Title: Winchester Apartment Rentals from CA $216 | Expedia.ca

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![Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=175481&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.ca/Hotel-Search?regionId=175481&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.ca/Hotel-Search?regionId=175481&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.ca/Hotel-Search?regionId=175481&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 Winchester apartments

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

![Deluxe Apartment | Private kitchen](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/5c22409f.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)

![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

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

CA $112

CA $216 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Boston-Hotels-Temple-Place-Suites.h45791512.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/125000000/124400000/124390600/124390547/8b21e961.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/125000000/124400000/124390600/124390547/493440cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Furnished Apartment near BMC

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

South End

CA $128

CA $337 total

includes taxes & fees

Feb 8 - Feb 9

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

![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125080000/125077200/125077200/e6a316f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/126000000/125080000/125077200/125077200/4102425e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/126000000/125080000/125077200/125077200/3ba10244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/126000000/125080000/125077200/125077200/5458ec70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boston Financial District 1BR | Walk to anything!

[](https://www.expedia.ca/Boston-Hotels-Boston-Financial-District-1BR-Walk-To-Anything.h125077200.Hotel-Information)

Downtown Boston

CA $120

CA $352 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Boston-Hotels-Boston-Financial-District-1BR-Walk-To-Anything.h125077200.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/126000000/125080000/125074300/125074227/cc595245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/126000000/125080000/125074300/125074227/d2cb8d01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125080000/125074300/125074227/abbbed32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/126000000/125080000/125074300/125074227/92a4145e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Home located in Back Bay 8min walk to Fewnway Park, close to Boston University, Berklee & MIT

[](https://www.expedia.ca/Boston-Hotels-Luxury-Home-Located-In-Back-Bay-8min-Walk-To-Fewnway-Park.h125074227.Hotel-Information)

Fenway–Kenmore

CA $129

CA $430 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Boston-Hotels-Luxury-Home-Located-In-Back-Bay-8min-Walk-To-Fewnway-Park.h125074227.Hotel-Information)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/104000000/103110000/103106200/103106122/2be0a8e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/104000000/103110000/103106200/103106122/bab50deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/104000000/103110000/103106200/103106122/31b86770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/104000000/103110000/103106200/103106122/d04e748e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Perfect One Bedroom Stay In Downtown Boston!

[](https://www.expedia.ca/Boston-Hotels-Perfect-One-Bedroom-Stay-In-Downtown-Boston.h103106122.Hotel-Information)

Downtown Boston

8.6/10

Excellent

(18 reviews)

"Temple Place Suites was a great place to stay for our few days in Boston. We loved being across from Boston Commons, near great bakerys and cafes. It was a comfortable apartment with great space and plenty of amenities. Staff was great at communicating about check in, building codes and check out. Wished there were dish towels and wash cloths. Otherwise, it was great!!"

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

Christine

CA $134

CA $285 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Boston-Hotels-Perfect-One-Bedroom-Stay-In-Downtown-Boston.h103106122.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806141/ecb6c6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806141/8dc3f7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806141/2ff94368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806141/80501f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Perfect Studio, Walk To Park!

[](https://www.expedia.ca/Boston-Hotels-Perfect-Studio.h89806141.Hotel-Information)

Downtown Boston

7.2/10

Good

(7 reviews)

"Perfect location in downtown crossing near the common, with lots to do on the same block as the apartment."

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

Tim G.

CA $134

CA $287 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Boston-Hotels-Perfect-Studio.h89806141.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/90000000/89790000/89789600/89789573/7b032654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/90000000/89790000/89789600/89789573/c749dd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/90000000/89790000/89789600/89789573/c56328e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/90000000/89790000/89789600/89789573/93a59a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Experience Boston At It’s Finest!

[](https://www.expedia.ca/Boston-Hotels-Experience-Boston-At-Its-Finest.h89789573.Hotel-Information)

Downtown Boston

7.6/10

Good

(15 reviews)

"Great Location"

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

Keith R.

CA $159

CA $332 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Boston-Hotels-Experience-Boston-At-Its-Finest.h89789573.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)

![Basic Room (2nd Floor - #209)](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)

![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

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

CA $130

CA $283 total

includes taxes & fees

Feb 8 - Feb 9

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

![TV, offices](https://images.trvl-media.com/lodging/90000000/89810000/89806500/89806401/baec2dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/90000000/89810000/89806500/89806401/w843h480x0y0-9d485bfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, shampoo](https://images.trvl-media.com/lodging/90000000/89810000/89806500/89806401/888c344e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806500/89806401/c8ea29a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Perfect location Sleeps 3

[](https://www.expedia.ca/Boston-Hotels-Perfect-Location-Sleeps-3.h89806401.Hotel-Information)

Bay Village

7.8/10

Good

(12 reviews)

"Great location but the unit wasn't exactly what was pictured. Not has updated as the pictures, but it was clean and"

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

Jaime M.

CA $141

CA $289 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Boston-Hotels-Perfect-Location-Sleeps-3.h89806401.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112590000/112585100/112585043/dd841a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/113000000/112590000/112585100/112585043/3228b3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112590000/112585100/112585043/w1081h822x18y0-a5c5c4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/113000000/112590000/112585100/112585043/1693fc21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Back Bay Retreat, Steps from Prudential

[](https://www.expedia.ca/Boston-Hotels-Stylish-Back-Bay-Retreat.h112585043.Hotel-Information)

Back Bay

8.6/10

Excellent

(7 reviews)

"Beautiful place right on historic Newbury Street. I’ll definitely return and I’d highly recommend this apartment."

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

JEANPAUL

CA $167

CA $407 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Boston-Hotels-Stylish-Back-Bay-Retreat.h112585043.Hotel-Information)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115930000/115923800/115923718/3a6cd551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/116000000/115930000/115923800/115923718/83f05108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/116000000/115930000/115923800/115923718/e233cb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115930000/115923800/115923718/3a150de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 3BDR/4Bed apartment with King + Queen beds, WiFi, AC in Downtown Salem

[](https://www.expedia.ca/Boston-Hotels-Spacious-3BDR4Bed-Apartment-With-King-Queen-Beds.h115923718.Hotel-Information)

Salem

10/10

Exceptional

(2 reviews)

"Amazing place to stay. Lots of room and very clean."

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

A S.

CA $99

CA $353 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Boston-Hotels-Spacious-3BDR4Bed-Apartment-With-King-Queen-Beds.h115923718.Hotel-Information)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/101000000/100430000/100424100/100424010/1e4d65da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/101000000/100430000/100424100/100424010/1b53d768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/101000000/100430000/100424100/100424010/a57f4d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/101000000/100430000/100424100/100424010/a8322106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1 Mi to Downtown: Salem Vacation Rental!

[](https://www.expedia.ca/Boston-Hotels-Salem-Vacation-Rental-1-Mi-To-Downtown.h100424010.Hotel-Information)

Salem

10/10

Exceptional

(2 reviews)

"Great overall stay! "

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

Tessa

CA $159

CA $501 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Boston-Hotels-Salem-Vacation-Rental-1-Mi-To-Downtown.h100424010.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/100000000/99920000/99916000/99915917/w906h683x59y0-9ba77c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99920000/99916000/99915917/1d7241b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99920000/99916000/99915917/w1020h683x4y0-76e0300e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/100000000/99920000/99916000/99915917/w506h683x259y0-b22b9397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright 2BR by Boston Waterfront 

[](https://www.expedia.ca/Boston-Hotels-Bright-2BR-By-Boston-Waterfront.h99915917.Hotel-Information)

East Boston

9.8/10

Exceptional

(15 reviews)

"Great location, clean and comfortable! Even though they were traveling overseas they were very responsive....would stay there again...."

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

L

CA $124

CA $331 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Boston-Hotels-Bright-2BR-By-Boston-Waterfront.h99915917.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105870000/105860300/105860215/5b90f978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105870000/105860300/105860215/fc7d4c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105870000/105860300/105860215/f0b26866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105870000/105860300/105860215/d62f1229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 80-2 4BR Boston - Bright Family Stay near PJP II Park

[](https://www.expedia.ca/Boston-Hotels-80-2-4BR-Boston-Bright-Family-Stay-Near-PJP-II-Park.h105860215.Hotel-Information)

Dorchester

9.4/10

Exceptional

(21 reviews)

"The host was always prompt in answering my questions and was able to accommodate my special requests. I would come back and stay here anytime. "

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

Kelly D.

CA $149

CA $444 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Boston-Hotels-80-2-4BR-Boston-Bright-Family-Stay-Near-PJP-II-Park.h105860215.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/120000000/119850000/119844400/119844387/00e40c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/120000000/119850000/119844400/119844387/6cf08b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119850000/119844400/119844387/bb9918ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/120000000/119850000/119844400/119844387/698e35c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### North End Entire House

[](https://www.expedia.ca/Boston-Hotels-North-End-Entire-House.h119844387.Hotel-Information)

North End

10/10

Exceptional

(16 reviews)

"The house was very clean and in a great location. The host was very responsive throughout the booking and stay. "

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

Jenn C.

CA $267

CA $707 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Boston-Hotels-North-End-Entire-House.h119844387.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/114000000/113270000/113261000/113260976/916b6a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113270000/113261000/113260976/bc88741a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113270000/113261000/113260976/d0d20c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113270000/113261000/113260976/e888f225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Central Salem Retreat 2bd W/ parking

[](https://www.expedia.ca/Boston-Hotels-Central-Salem-Retreat-2bd-W-Parking.h113260976.Hotel-Information)

Salem

9.2/10

Wonderful

(15 reviews)

"It was very clean, a great location, and the host was super responsive and helpful!"

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

Kristen N.

CA $132

CA $307 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Boston-Hotels-Central-Salem-Retreat-2bd-W-Parking.h113260976.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/80000000/79400000/79398000/79397961/7ec4fef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/80000000/79400000/79398000/79397961/bc48a11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/80000000/79400000/79398000/79397961/527b08ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/80000000/79400000/79398000/79397961/edb16770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

[](https://www.expedia.ca/Boston-Hotels-Garden-Studio.h79397961.Hotel-Information)

Medford

10/10

Exceptional

(50 reviews)

"Very cozy and comfortable rental, neighborhood was very nice and has plenty around it, great place to stay while traveling and enjoyed the stay, would recommend to anyone, hosts were also nice and very easy to communicate with."

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

Tony V.

CA $135

CA $317 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Boston-Hotels-Garden-Studio.h79397961.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/120000000/119900000/119895400/119895385/be752f9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119900000/119895400/119895385/e1eb08b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119900000/119895400/119895385/96b7e2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119900000/119895400/119895385/aabb1f59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hocus Pocus Season is here! Don’t miss it!

[](https://www.expedia.ca/Enchanting-2-Bedroom-Apartment-In-Salem-Near-Attractions.h119895385.Hotel-Information)

Salem

10/10

Exceptional

(5 reviews)

"Great property!!!"

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

Heather

CA $123

CA $368 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Enchanting-2-Bedroom-Apartment-In-Salem-Near-Attractions.h119895385.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83260000/83252700/83252667/1bf77aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83260000/83252700/83252667/9eaff622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83260000/83252700/83252667/6f4eb8c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/84000000/83260000/83252700/83252667/6cd71dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Don’t Miss It! Hocus Pocus Season is here!

[](https://www.expedia.ca/Boston-Hotels-2-Bedroom-Close-To-Downtown-By-The-Bay.h83252667.Hotel-Information)

Salem

9.8/10

Exceptional

(8 reviews)

"Natalia was a wonderful host, very responsive when we had a few questions. Fantastic place to stay!"

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

Lyn B.

CA $123

CA $368 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Boston-Hotels-2-Bedroom-Close-To-Downtown-By-The-Bay.h83252667.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)

![Interior](https://images.trvl-media.com/lodging/110000000/109520000/109516700/109516646/w1290h1720x0y538-0115c67f.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)

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

CA $96

CA $254 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Boston-Hotels-Charming-1bedroom-Apt-With-WiFi.h109516646.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=2026-02-20&endDate=2026-02-21&regionId=175481&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

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Private vacation homes

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Aparthotels

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Condos

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT)

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## Top Winchester Hotel Reviews

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

### The Godfrey Hotel Boston

10/10 Excellent

"The staff was extremely friendly and accommodating. The decor was beautiful. The room was very clean and comfortable. "

[](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.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.ca/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.ca/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.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information)

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

### Hilton Boston Logan Airport

10/10 Excellent

"Clean and comfortable, great view of the city and airplanes on approach to landing. "

[](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.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.ca/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.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information)

![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg)

### The Langham, Boston

10/10 Excellent

"Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you "

[](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information)

![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3_y.jpg)

### Omni Parker House 

10/10 Excellent

"Clean room, classy service, valet and bellhops were awesome!"

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

## Find out more about Winchester

## Winchester Apartments information

| Number of reviews | 858             |
| ----------------- | --------------- |
| Accommodation     | 1996 Apartments |
| Lowest Price      | CA $216         |
| Highest Price     | CA $707         |

## Frequently asked questions

### What's it like to stay at an apartment in Winchester?

### Why choose apartments instead of traditional hotels?

### What's the best apartment I should consider for a stay in Winchester?

### What can I expect from the weather in Winchester?

### What should I see and do in Winchester?

### What's the best way to get to and around Winchester?

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