Apartments in Winchester for Rent

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Winchester apartments

1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, free WiFi, bed sheets

Apartment in Downtown Boston

Temple Place Suites
2.5 star property
7.2 out of 10, Good, (334 reviews)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
$155 nightly
The price is $178
Mar 7 - Mar 8
Total with taxes and fees
Temple Place Suites
Apartment, 2 Bedrooms | Interior

Apartment in South End

Furnished Apartment near BMC
3.0 star property
$321 nightly
The price is $370
Mar 7 - Mar 8
Total with taxes and fees
Furnished Apartment near BMC
Apartment (1 Bedroom) | Interior

Apartment in Lynn

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
3.0 star property
$278 nightly
The price is $305
Mar 13 - Mar 14
Total with taxes and fees
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
1 bedroom, desk, iron/ironing board, WiFi

Apartment in Downtown Boston

Perfect One Bedroom Stay In Downtown Boston!
8.6 out of 10, Excellent, (18 reviews)
"Came to Boston to take a few college tours and this was a pretty central location. This property was also very close to several other places we were hoping to see while in town. Communication was great and check in was seamless. The property was clean and perfect for our stay. "
United States
elena d.
$197 nightly
The price is $231
Mar 7 - Mar 8
Total with taxes and fees
Perfect One Bedroom Stay In Downtown Boston!
Exterior

Apartment in Back Bay

Stylish Back Bay Retreat, Steps from Prudential
8.6 out of 10, Excellent, (7 reviews)
"Beautiful place right on historic Newbury Street. I’ll definitely return and I’d highly recommend this apartment."
United States
JEANPAUL
$273 nightly
The price is $293
Mar 7 - Mar 8
Total with taxes and fees
Stylish Back Bay Retreat, Steps from Prudential
1 bedroom, desk, iron/ironing board, internet

Apartment in Bay Village

Cozy Studio Steps from Boston Common and Theaters
7.4 out of 10, Good, (10 reviews)
"Was clean and the location was perfect for my stay. "
United States
Laurie F.
$224 nightly
The price is $263
Mar 7 - Mar 8
Total with taxes and fees
Cozy Studio Steps from Boston Common and Theaters
Desk, iron/ironing board, WiFi, bed sheets

Apartment in Fenway–Kenmore

The only 4 Bedroom Apartment w/ Roofdeck in Boston! 8min from Fenway Park, close to universities!
$416 nightly
The price is $489
Mar 9 - Mar 10
Total with taxes and fees
The only 4 Bedroom Apartment w/ Roofdeck in Boston! 8min from Fenway Park, close to universities!
TV

Apartment in North End

Prime Central 1brm in North End Boston
9.6 out of 10, Exceptional, (25 reviews)
"Location was ideal and property was well-kept and organized. Definitely would recommend for future visits."
United States
Taye A.
$298 nightly
The price is $343
Mar 22 - Mar 23
Total with taxes and fees
Prime Central 1brm in North End Boston
Exterior

Apartment in Fenway–Kenmore

Free Parking at 1 Bed Basement Apt, Near BU & MIT
8.0 out of 10, Very Good, (9 reviews)
"This location is so convenient to BU! Loved how easy check-in was!"
United States
Laura B.
$198 nightly
The price is $216
Mar 8 - Mar 9
Total with taxes and fees
Free Parking at 1 Bed Basement Apt, Near BU & MIT
Smart TV

Apartment in Salem

Hocus Pocus Season is here! Don’t miss it!
10.0 out of 10, Exceptional, (6 reviews)
"Great property!!!"
United States
Heather
$248 nightly
The price is $277
Mar 7 - Mar 8
Total with taxes and fees
Hocus Pocus Season is here! Don’t miss it!
TV, offices

Apartment in Downtown Boston

Come Visit Boston and Stay In Our Homey Studio
8.8 out of 10, Excellent, (3 reviews)
"Great central location! Tiny but super !would come back . Great food , bars, brewery , breakfast at our doorstep. By the park too!"
United States
Dean and Courtenay M.
$194 nightly
The price is $228
Mar 11 - Mar 12
Total with taxes and fees
Come Visit Boston and Stay In Our Homey Studio
Living area

Apartment in North End

Prima North End 2brm
8.8 out of 10, Excellent, (5 reviews)
"Walking distance to TD Garden, North Station, and many great shops! Clean, quiet street. easy check in"
United States
Jessica U.
$399 nightly
The price is $459
Mar 31 - Apr 1
Total with taxes and fees
Prima North End 2brm
Dining

Apartment in North End

North End Entire House
10.0 out of 10, Exceptional, (16 reviews)
"Great location in the Northend!"
United States
Carol T.
$488 nightly
The price is $561
Mar 11 - Mar 12
Total with taxes and fees
North End Entire House
Desk, iron/ironing board, WiFi, bed sheets

Apartment in South End

The Chester: Urban Chic Retreat In South End
10.0 out of 10, Exceptional, (1 review)
"We had a great stay in Boston and the Chester was perfect for our trip. First time in Boston so we did a lot of the usual things, but this location was great to easily connect with bus and train options as we decided not to rent a vehicle. Space was comfortable for group of three - lots of shops and restaurants in the area. We were touring a lot, so didn’t spend a lot of time in the unit, but it was very comfortable and would definitely come back again!"
United States
Chad T.
$315 nightly
The price is $362
Mar 7 - Mar 8
Total with taxes and fees
The Chester: Urban Chic Retreat In South End
Smart TV, books

Apartment in East Boston

Bright 2BR by Boston Waterfront
9.8 out of 10, Exceptional, (17 reviews)
"Great location, clean and comfortable! Even though they were traveling overseas they were very responsive....would stay there again...."
United States
L
$209 nightly
The price is $241
Mar 8 - Mar 9
Total with taxes and fees
Bright 2BR by Boston Waterfront
Smart TV

Apartment in Beverly

Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
9.0 out of 10, Wonderful, (22 reviews)
"Cheerful decor, well-equipped kitchen, and clean. Good location in walking distance to restaurants. However, there was a musty smell throughout the building and rooms. "
United States
Julia
$264 nightly
The price is $295
Mar 8 - Mar 9
Total with taxes and fees
Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
Front of property

Apartment in Fenway–Kenmore

Maverick Suites at 28 Fenway
3.0 star property
8.6 out of 10, Excellent, (337 reviews)
"Good place"
United States
Elijah
$204 nightly
The price is $235
Mar 11 - Mar 12
Total with taxes and fees
Maverick Suites at 28 Fenway
1 bedroom, desk, iron/ironing board, WiFi

Apartment in Bay Village

Studio Awaits Your Next Stay!
9.2 out of 10, Wonderful, (5 reviews)
"Would stay again"
United States
mark p.
$245 nightly
The price is $288
Mar 31 - Apr 1
Total with taxes and fees
Studio Awaits Your Next Stay!
TV

Apartment in Salem

Central Salem Retreat 2bd W/ parking
9.2 out of 10, Wonderful, (15 reviews)
"It was very clean, a great location, and the host was super responsive and helpful!"
United States
Kristen N.
$191 nightly
The price is $193
Mar 8 - Mar 9
Total with taxes and fees
Central Salem Retreat 2bd W/ parking
Apartment (0 Bedroom) | Interior

Apartment in Salem

1 Mi to Downtown Salem: Studio w/ Fire Pit Access
3.0 star property
9.6 out of 10, Exceptional, (5 reviews)
"Studio was very nicely laid out and the owner of the property was friendly! Area the house was in was quiet but yet still walkable to downtown Salem. Bagel place across the street was amazing as well"
United States
chris
$315 nightly
The price is $352
Mar 7 - Mar 8
Total with taxes and fees
1 Mi to Downtown Salem: Studio w/ Fire Pit Access
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.
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Top Winchester Hotel Reviews

Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel

8/10 Good
"Clean room"
Evis 3-night trip
Posted 1 hour ago
Sheraton Boston, a Marriott Hotel

Find out more about Winchester

Winchester Apartments information

Number of reviews
790
Accommodation
1996 Apartments
Lowest Price
$178
Highest Price
$561

Frequently asked questions

What's it like to stay at an apartment in Winchester?
There are plenty of places to stay with in the Boston area, with 4243 hotels and accommodations including 1562 apartments. Discover some favorite places in the larger area like Fenway Park and Encore Boston Harbor.
Why choose apartments instead of traditional hotels?
Often more spacious than a traditional hotel room, an apartment includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for couples looking for something with a more local feel.
What's the best apartment I should consider for a stay in Winchester?
Listed below are some of the more popular apartments in the area: Temple Place Suites: Located in Boston, 7.7 mi/12.4 km from the heart of Winchester. Includes free WiFi. Access to onsite laundry facilities is available on site. Maverick Suites at 28 Fenway: Located 7.7 mi/12.5 km away in Boston. Free WiFi and Smart TVs are included. Onsite laundry facilities and concierge services are on site. Furnished Apts near Harvard Stadium: It's situated in Boston, 6.1 mi/9.9 km away. Includes free WiFi. Apartments in Salem: 13.3 mi/21.4 km away in Salem. Free WiFi and separate dining areas are included. Bright 2BR by Boston Waterfront: It's located in Boston, 8 mi/12.8 km from Winchester. Includes free WiFi and Smart TVs.
What can I expect from the weather in Winchester?
Though weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Winchester. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 5 inches of snowfall.
What should I see and do in Winchester?
Explore the area and family-friendly sights such as Winter Pond, or get out into nature at a spot like Boston Common. You'll find favorite places to visit like Fenway Park and Encore Boston Harbor in the larger area.
What's the best way to get to and around Winchester?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is located 7.7 mi (12.3 km) away from the city center. Otherwise, look for flights into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 8.4 mi (13.5 km) away. To explore the surrounding area, hop aboard a train at Winchester Station or Winchester Wedgemere Station.

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