Town of Ancram Rentals
From $369 per night (USD)VRBO
Modern Country Cottage, close to ski/snowboard. Retreat and Relax.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked away on a quiet private road, this 4-season home offers a sunlit living space with double height ceilings. In add ...
From $369 per night (USD)VRBO
From $519 per night (USD)VRBO
The Barn @Doodletown: Renovated Barn w/ Firepit
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: "The Barn at Doodletown" is a thrilling 1863 post-and-beam barn turned extraordinary home on 11 private acres. ...
From $519 per night (USD)VRBO
From $527 per night (USD)VRBO
New owner special - The House of Maples: 3 bedroom + 2.5 bath in Millerton NY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our weekend house, an ideal location for an all-season vacation home!! The House is surrounded by three acres ...
From $527 per night (USD)VRBO
From $186 per night (USD)Expedia
Summer Rental -3-bedroom cottage in Ancramdale. Private swimming lake with beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Your Ancramdale getaway awaits at this charming 3-bedroom cottage. Nestled in a tranquil setting, this cozy retreat feat ...
From $186 per night (USD)Expedia
From $706 per night (USD)VRBO
5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Situated atop an expansive pasture, enveloped by rolling hills and the mountainous catskill terrain, sits the Casa Lobat ...
From $706 per night (USD)VRBO
From $1131 per night (USD)Expedia
Secluded and Spectacular Views
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
The Silo Set on 700 acres of wooded Hudson Valley real estate, The Silo is reached by crossing a bridge over a flowing ...
From $1131 per night (USD)Expedia
From $708 per night (USD)VRBO
Modern Masterpiece, Casa de Campo Hudson Valley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Perched high on a hill along a quiet country road in the historic farming community of Ancram, NY, with expansive views ...
From $708 per night (USD)VRBO
From $612 per night (USD)Expedia
Mid-Century Home Surrounded by Meadows
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Hideaway This mid-century modern home reigns over a magical world in the heart of New York State’s historic Hudson ...
From $612 per night (USD)Expedia
From $130 per night (USD)VRBO
Hudson Valley private 70's-style cabin on five acres, five minutes to town!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
On 5 private, wooded acres, but only 2 miles from Millerton, one of the cutest towns in the Hudson Valley. Amazing food, ...
From $130 per night (USD)VRBO
From $2568 per night (USD)VRBO
Doodletown Lodge & Cabin: Pool—Pickleball—Tennis++
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 21
Summary: Welcome to Doodletown Lodge & Cabin, an extraordinary 100-acre estate just 2 hrs from NYC and under 3 hrs from ...
From $2568 per night (USD)VRBO
From $1071 per night (USD)VRBO
Beautiful Waterfront Home in the Foothills of the Berkshires
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Introducing an exquisite 6-bedroom family retreat nestled on 6 acres of pristine landscape with exclusive waterfront acc ...
From $1071 per night (USD)VRBO
From $945 per night (USD)VRBO
Lakefront 4-Season Stunning Home and Guest House W/Tennis Court & Full Gym
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Gorgeous Lake views! Sun streams through windows all day long in this bright airy contemporary lakefront home and newly ...
From $945 per night (USD)VRBO
From $513 per night (USD)VRBO
Contemporary Lakefront, Ski, Tennis and Boat Cozy 3 Bedrooms
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Bright, airy and cozy contemporary lakefront home with 4 Bedrooms (SEE BELOW FOR BED LAYOUT), extra high ceilings in liv ...
From $513 per night (USD)VRBO
From $621 per night (USD)VRBO
Have it all! Lakefront, Pool & Skiing & Gym! 5 Bedrooms
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Located in a peaceful and serene neighborhood, this home has it all! Huge double height Great Room with stunning large ...
From $621 per night (USD)VRBO
From $556 per night (USD)VRBO
Waterfront Perfection!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Weekly or weekends for 3 seasons and we prefer monthly or seasonal for the summer. Newer custom built home with expansi ...
From $556 per night (USD)VRBO
From $508 per night (USD)VRBO
The Cabin-A quiet get away for rest and relaxation
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Quiet escape from the world. The Cabin settles into its surroundings with deceptive subtlety, while inside it is surpris ...
From $508 per night (USD)VRBO
From $497 per night (USD)VRBO
Large Pool + New spacious 4 BR home - walk to Gym, Tennis & Boating on Lake!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Large 4 BR, 2.5 Bathroom with extra den and huge kitchen! In addition, there is a large outdoor deck with seating for 10 ...
From $497 per night (USD)VRBO
From $1054 per night (USD)Expedia
A Country Lodge Straight Out of the Pages of a Great Novel
- Bedrooms:
- 0
- Bathrooms:
- 4
- Sleeps:
- 12
The Lodge Imagine a country lodge straight out of the pages of a great novel. Rustic chic combines with modern ameniti ...
From $1054 per night (USD)Expedia
From $232 per night (USD)VRBO
Adorable secret hideaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
The Nook (Silo garage apartment) This adorable secret hideaway is a self-contained efficiency apartment set in the mids ...
From $232 per night (USD)VRBO
From $1055 per night (USD)VRBO
Upstate Mountain View Retreat
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 11
Escape to this stunning mountain retreat in Dutchess County. This spacious home comfortably accommodates up to 10 guest ...
From $1055 per night (USD)VRBO
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Brindlewood Sunny Upstate Escape 3BRs on 7.5 Acres
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience upstate NY at its finest at Brindlewood in Millerton, NY. Nestled among tall trees atop a hill, with an expa ...
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From $443 per night (USD)VRBO
Tanner Farmhouse - Rural Cozy Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Experience the charm of Tanner Farmhouse, a rustic yet modern home in Pine Plains, NY. This meticulously renova ...
From $443 per night (USD)VRBO
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Off Market
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Off Market !!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!! ...
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From $633 per night (USD)VRBO
Doodletown Cabin: Pond—Outdoor Dining—Games Barn!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: Escape to Doodletown Cabin, a remarkable 4 bed/ 3 bath log country cabin, just 2 hrs from NYC & under 3 hrs fro ...
From $633 per night (USD)VRBO
From $1574 per night (USD)VRBO
Doodletown Lodge: Pool, Tennis, Pickleball,Hiking+
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Discover unparalleled elegance at Doodletown Lodge, a stunning house on a 100 acre estate, just 2 hrs from NYC ...
From $1574 per night (USD)VRBO
From $400 per night (USD)VRBO
Copake Lakes Hidden Treasure
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is a Cozy Cottage tucked away in the woods. A true getaway from the noise of a busy world. Close enough to many ...
From $400 per night (USD)VRBO