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Holiday rentals in Dutchess County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Dutchess County

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

Twin Island Lake  Private Island
SUPERHOST
Island · 2 guests · 1 bed · 1 bathroom

Twin Island Lake Private IslandEmbark on an off-grid luxury camping adventure in the heart of Hudson Valley, discover one of Twin Island Lake’s private islands with 360 degree views. Reconnect with yourselves and nature in a Safari style tent furnished with a queen size bed and outdoor amenities. Park on the mainland next to the dock where a canoe awaits your arrival. This sweet escape is a once in a lifetime experience you will remember forever.

Loft in the Pines
Entire guest house · 4 guests · 2 beds · 1.5 bathrooms

Loft in the PinesLoft in the Pines: Get away to your own private retreat, walkable to Main St, Millerton, NY and Harlem Valley Rail Trail. Beautiful 1 bedroom escape with two decks for your relaxation. Perfect for couples or families. Close to great hiking and skiing. Easy walk to antique shops, the Music Cellar and delicious restaurants or put your feet up and relax! There are 1.5 baths, a living room with flat screen TV, dining room and a fully equipped kitchen with an expansive deck to take in the view.

Modern cottage with Hudson River view
SUPERHOST
Entire guest house · 2 guests · 0 beds · 1 bathroom

Modern cottage with Hudson River viewRelax and enjoy your stay in a bright, modern cottage with windows overlooking the river and a wraparound deck. Whether you are looking to relax along the river, explore Hyde Park historic properties or discover the incredible natural beauty of the Hudson Valley, this cottage is an ideal escape.

Holiday rentals for every style

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Popular amenities for Dutchess County holiday rentals

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

Other great holiday rentals in Dutchess County

SUPERHOST
  1. Private room
  2. Pleasant Valley
Cedarhurst 2
₹3,450 per night
  1. Entire house
  2. Stanfordville
Charming lakeside cabin with private pool
₹29,364 per night
SUPERHOST
  1. Entire guest suite
  2. Fishkill
Cherrywood BnB
₹4,562 per night
  1. Entire loft
  2. Pawling
Bushwhack Farm | Stay
₹7,362 per night
  1. Entire cottage
  2. Rhinebeck
Fabulous Lemon Cottage in Rhinebeck, NY
₹14,997 per night
SUPERHOST
  1. Entire cabin
  2. Rhinebeck
Ridgetop Cabin- Mt views on 130acre forest & falls
₹13,853 per night
SUPERHOST
  1. Entire cottage
  2. West Park
Rustic, Sunny, Little Red Cottage in the Woods
₹9,103 per night
SUPERHOST
  1. Entire cottage
  2. Rhinebeck
Ridgetop 2 Br Cabin- Views, 130acre forest & falls
₹20,261 per night
SUPERHOST
  1. Entire townhouse
  2. Kingston
DeMew Townhouse in Historic Kingston
₹12,375 per night
  1. Entire guest suite
  2. Poughkeepsie
Suite of Rooms in Historic Home
₹10,277 per night
SUPERHOST
  1. Entire guest suite
  2. Millbrook
Millbrook Gatehouse ~Guest Suite and Garden
₹12,847 per night
  1. Entire house
  2. Rhinebeck
Long Pond Cottage, Country Retreat in Rhinebeck
₹25,694 per night

Top-rated things to do in Dutchess County

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