter tool to tailor your search results by amenities, budget and star rating.
What is there to do in Winthrop near my cottage?
The most useful travel accessory is a well-planned itinerary. Winthrop Beach is an excellent place to kick off your adventures in Winthrop.