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Holiday rentals in Chester County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chester County

Guests agree: these stays are highly rated for location, cleanliness, and more.

The Gatehouse at Dreamwood Farm: Luxe Farm Stay.
SUPERHOST
Farm stay · 4 guests · 2 beds · 1.5 bathrooms
The Gatehouse at Dreamwood Farm: Luxe Farm Stay.The gatehouse at Dreamwood Farm is a small, cozy version of the original farmhouse, and the setting is absolutely idyllic. Set next to a beautiful lake, the views from your kitchen and master bedroom windows will take your breath away. We added high-end amenities and furnishings while still keeping the original charm of the home so if relaxing by the campfire or watching the sunset while sipping a glass of wine on the dock sound like your ideal weekend then this is definitely the place for you.
Rock Hollow Retreat
SUPERHOST
Entire residential home · 12 guests · 6 beds · 2 bathrooms
Rock Hollow RetreatCome and enjoy your stay at Rock Hollow Retreat and experience the tranquility not to be found just anywhere. At Rock Hollow you will be greeted by the singing of the birds, the smell of the woods and water and experience the peace of the country. There is all kinds of potential, games, hikes, swimming, campfires and much more. Rock Hollow Retreat is located in beautiful Chester County and only minutes away from Lancaster County and many attractions that the area is famous for.
The Medeba Attic Loft
SUPERHOST
Entire rental unit · 4 guests · 2 beds · 1 bathroom
The Medeba Attic Loft** DISCOUNTS for 7+ nights, the longer you stay the higher the discount. :) We love hosting guests for long term stays, so let us know if there's anything we can do to make that possible for you. ** We are right in the center of Amish Country. ** Our apartment is newly renovated and has the perfect touch to make it a memorable getaway for you. We strive to have our apartment clean and welcoming. ** We are located back in and away from all the noise, but still only have 3 minutes to route 30.

Holiday rentals for every style

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Popular amenities for Chester County holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chester County

SUPERHOST
  1. Entire guest suite
  2. Kennett Square
Streamside Apartment
$135 SGD per night
  1. Farm stay
  2. Atglen
Backyard Farm Retreat.Home of Peace an Relaxation
$127 SGD per night
  1. Entire residential home
  2. Reinholds
Cozy hideaway on your own corner of our homestead
$112 SGD per night
SUPERHOST
  1. Entire guest suite
  2. Pottstown
Chic Studio for two
$121 SGD per night
SUPERHOST
  1. Entire residential home
  2. New Holland
Mountaintop Retreat | Peaceful Quiet Location
$109 SGD per night
SUPERHOST
  1. Entire residential home
  2. Narvon
Der Dawdy Haus
$133 SGD per night
  1. Entire townhouse
  2. Kennett Square
The Cozy Twin
$256 SGD per night
SUPERHOST
  1. Entire residential home
  2. Paradise
The Wren House in quaint village.
$114 SGD per night
  1. Entire residential home
  2. East Earl
Modern Residential home with screened in porch, free parking
$135 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Kennett Square
Naomi's Airbnb in the Heart of Kennett Square, PA
$121 SGD per night
PLUS
  1. Entire guest house
  2. Media
Studio Apartment in Attractive Sylvan Setting
$110 SGD per night
SUPERHOST
  1. Entire guest suite
  2. Gap
The Stone House between the Streams
$195 SGD per night