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Annandale on Hudson Rentals

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154 Houses

Tentrr Signature Site - Vista Valley wooded pond Sites 2

Annandale on Hudson tented camp

1 bedroom / 1 bathroom / sleeps 10

Price per night from

$156

Tentrr Signature Site - Vista Valley Pond Campsite 1

Annandale on Hudson apartment

1 bedroom / 1 bathroom / sleeps 10

Price per night from

$177

Great rentals within 20 miles that match your search

Catskill NY/ 2 Bedroom Cottage on Cauterskill Crk

Catskill cottage

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$258

Summer Living near BARD and Rhinebeck

Germantown house

3 bedrooms / 2 bathrooms / sleeps 5

“Peaceful and beautiful” We've stayed at the "Country Home" twice and greatly enjoyed both stays. The home is handsome, well-maintained and comfortable. There's a large and lovely backyard area next to a horse farm - we took our young daughter to look at the horses grazing. Lyn, the owner, was kind, responsive and clearly cares about her guests and home - she even put out s'more fixings for us, which was wonderful. The home is situated on a quiet, beautiful country road that's a fairly quick drive to various towns and amenities.

Price per night from

$239

Carriage House on private English Tudor Estate

Kingston house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$287

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

Tranquil Retreat Stunning Views+Hot Tub, Woodstock Area-Glenford House

Glenford house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$315

Private Apartment at Stony Ledge

Saugerties apartment

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$172

OUR LOVELY VACATION HOME IS LOCATED IN THE CATSKIL

Catskill finca

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 12 minutes

Price per night from

$573

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. 3 hours 42 minutes

Price per night from

$201

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

$2,291

LOVELY SAUGERTIES RENTAL (Pool)

Saugerties house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$487

Tumblin' Falls House

Catskill house

5 bedrooms / 4 bathrooms / sleeps 12

“Our second home!” Tumblin' Falls has been our home away from home since we first discovered it in the mid-1990s. There's no better place to kick back and enjoy the mountain air, the beautiful waterfall, the company of wonderful people, and the warm feeling of a small town. The house is beautifully nostalgic and comfortable, and it's located within range of destinations like the Windham ski area, and the Cobleskill caves, Secret Caverns and Howe Caverns. We love Linda and Hugh, who greet us with "welcome home" each time we arrive. There is no better place to leave your cares behind, and embrace the beauty of the Catskills!

Responds fast! avg. 3 hours 31 minutes

Price per night from

$802

Cozy Cottage

Hunter cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 42 minutes

Price per night from

$172

Mid Century Ranch-Hot Tub-Minutes to Center ofTown

Woodstock house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$459

Esopus Bend Getaway 4 min to HITS

Saugerties apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$169

Beautiful Home on The Esopus Creek

Saugerties house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$287

Waterfalls and Swimming Holes

Palenville apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$212

New Hot Tub & Heated Pool in Prime Woodstock Gut Renovated Modern Home

Woodstock house

5 bedrooms / 3 bathrooms / sleeps 13

Responds fast! avg. 3 hours 29 minutes

Price per night from

$1,025

four season vacation rental

Tannersville house

2 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 1 hour 17 minutes

Price per night from

$115

DeMew House in Historic Rondout, Kingston NY

Kingston house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$201

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

Haines Falls house

9 bedrooms / 9 bathrooms / sleeps 25

Price per night from

$1,146

Woodstock Carriage House

Woodstock house

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$378

Charming Brick House -Hudson Valley

Poughkeepsie house

3 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 1 hour 47 minutes

Price per night from

$459

Hunter Mountain Ski House Condo Ski Season Rental

Hunter apartment

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$115

Family-Friendly Home: 5 Mins to Central Woodstock

Woodstock house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 29 minutes

Price per night from

$154

The FarmHouse

Millerton house

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$287

Black Creek Bed and Breakfast

Highland house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 31 minutes

Price per night from

$1,146

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

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 31 minutes

Price per night from

$258

A Peaceful Escape

Leeds house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 48 minutes

Price per night from

$121

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

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 31 minutes

Price per night from

$287

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

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 31 minutes

Price per night from

$252

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

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 31 minutes

Price per night from

$287

My Country Home

Craryville house

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 14 minutes

Price per night from

$172

Tentrr Signature Site - Kamp Kimberg North

Rifton tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$130

Tentrr Signature - Glen Falls House Resort Twin Falls Campsite

Round Top tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$183

Viewing 38 of 154
rentals in Annandale on Hudson

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