Title: Winthrop Vacation Rentals from CA $216: Short-Term Rentals for 2025 | Expedia.ca

 

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# Winthrop Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-11-04&endDate=2025-11-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-11-05&endDate=2025-11-06&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Winthrop

![Exterior](https://images.trvl-media.com/lodging/110000000/109520000/109516700/109516646/w1290h862x0y967-2fc8b3ca.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)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109520000/109516700/109516646/93be9494_edited_8248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109520000/109516700/109516646/351a12fc_edited_970d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Winthrop

9.8/10

Exceptional

(6)

"Very good for the price, ideal location. Parking situation wasn't great, but otherwise was excellent."

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

Ainsley S.

CA $100

CA $261 total

includes taxes & fees

Nov 5 - Nov 6

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

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

![Dining](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/2a44559c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/w4032h3022x0y0-a3d8c82f.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)

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

Winthrop

10/10

Exceptional

(52)

"Enjoyed my stay here. Good location. Clean place. Would stay here again."

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

Charles V.

CA $125

CA $333 total

includes taxes & fees

Nov 5 - Nov 6

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

![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/1ef9c385.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/35000000/34010000/34008400/34008386/856970cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/09be33dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/4028f869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fun houseboat. Walk to Boston attractions WIFI

Boston

9.8/10

Exceptional

(87)

"This was such a lovely stay! The boat was very clean. Sherry, the property manager, made us feel welcome and had so much helpful information to offer. This location is very close to the ending of the freedom trail and walkable to so many famous sights. We were very comfortable and would definitely stay again! "

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

Kevin S.

CA $197

CA $682 total

includes taxes & fees

Nov 5 - Nov 6

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

![Marina](https://images.trvl-media.com/lodging/23000000/22440000/22434600/22434545/f1020738.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)

![View from property](https://images.trvl-media.com/lodging/23000000/22440000/22434600/22434545/b6e4f3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22440000/22434600/22434545/59bde57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Charlestown

9.8/10

Exceptional

(199)

"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.

CA $155

CA $682 total

includes taxes & fees

Nov 5 - Nov 6

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

![Fitness facility](https://images.trvl-media.com/lodging/73000000/72300000/72296700/72296648/0d8c59ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/73000000/72300000/72296700/72296648/eb0b509a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72300000/72296700/72296648/63bd3c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/73000000/72300000/72296700/72296648/95e68b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious & Comfy 2BR/2Bath Yacht - Heat & AC - On Freedom Trail-Walk to Downtown

Thompson Square - Bunker Hill

9.8/10

Exceptional

(70)

"We all had a great time! Our two boys thought it was fun to sleep on a yacht! Chad was an excellent communicator! "

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

Laura L.

CA $361

CA $657 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Boston-Hotels-2BR-Spacious-Comfy-43-Yacht-Heat-AC-Walk-To-North-End-Freedom-Trail.h72296648.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/93000000/92430000/92423000/92422919/7e78cb5b.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)

![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)

### Bay Village Suites

Bay Village

6.4/10

(240)

"Great location nice neighborhood "

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

Jose

CA $125

CA $216 total

includes taxes & fees

Dec 1 - Dec 2

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

![42-inch TV with satellite channels](https://images.trvl-media.com/lodging/89000000/88180000/88179900/88179829/bf03eabd.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/bb9bfcd8.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/f70f107d.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)

### Maverick Suites at 400 Columbus Ave

South End

7.2/10

Good

(128)

"Good location -comfortable "

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

David

CA $129

CA $278 total

includes taxes & fees

Dec 2 - Dec 3

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

![Deluxe Studio](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/5a1c0f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 1 Double Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/342a0357.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)

![Deluxe Double Room](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/f8b6e982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Temple Place Suites

Downtown Boston

7.0/10

Good

(309)

"Very convenient place to stay, near transportation and waking distance to historic points and shopping. "

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

Carolina

CA $125

CA $232 total

includes taxes & fees

Dec 3 - Dec 4

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

![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/90000000/89760000/89756300/89756238/3f6f337b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker, paper towels](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/a0babb8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maverick Suites at 245 Newbury St

Back Bay

8.2/10

Very good

(151)

"Good location, clean and quiet. Only thing that could be improved on would be luggage storage before check in "

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

Kristee

CA $143

CA $293 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/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)

![Deluxe Studio (Unit 7) | Terrace/patio](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/44b2972c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Studio (Unit 12) | Private kitchen](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/1068f50a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Studio (Unit 9)](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/33c8997c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maverick Suites at 40 Temple St

Beacon Hill

7.6/10

Good

(102)

"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

CA $169

CA $323 total

includes taxes & fees

Nov 30 - Dec 1

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

![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](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/a3efc44d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, Shared Bathroom](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/b3807f6f.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)

### Premier Suites - Bay Village

Bay Village

6.4/10

(242)

"Clean room, good location, check in check out easily!"

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

HIEN T

CA $149

CA $244 total

includes taxes & fees

Nov 12 - Nov 13

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

![Lobby lounge](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/eaf6c86d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/1efec715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Studio | Private kitchen](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/62688d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 1 Queen Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/d9d7b4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Global Luxury Suites Downtown Boston

Chinatown

8.0/10

Very good

(618)

"The property looks much better inside than out Was just a couple of blocks to get to boston commons and T transportation. Staff was really nice "

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

Teresa

CA $163

CA $251 total

includes taxes & fees

Nov 16 - Nov 17

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

![1 bedroom, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/dbc356e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/fa1bc1da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/56552ba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maverick Suites at 89 Marion

Coolidge Corner South Side

8.4/10

Very good

(263)

"Great location for the event we were going to and very clean. Unfortunately the experience was marred by loud construction across the street occurring early in the morning. "

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

Kristine

CA $136

CA $277 total

includes taxes & fees

Nov 30 - Dec 1

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

![Exterior](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806138/38511c45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806138/217e8a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806138/f782cc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806138/975d5cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Location Studio In Downtown Boston

Downtown Boston

10/10

Exceptional

(1)

"In town to celebrate a special event."

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

Pam P.

CA $182

CA $354 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Boston-Hotels-Best-Location-Studio-In-Downtown-Boston.h89806138.Hotel-Information)

![City Studio](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/4cdc32d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment](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](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/2d8ce635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/w1437h1080x242y0-1fcb4236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Chester Hotel

South End

8.6/10

Excellent

(26)

"The property was spacious and clean. We enjoyed our stay!"

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

Bryan

CA $250

CA $537 total

includes taxes & fees

Nov 10 - Nov 11

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

![Deluxe Studio Suite (2nd Floor - Unit 202)](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/aa77b438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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/96000000/95350000/95348100/95348090/2ec5ebb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/w6052h4023x0y0-a9f7e4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maverick Suites at 28 Fenway

Fenway–Kenmore

8.8/10

Excellent

(307)

"Great location! Clean and charming!"

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

Lee

CA $142

CA $300 total

includes taxes & fees

Nov 30 - Dec 1

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

![Property amenity](https://images.trvl-media.com/lodging/24000000/23400000/23391100/23391094/385a9f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually furnished, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/24000000/23400000/23391100/23391094/144e4d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/24000000/23400000/23391100/23391094/bd370fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/24000000/23400000/23391100/23391094/240d30d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

Fenway–Kenmore

8.8/10

Excellent

(276)

"Easy check in and clean property with in unit laundry"

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

Sarah

CA $248

CA $292 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Boston-Hotels-Sonder-Pierce-Boston.h23391094.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33010000/33002500/33002407/35a524bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/34000000/33010000/33002500/33002407/7abc8c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33010000/33002500/33002407/60189264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/34000000/33010000/33002500/33002407/9d7b9fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing price & location w parking -North End -Boston

North End

9.6/10

Exceptional

(57)

"Can't beat location and price, walkable to everything. Would stay again. Small place, but all we needed and was as advertised. "

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

Micki F.

CA $216

CA $542 total

includes taxes & fees

Nov 28 - Nov 29

[](https://www.expedia.ca/Boston-Hotels-Amazing-Price-And-Location-Parking-North-End.h33002407.Hotel-Information)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214507/6c93d22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214507/46009615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214507/4892f77f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214507/w1437h1080x242y0-c02bd6a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Chester: Penthouse One Bedroom

South End

10/10

Exceptional

(2)

"Absolutely loved my stay. Great location, beautiful place. Clean and bright. We will be back!"

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

Linda C.

CA $297

CA $603 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Boston-Hotels-The-Chester-Penthouse-One-Bedroom.h106214507.Hotel-Information)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/93000000/92510000/92502800/92502721/56692a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, toaster](https://images.trvl-media.com/lodging/93000000/92510000/92502800/92502721/58f027ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, toaster](https://images.trvl-media.com/lodging/93000000/92510000/92502800/92502721/4140283f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/93000000/92510000/92502800/92502721/492d50de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern North End Studio

North End

9.0/10

Wonderful

(10)

"Really cute, clean, and awesome location!"

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

Carrie T.

CA $211

CA $490 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Boston-Hotels-Modern-North-End-Studio.h92502721.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.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&regionId=175875&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinthrop-Vacation-Rentals.d175875.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinthrop-Vacation-Rentals.d175875.Travel-Guide-VacationRentals)

## Top Winthrop Hotel Reviews

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

### The Dagny Boston

10/10 Excellent

"The room was very clean. The staff was knowledgeable and very helpful. The location was perfect for our needs. "

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

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

### citizenM Boston North Station

10/10 Excellent

"Perfect room, loved that you can decide when you need cleaning/housekeeping, room had everything we needed and was super comfy and I loved how everything was controlled by phone or the Ipad, would recommend to everyone! This hotel was in a great location too and you couldn't hear any noise from outside which was fab!"

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

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

### Hyatt Regency Boston

10/10 Excellent

"Very clean, staff was very friendly and helpful. Would stay there again, excellent location "

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

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

### Harborside Inn Of Boston

10/10 Excellent

"Friendly staff. Nice, clean boutique hotel. Great location. Would stay there again."

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

![Hampton Inn Boston - Logan Airport](//images.trvl-media.com/lodging/1000000/580000/578500/578419/w3839h2488x0y0-d5429574_y.jpg)

### Hampton Inn Boston - Logan Airport

10/10 Excellent

"Staff was great and very helpful!! "

[](https://expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport.h578419.Hotel-Information)

![The Godfrey Hotel Boston](//images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg)

### The Godfrey Hotel Boston

10/10 Excellent

"Room was great with a nice skyline view. Staff were very friendly. Candy cart was a nice touch. Ate at attached restaurant and was a great meal with even better drinks. Super short walk to opera house. Great breakfast and coffee morning after. Will defiantly plan another stay/Theatre visit. "

[](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information)

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

### The Revolution Hotel

10/10 Excellent

"Room and hotel was very clean! "

[](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information)

![Club Quarters Hotel Faneuil Hall, Boston](//images.trvl-media.com/lodging/1000000/70000/67000/66938/1b7afb42_y.jpg)

### Club Quarters Hotel Faneuil Hall, Boston

10/10 Excellent

"Good location"

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

![YOTEL Boston](//images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311_y.jpg)

### YOTEL Boston

10/10 Excellent

"Very clean, friendly staff"

[](https://expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.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](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winthrop vacation rentals we have selected for you start as low as CA $216 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 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

-   Trending destinations on Expedia.ca
-   All accommodation types in Winthrop

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

## Frequently asked questions

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

> Yes, we offer vacation rentals where you'll be only 3.7 mi (6 km) from New England Aquarium, giving you 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 cafes and waterfront during your trip.

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

> [Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC](https://www.expedia.ca/Boston-Hotels-Unit-1-Beautiful-Large-3-Bedroom2-Bathroom-Apartment-With-All-Amenities.h33506871.Hotel-Information) : This vacation home near Winthrop is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

### How many vacation rentals are there in Winthrop?

> With 4 Expedia vacation rentals, you're sure to find just the right place for your Winthrop stay.

### What can I see and do in Winthrop?

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

### What are vacation rentals like in Winthrop?

> Vacation rentals are privately owned properties you can stay in for a couple days or more in Winthrop. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for families.

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)