Dutchess Area Rentals
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VRBO
Red Connecticut colonial and garden Rhinebeckl
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
1st fl living, sitting, dinning room Kitchen/sunroom.. backyard Gardens greenhouse 3 fire places Laundry h-135 ft pool ...
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- From $280 per night (USD)
VRBO
150 year old cottage on 120 acres of land next to a stream
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Built in the 1800's but with a modern kitchen and bathrooms this charming cottage with wide plank floor boards and many ...
From $280 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Unit 1 Hudson RiverView Sleeps 4 4213344- Queen Bedroom 1 pullout
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Key West style unit located in a private home on five plus acres on the Hudson River. Unit is located on the lower leve ...
From $270 per night (USD)VRBO
- From $795 per night (USD)
VRBO
Modern Farmhouse: Ponds, Barn near Rhinebeck, Hudson & Kingston!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Escape to our newly remodeled, 4 Bed + Kids Room farm-stay on 33 acres! Enjoy modern comforts (Thermador appliances, sto ...
From $795 per night (USD)VRBO
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VRBO
Perfectly Petite Hudson Valley Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
A perfect getaway for a couple or small family. Solo stove and outside seating. Located in Ulster Park on a residential ...
Click For PricingVRBO
- From $604 per night (USD)
VRBO
Beautiful 1850's brick farmhouse in Beacon - 4 bdrm, 2 1\/2 bath, entire house.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A 4 bedroom, 2-1/2 bath home, located just south of Beacon on a secluded property. House sleeps up to nine people plus ...
From $604 per night (USD)VRBO
- From $174 per night (USD)
VRBO
House on Appalachian Trail, walking distance from NYC trains. 3bd\/1ba, 3 acres
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Hike the Appalachian Trail! This is a cozy 3 bedroom, 1 bath, with full basement, and 3 acres of land, RIGHT ON THE TRAI ...
From $174 per night (USD)VRBO
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Expedia
This is a Private Room with a Private Entry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a Private Room with a Private Entry. You will have microwave, small fridge and coffee maker. Self check in as w ...
Click For PricingExpedia
- From $996 per night (USD)
VRBO
70s Modern House in the Woods, three minutes to Rhinebeck village
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The ideal getaway house in the perfection location: conveniently close to all the great restaurants and shops of Rhinebe ...
From $996 per night (USD)VRBO
- From $212 per night (USD)
VRBO
Charming Private 2 BR Beacon Bungalow Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our charming home is walking distance from Main Street and Mt. Beacon Park. The house is tucked away from the street for ...
From $212 per night (USD)VRBO
- From $201 per night (USD)
VRBO
MidCentury Modern Suite with Hudson River\/Mt Beacon Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax in the calm & stylish Urban River Suite, 1 of 2 vacation rental units in a newly renovated home. The Suite occupie ...
From $201 per night (USD)VRBO
- From $110 per night (USD)
Expedia
Glamping in the woods, beautiful property one hour from NYC.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Forget the tent, glamping is where you wanna be. Your own kitchen, full bathroom, hot shower, couch... plus fire pit an ...
From $110 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Hilltop Home on 10 acres w\/ hot tub, fire-pit + solar
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to our secluded country hideaway, located near the charming Dutchess County towns of Amenia, Millerton and Millb ...
From $338 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Lakefront cottage with Year round Hot Tub private beach and dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Brand New Year-round Hot Tub and Screened in Porch!! 126 feet of your own private shoreline with brand new deck screened ...
From $299 per night (USD)Expedia
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VRBO
Beautiful Rhinecliff Home for June and (most of) July
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our recently renovated home is a 10 minute walk from the Amtrak station and the Hudson river. It is also a 10 minute, b ...
Click For PricingVRBO
- From $225 per night (USD)
VRBO
Enjoy Beacon with a touch of the country!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We are located just over 2 miles outside of Beacon! Enjoy the luxuries of the county while still enjoying the city. You ...
From $225 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Glamping, family fun, pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Glamping is all the fun of camping with all the convenience of a hotel. Each site has two beautiful canvas tents with el ...
From $99 per night (USD)VRBO
- From $506 per night (USD)
VRBO
Twin Cedar Pond: Farmhouse w\/ Pool House + Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Twin Cedar Pond and let the cares of the world melt away in this beautifully renovated historic farmhouse. The ...
From $506 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Campers Paradise, cozy tents, hot showers, free wifi, pet firndly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Glamping is all the fun of camping with all the convenience of a hotel. Each site has two beautiful canvas tents with el ...
From $99 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Entire 3yr.old waterfront house on the Hudson River. 100 ft dock, acres of woods
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
3000 sq. ft contemporary home with central air, radiant heat, stone fireplace, and kitchens on both floors. Steam shower ...
From $650 per night (USD)VRBO
- From $590 per night (USD)
VRBO
Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Located just 60 miles north of New York City in Holmes, New York, 89D is the perfect getaway spot for those who want a p ...
From $590 per night (USD)VRBO
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VRBO
Hudson Valley Getaway
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
This lovely home is located at the center of the village of Rhinebeck. There is plenty of food and shops within walking ...
Click For PricingVRBO
- From $285 per night (USD)
VRBO
Beautiful mountaintop getaway for peace and quiet
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful, spacious mountaintop get away located on The Ten mile river in Dutchess County. Home is secluded on 40 wooded ...
From $285 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Country Cottage Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A great place to unwind, take strolls in the woods or along country roads, view stunning sunsets and great-winged birds. ...
From $210 per night (USD)Expedia
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VRBO
Sunny Clutter Free Modern Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Just made available for the fall and winter Down a long driveway, but minutes to the village of Tivoli Flooded with sunl ...
Click For PricingVRBO
- From $99 per night (USD)
Expedia
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Glamping is all the fun of camping with all the convenience of a hotel. Each site has two beautiful canvas tents with el ...
From $99 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Beautiful Lake House On Peaceful Whaley Lake
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Come visit this spacious and warm home overlooking beautiful Whaley Lake in Dutchess County, NY. Enjoy the company of fr ...
From $495 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Elegantly appointed, newly renovated apartment in early 1800's brick farmhouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the vibrant mid-Hudson River valley community of Beacon, New York, this charming 530 square foot second floor ...
From $125 per night (USD)Expedia
- From $529 per night (USD)
VRBO
Gorgeous Saugerties Home minutes to HITS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Many say, when it comes to houses, that location is everything. And this house definitely meets that. The Longview House ...
From $529 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Lake House with indoor spa, 1 hour from Manhattan
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Secluded and serene lake house located in private community at the end of a private road, the second to last house on th ...
From $150 per night (USD)VRBO
- From $490 per night (USD)
VRBO
Mountain View Farmhouse, pool\/hot tub, fire pit, 4 seasons porch, game room
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to the Irondale Manor, an 1870s farmhouse with modern touches. While only half a mile from Millerton's Main St, ...
From $490 per night (USD)VRBO
- From $470 per night (USD)
Expedia
Cheerful Circa 1700 3 Bedroom Farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Only minutes from Rhinebeck, Omega Institute, Culinary Institute of America, or the FDR Library, this is the perfect pla ...
From $470 per night (USD)Expedia
- From $650 per night (USD)
VRBO
Enjoy your own private lake this summer! Boats, beach, lawn games & game room!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
This stunning lakeside estate is located just 1½ hours north of NYC in the Berkshire foothills. Minimum rental is 3 days ...
From $650 per night (USD)VRBO
- From $300 per night (USD)
Expedia
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located in Hopewell Junction, Enjoy an unbeatable mountain-front . location at this 4-bedroom, 2-bath vacation rental ho ...
From $300 per night (USD)Expedia
- From $150 per night (USD)
VRBO
The Rhinebeck Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
In the heart of the Hudson Valley lives the Rhinebeck Retreat. A quick bike or car ride into the Village, this charming ...
From $150 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Private modern home of six acres
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Contemporary two bedroom home with fireplace, satellite television, two bathrooms, well-equipped kitchen, close to man ...
From $250 per night (USD)VRBO
- From $155 per night (USD)
VRBO
Stylist and spacious centrally located one bedroom apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Vi ...
From $155 per night (USD)VRBO
- From $120 per night (USD)
Expedia
ValleyView-Ultimate 3BR Getaway w\/Inground Pool by Fahnestock\/Appalachian Trail
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
ValleyView is nestled up against the Appalachian Trail within a forest preserve right on the Dutchess/Putnam County line ...
From $120 per night (USD)Expedia
- From $76 per night (USD)
VRBO
King Bed \/ Private Parking \/ 300mbps+ WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in this bright spacious apartment right in the heart of the Hudson Valley. Enjoy the King size bed and relax in the ...
From $76 per night (USD)VRBO
- From $118 per night (USD)
Expedia
Country Oasis | Centrally Located | Strong WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stay in this serene 2 bedroom apt. right in the heart of the Hudson Valley! Conveniently located only 20 minutes away fr ...
From $118 per night (USD)Expedia
- From $92 per night (USD)
VRBO
Charming Stay | Prime Location | Strong WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This charming home is centrally located in the heart of the Hudson Valley minutes away from historic sites, hiking, dist ...
From $92 per night (USD)VRBO
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Expedia
Hidden Hideaway | Prime Location | Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in this charming one bedroom apartment that has been right in the heart of Main Street since 1903. Only steps away ...
Click For PricingExpedia
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VRBO
Country Cottage - Hudson Valley - Millbrook Area
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Updated country home - ideal base to enjoy & explore the countryside & nature - perfect for an extended getaway. 2 bed ...
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VRBO
Rustic retreat in the Tagkhanic Foothills
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a winter retreat on our 9+ acre property with easy access to local restaurants and shopping in Red Hook, Hudson an ...
Click For PricingVRBO
- From $194 per night (USD)
VRBO
Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Rustic cabin by Twin Island Lake, Pine Plains, NY Sitting on quiet Lake Road and nestled in the woods, my rental built i ...
From $194 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Relaxing Chic Home off Main St with Hot Tub & Chef's Kitchen
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Kid & family friendly - 2 blocks from The Round House on a lovely, quiet block w/ all new furniture. Newly renovated, wa ...
From $465 per night (USD)Expedia
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VRBO
Discounted Weekly Summer Stays at The Barn in Tivoli
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Barn in Tivoli is a fun, cozy & unique home for your country getaway! It's an easy 5-minute walk to the charming Hu ...
Click For PricingVRBO
- From $130 per night (USD)
Expedia
Spacious, Private- Kingston, Hudson Valley colleges, Off Street Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This spacious, ground-level suite is convenient to so much of what the Hudson Valley has to offer. Located within walkin ...
From $130 per night (USD)Expedia
- From $945 per night (USD)
VRBO
Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 22
The Pines includes a gourmet eat-in kitchen, butler's pantry, formal dining room, music room, library/game room, mud roo ...
From $945 per night (USD)VRBO
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Expedia
Country House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
1919 Stone Cottage on 18 acres. Complete privacy. Nicely furnished with a comfortable patio and beautiful outdoor pool. ...
Click For PricingExpedia
- From $700 per night (USD)
VRBO
Monthly Rental-Eighteen hundreds farm house on seven acres
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Post and beam construction with wide plank floors throughout total of eleven rooms. House decorated with antiques from t ...
From $700 per night (USD)VRBO
- From $1398 per night (USD)
VRBO
Rhinebrook Estate - 8 Bed\/8Bath (Sleeps 20)
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 20
Part of the ZenDen Escapes Collective on IG @zendenescapes -Follow prompts in profile. The mansion in Upstate NY leave ...
From $1398 per night (USD)VRBO
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Expedia
Special Lake Cottage with Private Dock and Wrap Around Deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This special 2 bedroom, fully furnished four season lakefront cottage with private dock on Silverlake in historic Rhineb ...
Click For PricingExpedia
- From $169 per night (USD)
Expedia
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Chapel at Hopeland is a unique experience that we had crafted next to a sprawling forest preserve. Built in 1845 for ...
From $169 per night (USD)Expedia
- From $240 per night (USD)
VRBO
The Farm at Hyde Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to The Farm at Hyde Park; a micro farm experience like no other. This spring we are planting the expanded berry ...
From $240 per night (USD)VRBO
- From $203 per night (USD)
VRBO
Charming home walking distance to town! AC , WIFi, Children and Pets welcome!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
You will feel at home the minute you walk in the door! This newly updated home is only a short walking distance to resta ...
From $203 per night (USD)VRBO
- From $1545 per night (USD)
VRBO
Serene Mid-century Villa with a pool 1.5h from NYC
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located on 7 Acres of a private forest, The Falls is a stunning mid century modern retreat located 15min from Beacon and ...
From $1545 per night (USD)VRBO
- From $2000 per night (USD)
Expedia
Spacious restored Victorian w\/ wraparound porch
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Pen-it-men-to (noun) The visible trace of an earlier painting beneath a layer or layers of paint on a canvas. The effect ...
From $2000 per night (USD)Expedia
- From $495 per night (USD)
VRBO
The Barn in Tivoli
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
The Barn in Tivoli is a fun, cozy & unique home for your country getaway! It's an easy 5-minute walk to the charming Hu ...
From $495 per night (USD)VRBO
- Click For Pricing
Expedia
Hitchbrook - Restored Home in Sharon Countryside
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful historic home in the heart of Litchfield County, nestled in the hills of Hitchcock Corners and across from Mil ...
Click For PricingExpedia
- From $300 per night (USD)
VRBO
The Wheelhaus— Restored Home in Hamlet of Amenia
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Open the local wine provided and stretch out on the blue sectional sofa in the sunny living room. The fun and stylish de ...
From $300 per night (USD)VRBO
- From $1063 per night (USD)
VRBO
Elegant 6,000 Sq' 30 Acre Estate - Spectacular Views!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Private 6,000 sq' home & 30 acre compound. Perfect family retreat. Sleeps 12+. Main House - 5 BR, 5 1/2 bath, gourm ...
From $1063 per night (USD)VRBO
- From $206 per night (USD)
VRBO
Modern Hudson Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This New England cedar style home is located West of the Hudson River and South of Kingston. It has the perfect balance ...
From $206 per night (USD)VRBO
- From $145 per night (USD)
Expedia
Charming Beacon Apt w\/ Fire Pit: Near Hiking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Treat your loved one to a relaxing escape at this 1-bedroom, 1-bath Beacon retreat! Whether hiking a nearby trail or wal ...
From $145 per night (USD)Expedia
- Click For Pricing
VRBO
Year-round Hot Tub! Private and secluded home near Rhinebeck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Truly a Hudson Valley dream! The house is clean, renovated with a functional lay out. The yard is vast with gunite heate ...
Click For PricingVRBO
- From $225 per night (USD)
VRBO
Chic, Private Cabin with Stunning Hudson River Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Private, newly renovated cabin with stunning views of the Hudson River. All creature comforts including full kitchen, ex ...
From $225 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Super Comfy Saugerties Village Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Super comfy home located within walking distance to the village of Saugerties. Nestled at the end of a quiet street righ ...
From $250 per night (USD)VRBO
- From $699 per night (USD)
Expedia
The Spencer House at Milea Estate Vineyard
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
As you cross the threshold of this restored 1747 farmhouse nestled in New York’s exquisite Hudson Valley, you can feel t ...
From $699 per night (USD)Expedia
- Click For Pricing
VRBO
Charming cottage with pond and waterfall view
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Wake up to birdsong and the sounds of double waterfall, swim or fish our spring fed pond as a heron glides overhead. Coz ...
Click For PricingVRBO
- Click For Pricing
VRBO
Cozy 1890's Hopewell Jct. NY Charmer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Comfortable and inviting 1890 colonial centrally located in Hopewell Junction NY. This 2 bedroom 1.5 bath house boasts o ...
Click For PricingVRBO
- From $347 per night (USD)
VRBO
Pet-Friendly Millerton Home, Walk to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fall in love with Millerton’s small-town charm when you stay at this chic 3-bedroom, 2-bathroom vacation rental! Complet ...
From $347 per night (USD)VRBO
- From $240 per night (USD)
Expedia
The Calf Pen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to The Farm at Hyde Park; a micro farm experience like no other. The Calf Pen is a newly remodeled 2 bed, 2 bath ...
From $240 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Pet-Friendly Hopewell Junction Apt w\/ Grill!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Let this 1-bed, 1-bath apartment set the scene for your next escape in Hopewell Junction. Offering proximity to local pa ...
From $150 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Hopewell Junction Apartment w\/ Community Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to a refreshing retreat at this 1-bedroom, 1-bathroom Hopewell Junction escape. Located near the Hudson River, th ...
From $149 per night (USD)Expedia
- Click For Pricing
VRBO
Peaceful Millbrook Stay with views of The Golf and Tennis Club.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A private one bedroom apartment. There is a living room, dining area, bedroom and laundry room. A stones throw to The Mi ...
Click For PricingVRBO
- From $225 per night (USD)
Expedia
Charming 2-bedroom cottage on country rd. w\/firepit and fireplace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Stay in a charming upstate cottage on two acres of private landscaped and forested lands. Looking for an expansive sky v ...
From $225 per night (USD)Expedia
- From $1744 per night (USD)
VRBO
Huge HV Retreat: pool\/hot tub\/home theater\/gym\/sauna
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 13
Idyllic Hudson Valley country retreat; 6br/3.5ba luxury estate on 5.6 rolling acres in Pleasant Valley, NY. Meadows, woo ...
From $1744 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Upstate Victorian Cottage in Quiet Village of Esopus
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cute, clean, well furnished Victorian cottage just minutes from walking trails, Hudson River, wineries, excellent restau ...
From $250 per night (USD)Expedia
- From $434 per night (USD)
VRBO
15% off; private pond; fireplace; 4-min to village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
"Pictures understate this well-appointed home. The beds were so comfortable and the pond is so tranquil!" -Kate, Dec '22 ...
From $434 per night (USD)VRBO
- From $409 per night (USD)
VRBO
This house is a 4 bedroom(s), 3 bathrooms, located in Staatsburg, NY.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Nestled among the trees, this roomy home is off a quiet road in a historically scenic area (between Rhinebeck and Hyde P ...
From $409 per night (USD)VRBO
- From $386 per night (USD)
VRBO
The Schoolhouse, Rhinebeck Perfection
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
What’s not to love? A gorgeous, architecturally interesting 1830’s schoolhouse, sited along a quiet lane, but within min ...
From $386 per night (USD)VRBO
- From $326 per night (USD)
Expedia
A+ Location: Easy Access To Downtown & Outdoors
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This three bedroom, three bath home sits on a quiet cul-de-sac, just 7 minutes from the center of Rhinebeck is ...
From $326 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Charming Arts and Crafts Home
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Summary: 19th Century home across from Downing Park in Newburgh, Orange County NY. Beautifully updated home with spaciou ...
From $300 per night (USD)VRBO
- From $750 per night (USD)
Expedia
1780 Hudson Valley Farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Our historic farmhouse is the perfect Hudson Valley retreat. The home is sun drenched with mountain views out every win ...
From $750 per night (USD)Expedia
- From $1125 per night (USD)
VRBO
River & Mountain Views - Hot Tub - Arcade - Pool Table - Bar
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Nestled in Beacon's Hudson Valley, the great outdoors has trail hikes, rock climbing, wine tasting, coffee shops, restau ...
From $1125 per night (USD)VRBO
- From $525 per night (USD)
VRBO
Gorgeous Modern Ranch in the Hudson Valley NY close to Rail Trail
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Brand new top to bottom high end renovation on a stylish home just a mile from the quaint town of Millerton on 3 acres w ...
From $525 per night (USD)VRBO
- From $851 per night (USD)
VRBO
Beacon Area Vacation Rental with Heated Pool!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Spread out and enjoy the beauty of this Lagrangeville vacation rental, complete with 5 bedrooms, 3 bathrooms, and 6 acre ...
From $851 per night (USD)VRBO
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Expedia
Beautiful Home Historical District
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Beautiful 3 bedroom home on the bluff, close to the Hudson river. Home was recently renovated by a master craftsman. Hom ...
Click For PricingExpedia
- From $229 per night (USD)
VRBO
Cozy Historic Piersaull House - Charming & Quirky!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Piersaull House, built in 1910 by Charles Piersaull, Hyde Park's fishmonger, photographer, and bicycle repairman, featur ...
From $229 per night (USD)VRBO
- From $186 per night (USD)
Expedia
1 Br Private Victorian Apt in convenient City location on .5 acre, sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Rental basis: Entire house or apartment Number of bedrooms: 1; Number of other rooms with beds: 1 Number of bathrooms: 1 ...
From $186 per night (USD)Expedia
- Click For Pricing
VRBO
Rhinebeck's property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
In the heart of Rhinebeck in the Hudson Valley lives the Rhinebeck Homestead. A quick bike or car ride to the Village, t ...
Click For PricingVRBO
- Click For Pricing
Expedia
Dog-Friendly Vacation Rental in Newburgh!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Imagine you, your significant other, and a stretch of uninterrupted time at this Newburgh, NY, vacation rental located i ...
Click For PricingExpedia
- Click For Pricing
VRBO
Newburgh, New York, Vacation Rental!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
If you’re searching for a Hudson River Valley vacation rental or a work-from-home vacation rental, this one-of-a-kind, 2 ...
Click For PricingVRBO
- Click For Pricing
Expedia
Charming Hudson River Valley Vacation Rental!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
If you appreciate the feeling of community while on the go, these Newburgh, NY, vacation rentals have a 2-bed, 1-bath ap ...
Click For PricingExpedia
- Click For Pricing
VRBO
Historic Hudson Valley Apartment: River View!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape the city for a weekend and experience the small but vibrant town of Newburgh from the comfort of this 1-bed, 1-ba ...
Click For PricingVRBO
- From $524 per night (USD)
VRBO
Woodstove, firepit, lakeviews and access to lake, hiking trails, large terrace!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Relax and enjoy nature in this lakeside retreat! Only 75 minutes from Manhattan, with Metro North access nearby. Wake u ...
From $524 per night (USD)VRBO
- From $351 per night (USD)
VRBO
Be in Nature at this Gorgeous Riverfront Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wappinger Cottage is a Scandinavian-inspired home featuring landscaped gardens leading to the shimmering Wappinger Creek ...
From $351 per night (USD)VRBO
- From $768 per night (USD)
Expedia
Magnificent historic mansion on 12 acres
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Very special Federal/Greek revival mansion built in 1835. It has been kept immaculately throughout 188 years and the hou ...
From $768 per night (USD)Expedia
- From $468 per night (USD)
VRBO
Modernist Wooded Retreat Rhinebeck on 75 acres
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
The Cabana, perched on a forest cliff overlook in Rhinebeck, a modern cabin perfectly tucked into the woods. A sleek ret ...
From $468 per night (USD)VRBO
- From $575 per night (USD)
Expedia
Stunning historic Victorian house in Newburgh
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Stunning Queen Anne style Victorian house in beautiful historic area of Newburgh. The house was built in 1870 and recent ...
From $575 per night (USD)Expedia