Vacation Rentals & Villas in Kingston

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82 Houses

Carriage House on private English Tudor Estate

Kingston house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$338

THE STABLES IN THE CARRIAGE HOUSE

Kingston villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$338

Church Des Artistes

Kingston villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

“Wonderful!” This was one of the most unusual places we've ever stayed- a renovated old church, at the same time classic, modern, absolutely spotless, warm, bright, cozy and if you appreciate the arts you are in for a treat as both Julie and Peter are accomplished artists (Julie is a painter and Peter a musician).

Price per night from

$2,290

Cliff Haven In The Catskills

Kingston house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$458

Great rentals within 20 miles that match your search

Charming Artists Cottage

Woodstock house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$229

Contemporary, Secluded Cabin In The Heart of Woodstock

Woodstock log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“A place to do everything, or nothing” I must confess, that I did not expect much, hearing from a local friend who drove by the property. While previous vacations advertised themselves as located in Woodstock, this one truly is. Took us an hour and fourty minutes from manhattan, door to door. While it looked a little quirky at first sight, with an extension above the living room, once we entered we realized that it serves as a giant sky light, opening the space to the surrounding woods. The living area is spacious,filled with light, while the adjacent bedroom is cozy and rather romantic. Out of the woods and just down the road is the 'sunfrost' market and deli where we had our best juice ever at lunch time. After an afternoon stroll in Woodstock we spent the evening on the deck with a glass of Pinot. A red tailed hawk joined us for a while perched on a branch above a neat pile of cut wood, but soon lost interest and flew away. With the wine in-tow we plunged into the hot tub the way of adam and Eve. The next day I mostly lazed around, while wify practiced her graceful Tai-Chi on the deck. we had a great dinner at the 'red onion' which can not be put to shame by any New York establishment triple it's price. In short; secluded, romantic and a perfect weekend escape.

Price per night from

$287

Secluded, Luxury Home with Hot Tub

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Simply the best!” Before we even explored the beautiful house and the perfect location, we thought 'We are home'. This wonderful property is possibly the nicest, most pristine clean and convenient house we've had the pleasure to stay in. It is wonderfully furnished, comfortable and has everything you could want for a perfect vacation. This is not your standard 'rental'. This is a fantastic home and we had an incredible time. The area is perfect. We biked, we hiked, we shopped and we cooked in the wonderful kitchen and then we relaxed in the hot tub. The setting is idyllic. I have never slept so well in my life. There are not enough adjectives to fully describe how great our stay was. I can only say we will be back again and again and it was, in a word, inspiring. Thank you, Mirav, for thinking of absolutely everything and presenting it to us for our vacation.

Price per night from

$292

LOVELY SAUGERTIES RENTAL (Pool)

Saugerties house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$487

Cozy Cottage

Hunter cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 9 minutes

Price per night from

$229

The Cottage at Chichester

Chichester cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

“Nice place to get away from the hectic city.” Quiet and secluded it was a good fit for me, a couple, their toddler and two small dogs. Property its a good size for a small walk in the woods. Storms have pushed the creek away from the back of the house and it's small and not showing any fish, so wasn't able to fish on the property. I'd advise getting your fishing license before you get there. The house was clean and well kept. The frig had a fair amount of condiments in them, so check the frig before you head to town to buy anything. There were enough pots and pans to cook, but we were glad we brought two cooking knives with us. The gas grill on the deck was OUTSTANDING! I give that grill 5 stars. Quiet with a great view of the stars. We took advantage of the fire pit and picnicked while cooking hot dogs over the open fire. The wifi was intermittent, which can be a good thing if you're looking to truly get away and relax.

Price per night from

$189

charming woodstock cottage with outdoor hottub

Willow cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$201

Pet Friendly Cabin Doh-Ray Up At 1450ft

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Relaxing mountain retreat” We enjoyed a very pleasant Thanksgiving week getaway at the cabin, which looks just like the pictures -- nice combination of modern and rustic design. Also very comfortable, clean and well organized. Tv and sound system very high tech. Somehow we did something wrong with the remotes and lost the tv connection, but Raymond was extremely patient troubleshooting over the phone. Kitchen is nicely equipped. Bathrooms, full upstairs and half downstairs (not pictured), were standard but fine. The views of the woods from the many windows were really pretty, especially in the snow. It was a bit of an adventure driving up the somewhat steep mountain road. Definitely need 4wd in bad weather, so car rental was a little expensive. Overall, we had a lovely stay and hope to have a chance to come back in the summer.

Price per night from

$361

Charming Converted Barn On 2+ Acres Walk To Town

Woodstock house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$487

Privacy & Luxury @ Heart of Woodstock w/ Hot Tub

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$327

The Warehouse

Saugerties studio

  • Studio
  • 1 bathroom
  • sleeps 4

Price per night from

$172

Top of the Pass. Cozy Craftsman Style

Hunter house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

Price per night from

$201

Blue Stone Creek Side Cottage

Accord house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$687

Secluded Country Getaway

Highland house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$269

U have to C it 2 believe it ! unlike any other !

Haines Falls house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 25

Price per night from

$1,145

Romantic Country Barn By the Stream

Woodstock log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$281

Black Creek Bed and Breakfast

Highland house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$1,145

Black Creek Bed and Breakfast (Zen Room w/Shared Bathroom)

Highland b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$287

Black Creek Bed and Breakfast (Paris Room w/Shared Bathroom)

Highland b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$287

Black Creek Bed and Breakfast (Arbor Room w/Shared Bathroom)

Highland b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$252

Phillie's Country Comfort Space -

New Paltz b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$161

four season vacation rental

Tannersville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$115

country retreat with a modern edge

Kerhonkson house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$430

FARM HOUSE ON 30 ACRES PRIVATE BED AND BATH USE OF 1ST FLOOR

Clinton Corners house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 6 minutes

Price per night from

$228

T Lounge & Accomodations

Tannersville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$327

Famous Liberty View Farm

Clintondale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$859

Glasco Woodstock - 16 Acres and Stunning Mountain View

Saugerties house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

Price per night from

$1,716

Twin Island Lake House

Pine Plains house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$411

The Hartwood House - Upstate NY Getaway

Saugerties house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$447

Idyllic, Upstate, Farm Escape Near Ski Slopes

Saugerties house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$453

chezbevet, a country cabin

Woodstock guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$155

Centrally Located in Saugerties Village

Saugerties apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$287

2 bedroom, steps from village center

Saugerties apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$229

The 212 Escape

Bearsville house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Price per night from

$916

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