Dutchess Area, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Dutchess Area, New York on RentalSaver.com!

Dutchess Area Rentals

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VRBO
Rhinebeck Summer Get Away
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
1950's Cape set right between the train station and Rhinebeck. Perfect for commuters and ideal for those who want to get ...
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Expedia
Adorable 3BR-cape near skiing and sledding
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Dutchess County/Harlem Valley retreat under 2 hours from NYC. 3-bed, 2.5-bath, ~1500 sq ft., for small family or couples ...
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Expedia
From $532 per night (USD)
VRBO
Gorgeous Luxury Farmhouse in the Hudson Valley New York
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Light, bright and airy, this immaculate new farm home boasts 2 bedrooms and 2.5 baths. Nestled into rolling hills of Ups ...
From $532 per night (USD)
VRBO
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Expedia
Serene, Peaceful Get-Away (Log Cabin by the Lake)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Log cabin by scenic lake in middle of state forest. Swimming, kayaking, fishing -- 1000 acres of adjacent State Forest ...
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Expedia
From $3441 per night (USD)
VRBO
The Farm House w. Garden Cottage at Picardy Farms
Bedrooms:
6
Bathrooms:
7
Sleeps:
8
Welcome to The Farm House, a spacious 1830 Greek Revival landmark residence at Picardy Farms. This lovingly restored 1 ...
From $3441 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Reset and Relax in Luxury Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Brand New Luxury Cottage updated with upscale furnishings in a beautiful peaceful setting! One mile walk to Omega down a ...
From $258 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Hudson River Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Historic brick and stone Victorian home perched above the Hudson River. Unobstructed panoramic views of the river and B ...
From $233 per night (USD)
VRBO
From $335 per night (USD)
Expedia
Stylish Cozy Home with Gorgeous Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Centrally Located and Only 1 Mile from Saugerties Village Shops, HITS and Beach. This 2 Bedroom/2 Bath Luxurious Home Aw ...
From $335 per night (USD)
Expedia
$\The Big House\ with Hudson River Views$
From $2405 per night (USD)
VRBO
\"The Big House\" with Hudson River Views
Bedrooms:
5
Bathrooms:
8
Sleeps:
16
The Big House, as it is referred to, is a Historic 1850's, renovated beauty which sits on 2 acres overlooking the Hudson ...
From $2405 per night (USD)
VRBO
From $620 per night (USD)
Expedia
Beacon,Hudson Valley, 4bedroom 2bath, Sleeps 7, Pool, Hot Tub, Wifi,1.5m to town
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to Hudson Valley Hideaway, a stylish family friendly home tucked away in the corner of Beacon, off the shores of ...
From $620 per night (USD)
Expedia
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 $273 per night (USD)
VRBO
Victorian house with amazing Hudson River view
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
** “SUPERHOST” & GREAT REVIEWS ON ANOTHER VACATION RENTAL WEBSITE! Enjoy the Hudson River views from the porch, the livi ...
From $273 per night (USD)
VRBO
From $4848 per night (USD)
VRBO
Luxury home with extraordinary amenities nestled in an idyllic rural setting
Bedrooms:
7
Bathrooms:
5
Sleeps:
10
Sitting on 215 acres with 5 miles of trails, two stocked ponds, stream and small waterfall, our Millbrook property is a ...
From $4848 per night (USD)
VRBO
From $1244 per night (USD)
VRBO
Majestic Oasis in Rhinebeck w/ Hot Tub, Pool, Lake, & Fire Pit
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Unique 1840's 6 bedroom farmhouse with rocking-chair porch, original wide floorboards, oak beams, comfortable bedrooms ...
From $1244 per night (USD)
VRBO
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VRBO
Charming Tivoli Home w/Patio, by Town & Shops
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Built in 1895, this quaint side-hall Colonial is the ideal home base for exploring the idyllic Hudson Valley! The 5-bed, ...
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VRBO
From $242 per night (USD)
VRBO
The Lucky Goat, a quiet country cottage about an hour from NYC, just off the TSP
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Long-time, top rated vacation rental now on Vrbo!!! Get away from the city and come enjoy this beautiful country proper ...
From $242 per night (USD)
VRBO
From $128 per night (USD)
VRBO
Studio near Millbrook, Poughkeepsie.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Perfect cozy studio in Pleasant Valley, NY surrounded by nature. We are located close to beautiful towns such as Millbr ...
From $128 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Rhinebeck Chalet: Modern Stylish Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to Rhinebeck Chalet, a serene and stylish nature retreat near Hudson Valley attractions. Cook in the open kitche ...
From $399 per night (USD)
Expedia
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VRBO
Red Connecticut colonial and garden Rhinebeckl
Bedrooms:
3
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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VRBO
From $948 per night (USD)
VRBO
Modern Farmhouse: Ponds, Barn near Rhinebeck, Hudson & Kingston!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Escape to our newly remodeled, 4 Bed + Kids Room farm-stay on 33 acres! Enjoy modern comforts (Thermador appliances, sto ...
From $948 per night (USD)
VRBO
From $848 per night (USD)
VRBO
Beautiful 1850's brick farmhouse in Beacon - 4 bdrm, 2 1/2 bath, entire house.
Bedrooms:
2
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 eight people plus ...
From $848 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Hudson River Valley Stunner! Mountain & River Views. Near Beacon & West Point
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 $288 per night (USD)
VRBO
From $159 per night (USD)
VRBO
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 $159 per night (USD)
VRBO
From $508 per night (USD)
VRBO
Hilltop Home on 10 acres w/ hot tub, fire-pit + solar
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to our secluded country hideaway, located near the charming Dutchess County towns of Amenia, Millerton and Millb ...
From $508 per night (USD)
VRBO
From $428 per night (USD)
VRBO
Twin Cedar Pond: Modern Farmhouse w/ Sprawling Deck and Oversized Indoor Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to Twin Cedar Pond, a beautifully renovated farmhouse sitting on 5 acres with a scenic ridge, multiple ponds and ...
From $428 per night (USD)
VRBO
From $626 per night (USD)
VRBO
Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit
Bedrooms:
3
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 $626 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Beautiful mountaintop getaway for peace and quiet
Bedrooms:
1
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 $343 per night (USD)
VRBO
From $656 per night (USD)
VRBO
Sunny Clutter Free Modern Home
Bedrooms:
2
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 ...
From $656 per night (USD)
VRBO
From $351 per night (USD)
VRBO
Family friendly Spacious 4 bedroom 3 bathroom getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Bring the whole family to our beautiful home with lots of room for fun. Conveniently located in a quiet neighborhood in ...
From $351 per night (USD)
VRBO
From $657 per night (USD)
VRBO
Beautiful Lake View House Overlooking 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 $657 per night (USD)
VRBO
From $470 per night (USD)
VRBO
Super Comfortable Water-view Home in Saugerties
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Highlights: If a perfectly located, spacious, and fun family house is on your stay wish list, then this is absolutely th ...
From $470 per night (USD)
VRBO
From $605 per night (USD)
VRBO
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 $605 per night (USD)
VRBO
From $730 per night (USD)
VRBO
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
This stunning lakeside estate is located just 1½ hours north of NYC in the Berkshire foothills. Minimum rental is 3 days ...
From $730 per night (USD)
VRBO
From $358 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 $358 per night (USD)
Expedia
From $290 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 $290 per night (USD)
VRBO
From $192 per night (USD)
Expedia
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 $192 per night (USD)
Expedia
From $175 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 $175 per night (USD)
VRBO
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Expedia
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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Expedia
From $247 per night (USD)
VRBO
Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'
Bedrooms:
1
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 $247 per night (USD)
VRBO
From $627 per night (USD)
Expedia
Relaxing Chic Home off Main St with Hot Tub & Chef's Kitchen
Bedrooms:
2
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 $627 per night (USD)
Expedia
From $174 per night (USD)
VRBO
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 $174 per night (USD)
VRBO
From $1654 per night (USD)
VRBO
Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres
Bedrooms:
9
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 $1654 per night (USD)
VRBO
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VRBO
Country House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
1919 Stone Cottage on 18 acres. Complete privacy. Nicely furnished with a comfortable patio and beautiful outdoor pool. ...
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VRBO
From $1800 per night (USD)
Expedia
Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)
Bedrooms:
8
Bathrooms:
8
Sleeps:
20
Part of the ZenDen Escapes Collective on IG @zendenescapes -Find us! The mansion in Upstate NY leaves nothing to be de ...
From $1800 per night (USD)
Expedia
From $287 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 $287 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Modern Spacious Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Modern and spacious one-bedroom apartment located in quiet area in the historic Village of Fishkill. Easy walking dista ...
From $174 per night (USD)
VRBO
From $340 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 $340 per night (USD)
VRBO
From $199 per night (USD)
VRBO
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 $199 per night (USD)
VRBO
From $233 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 $233 per night (USD)
VRBO
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Expedia
Walk to Downtown: Pet-Friendly Millerton Home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
WFH Friendly | 12 Mi to Metro North Rail to NYC (Wassaic Train Station) | Fall Leaf Peeping Fall in love with Millerton ...
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Expedia
From $309 per night (USD)
VRBO
The Calf Pen
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
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 $309 per night (USD)
VRBO
From $1062 per night (USD)
Expedia
Huge HV Retreat: pool/spa/home theater/gym
Bedrooms:
3
Bathrooms:
6
Sleeps:
13
Summary: Idyllic Hudson Valley country retreat; 6br/3.5ba luxury estate on 5.6 rolling acres in Pleasant Valley, NY. Mea ...
From $1062 per night (USD)
Expedia
From $329 per night (USD)
VRBO
West Park/Esopus Victorian - 2 King and 1 Queen Bed
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Cute, clean, well furnished Victorian cottage with large private backyard just minutes from Red Maple WInery, Hudson Hou ...
From $329 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Rhinebeck Perfection - One Level w/ 2 Living Areas
Bedrooms:
1
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 $357 per night (USD)
Expedia
From $829 per night (USD)
VRBO
1780 Hudson Valley Farmhouse
Bedrooms:
2
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 $829 per night (USD)
VRBO
From $1442 per night (USD)
VRBO
River & Mountain Views - Hot Tub - Arcade - Pool Table - Bar
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Private, secure and quiet getaway nestled in Beacon's Hudson Valley! The great outdoors offers trail hikes, rock climbin ...
From $1442 per night (USD)
VRBO
From $596 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 $596 per night (USD)
VRBO
From $616 per night (USD)
VRBO
Pet-Friendly Beacon Area Vacation Rental: 6 Acres
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 $616 per night (USD)
VRBO
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VRBO
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 ...
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VRBO
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Expedia
Round house of Millerton
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
The wonderful Roundhouse of Millerton cares for sustainability and environmental impact (if booking doesn't work, feel f ...
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Expedia
From $283 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 $283 per night (USD)
VRBO
From $204 per night (USD)
Expedia
1 Br Private Victorian Apt in convenient City location on half 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 $204 per night (USD)
Expedia
From $561 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 $561 per night (USD)
VRBO
From $404 per night (USD)
Expedia
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 $404 per night (USD)
Expedia
From $763 per night (USD)
VRBO
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 190 years and the hou ...
From $763 per night (USD)
VRBO
From $831 per night (USD)
Expedia
Stunning historic Victorian house in Newburgh
Bedrooms:
3
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 $831 per night (USD)
Expedia
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VRBO
Historic Cottage with View on the Hudson River
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Enjoy a cozy stay in the heart of Newburgh's Historic East End. Full of cachet and modern comforts, this Tudor-style bri ...
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VRBO
From $1029 per night (USD)
VRBO
Cozy Cabin Retreat - Close to lakes, hiking trails. Pet-Friendly, w hot tub
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome home! Surrounded by towering trees, mountain views & offering easy access to hiking & biking trails, this spacio ...
From $1029 per night (USD)
VRBO
From $465 per night (USD)
VRBO
Withers Mansion Large Groups - Hudson River Views!
Bedrooms:
3
Bathrooms:
7
Sleeps:
16
Enjoy a quick 60 mile Scenic Drive or 1.5 hour Metro-North Train up the Hudson River from NYC to the famed Wither's Mans ...
From $465 per night (USD)
VRBO
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Expedia
NEW!! King bed Apt. in the heart of the city!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful chic design with a spa-like bathroom. Close to walkway over the Hudson & in the heart of the city of poughkee ...
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Expedia
From $320 per night (USD)
VRBO
Cozy victorian getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your spacious place of tranquility in Washington Heights, Newburgh. Our sunlit three bed, two bath home with ...
From $320 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Mid-Century DJ’s Dream
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This is truly a unique experience where the space is actually a destination within itself. You will have access to my re ...
From $218 per night (USD)
Expedia
From $40 per night (USD)
VRBO
Willow Lane Country RV SITE ONLY - sewer+water+metered elec
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful RV SITE ONLY in Cold Spring. On environmentally conscious farm w/ solar energy, and fresh delicious well wate ...
From $40 per night (USD)
VRBO
From $141 per night (USD)
VRBO
Private Hudson Valley Home Near Wine Trail / Antiquing / Orchards
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
This light-filled 3 bedroom home is set back from the road on a twenty acre wooded lot. A stay at this delightful cotta ...
From $141 per night (USD)
VRBO
From $464 per night (USD)
VRBO
Hudson Valley stunning lake side modern barn in an Enchanted Forest
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience awe and tranquility in an enchanted forest with 18 acres of woods with private trails, a swimming pond and 3 ...
From $464 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Charming Cottage with Expansive Hudson River Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Swan Cottage was built in 1923 and was fully renovated in 2020. The idyllic location, on a bluff overlooking the Hud ...
From $480 per night (USD)
Expedia
From $958 per night (USD)
VRBO
Elegant Modern Farmhouse with Pool and Gardens, steps from Nature Preserve
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
On a quiet country lane surrounded by nature, this impeccably designed contemporary farmhouse is a welcoming, luxurious ...
From $958 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Cozy and Spacious House near Downtown Kingston
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to our modern and charming home in the heart of Kingston! Our stylish and spacious apartment is the perfect base ...
From $185 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful spacious farmhouse recently renovated with modern amenities that welcomes Cats! Dogs must be by special reque ...
From $330 per night (USD)
VRBO
From $391 per night (USD)
VRBO
Relaxing Lake Retreat in Cold Spring
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to Valhalla Highlands, a peaceful retreat located just one hour from NYC and only ten minutes from Cold Spring v ...
From $391 per night (USD)
VRBO
From $615 per night (USD)
VRBO
Firebrook - a peaceful retreat near Rhinebeck
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our home is perfectly situated for outdoor adventures during the day and cozy evenings by the fire. Perched on a hill, w ...
From $615 per night (USD)
VRBO
From $365 per night (USD)
VRBO
Charming former church near the Hudson w/ hot tub. A tranquil retreat.
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Nestled in the hamlet of Staatsburg, stay in this serene former church, which is now a two-bedroom residence. Enjoy the ...
From $365 per night (USD)
VRBO
From $554 per night (USD)
VRBO
Milan Hill A-Frame - Heated Pool near Rhinebeck
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Milan Hill A-Frame is a charming A-Frame style home in the heart of the Hudson Valley, 10 minutes from Rhinebec ...
From $554 per night (USD)
VRBO
From $1494 per night (USD)
VRBO
Whimsy Woods - 14 Acre Millbrook Estate with Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Whimsy Woods, where contemporary design meets country escape, is a private getaway just minutes from the villag ...
From $1494 per night (USD)
VRBO
From $238 per night (USD)
VRBO
2Br Private Victorian Apartment in City location on half acre Sleeps 5
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Rental basis: Entire house or apartment Number of bedrooms: 2; Number of other rooms with beds: 1 Number of bathrooms: 1 ...
From $238 per night (USD)
VRBO
From $667 per night (USD)
VRBO
Converted Barn, Estate Setting , & Pool in Hudson Valley near Millbrook
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Converted 19th Century Barn with complete glass wall overlooking a magical & very private pastoral setting of manicured ...
From $667 per night (USD)
VRBO
From $214 per night (USD)
VRBO
East Fishkill Escape, Close to Red Wing Park!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Whether it's the apple dumplings at Barton Orchard’s Apple Core or swimming at Tymor Park, this charming 1-bedroom, 1-ba ...
From $214 per night (USD)
VRBO
From $662 per night (USD)
Expedia
HV Spacious Retreat sleeps 13 w/Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
13
Summary: Looking to get away from the city to relax and recharge? Hop on the Metro North from NYC and escape for a peace ...
From $662 per night (USD)
Expedia
From $513 per night (USD)
VRBO
Historic Poughkeepsie Home Near Arlington & Vassar
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Stay in comfort at this elegantly furnished 4-bedroom, 2.5-bath vacation rental in the historic south side of Poughkeeps ...
From $513 per night (USD)
VRBO
From $432 per night (USD)
VRBO
Rhinebeck Retreat with Pond Views near the Omega Institute
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
** We're new here, but see the last photos for reviews from other sites ** Feel your cares melt away as you enter the l ...
From $432 per night (USD)
VRBO
From $884 per night (USD)
VRBO
Stylish & Spacious House w/ Hudson River Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy this entire beautiful Hudson River house all to yourselves! Highlights: -Stylish, modern decor -Lots of natural l ...
From $884 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Cozy Modern Studio Apt in Glasco
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
450 sq ft studio apt in multi family building. Unit has new flooring, updated kitchen including all new cabinets and sta ...
From $219 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $677 per night (USD)
VRBO
Spacious Country Farmhouse on 8 Lush Acres, Five Minutes to Rhinebeck Village
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Comfy, spacious, fully furnished 1830 farmhouse off quiet country road. Eight acres of rolling green fields and wooded ...
From $677 per night (USD)
VRBO
From $331 per night (USD)
VRBO
Lakefront Designer House in Pine Plains, NY.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Lakefront property at its finest, recently renovated designer house. Beautiful Twin Island Lake. The peace and tranquill ...
From $331 per night (USD)
VRBO
From $198 per night (USD)
VRBO
Pet-Friendly Staatsburg Studio - Near State Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Retreat to the enchanting countryside of Staatsburg, NY, and stay at this charming 1-bathroom vacation rental studio. Ne ...
From $198 per night (USD)
VRBO
From $373 per night (USD)
VRBO
Baby friendly home surrounded by nature w/ creative suite & meditation/yoga room
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Surrounded by nature, on a quiet road, this newly furnished home is a unique 3 bedroom, 3.5 bath in Hudson Valley ideal ...
From $373 per night (USD)
VRBO
From $406 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 $406 per night (USD)
VRBO
From $283 per night (USD)
VRBO
Creekside Cottage The Fitz House Red Hook NY
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to The Fitz House - a 2 bedroom / 1 bath 1950's cottage located along a peaceful, quiet road in the Hudson Valle ...
From $283 per night (USD)
VRBO
From $533 per night (USD)
Expedia
Artistic barn: wood burning hottub, sauna and pizza oven
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
The wandering peacock provides guest with a warm and whimsical interior and lush gardens with an outdoor wood burning ho ...
From $533 per night (USD)
Expedia

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Results: 369 Rentals