Title: Winthrop Vacation Rentals from $149: Search Short-Term Rentals | Expedia.com

[Winthrop Travel Guide](https://expedia.com/Winthrop.dx175875)[Hotels in Winthrop](https://expedia.com/Winthrop-Hotels.d175875.Travel-Guide-Hotels)[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)

## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four 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)

## Our top choices for Winthrop vacation rentals

![Interior](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/aa3fe181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/9232456b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/aecedc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/9850f50e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa de Los Clarey Boston Airport Beaches Off Street Parking Available 

[](https://www.expedia.com/Boston-Hotels-Casa-De-Los-Clarey-Boston-Airport-Beaches-Off-Street-Parking-Available.h69769871.Hotel-Information)

Winthrop

10/10

Exceptional

(52 reviews)

"Loved the character of the property. Very roomy. Great location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeffrey V.

$235 nightly

$263 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Casa-De-Los-Clarey-Boston-Airport-Beaches-Off-Street-Parking-Available.h69769871.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/110000000/109520000/109516700/109516646/1c2a40c3_edited_f3d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109520000/109516700/109516646/w1290h862x0y967-2fc8b3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109520000/109516700/109516646/8e373f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109520000/109516700/109516646/w1290h1720x0y538-0115c67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches 

[](https://www.expedia.com/Boston-Hotels-Charming-1bedroom-Apt-With-WiFi.h109516646.Hotel-Information)

Winthrop

9.6/10

Exceptional

(7 reviews)

"Great location and wonderful hosts! Would definitely recommend to anyone staying in the Boston area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristie P.

$166 nightly

$185 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Charming-1bedroom-Apt-With-WiFi.h109516646.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/38000000/37290000/37280700/37280691/d74eb2f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/38000000/37290000/37280700/37280691/31e3bef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/38000000/37290000/37280700/37280691/3bde57f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37290000/37280700/37280691/00ab78a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charlestown Houseboat Walk to attractions Be rocked to sleep

[](https://www.expedia.com/Boston-Hotels-Charlestown-Houseboat-Walk-To-Attractions-Be-Rocked-To-Sleep.h37280691.Hotel-Information)

Thompson Square - Bunker Hill

9.6/10

Exceptional

(99 reviews)

"Responsive host, amazing location, and refreshing change from a brick and mortar. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Larry N.

$336 nightly

$386 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Charlestown-Houseboat-Walk-To-Attractions-Be-Rocked-To-Sleep.h37280691.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/23000000/22440000/22434600/22434545/98e8db3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/23000000/22440000/22434600/22434545/c3555a6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/23000000/22440000/22434600/22434545/07b80c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22440000/22434600/22434545/7f48f825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

[](https://www.expedia.com/Boston-Hotels-Houseboat-In-Boston-Harbor-Wifi-AC-Heat-Be-Rocked-To-Sleep.h22434545.Hotel-Information)

Charlestown

9.8/10

Exceptional

(200 reviews)

"My husband and I had an excellent stay! It was very comfortable! I would highly recommend staying on The Blue Pearl and hope to stay there again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stacey W.

$406 nightly

$467 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Houseboat-In-Boston-Harbor-Wifi-AC-Heat-Be-Rocked-To-Sleep.h22434545.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/65e36ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/1ef9c385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/6443f503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/b4719409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fun houseboat. Walk to Boston attractions WIFI

[](https://www.expedia.com/Boston-Hotels-Fun-Houseboat-Walk-To-Boston-Attractions-Wifi.h34008386.Hotel-Information)

Boston

9.8/10

Exceptional

(89 reviews)

"Such a unique experience.We loved the relaxing views after a long day of site seeing.Great access to sites and airport."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura M.

$383 nightly

$440 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Fun-Houseboat-Walk-To-Boston-Attractions-Wifi.h34008386.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/a3189863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/f4b1b0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/6a31a5cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/8bc05b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Global Luxury Suites Downtown Boston

[](https://www.expedia.com/Boston-Hotels-Global-Luxury-Suites-Downtown-Boston.h22788576.Hotel-Information)

Chinatown

8.0/10

Very Good

(656 reviews)

"Everything was great about this place! I will definitely be staying here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amanda

$138 nightly

$158 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Global-Luxury-Suites-Downtown-Boston.h22788576.Hotel-Information)

![42-inch TV with satellite channels](https://images.trvl-media.com/lodging/89000000/88180000/88179900/88179829/f70f107d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch TV with satellite channels](https://images.trvl-media.com/lodging/89000000/88180000/88179900/88179829/bbc07a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/89000000/88180000/88179900/88179829/6bdc1239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/89000000/88180000/88179900/88179829/b309a2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maverick Suites at 400 Columbus Ave

[](https://www.expedia.com/Boston-Hotels-400-Columbus-Avenue.h88179829.Hotel-Information)

South End

7.2/10

Good

(135 reviews)

"everything was great! only thing i’ll say is that the dots have some cracks where people can see in on the bathrooms and some rooms, but other than that i’d start here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maelynn

$185 nightly

$213 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-400-Columbus-Avenue.h88179829.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/2e7614de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/90989604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/7f1f7cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/978ddac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maverick Suites at 245 Newbury St

[](https://www.expedia.com/Boston-Hotels-245-Newbury-St.h89756238.Hotel-Information)

Back Bay

8.2/10

Very Good

(157 reviews)

"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steven

$194 nightly

$223 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-245-Newbury-St.h89756238.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/0dd63623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/05b3d150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio (Unit 7) | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/2fc6bbd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Studio (Unit 12) | Private kitchen | Mini-fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/b842dcd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maverick Suites at 40 Temple St

[](https://www.expedia.com/Boston-Hotels-40-Temple-St.h89660519.Hotel-Information)

Beacon Hill

7.6/10

Good

(103 reviews)

"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Jordan Elizabeth Marie

$194 nightly

$223 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-40-Temple-St.h89660519.Hotel-Information)

![1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/c0328429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 1 Double Bed with Sofa bed | Private kitchen | Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/342a0357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment | Private kitchen | Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/5c22409f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/f74aa0fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Temple Place Suites

[](https://www.expedia.com/Boston-Hotels-Temple-Place-Suites.h45791512.Hotel-Information)

Downtown Boston

7.0/10

Good

(331 reviews)

"Pretty clean room, good location, resonable price."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Beiyu

$146 nightly

$168 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Temple-Place-Suites.h45791512.Hotel-Information)

![Deluxe Double Room, Shared Bathroom | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/w851h480x0y0-8b426c44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/w837h480x0y0-3c5d7594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room | Living area](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/1df69efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/w843h480x0y0-ebedf864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Premier Suites - Bay Village

[](https://www.expedia.com/Boston-Hotels-Premier-Suites-Bay-Village.h76165648.Hotel-Information)

Bay Village

6.2/10

(257 reviews)

"We stayed there for four days. The heaters were not working, I got almost sick. And the customer service was awful. I hope you will find better place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aziza

$130 nightly

$149 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Premier-Suites-Bay-Village.h76165648.Hotel-Information)

![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/55a7f850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/41f2434e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/7e78cb5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/a6a4dfac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bay Village Suites

[](https://www.expedia.com/Rooms-At-Premier-Suites-Bay-Village.h92422919.Hotel-Information)

Bay Village

6.6/10

(253 reviews)

"Great location nice neighborhood "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jose

$130 nightly

$149 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Rooms-At-Premier-Suites-Bay-Village.h92422919.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673422/df58d6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673422/c6f34a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673422/f1c20571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hiking](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673422/4ff7b309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Crescent Suites Hotel

[](https://www.expedia.com/Boston-Hotels-Crescent-Suites-Hotel.h2673422.Hotel-Information)

South Side

9.6/10

Exceptional

(1,151 reviews)

"Everything about this facility was pleasing: clean, well-appointed, great kitchen, comfortable, well-located in the area. We were given a warm welcome when we arrived, provided with lots of information about Waltham. Located near shops and restaurants and on a walking trail along the Charles River. Highly recommend and would stay here again. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Susan

$146 nightly

$164 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Crescent-Suites-Hotel.h2673422.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/b68b988b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/5e51303d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Room (2nd Floor - #209) | Individually furnished, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/6615076a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/2ec5ebb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maverick Suites at 28 Fenway

[](https://www.expedia.com/Boston-Hotels-28-Fenway.h95348090.Hotel-Information)

Fenway–Kenmore

8.6/10

Excellent

(337 reviews)

"Good place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elijah

$190 nightly

$218 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-28-Fenway.h95348090.Hotel-Information)

![Interior entrance](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/41817f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/08d8edd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/ba4c8c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room | Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/994122c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maverick Suites at 89 Marion

[](https://www.expedia.com/Boston-Hotels-89-Marion.h89420220.Hotel-Information)

Coolidge Corner South Side

8.2/10

Very Good

(271 reviews)

"The room was very clean and perfectly sized for a solo traveler for several nights."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Valeri

$182 nightly

$203 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-89-Marion.h89420220.Hotel-Information)

![Premium Studio Suite | Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/23000000/22220000/22214100/22214064/ffbbd281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/23000000/22220000/22214100/22214064/285a83d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Studio Suite | Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/23000000/22220000/22214100/22214064/1327e38c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Studio | Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/23000000/22220000/22214100/22214064/c76735bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charlesgate Suites

[](https://www.expedia.com/Boston-Hotels-The-Gryphon-House.h22214064.Hotel-Information)

Fenway–Kenmore

9.4/10

Exceptional

(201 reviews)

"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian

$302 nightly

$347 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-The-Gryphon-House.h22214064.Hotel-Information)

![Apartment, 2 Bedrooms | Interior](https://images.trvl-media.com/lodging/125000000/124400000/124390600/124390547/c5a347c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Interior](https://images.trvl-media.com/lodging/125000000/124400000/124390600/124390547/493440cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Interior](https://images.trvl-media.com/lodging/125000000/124400000/124390600/124390547/fe7b7432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Interior](https://images.trvl-media.com/lodging/125000000/124400000/124390600/124390547/dd8f16a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Furnished Apartment near BMC

[](https://www.expedia.com/Boston-Hotels-Furnished-Apartment-Near-BMC.h124390547.Hotel-Information)

South End

$207 nightly

$238 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Furnished-Apartment-Near-BMC.h124390547.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/cbb3b9b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Private kitchen | Mini-fridge, microwave, cookware/dishes/utensils, paper towels](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/07b376b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Living area | 30-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/c849e9a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room | Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/b61106da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maverick Suites at 402 Columbus Ave

[](https://www.expedia.com/Boston-Hotels-402-Columbus-Ave.h78422939.Hotel-Information)

South End

8.0/10

Very Good

(69 reviews)

"Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Isaiah Joel Santa

$187 nightly

$215 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-402-Columbus-Ave.h78422939.Hotel-Information)

![Luxury Suite 2 | Living area | Smart TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/104000000/103780000/103772900/103772852/040aa257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/104000000/103780000/103772900/103772852/7e17c2da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Suite 1 | Living area | Smart TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/104000000/103780000/103772900/103772852/0e47251d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/104000000/103780000/103772900/103772852/57a8e10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Monty Boston

[](https://www.expedia.com/Boston-Hotels-The-Monty-Boston.h103772852.Hotel-Information)

Downtown Boston

9.6/10

Exceptional

(32 reviews)

"Amazing property, would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Doug

$670 nightly

$771 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-The-Monty-Boston.h103772852.Hotel-Information)

![Premium Apartment | Living area | 24-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/2d8ce635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment | Egyptian cotton sheets, premium bedding, memory foam beds](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/677325f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment | Living area | 24-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/e3ac04a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/w1438h1080x242y0-a59fde2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Chester Hotel

[](https://www.expedia.com/Boston-Hotels-The-Chester.h105955992.Hotel-Information)

South End

8.6/10

Excellent

(28 reviews)

"Had a great stay. Super convenient to Northeastern and shopping/restaurants. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

kelly

$325 nightly

$374 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-The-Chester.h105955992.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=175875&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Condos

[](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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Houseboats

[](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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT)

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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

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## Top Winthrop Hotel Reviews

![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg)

### Hilton Boston Logan Airport

10/10 Excellent

"Cheaper than parking great service and sccomodations!"

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

![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg)

### The Revolution Hotel

10/10 Excellent

"Clean and courteous. Convenient and safe location. "

[](https://expedia.com/Boston-Hotels-The-Revolution-Hotel.h30080227.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

"Best price for the location! Always clean and great staff!"

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

![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg)

### Encore Boston Harbor

10/10 Excellent

"Wonderful service, gorgeous room"

[](https://expedia.com/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information)

![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg)

### Seaport Hotel Boston

10/10 Excellent

"Beautiful hotel, excellent staff and really nice location."

[](https://expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information)

![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg)

### citizenM Boston Back Bay

10/10 Excellent

"Clean room. Great staff!"

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

![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg)

### Omni Boston Hotel at the Seaport

10/10 Excellent

"The room looked amazing and the staff was very nice"

[](https://expedia.com/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information)

![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg)

### citizenM Boston North Station

10/10 Excellent

"The view and the room were perfect "

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

![Hyatt Regency Boston](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/24991d94_y.jpg)

### Hyatt Regency Boston

10/10 Excellent

"Check-in was super easy and quick. Everything was really clean. And the gym and pool were both excellent and exceeded the expectations of the teen athletes I traveled with"

[](https://expedia.com/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information)

## Find out more about Winthrop

**Everything you need to know about Winthrop vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winthrop vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Winthrop vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winthrop in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $149 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Winthrop rentals**

At Expedia, we put the best Winthrop vacation 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 vacation.

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.

## Explore a world of travel with Expedia

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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Apartments in Winthrop ](https://expedia.com/Winthrop-Apartments.d175875-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Winthrop ](https://expedia.com/Winthrop-Private-Vacation-Homes.d175875-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Winthrop ](https://expedia.com/Winthrop-Condos.d175875-aaCondos.Travel-Guide-Accommodation)
- [Cottages in Winthrop ](https://expedia.com/Winthrop-Cottages.d175875-aaCottages.Travel-Guide-Accommodation)
- [B&B in Winthrop ](https://expedia.com/Winthrop-Bed-And-Breakfast.d175875-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Aparthotels in Winthrop ](https://expedia.com/Winthrop-Apart-Hotels.d175875-aaApartHotels.Travel-Guide-Accommodation)
- [Guest Houses in Winthrop ](https://expedia.com/Winthrop-Guest-Houses.d175875-aaGuestHouses.Travel-Guide-Accommodation)
- [Houseboats in Winthrop ](https://expedia.com/Winthrop-Houseboats.d175875-aaHouseboats.Travel-Guide-Accommodation)
- [Hostels in Winthrop ](https://expedia.com/Winthrop-Hostels.d175875-aaHostels.Travel-Guide-Accommodation)
- [Motels in Winthrop ](https://expedia.com/Winthrop-Motels.d175875-aaMotels.Travel-Guide-Accommodation)
- [Inns in Winthrop ](https://expedia.com/Winthrop-Inns.d175875-aaInns.Travel-Guide-Accommodation)
- [Villas in Winthrop ](https://expedia.com/Winthrop-Villas.d175875-aaVillas.Travel-Guide-Accommodation)
- [Farmstay in Winthrop ](https://expedia.com/Winthrop-Agritourism.d175875-aaAgritourism.Travel-Guide-Accommodation)
- [Lodges in Winthrop ](https://expedia.com/Winthrop-Lodges.d175875-aaLodges.Travel-Guide-Accommodation)
- [Residences in Winthrop ](https://expedia.com/Winthrop-Residences.d175875-aaResidences.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Winthrop?

### What are some of the best vacation home rentals in Winthrop?

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General

- [Visit Salem](https://expedia.com/Salem.dx6600)
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