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Vacation rentals in Middletown

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Top-rated vacation rentals in Middletown

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

Hudson Valley 1830s Farmhouse: Pool, Tennis Court!
SUPERHOST
Entire house · 6 guests · 3 beds · 2.5 baths

Hudson Valley 1830s Farmhouse: Pool, Tennis Court!Welcome to our beautiful 1830s farmhouse! Get ready to unplug at this renovated retreat, only a short 90 minutes drive from the City. Nestled on 14 acres, relax by the pool complete with a cookout gazebo and dining area, play tennis on your own private court or perhaps read by any of the two indoor fireplaces or 3 outdoor fire pits, or simply gaze onto this wonderful oasis from your backyard patio or front porches overlooking the ponds. Note: Pool open dates are from May 26th to October 2nd.

⌂ Backyard Porch ⌂ Cozy Getaway ⌂ Catskills Hikes
Entire cottage · 4 guests · 2 beds · 1 bath

⌂ Backyard Porch ⌂ Cozy Getaway ⌂ Catskills Hikes• 1,200 sq. ft Charming Cottage • BRAND NEW decor, beds, furniture • Screened-in porch overlooking private yard • 10 minutes to downtown area with bars and restaurants • Stocked kitchen • Great for retreat or to relax between adventures Renovated modern cottage is the perfect weekend getaway - only 90 min from NYC! Close to all the beautiful sights Catskills / Hudson Valley has to offer. Families, explorers, business travelers will all love it here! Direct trains from NYC / Hoboken

Modern Barn Mountain View Studio
SUPERHOST
Entire apartment · 3 guests · 1 bed · 1 bath

Modern Barn Mountain View StudioCome relax at this picturesque chalet in Gardiner NY, where the sounds of nature will envelop you. Blanketed in wood furnishings and original antique beams, this bnb will make you feel right at home. Our intimate getaway allows for plenty of space to cozy up on the couch or spread out into the open kitchen. Plus, the outdoor deck is perfect for putting your feet up and watching the skydivers or with a nice book and enjoying a glass of wine along with the sunset.

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Popular amenities for Middletown vacation rentals

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

Other great vacation rentals in Middletown

  1. Entire apartment
  2. Goshen
Goshen Getaway 1-Private and Quiet Apartment
SUPERHOST
  1. Entire cottage
  2. Matamoras
Eagles’ Landing ON The Delaware
SUPERHOST
  1. Entire cabin
  2. Phillipsport
The Pond House - A modern cabin within the forest.
SUPERHOST
  1. Entire cottage
  2. Montgomery
Private Cottage-A Clean, Cozy, Quiet Sanctuary.
SUPERHOST
  1. Entire house
  2. Matamoras
The Victorian at Bluestone Falls
  1. Entire chalet
  2. Monticello
River Road Retreat - Tranquil & Simple Beauty
SUPERHOST
  1. Entire guesthouse
  2. Washingtonville
Old Otterkill Farm Cottage
SUPERHOST
  1. Yurt
  2. Gardiner
Fern - Kos Retreats @ Frogs Hollow Farm
SUPERHOST
  1. Yurt
  2. Gardiner
Bluebell - Kos Retreats @ Frogs Hollow Farm
SUPERHOST
  1. Entire apartment
  2. Sparrow Bush
Sparrow’s Nest in Sparrow Bush, NY
  1. Entire cabin
  2. Rock Hill
Trails Head Cabin in the Woods
SUPERHOST
  1. Entire cottage
  2. Millrift
Delaware River Access, Cozy Hot Tub For Two, Pool

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