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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Winchester apartments

1 bedroom, desk, iron/ironing board, WiFi

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
9.2 out of 10, Wonderful, (5 reviews)
"Would stay again"
United States
mark p.
The price is CA $158
CA $319 total
includes taxes & fees
Apr 13 - Apr 14
Studio Awaits Your Next Stay!
TV

Blissful South End Studio

Blissful South End Studio
Back Bay
10.0 out of 10, Exceptional, (1 review)
"Great place on a quiet street convenient to everything!"
United States
Penelope D.
The price is CA $270
CA $531 total
includes taxes & fees
May 8 - May 9
Blissful South End Studio
Exterior

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very good, (12 reviews)
"Amazing location for the price. Check-in was super easy with clear instructions. Free parking was such a great perk for Boston. As for the house, despite a few visual damages (and 2 lightbulbs for the lamps not working), there was not much to complain about. Would recommend "
United States
Mai
The price is CA $131
CA $302 total
includes taxes & fees
Apr 14 - Apr 15
Free Parking at 1 Bed Basement Apt, Near BU & MIT
Desk, iron/ironing board, WiFi, bed sheets

The only 4 Bedroom Apartment w/ Roofdeck in Boston! 8min from Fenway Park, close to universities!

The only 4 Bedroom Apartment w/ Roofdeck in Boston! 8min from Fenway Park, close to universities!
Fenway–Kenmore
10.0 out of 10, Exceptional, (2 reviews)
"Great property. Perfect place for Fenway and close to Boston U. And the T is right across the street. Thank you again great stay "
United States
Michael B.
The price is CA $141
CA $654 total
includes taxes & fees
Apr 13 - Apr 14
The only 4 Bedroom Apartment w/ Roofdeck in Boston! 8min from Fenway Park, close to universities!
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up)

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (353 reviews)
"Wonderful stay， convenient location "
United States
Junhu
The price is CA $167
CA $279 total
includes taxes & fees
Apr 13 - Apr 14
Temple Place Suites
1 bedroom, desk, iron/ironing board, WiFi

Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
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.
The price is CA $165
CA $328 total
includes taxes & fees
Apr 13 - Apr 14
Perfect One Bedroom Stay In Downtown Boston!
1 bedroom, iron/ironing board, WiFi, bed sheets

Primo North End Studio

Primo North End Studio
North End
9.2 out of 10, Wonderful, (13 reviews)
"Great place, amazing location!"
United States
Christopher W.
The price is CA $180
CA $446 total
includes taxes & fees
Apr 13 - Apr 14
Primo North End Studio
TV, offices

Come Visit Boston and Stay In Our Homey Studio

Come Visit Boston and Stay In Our Homey Studio
Downtown Boston
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.
The price is CA $165
CA $328 total
includes taxes & fees
Apr 16 - Apr 17
Come Visit Boston and Stay In Our Homey Studio
Smart TV

Garden Getaway 2BR Minutes to Salem, Beach, and train to Boston!

Garden Getaway 2BR Minutes to Salem, Beach, and train to Boston!
Beverly
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful decor and a fantastic location—just steps from restaurants and shops. We really enjoyed our stay!"
United States
Cheryl S.
The price is CA $140
CA $404 total
includes taxes & fees
Apr 14 - Apr 15
Garden Getaway 2BR Minutes to Salem, Beach, and train to Boston!
Apartment (1 Bedroom) | Interior

1 Mi to Downtown: Salem Vacation Rental!

1 Mi to Downtown: Salem Vacation Rental!
3.0 star property
Salem
10.0 out of 10, Exceptional, (3 reviews)
"Great overall stay! "
United States
Tessa
The price is CA $161
CA $506 total
includes taxes & fees
Apr 13 - Apr 14
1 Mi to Downtown: Salem Vacation Rental!
1 bedroom, desk, iron/ironing board, internet

Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
7.8 out of 10, Good, (11 reviews)
"Was clean and the location was perfect for my stay. "
United States
Laurie F.
The price is CA $100
CA $356 total
includes taxes & fees
Apr 13 - Apr 14
Cozy Studio Steps from Boston Common and Theaters
Front of property

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (345 reviews)
"Clean"
United States
Kristin
The price is CA $146
CA $303 total
includes taxes & fees
Apr 14 - Apr 15
Maverick Suites at 28 Fenway
Smart TV

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

Hocus Pocus Season is here! Don’t miss it!
Salem
10.0 out of 10, Exceptional, (8 reviews)
"Great property!!!"
United States
Heather
The price is CA $135
CA $384 total
includes taxes & fees
Apr 14 - Apr 15
Hocus Pocus Season is here! Don’t miss it!
TV

Central Salem Retreat 2bd W/ parking

Central Salem Retreat 2bd W/ parking
Salem
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.
The price is CA $137
CA $317 total
includes taxes & fees
Apr 13 - Apr 14
Central Salem Retreat 2bd W/ parking
Living area

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very good, (38 reviews)
"Great stay!"
United States
Ryan K.
The price is CA $235
CA $436 total
includes taxes & fees
Apr 13 - Apr 14
On River/Harvard Sq. two blocks
TV

Prime Central 1brm in North End Boston

Prime Central 1brm in North End Boston
North End
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.
The price is CA $235
CA $531 total
includes taxes & fees
May 11 - May 12
Prime Central 1brm in North End Boston
1 bedroom, travel crib, free WiFi, bed sheets

Re-listed: Adorable Condo Beverly - Salem - Halloween

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
9.8 out of 10, Exceptional, (19 reviews)
"Small, clean ,quiet , great location Work definitely rent again"
United States
Nick S.
The price is CA $129
CA $341 total
includes taxes & fees
Apr 15 - Apr 16
Re-listed: Adorable Condo Beverly - Salem - Halloween
Smart TV, books

Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
10.0 out of 10, Exceptional, (22 reviews)
"Perfect place for a Boston get away. Hosts are extremely polite, very transparent about parking. Very conveniently located to be anywhere in the city quickly. Will be staying here again in the future"
United States
Blāk R.
The price is CA $125
CA $336 total
includes taxes & fees
Apr 13 - Apr 14
Bright 2BR by Boston Waterfront
TV

Fresh Design-Walk to Salem-Food-Train Station

Fresh Design-Walk to Salem-Food-Train Station
Beverly
10.0 out of 10, Exceptional, (13 reviews)
"Darryl is a great host and the apartment is lovely. We would definitely stay here again."
United States
Timothy G.
The price is CA $120
CA $376 total
includes taxes & fees
Apr 13 - Apr 14
Fresh Design-Walk to Salem-Food-Train Station
Living area

Exquisite North End 1brm

Exquisite North End 1brm
North End
9.6 out of 10, Exceptional, (33 reviews)
"Location was ideal "
Canada
Lindsay
Exquisite North End 1brm
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

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

10/10 Excellent
"Great "
Silvana 1-night trip
Posted 5 hours ago
Club Quarters Hotel Faneuil Hall, Boston

Find out more about Winchester

Winchester Apartments information

Number of reviews
586
Accommodation
1996 Apartments
Lowest Price
CA $279
Highest Price
CA $654

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 4238 hotels and accommodations including 1669 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. Enjoyable 2-bedroom lower level apartment in charming Lynn: It's situated in Lynn, 10 mi/16 km away. Includes free WiFi and Smart TVs. Furnished Apts near Harvard Stadium: 6.1 mi/9.9 km away in Boston. Amenities include free WiFi. Beautiful Retreat close to Downtown Boston. Pets friendly.: It's located in Boston, 12.3 mi/19.8 km from Winchester. Includes free WiFi, private balconies, and separate dining areas.
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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