Airbnb, Vacation Rentals in Winchester, MA

Compare 2,188 available, short term vacation home properties, starts from $18

Compare 2,188 available, short term vacation home properties, starts from $18

Save Up To 78%

Airbnb, Vacation rentals and hotel deals in Winchester, MA

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Airbnb, Vacation House with Air Conditioning in Winchester, MA

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Airbnb, Vacation House with Full Kitchen, and Other Rental Options in Winchester, MA

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Airbnb, Pet Friendly Vacation Condo in Winchester, MA

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Airbnb, Vacation Condo with Fireplace in Winchester, MA

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Map

Map of stays around Winchester, MA

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Which Price Range Is Most Typical in Winchester, MA Area?

Vacation Apartment & House Rental Price Information in Winchester, MA

The graph shows the percentages of vacation homes in each price bucket. Winchester has the largest percentage (18.13%) of homes in $150 - $200 price range.

$0 to $501%
$50 to $10013.3%
$100 to $15016.7%
$150 to $20018.1%
$200 to $25014.4%
$250 to $30010.1%
$300 to $3506.7%
$350 to $4004.4%
$400 to $4503%
$450 to $5003%

What Are The Most Popular Amenities in Winchester, MA?

Trending Vacation Rental Amenities in Winchester, MA

The above reveals the top rental amenities and the property numbers associated with each of them in Winchester. In Winchester, 1071 rentals offer Internet or Wifi, 984 rentals offer Air Conditioning, 943 rentals offer TV. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Pool, Hot Tub.

Internet or Wifi1071
Air Conditioning984
TV943
Bed linens provided939
Heater907
No Smoking806
Washer & Dryer797
Parking Available676
Full Kitchen493
Kids Friendly430

What Are The Most Liked Rental Accommodations in Winchester, MA?

Most Picked Accommodations in Winchester, MA

Before visiting Winchester, it is a good idea to explore all the accommodation types in this area, and pick the one that fits your group well. All the available accommodation types are: Apartment, House, Condo, Bed And Breakfast, Studio, Townhome, Cottage, Guest House, Estate, Yacht, Villa, Boat, Hostel, Hotel, House Boat, Chateau / Country House, Farmhouse, Bungalow, Corporate Apartment. Apartment is the most-liked rental type, with the largest percentage of 45.89%. The biggest home in this area available for rent is around 8050 square feet.

The least popular accommodation in Winchester is Bungalow rentals

How Many Rental Accommodations Are Pets Friendly in Winchester, MA?

Percentage of Pet Friendly Rental Properties in Winchester, MA

24.22% of vacation homes in Winchester are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.

What Are The Must-Visit Places in Winchester, MA?

Must Visit Places In Winchester, MA

Here we list the must-visit places in Winchester: Christian Herter Park, Charles River Reservation, Anderson Memorial Bridge, Harvard Square, Boston National Historical Park, King Bhumibol Adulyadej Birthplace Monument, John F Kennedy Memorial Intersection, Harvard Yard, John F Kennedy Memorial Park, Longfellow House-Washington's Headquarters National Historic Site, Spray Park, Charles River Museum of Industry & Innovation, Lyman Estate, The Rose Art Museum, USS Constitution Museum, Museum of Science, Mary Cummings Park, Rahanis Park, Overlook Park, Burlington Landlocked Forest, Simonds Park, Regan Park, Mill Pond Reservoir & Conservation Area, Burlington Mall, Burlington Recreation Department, Lexington Common National Historic Site, Center School (Burlington, Massachusetts), Minute Man National Historical Park, Town Common, Sandy Brook Conservation Area.

Christian Herter ParkCharles River ReservationAnderson Memorial BridgeHarvard SquareBoston National Historical ParkKing Bhumibol Adulyadej Birthplace MonumentJohn F Kennedy Memorial IntersectionHarvard YardJohn F Kennedy Memorial ParkLongfellow House-Washington's Headquarters National Historic SiteSpray ParkCharles River Museum of Industry & Innovation

Must-Visit Trails in Winchester, MA?

Top Trails In Winchester, MA

Here are the trails we recommend in Winchester: Horn Pond Trail, Whipple Hill Reserve, Skyline Trail Loop, Two Towers Hike, Southern Middlesex Fells Loop, Middlesex Fells Reservation Loop Trail, Arlington Reservoir Trail, East Middlesex Fells Reservation Loop Trail, West Middlesex Fells Reservoir Trail, West Middlesex Fells Reservation Bike Loop.

Where Are The Campgrounds in Winchester, MA Area?

Campgrounds Recommendations In Winchester, MA

The best RV campgrounds here in Winchester are: Winter Island Park Campground, Harold Parker Campground, Salisbury Beach State Reservation Campground, Wompatuck Campground, Tidewater Campground, Wakeda Campground, Green Gate Campground, Circle CG Farm Campground, Cross Winds Family Campground, Pearl Hill Campground.

What are the Airports in Winchester, MA?

Airports Options in Winchester, MA

4 airport(s) close to Winchester are: General Edward Lawrence Logan International Airport (BOS), Norwood Memorial Airport (OWD), Laurence G Hanscom Field (BED), Beverly Municipal Airport (BVY).

General Edward Lawrence Logan International AirportNorwood Memorial AirportLaurence G Hanscom FieldBeverly Municipal Airport

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PRICE PER NIGHT

Up to $100$100 to $199From $200

ACCOMMODATION TYPES

ApartmentHouseCondo

RATING

Outstanding: 4.5+Very Good: 4+Good: 3.5+