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Holiday rentals in Beekman

Holiday rentals in Beekman

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Top-rated holiday rentals in Beekman

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

Cedarhurst 2
Private room · 2 guests · 1 bed · 1 shared bathroom

Cedarhurst 2Our home was built in 1872 and is used to welcoming guests. In the early 1900's it was a bed&breakfast called Cedarhurst Farm. We are situated at the center of Dutchess County, about one and a half hour north of New York City. This puts you within easy reach of many places of interest in all directions. Beautiful rural towns like Rhinebeck, Hudson, New Paltz at the foothills of the mountainous Catskill area and the artist community of Beacon, to name a few.

Hudson Valley Cottage with Pond Access
Entire guest house · 4 guests · 2 beds · 1 bathroom

Hudson Valley Cottage with Pond AccessLight and airy cottage situated on the private eighteen acre property surrounded by beautiful mature trees, large lawn area and quick two minute walk to a beautiful large 3 acre pond. Perfect spot for a relaxing weekend in the Hudson Valley; only 60 miles from Manhattan. The cottage has it's own private back yard, with a patio and a fire pit. Perfect place to disconnect and relax. Enjoy your Hudson Valley getaway!

Country Retreat and Near Everything
Entire guest suite · 5 guests · 3 beds · 1 bathroom

Country Retreat and Near EverythingRustic guest quarters in a historic converted barn on 15 acre property. Hike from your door to Wonder Lake Park. Bike the Maybrook Trailway. We're a short drive to the Appalachian Trail. Walking distance to Patterson village and the train to New York. 20 minute drive to Danbury Fair Mall. Upon arrangement, host may be able to drive guests to the city or do shuttle for hiking/biking.

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Popular amenities for Beekman holiday rentals

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

Other great holiday rentals in Beekman

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  1. Tiny house
  2. Carmel Hamlet
Lake Front Tiny House Hudson Valley

Welcome to @thatbunkhouse, sister property to @thatlakehouse. Outside you can swim from the dock, take a paddle board out to explore, or have a fire by the water. In winter, turn on the heater and enjoy the snow. You’ll have access to a full bath in the main house and an outdoor kitchen station. You’ll have a queen size pullout sofa with a memory foam mattress, a loft space, solar lanterns, a battery pack for charging a phone or computer, and a camp stove for coffee or simple meals.

  1. Entire house
  2. Pawling
Hobbit House of Pawling

One of a kind, cozy hobbit house with hot tub. Beautiful, private setting offering you the ultimate getaway. 5 minutes from the quaint village of Pawling with Metro North railway access. 2 bedrooms w/ king size beds, 2 bathrooms each with walk in shower. A queen size pull out couch in living room and a queen size inflatable air mattress. Electric fireplace in living room. Perennial gardens, 3 patios, babbling brook, bbq grill, hammock, and outdoor propane fire pit. Ring Quests upon request!

  1. Entire house
  2. Poughkeepsie
Springtime Retreat near Sprout Creek

A recently renovated single story home nestled in 4 acres of woodland, minutes off the Taconic State Parkway and 15 minutes from the Poughkeepsie Metro-North. Make use of our seasonal herb garden, or cozy up inside by the fire. If you have to be connected, there is high speed internet and a dedicated workspace. We are surrounded by amazing restaurants, wineries, and outdoor activities available year round.

  1. Entire guest suite
  2. Holmes
Getaway! Full Fl Apt in CarriageHouse w/ Fireplace

1.5 hrs from NYC; minutes driving from hiking trails; 20 min from Beacon and Cold Spring! Space is fully sanitized between guests. The bottom floor of this 1865 Carriage House has been transformed into an eclectic retreat. The 2500 sq ft private apartment has a room for every mood: curl up with a book in the front rooms, play and chill in the lounge, curl up to watch movies or the fire in the living room, eat or work in the breakfast nook and then the two bedrooms to fully unwind and sleep.

  1. Entire house
  2. Millbrook
The Beech House - Light and Open, Stunning Views

Named for some of its giant beech trees, The Beech House is a modern, sunlit home with gorgeous views of the Catskills. All are welcome to come relax and unwind in our warm, open, comfortable home. The Beech House sits on 4 lush acres, off a quiet lane, just an easy walk to the village of Millbrook in Dutchess County. The house is perfect for relaxing or playing, staying in or going out, couples, friends, or families. We absolutely love it and it is our great pleasure to share it with you.

  1. Entire flat
  2. Kent
Downtown Kent style & comfort! Upstairs 1 Bdrm apt

UPSTAIRS Comfy 1 bedroom apartment right in downtown Kent. Art galleries, shops and restaurants very close by. Minutes drive to Kent Falls and many more local attraction. Hiking, biking and so much to do!!

  1. Entire cottage
  2. Pleasant Valley
Entire rustic cottage in gorgeous family farm

Baby goats just born 2/22!!! Rustic charm and vintage touches surround you in this beautiful cottage in Pleasant Valley near everything the Hudson Valley has to offer from farms and wineries to small towns and great restaurants. Almost 800 sqft. of space plus a brick-floor covered porch and a huge deck right outside the loft bedroom for coffee, reading or a drink. Private parking, nature all around and a short drive to the city on the Taconic. Tranquil setting. NO PETS ALLOWED

  1. Entire cottage
  2. Wingdale
Quaint cottage in the woods

A 200 year old cottage nestled in 9 acres of fields and woods, only 2 miles from Metro-north - the perfect quiet getaway from the city. Grill and dine on the deck surrounded by a flower garden, or relax on the screened porch in the shade. Pick from the fruit trees on the property to augment a dinner at home, or head to one of the nearby towns for dining. There are things to do year round from hiking the Appalachian Trail nearby to enjoying a drink on the sofa by the fire.

  1. Entire cabin
  2. Carmel
The Treehouse Lovenest

The Treehouse Lovenest is a charmingly unique 2 bedroom country lodge situated in upstate NY on nearly 3 acres of virgin forest in the Hudson Valley. Located an hour and 20 mins north of Brooklyn on the East side of the Hudson River, the two level house is perched up high amongst the trees and has recently been stylishly renovated. This loft like home has 18 foot ceilings in the living and dining areas, and an open-planned kitchen adjacent to a split level lounge area which is drenched in light. For those who like to sleep in, there are 2 new comfy, king-size beds. There's a well equipped kitchen with new appliances, and for all those who love to cook or wish they knew how, the kitchen has a fun and diverse library of wonderful cookbooks. If you are a child of the sixties or seventies you will love the awesome stereo and extensive eclectic collection of vinyl. A 1000 square foot deck wraps around the house, overlooking a charming stream which flows through a canyon on the property next to our dedicated grilling deck. Adjacent to 150 acres of NYC water supply land owned by the D.E.P, the area is home to an abundance of wildlife with deer seen almost on a daily basis. The house is an ideal getaway for couples looking to escape from the city and reconnect with nature, in a clean, simple, tastefully-created and mid-century modern inspired environment. The Treehouse Lovenest is a luscious retreat for couples who wish to unplug from the city. One weekend here will recharge your spirit and energize the soul. The only downside to the place is that you won't want to leave.

  1. Entire chalet
  2. Poughquag
The Lookout

Massive 4,000 sq foot chalet on more than seven acres. Only 90 minutes from NYC, with incredible mountain views and stunning sunsets. Floor-to-ceiling stone fireplace, outdoor firepit, 8 person hot tub, and gas grill for use. Private hiking trail on property. Close proximity to all of Hudson Valley's best golf courses, breweries, wineries, hiking trails, parks, and ski resorts. Easy drive to historic Beacon, Cold Spring, Rhinebeck, Pawling, and New Paltz, and only minutes away from Metro North.

  1. Entire cabin
  2. Sherman
Quiet, lakefront cabin

An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, SUP, two inflatable two person kayaks, a sunfish and two wooden boats are available for use. Candlewood Lake is the #22 best fishing lake in the US.

  1. Entire house
  2. New Fairfield
Lake View Retreat from the Big City

Our 2-story home is within 1.5hr driving distance from New York City and provides a relaxing retreat to enjoy lakeside living. With resident beach access at three points on the half-mile dead-end street, it’s great for couples or families to enjoy privacy on a weekend escape or a vacation. Squantz Pond is a much quieter lake adjacent to Candlewood, but has all of the bigger amenities right nearby. Across the lake is State Park land - completely undeveloped - providing beautiful year-round views!

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