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

From $356 per night (USD)
VRBO
The Beech House - Light, Open, Stunning Views, in the heart of the Hudson Valley
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Named for its giant beech trees, The Beech House is a modern, sunlit home with gorgeous views of the Catskills. All are ...
From $356 per night (USD)
VRBO
From $877 per night (USD)
Expedia
Elegant 6 Bedroom Upscale Contemporary Seasonal discount rate
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
This country contemporary has been furnished and decorated with a designer's touch with 4000 sq. ft of finished space, i ...
From $877 per night (USD)
Expedia
From $709 per night (USD)
VRBO
Peaceful getaway for outdoor enthusiasts-a modern home with a country/farm feel.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape the hustle and bustle with a seamless blend of modern comfort and tranquil country living at this 3-bedroom retre ...
From $709 per night (USD)
VRBO
From $3253 per night (USD)
VRBO
The Entire Estate at Picardy Farms
Bedrooms:
7
Bathrooms:
10
Sleeps:
20
Enjoy complete privacy across this 10-acre estate, perfect for retreats, large gatherings, or peaceful escapes. You'll ...
From $3253 per night (USD)
VRBO
From $210 per night (USD)
VRBO
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Serenity awaits on picturesque White Pond. Swim,boat,fish or kayak in the pristine lake. Hike in the surrounding woods o ...
From $210 per night (USD)
VRBO
From $369 per night (USD)
VRBO
Hudson Valley - Picardy Farm: The Barn
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The bright and cozy Barn has just been renovated and is part of the Picardy Farm, surrounded by an idyllic pastoral set ...
From $369 per night (USD)
VRBO
From $426 per night (USD)
VRBO
Hudson Valley - Picardy Farm: The Garden House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This impressive Bright and Sunny 3 Bedroom and 2.5 bath home is comfortable and quiet. With 2 queen bedrooms, 2 single b ...
From $426 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Hudson River Valley Gem! Centrally located to Beacon and West Point
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy your visit to the beautiful Hudson River Valley in this updated two bdrm, second-floor suite in a charming histori ...
From $300 per night (USD)
VRBO
From $505 per night (USD)
VRBO
Modern Hudson Valley Creekside Retreat + Hot Tub!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape the city in our newly renovated, family friendly, Cape-style cottage on a peaceful creek! An easy 1.5 hours from ...
From $505 per night (USD)
VRBO
From $109 per night (USD)
Expedia
Apartment in scenic Hudson Valley New York
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Former mother daughter apartment, large kitchen with all amenities for extended stays, one king bed and queen and single ...
From $109 per night (USD)
Expedia
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VRBO
Silver 1780 Millbrook Classic
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Fresh, up-to-date Georgian jewel set on 120 prime Millbrook acres. Master bedroom, two guest bedrooms, and two childre ...
Click For Pricing
VRBO
From $258 per night (USD)
Expedia
King Bed | Private Parking | Strong WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This stylish place to stay is perfect for group trips. Stay in this spacious apartment right in the heart of the Hudson ...
From $258 per night (USD)
Expedia
From $633 per night (USD)
VRBO
Hudson Valley getaway: hot tub/pool/home office/family friendly/75 min from NYC
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
We are currently accepting long term rentals of a month or more. Centrally located in the Hudson Valley near Beacon, thi ...
From $633 per night (USD)
VRBO
From $324 per night (USD)
VRBO
Charming Sharon Dwelling w/ Deck & Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located on the New York-Connecticut border outside of Sharon, this lovely home offers the perfect space for your next fa ...
From $324 per night (USD)
VRBO
From $291 per night (USD)
VRBO
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
TOTALLY PRIVATE!!! Our 85-acre parcel of land located in northern Dutchess County offers a variety of terrain for explor ...
From $291 per night (USD)
VRBO
From $517 per night (USD)
VRBO
MODERN COUNTRY HOME -1 mile Rhinebeck village
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our home is located 1 Mile from the center of Rhinebeck Village. We offer modern amenities in a Restful, Peaceful & Sc ...
From $517 per night (USD)
VRBO
From $641 per night (USD)
VRBO
Classic Hudson Riverfront Home & Pool with Spectacular View
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious neo-Colonial house on the Hudson River in a unique private setting with spectacular views, 90 minutes by car or ...
From $641 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Grant - A Tranquil One Bedroom Steps from River
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Grant - an elegant one bedroom in a historic Newburgh building steps from the Hudson. Tastefully presented by Hendle ...
From $259 per night (USD)
Expedia
From $853 per night (USD)
VRBO
Luxury Estate In The Catskills, 5 minutes from HITS show
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This 6,000 square foot Georgian Mansion on 2+ acres offers you the opportunity to relax, with four plus bedrooms, 3.5ba ...
From $853 per night (USD)
VRBO
From $501 per night (USD)
VRBO
TREEMENDOUS VIEWS COTTAGE
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This property is available as a summer seasonal rental. All holiday weekends are a 3 night minimum. Treemendous Views Co ...
From $501 per night (USD)
VRBO
From $775 per night (USD)
VRBO
Tower Hill - Hilltop Country Retreat with Panoramic Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Up a winding country road, lies Cloud Walk. Twelve private acres of peace and quiet across from a world class horse farm ...
From $775 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Charming Craftsman Home - Near Vassar, Marist
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Newly redone, historic home located in a quiet and safe neighborhood on the south side of Poughkeepsie. The house has ev ...
From $416 per night (USD)
Expedia
From $445 per night (USD)
VRBO
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
We are one of VRBO's highest-rated/reviewed properties in the Hudson Valley (and I do not ask for reviews). Quintessen ...
From $445 per night (USD)
VRBO
From $735 per night (USD)
VRBO
Large private countryside escape, nestled on 3 private acres, pond, private.
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Master Bedroom 1- King Bed Bedroom 2 - Queen Bedroom 3 - Queen Bedroom 4 - Full Bedroom 5 - 2 Twins (can be converted to ...
From $735 per night (USD)
VRBO
From $217 per night (USD)
VRBO
Spectacular Log Home Estate North Wing Apt
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover your perfect Hudson Valley getaway in our stunning contemporary log home apartment , nestled for ultimate priva ...
From $217 per night (USD)
VRBO
Click For Pricing
Expedia
Farmland Cottage in Red Hook / Tivoli
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3 bed , 3 full bath with soaking tub and walk in showers. Gut renovated in 2020. All new mattresses and appliances. Surr ...
Click For Pricing
Expedia
From $1855 per night (USD)
VRBO
Splendid Isolation: Private Luxury. Breathtaking Modern Villa On Hudson Bluffs.
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Breathtaking modern villa cantilevered on a 200' granite bluff over the Hudson River on 12 acres. As fine an estate as a ...
From $1855 per night (USD)
VRBO
From $682 per night (USD)
Expedia
Large,Cozy,Bright Apartment, Business Themed.
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Business themed. Accommodates large group Apartment on second floor 5 bedrooms and desks 10 minutes from the waterfront ...
From $682 per night (USD)
Expedia
From $2940 per night (USD)
VRBO
Bright & Spacious Hudson Valley Home with Pool
Bedrooms:
6
Bathrooms:
6
Sleeps:
15
Originally constructed in 1891 and fully renovated in 2021. The bright and spacious 8,000 square foot interior features ...
From $2940 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Cozy condo, recently upgraded, with convenient location to village center
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
We are a Rhinebeck family with ties to the area for many years. We would be thrilled to give you insider tips and local ...
From $419 per night (USD)
VRBO
From $454 per night (USD)
VRBO
Charming Stone Chalet in Wooded Surroundings with Heated Pool Spring to Fall.
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Located on a quiet road, exactly one mile off the scenic Taconic parkway, this is perfect place to relax and unwind from ...
From $454 per night (USD)
VRBO
$PRIVATE 65 ACRE ESTATE - POOL, TENNIS, PICKLEBALL, 4BR\nBOOK JULY OR AUG 2026 NOW$
From $1053 per night (USD)
VRBO
PRIVATE 65 ACRE ESTATE - POOL, TENNIS, PICKLEBALL, 4BR\nBOOK JULY OR AUG 2026 NOW
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
A bucolic retreat, this completely secluded estate, nestled on over 50 acres, offering your exclusive use of on site ac ...
From $1053 per night (USD)
VRBO
From $332 per night (USD)
VRBO
Charming Brick House -Hudson Valley
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The house is located on the border of Poughkeepsie and the Historic Hyde Park, home to Franklin and Eleanor Roosevelt. T ...
From $332 per night (USD)
VRBO
From $314 per night (USD)
VRBO
River, Lakes, Mountains, minutes to Woodstock; Bard, HITS. All from 3 BR house
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Charming homestead quietly situated next to the Hudson River in a town bustling with activities. Kayaking, biking the h ...
From $314 per night (USD)
VRBO
From $882 per night (USD)
VRBO
Historic, Converted Mill w/Beautiful Waterfall & Stream, 2 hr drive from NYC
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Historic 18th century stone mill, transformed into a home in the 1960s. The Salvato Mill is set within nature with water ...
From $882 per night (USD)
VRBO
$Elegant Hudson River 12-acre Estate w/ Amazing River Views & Beach\nSleeps 14$
From $2361 per night (USD)
VRBO
Elegant Hudson River 12-acre Estate w/ Amazing River Views & Beach\nSleeps 14
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Arrowfield is an exceptional 1930's riverfront estate on 12 beautiful, secluded acres. The property has river access to ...
From $2361 per night (USD)
VRBO
From $1034 per night (USD)
VRBO
Stylish Farmhouse with heated pool - 35 acres
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Drive down a small, quiet one-lane road to this stylishly renovated 1890's farmhouse. Enjoy 35 private acres with garden ...
From $1034 per night (USD)
VRBO
From $815 per night (USD)
VRBO
Blissful 1848 Farmhouse: AVAILABLE THANKSGIVING 2025
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Wonderful restored 1848 farmhouse with swimming, canoeing, fishing & ice-skating pond in an idyllic, 11-acre setting. Fo ...
From $815 per night (USD)
VRBO
From $1594 per night (USD)
VRBO
Luxury Private Estate with heated pool near Rhinebeck
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Perched at the top of a hill on 20 private acres, this upscale, modern log home serves as an ideal home base to ...
From $1594 per night (USD)
VRBO
From $828 per night (USD)
VRBO
Indoor Pool & Spectacular Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Relax , host a party or work from home in a vacation setting! Meticulously cleaned 3 bedrooms (1 King, 1 Queen, 1 Full ...
From $828 per night (USD)
VRBO
From $556 per night (USD)
VRBO
Bluebird Valley Farmhouse
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Bluebird Valley Farmhouse is handicap accessible on the ground floor with a full roll in shower , bathroom. A master b ...
From $556 per night (USD)
VRBO
From $371 per night (USD)
VRBO
A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Let yourself unwind in our secluded, peaceful 22-acre Zen paradise. Stay in a newly remodeled guest house with all new m ...
From $371 per night (USD)
VRBO
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VRBO
Red Door Country Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spacious home nestled along 100 year old Linden trees. Once the estate property of J.P. Morgan, the carriage homes stil ...
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VRBO
From $358 per night (USD)
VRBO
Charming country house
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcome to our home! We offer a lovely country house on almost one-acre of land conveniently located five minutes from ...
From $358 per night (USD)
VRBO
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VRBO
Waterfront House and Artist's Studio in the Woods
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Perched on a bedrock ledge overlooking the Housatonic River, our house is a perfect summer getaway. The main house has o ...
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VRBO
From $266 per night (USD)
Expedia
Hudson Valley G.Washington Head Quarter-Largest Historic District
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Large spacious and mostly new second floor with 1.5 baths ,on same floor, kitchen dining, living , very sunny and airy , ...
From $266 per night (USD)
Expedia
From $1592 per night (USD)
VRBO
Hamptons on the Hudson Private Retreat
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Discover a splendid 5,000 sq ft Hamptons-inspired residence nestled on 7 private acres with a breathtaking Hudson River ...
From $1592 per night (USD)
VRBO
From $605 per night (USD)
VRBO
Magnificent 4,400 sqft Beacon Urban Loft with home theatre
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Located in the heart of town of Beacon this 1860s brick factory space converted to a magnificent modern loft is within t ...
From $605 per night (USD)
VRBO
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VRBO
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Cozy Suite with electric fireplace, majestic and peaceful Hudson River Views nestled in a quiet safe residential well-ma ...
Click For Pricing
VRBO
From $3239 per night (USD)
VRBO
Stunning, 8 Bedroom Estate & Retreat. Historic Elegance with Designer Interiors
Bedrooms:
5
Bathrooms:
8
Sleeps:
12
Historic Luxury Estate | Secluded 23 Acres | Pool | Rhinebeck | Sleeps 10+ Your Private Hudson Valley Retreat Awaits A ...
From $3239 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Hudson Valley Artist Sanctuary
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This home, an artists sanctuary, is located on a country road with farms in every direction. You're twelve minutes from ...
From $370 per night (USD)
VRBO
From $1448 per night (USD)
VRBO
Beacon Retreat with Hudson River views and access to hiking trails and downtown!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
PROXIMITY TO WEST POINT (17 miles) DOWNTOWN BEACON/ THE ROUNDHOUSE (2 miles) Our Beacon home is perfect for a family ...
From $1448 per night (USD)
VRBO
From $1007 per night (USD)
VRBO
5 Bedroom 20 Acre Country Estate with a Pool in Hudson Valley / Dutchess County
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Located in the beautiful Hudson Valley in the LaGrange/Hopewell Junction area of Dutchess County, this 20-acre country e ...
From $1007 per night (USD)
VRBO
From $301 per night (USD)
VRBO
HITS, Village, Hiking & more!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Fully renovated 1 level home offers 3 bedrooms with queen beds, 2 spacious living rooms, 2 full bathrooms brand new kitc ...
From $301 per night (USD)
VRBO
From $1838 per night (USD)
VRBO
Orchard Hill - Large Family Estate
Bedrooms:
5
Bathrooms:
7
Sleeps:
12
AVAILABLE AS A 2024/25 SCHOOL YEAR RENTAL This large family home is only 2 minutes outside of the pristine village of ...
From $1838 per night (USD)
VRBO
From $947 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 $947 per night (USD)
Expedia
From $255 per night (USD)
VRBO
Rhinebeck Romantic Retreat! Private Guest House, Sky Lights, Spacious.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Perfect location for couples looking to getaway. Relax in the large whirlpool bath for two or enjoy your spectacular vi ...
From $255 per night (USD)
VRBO
From $4202 per night (USD)
Expedia
Chateau Montreau On Hudson
Bedrooms:
3
Bathrooms:
7
Sleeps:
16
Chateau Montreau on Hudson is your fairytale escape in the treasured Hudson Valley. This 7 bedroom, 5 bathroom estate is ...
From $4202 per night (USD)
Expedia
From $1035 per night (USD)
VRBO
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 $1035 per night (USD)
VRBO
From $229 per night (USD)
Expedia
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 $229 per night (USD)
Expedia
From $612 per night (USD)
VRBO
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)
VRBO
From $204 per night (USD)
VRBO
Stylish Pine Plains Home Near Parks & Hiking!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Small town charm meets modern convenience at this updated home in Pine Plains! With 1 bedroom, 1 bathroom, and a fully e ...
From $204 per night (USD)
VRBO
From $581 per night (USD)
VRBO
Panoramic Hudson Valley Views at Romantic and Private Mountainside Estate
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Only one mile from Beacon's thriving Main St., yet completely secluded and away from any neighbors, this is a gorgeous g ...
From $581 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Private room on secluded 7 acres , access to entire house including patio, porch
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
House was built in the eighteen hundreds, with wide plank floors and beamed ceilings. The house is decorated with antiqu ...
From $207 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Country Modern Bungalow on 16 acres in the Hudson Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This elegant and charming getaway in the Hudson Valley is just the experience you've been looking for: a newly remodeled ...
From $262 per night (USD)
VRBO
From $1262 per night (USD)
VRBO
Lovely house in a gorgeous setting in Millbrook, NY
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Sitting on 40 beautiful acres. Property is very private, has beautiful trees and old barns . There is a brook and walki ...
From $1262 per night (USD)
VRBO
From $656 per night (USD)
VRBO
Stunning Light-Filled Contemporary Home on 7 Acres
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
A Stunning, singular home nestled on nearly 7 beautiful acres, just 1h 45m from Manhattan. This is a perfect house for a ...
From $656 per night (USD)
VRBO
From $2333 per night (USD)
Expedia
NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.
Bedrooms:
7
Bathrooms:
7
Sleeps:
20
Absolutely NO Parties, NO Weddings or Events Allowed on property** Please NOTE: Dutchess County Hotel Occupancy Tax of ...
From $2333 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Stunning .5 acre family-friendly home, near everything in the heart of Beacon NY
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Beautiful 1930's home built by original owner on quiet col-de-sac street. Huge .5 acre backyard, spacious rooms, and clo ...
From $376 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Modern, new studio apartment on Main Street, Beacon. Walk to everything- MetroNorth Train, Dia Museum, restaurants, brew ...
From $230 per night (USD)
Expedia
From $1260 per night (USD)
VRBO
SLEEPS 10, BEAUTIFUL AND QUIET CABIN, ONLY 15 MINUTES FROM MANY WEDDING VENUES.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Beautiful and peaceful log cabin sleeps up to 10, a large 20 x 40 open deck for entertaining and barbecuing. An Inground ...
From $1260 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Lakefront Fall Foliage in New England Just 2 Hours From NYC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Inside Our Cabin (Central Air and Heat) We have a brand new kitchen with a stainless steel dishwasher, fridge and range ...
From $282 per night (USD)
Expedia
From $905 per night (USD)
VRBO
Enchanting cottage in a private oasis
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Newly renovated cottage located at Ingadi Farmhouse, a family owned and run farm situated on 127 acres of land in the Hu ...
From $905 per night (USD)
VRBO
From $181 per night (USD)
Expedia
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Luxe Studio on Main Street, Beacon. Walk to everything- Dia Museum, MetroNorth train, shops, restaurants, hiking trails. ...
From $181 per night (USD)
Expedia
From $240 per night (USD)
VRBO
WELCOME TO THE COUNTRY - LAKE FRONT PROPERTY - THE FOX DEN STUDIO
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
WELCOME TO THE HUDSON VALLEY! Spend a romantic, cozy weekend in front of a warm fireplace, enjoy a book at the lake, o ...
From $240 per night (USD)
VRBO
From $225 per night (USD)
Expedia
The Queen City Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Walkable to local parks, golf courses, and Vassar College lives the Queen City Cottage. Three bedrooms and one and a hal ...
From $225 per night (USD)
Expedia
From $1470 per night (USD)
VRBO
Once in a Lifetime Hudson River Views - 6 bedrooms, sleeps 12
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Perfect for family and friends reunions, corporate stays, retreats. We designed Riverhouse for maximum relaxation and fu ...
From $1470 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Enjoy pool time at our spacious home; minutes from the village of Millbrook!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New for Summer 2023 beautiful in-ground pool (available Memorial Day- early September) and large deck for relaxing, dini ...
From $430 per night (USD)
Expedia
From $1595 per night (USD)
VRBO
Event Venues , sleeping, next door
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Venue for spring, summer or fall event. Lush grounds, vast magnificent views of the Hudson River and historic gardens. ...
From $1595 per night (USD)
VRBO
From $235 per night (USD)
Expedia
The Queen City Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Walkable to local parks, golf courses, and Vassar College lives the Queen City Cottage. Three bedrooms and one and a hal ...
From $235 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Private Bed & Bath NICE PLACE TO WALK AROUND, STREETS ARE LITTLE TRAVELED. . . THE HOUSE WAS BUILT IN THE 1800S AND IS P ...
From $153 per night (USD)
VRBO
From $184 per night (USD)
Expedia
3rd Floor- Lovely, spacious, modern 1-bedroom apt.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Private entrance located downtown Poughkeepsie in walking distance to: Post Office, Courts, County Office bldgs, Police ...
From $184 per night (USD)
Expedia
From $961 per night (USD)
VRBO
Private Tudor style 5 bedroom home in country setting.
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Bring the whole family to this beautiful home in a country setting. There is plenty of room for fun. You will find this ...
From $961 per night (USD)
VRBO
From $566 per night (USD)
Expedia
Hopewell Haven w/ heated pool and hot tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Relax at Beekman lodging, close to the many riches of Hudson Valley and only 60miles from NYC. Our 3 bedroom home sleepi ...
From $566 per night (USD)
Expedia
From $623 per night (USD)
VRBO
Hudson River views with pool and hot tub
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
The Riverview Terrace House is located in a quiet neighborhood in Kingston NY overlooking the beautiful Hudson River. Ju ...
From $623 per night (USD)
VRBO
From $186 per night (USD)
Expedia
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Immaculate new studio right on Main Street in Beacon. Walk to DIA Museum, Metro North, hiking, restaurants, breweries, g ...
From $186 per night (USD)
Expedia
From $1297 per night (USD)
VRBO
Upstate Idyll
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located in in the heart of the Hudson Valley in Northern Dutchess County, our custom home is beautiful sighted away from ...
From $1297 per night (USD)
VRBO
From $653 per night (USD)
VRBO
Millbrook - Beautifully Restored 1840 Colonial - Dutchess Co. NY
Bedrooms:
3
Bathrooms:
7
Sleeps:
11
We would consider 1-12 month terms with discounts for longer terms. Rates vary by month ranging from $7,000 to $13,000 ...
From $653 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Peacock Garden Cottage, A Unique Upstate Find
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Nestled in a picturesque hamlet, this charming two-bedroom, one-bathroom cottage offers a serene escape into nature. Ins ...
From $244 per night (USD)
VRBO
From $472 per night (USD)
VRBO
Modern NY Home w/ Views By Hudson Valley Hiking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Looking to experience all the scenic beauty of the Hudson Valley without the crowds that come along with it? Try out a s ...
From $472 per night (USD)
VRBO
From $365 per night (USD)
VRBO
rural, serene + sophisticated space
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
In the country, yet short drives to the Hudson River Valley's towns. So many guests have a hard time leaving to go out ...
From $365 per night (USD)
VRBO
From $1594 per night (USD)
VRBO
Gorgeous Country Oasis, with pool, pond on a lush 16 acres
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This custom-built post & beam home on 16+ acres offers a luxurious sanctuary for all seasons. Gourmet kitchen with large ...
From $1594 per night (USD)
VRBO
From $335 per night (USD)
VRBO
Willow Glen House - Architectural Gem in the Hudson Valley with European Vibes
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
Nestled in the heart of the Hudson Valley, in Dutchess County, Willow Glen House is a refined, European-style retreat wh ...
From $335 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Classy Comfort in Upstate New York
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Repeat booking?? Let us know! We offer a 5% discount on the nightly rate! *Exclusions apply. See below Open-concept, ...
From $333 per night (USD)
Expedia
From $550 per night (USD)
VRBO
Quiet Lakefront Retreat only 80 minutes from NYC- with Private Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly renovated lakehouse is conveniently located on the quiet and serene Lake Dutchess, just 1 hour 20 min away fr ...
From $550 per night (USD)
VRBO
From $395 per night (USD)
VRBO
Hudson Valley Horse Farm Retreat in Salt Point
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pet Friendly | Near Wineries | Spacious Deck | Close to Millbrook Horse Trials at MLC Farm Located on a working horse f ...
From $395 per night (USD)
VRBO
From $231 per night (USD)
VRBO
Private Studio Close to Downtown Rhinebeck
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Garden studio apartment within minutes' drive to downtown Rhinebeck or the Dutchess County Fairgrounds for the Sheep and ...
From $231 per night (USD)
VRBO
From $609 per night (USD)
Expedia
Cozy Cabin w/ Heated Pool, Hot Tub and Open Fields
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: A wood cabin on 10 acres surrounded by open land with a heated pool and hot tub. Bordered by meadow, forest an ...
From $609 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Hamptons on the Hudson in South Saugerties
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Hamptons on the Hudson. Throughout the year there are hiking and biking trails mins away, Woodstock's finest ...
From $482 per night (USD)
VRBO
From $386 per night (USD)
Expedia
Twin Island Lake House • Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hudson Valley’s best kept secret. Built in 2018, perched on 4 acres. 3 bedrooms 2 full baths include master suite with p ...
From $386 per night (USD)
Expedia

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Results: 369 Rentals