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220 stays

Stays in Winchester

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Entire loft in Winchester
Immerse yourself in Old Town Winchester
4 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.71 out of 5;225 reviews
Entire house in Winchester
The Millwood House
6 guests3 bedrooms3 beds2 baths
WifiAir conditioningKitchen
Rating 4.75 out of 5;110 reviews
SUPERHOST
Entire apartment in Winchester
Pretty Little Apt By the Train II
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.75 out of 5;142 reviews
Entire apartment in Winchester
Sean's Bar - Your Own Bar & Private Apartment
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.51 out of 5;113 reviews
SUPERHOST
Entire house in Winchester
Fairmont North
4 guests2 bedrooms2 beds1 bath
WifiAir conditioningKitchen
Rating 4.67 out of 5;99 reviews
SUPERHOST
Entire house in Winchester
Lux Downtown Home
6 guests3 bedrooms3 beds1.5 baths
WifiAir conditioningKitchen
Rating 4.83 out of 5;59 reviews
SUPERHOST
Entire apartment in Winchester
Quiet but In-Town Getaway
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.85 out of 5;108 reviews
SUPERHOST
Entire house in Winchester
City Charmer minutes from Old Town
6 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchen
Rating 4.95 out of 5;75 reviews
SUPERHOST
Entire apartment in Winchester
One Bedroom Apt in DownTown Winchester
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.73 out of 5;48 reviews
SUPERHOST
Entire apartment in Winchester
Downtowner
4 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchen
Rating 5.0 out of 5;75 reviews
SUPERHOST
Entire apartment in Winchester
Historic Seymour House in Old Town
3 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.88 out of 5;113 reviews
SUPERHOST
Entire house in Winchester
Cameron Charmer
4 guests2 bedrooms2 beds2.5 baths
WifiAir conditioningKitchen
Rating 4.95 out of 5;22 reviews
SUPERHOST
Entire apartment in Winchester
The Booth on Morgan downtown modern apt
4 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Entire loft in Winchester
Immerse yourself in Old Town #2!
5 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.50 out of 5;55 reviews
SUPERHOST
Entire apartment in Winchester
Pretty Little Apt by the Train I
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.73 out of 5;135 reviews
SUPERHOST
Private room in Winchester
We Welcome You to Winchester!
3 guests1 bedroom1 bed1.5 shared baths
WifiAir conditioningKitchen
Rating 4.92 out of 5;160 reviews
SUPERHOST
Entire apartment in Winchester
The Comfortable In-Towner
3 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
Rating 4.91 out of 5;45 reviews
SUPERHOST
Entire house in Winchester
Stone home in heart of downtown
7 guests2 bedrooms3 beds2.5 baths
WifiAir conditioningKitchen
Rating 4.99 out of 5;73 reviews
SUPERHOST
Entire apartment in Winchester
Merrimans Meadow
2 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
Rating 5.0 out of 5;14 reviews
Private room in Winchester
Your beach room near the mountains in Winchester!
2 guests1 bedroom1 bed1.5 shared baths
WifiAir conditioningKitchen
Rating 4.80 out of 5;5 reviews
1 20 of 220 places to stay
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