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Vacation rentals in New Windsor

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in New Windsor

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

Cherrywood BnB
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bath

Cherrywood BnBGrand Re-Opening! We have been hosting on AirBnB for over two years, achieving SuperHost status at our first eligibility, and maintaining it throughout! We have hosted over 250 guests, including several repeat visitors. Guests consistently rate our space as exceedingly clean, quiet, and private. We are home for every stay, in the main house separate from the studio, but do not interact with guests unless requested.

Get Away to "Hygge" Tiny House on 75 Private Acres
Tiny house · 4 guests · 1 bed · 1 bath

Get Away to "Hygge" Tiny House on 75 Private AcresEscape to 75 acres of secluded, private land and lounge in this "hyggelig" tiny house. The house has everything you need, from heat and air conditioning, strong wifi, tv, a full working kitchen (gas stove and oven), shower and bathroom. This unit also has an incredible amount of light coming in from the very large windows throughout. Outdoor amenities include a wood patio, grill, fire pit, and hammock.

Recharge in The Lotus Room at the Secret Garden!
SUPERHOST
Entire apartment · 2 guests · 2 beds · 1 bath

Recharge in The Lotus Room at the Secret Garden!Welcome to our quaint home situated on a half acre with bonsai nursery and koi pond for your viewing pleasure. Entering in from your private parking space you walk through the gate to paradise in the secret garden. From the street you would never know this exciting botanical experience is here. Feel like going out, we are only minutes from the Hudson valley water front home to many restaurants and great eating. Looking for more adventure there is hiking, wine trails, shopping, and so much more!

Vacation rentals for every style

Get the amount of space that is right for you.

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Popular amenities for New Windsor vacation rentals

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

Other great vacation rentals in New Windsor

SUPERHOST
  1. Entire apartment
  2. Philipstown
Foxglove Farm
SUPERHOST
  1. Entire apartment
  2. Gardiner
Modern Barn Mountain View Studio
SUPERHOST
  1. Entire cottage
  2. Gardiner
Brand New Cottage Under The Ridge
SUPERHOST
  1. Entire cottage
  2. New Windsor
*** Hot Tub, Custom Cottage & Game Room
  1. Entire house
  2. Marlboro
Cozy & Private Cottage w/View [Old winery house]
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. Beacon
Luxe Studio 4 on Main St-Steam Shower Washer/Dryer
SUPERHOST
  1. Entire guest suite
  2. Beacon
Hiker's nest
SUPERHOST
  1. Entire guesthouse
  2. Cornwall-on-Hudson
Half Moon Bay Hideaway
SUPERHOST
  1. Entire apartment
  2. Marlboro
Cliff Top at Turtle Rock
  1. Private room
  2. Highland Falls
Old Grad Inn - 1 mile to front gate of West Point

Nearby destinations