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 $190 per night (USD)
VRBO
Adorable secret hideaway
Bedrooms:
1
Bathrooms:
0
Sleeps:
1
The Nook (Silo garage apartment) This adorable secret hideaway is a self-contained efficiency apartment set in the mids ...
From $190 per night (USD)
VRBO
From $575 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 $575 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Cabin in the Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Cabin in the cottage! Our lovely cottage is just a 5-10 minute drive from the Rhinecliff Amtrak station and t ...
From $350 per night (USD)
VRBO
From $188 per night (USD)
VRBO
Beacon Mid•Mod•Cape•Cod | Close to Main St & Dia
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come stay in our 1950 s mid-century Cape Cod 2BR/1Bath with a spacious back deck and backyard. The house is a 20 minute ...
From $188 per night (USD)
VRBO
Click For Pricing
VRBO
Completely Private Slice of Heaven with Amazing Mountain Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sprawling Open floor plan between the family room, living room, dining room and kitchen. Relax while cooking your favori ...
Click For Pricing
VRBO
From $183 per night (USD)
Expedia
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 $183 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Panoramic Hudson Valley Views at Romantic and Private Mountainside Estate
Bedrooms:
2
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 $466 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Swim, kayak, hike, fish, ski and enjoy the countryside in this rustic cabin
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Revamped and Ready! Get cozy at Stissing Lake Guest Cabin, just 90 miles from NYC. Nestled in the Hudson Valley, this ru ...
From $225 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Private room on secluded 7 acres located 7 miles to Rhinebeck, 2 miles to omega
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 $209 per night (USD)
VRBO
From $285 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 $285 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Stunning Light-Filled Contemporary Home on 7 Acres
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A Stunning, singular home nestled on nearly 7 beautiful acres, just 1h 45m from Manhattan. This is a perfect house for a ...
From $500 per night (USD)
VRBO
From $1000 per night (USD)
VRBO
Stunning Country Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This lovely and gracious 5 Bedroom Greek Revival house is located adjacent to Mashomack Preserve in the Stissing Mt Vall ...
From $1000 per night (USD)
VRBO
From $254 per night (USD)
VRBO
The Blue House - St. Peter Hill Summit
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3 Bedroom modern house including 2.5 Bathrooms with open living space. This house impresses with its warm, modern an ...
From $254 per night (USD)
VRBO
From $443 per night (USD)
VRBO
Lakefront Home in Hudson Valley Dutchess County, Pine Plains, New York
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located on a peninsula in Pine Plains, New York. Enjoy the lakefront view from all angles by relaxing on the deck or lou ...
From $443 per night (USD)
VRBO
From $2499 per night (USD)
VRBO
NEW! *Gated 31 Acre Modern Luxury Estate*Heated Pool*Hot Tub*Gym*Movie Theater**
Bedrooms:
7
Bathrooms:
7
Sleeps:
20
Last Summer dates still available July 13-24th. **Absolutely NO Parties, NO Weddings or Events Allowed on property** **N ...
From $2499 per night (USD)
VRBO
From $375 per night (USD)
Expedia
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 $375 per night (USD)
Expedia
From $700 per night (USD)
VRBO
House with Pool Access and Park up the Road
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Spacious house so family can spread out and have private time. Pool perfect for cooling off or better yet dive in on th ...
From $700 per night (USD)
VRBO
$Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer\/Dryer, Kitchen$
From $133 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 $133 per night (USD)
Expedia
$Beautiful, secluded and spacious log cabin, w\/in 15 minutes of wedding venues$
From $1257 per night (USD)
VRBO
Beautiful, secluded and spacious log cabin, w\/in 15 minutes of wedding venues
Bedrooms:
4
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 $1257 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Rhinebeck Village suite with heated pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Just a few blocks for restaurants and shops, this large 2 bedroom suite has a private entrance , off street parking, cen ...
From $286 per night (USD)
Expedia
From $308 per night (USD)
VRBO
Lakefront Winter Wonderland in New England Just 2 Hours From NYC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Inside Our Cabin (Central Air and Heat) We have a modern kitchen with a stainless steel dishwasher, fridge and range, ...
From $308 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Rustic Hudson Valley Artist's Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is our beautiful, tranquil, Hudson Valley retreat nestled within 18 acres of uninterrupted natural beauty, yet only ...
From $350 per night (USD)
VRBO
From $375 per night (USD)
VRBO
Quaint, Picturesque Country Farmhouse near Bard College, Omega & HITS
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Surrounded by beautiful flower gardens and green grass, the main house boasts three bedrooms and two full baths. The hou ...
From $375 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Elliot by AvantStay | Historic Character Home in Great Location!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Welcome to Elliot, an AvantStay home! A classic residence on Saugerties’ Main Street, this lovely home features modern ...
From $337 per night (USD)
Expedia
From $1444 per night (USD)
VRBO
The Philip Johnson Wolfhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
2
Designed by iconic American architect Philip Johnson, this comfortable 4 bedroom, 3 bath house features expansive Hudson ...
From $1444 per night (USD)
VRBO
From $800 per night (USD)
Expedia
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 $800 per night (USD)
Expedia
$Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer\/ Dryer$
From $130 per night (USD)
VRBO
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer\/ Dryer
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
New Luxe Studio on Main Street, Beacon. Walk to everything- Dia Museum, MetroNorth train, shops, restaurants, hiking tra ...
From $130 per night (USD)
VRBO
From $340 per night (USD)
VRBO
3 bedroom home 2.3 acres forest overlooking private swim lake heaven
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
NOTE We have no ratings or reviews because this is the first time we are renting our home. There are only 4 homes on thi ...
From $340 per night (USD)
VRBO
From $750 per night (USD)
VRBO
A Perfect Retreat Organic Farmstead On 90 Acres Pro Kitchen 1800's House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We are a working Organic cow and pig farm with an in ground swimming pool (closed Sept 17th). Our barn and stable are u ...
From $750 per night (USD)
VRBO
From $200 per night (USD)
Expedia
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 $200 per night (USD)
Expedia
From $204 per night (USD)
VRBO
The Queen City Cottage
Bedrooms:
2
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 $204 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Hudson Valley Farmhouse on an Idyllic Country Lane
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Willow Vale House is a charming and serene Eyebrow Colonial farmhouse, located on an idyllic country lane in beautiful D ...
From $379 per night (USD)
VRBO
From $999 per night (USD)
VRBO
Once in a Lifetime Hudson River Views - 6 bedrooms, sleeps 12
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Perfect for family and friends reunions, corporate stays, retreats. We designed Riverhouse for maximum relaxation and fu ...
From $999 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Stylish and modern house in the quaint town of Millbrook.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New for Summer 2023, In-ground, heated pool. Landscaping + fence will be added Spring, 2023. Chic and modern cottage in ...
From $450 per night (USD)
Expedia
From $1350 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 $1350 per night (USD)
VRBO
From $480 per night (USD)
VRBO
Stunning Rhinebeck Home - The Break
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located close to Red Hook, Kingston, Tivoli, Germantown and Hudson. 2 hours north of New York City. The home is beautifu ...
From $480 per night (USD)
VRBO
From $233 per night (USD)
VRBO
The Queen City Cottage
Bedrooms:
2
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 $233 per night (USD)
VRBO
From $207 per night (USD)
Expedia
PRIVATE BED& BATH in farmhouse ON 7 ACRES, 2 MILES TO OMEGA
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 $207 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $1155 per night (USD)
VRBO
Breathtaking Lake and Mountain View 90 Miles From NYC
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Our picturesque 100 year old Victorian country home is located in the Hudson Valley all on 11 acres, with a breathtaking ...
From $1155 per night (USD)
VRBO
From $495 per night (USD)
VRBO
Beautiful lake view home on Whaley Lake in Holmes, NY.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Our beautiful lake view home has an open living space on the main floor, with the kitchen, living and dining area open o ...
From $495 per night (USD)
VRBO
Click For Pricing
VRBO
Fully Renovated Home with 12 acres and heated saltwater pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Available starting August 1st. Absolutely beautiful 4/5 bedroom home with a gorgeous heated gunite pool! Enjoy cookouts ...
Click For Pricing
VRBO
From $778 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 $778 per night (USD)
VRBO
$Hopewell Haven w\/ heated pool and hot tub$
From $600 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 $600 per night (USD)
Expedia
From $1154 per night (USD)
VRBO
Hudson River views with pool and hot tub
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
The Riverview Terrace House is located in a quiet neighborhood in Kingston NY overlooking the beautiful Hudson River. Ju ...
From $1154 per night (USD)
VRBO
$Luxe Studio 2 on Main Street- Luxury Steam Shower- Washer\/Dryer, Kitchen$
From $150 per night (USD)
Expedia
Luxe Studio 2 on Main Street- Luxury Steam Shower- Washer\/Dryer, 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 $150 per night (USD)
Expedia
Click For Pricing
VRBO
Outdoor pool and hot tub, beautiful views, fireplace.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Located in Northern Dutchess county, this is our "Shingle Memphis.' This is NOT your typical farmhouse of the Hudson Val ...
Click For Pricing
VRBO
From $320 per night (USD)
Expedia
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
BRAND NEW HOT TUB OPEN ALL YEAR LONG A blue stone pathways leads to your own private charming cottage overlooking a beau ...
From $320 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Guest Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Apartment attached to larger 1800s Saugerties village home, own separate entrance. It is less than one block from the ce ...
From $249 per night (USD)
VRBO
$Modern Farmhouse in the Hudson Valley w\/ Heated Pool$
Click For Pricing
VRBO
Modern Farmhouse in the Hudson Valley w\/ Heated Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautifully updated house in prime Hudson Valley, easily accessible to NYC and all surrounding HV towns. 3 distinct bedr ...
Click For Pricing
VRBO
From $252 per night (USD)
VRBO
Goose Landing Cottage by the lake with BRAND NEW year-round Hot Tub
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
The cottage is a wonderful getaway for 2 people, but can sleep 4. It is down a private road on the back side of a spring ...
From $252 per night (USD)
VRBO
From $435 per night (USD)
VRBO
Millbrook - Beautifully Restored 1840 Colonial Farmhouse - Dutchess Co. NY
Bedrooms:
3
Bathrooms:
6
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 $435 per night (USD)
VRBO
From $600 per night (USD)
VRBO
Exquisite Modernist Home Overlooking Hudson River
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautiful contemporary glass house in Balmville overlooking the Hudson River. Decadently and stylishly appointed with ex ...
From $600 per night (USD)
VRBO
From $286 per night (USD)
VRBO
The Beekman Salt Box -- Historic Hudson Valley Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Stay in my fully renovated 1860 Saltbox house in the heart of Dutchess County. It is located approximately 2 miles off ...
From $286 per night (USD)
VRBO
From $117 per night (USD)
VRBO
Peacock Garden Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
2 bedroom, 1 bathroom cottage with eat-in kitchen, living room and sun-room. Outdoor grill with large deck. Master bedr ...
From $117 per night (USD)
VRBO
$Modern NY Home w\/ Views By Hudson Valley Hiking!$
From $358 per night (USD)
Expedia
Modern NY Home w\/ Views By Hudson Valley Hiking!
Bedrooms:
3
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 $358 per night (USD)
Expedia
From $335 per night (USD)
VRBO
3 Bedroom property
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our Alba’s Country House Escape to the perfect Country Getaway! Spacious and private newly renovated countr ...
From $335 per night (USD)
VRBO
From $319 per night (USD)
Expedia
rural, serene + sophisticated space
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
In the country, yet accessible to the Hudson River Valley's engaging towns. So many guests have a hard time leaving to ...
From $319 per night (USD)
Expedia
From $1354 per night (USD)
VRBO
Gorgeous Country Oasis, with pool, pond on a lush 16 acres
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
This custom-built post & beam home on 16+ acres offers a luxurious sanctuary for all seasons. Gourmet kitchen with large ...
From $1354 per night (USD)
VRBO
Click For Pricing
Expedia
Willow Glen House
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Stay in a beautiful contemporary architect house in a case study house style, with floor to ceiling windows, our cats, a ...
Click For Pricing
Expedia
From $261 per night (USD)
VRBO
Charming 3BR 2BA Oversized Cape with Mountain Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our charming Hudson Valley retreat, situated on 5 acres of serene land just a short two-hour drive from NYC. ...
From $261 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Indulge in an Elegant Upstate Getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Repeat booking?? Let us know! We offer a 5% discount on the nightly rate! *Exclusions apply. See below Forget your wo ...
From $285 per night (USD)
Expedia
From $528 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 $528 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Salt Point Guest House on Working Horse Farm!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A hidden treasure in Dutchess County, this 3-bedroom, 2-bathroom vacation rental home in Salt Point is located on a work ...
From $271 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Hudson Valley Escape with Big Yard, Pool & Gym
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The house features three floors of spacious living which all include Nest powered central heating/air conditioning & Son ...
From $325 per night (USD)
VRBO
From $75 per night (USD)
Expedia
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 $75 per night (USD)
Expedia
$Cozy Cabin w\/ Heated Pool, Hot Tub and Open Fields$
From $811 per night (USD)
VRBO
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 forest and a hors ...
From $811 per night (USD)
VRBO
From $900 per night (USD)
Expedia
Hamptons on the Hudson in South Saugerties
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The pool is now heat for the summer! Welcome to Hamptons on the Hudson. Throughout the year there are hiking and biking ...
From $900 per night (USD)
Expedia
From $323 per night (USD)
VRBO
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 $323 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $101 per night (USD)
VRBO
Scenic 1-bedroom rental in Newburgh
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Tranquil top floor apartment in a historic building with beautiful views of Newburgh and the Hudson River. Tastefully pr ...
From $101 per night (USD)
VRBO
Click For Pricing
Expedia
Adorable 3BR-cape near skiing and sledding
Bedrooms:
3
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 ...
Click For Pricing
Expedia
Click For Pricing
VRBO
KR: Hudson Valley's Humble Abode
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
You'll feel right at home in this cheery and clean little apartment tucked right in the heart of Hudson's Valley, Poughk ...
Click For Pricing
VRBO
From $445 per night (USD)
VRBO
Gorgeous Luxury Farmhouse in the Hudson Valley New York
Bedrooms:
3
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 $445 per night (USD)
VRBO
From $235 per night (USD)
VRBO
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 ...
From $235 per night (USD)
VRBO
From $1236 per night (USD)
VRBO
Hudson Valley- Picardy Farm: The Main House
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This 19th-century Greek revival home is full of history and character and possesses a surprisingly extensive interior. T ...
From $1236 per night (USD)
VRBO
From $225 per night (USD)
VRBO
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 $225 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
69 River Rd on 1.4 acres w/100 feet of Riverfront w/access to many activities. Surrounded by beautiful large trees with ...
From $200 per night (USD)
Expedia
From $175 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 $175 per night (USD)
VRBO
Click For Pricing
Expedia
Lakefront property at its finest. Nearby fantastic skiing slopes.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Lakefront property at its finest, recently renovated designer house. Beautiful Twin Island Lake. The peace and tranquill ...
Click For Pricing
Expedia
$Rhinebeck Country Retreat\/Color Cruise Pit Stop & Holiday Family Gathering Place$
Click For Pricing
Expedia
Rhinebeck Country Retreat\/Color Cruise Pit Stop & Holiday Family Gathering Place
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
It blends in with its surroundings, earthy, warm, and inviting. The interior presents an eclectic design style with palp ...
Click For Pricing
Expedia
From $267 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 $267 per night (USD)
Expedia
Click For Pricing
VRBO
The Veteran’s Project is a home on over 100 acres
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Perfect family get-away in Hyde Park, NY. Surrounded by nature, the house on a hill is behind a gate on over 100 acres. ...
Click For Pricing
VRBO
$\The Big House\ with Hudson River Views$
From $1950 per night (USD)
VRBO
\"The Big House\" with Hudson River Views
Bedrooms:
6
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 $1950 per night (USD)
VRBO
From $500 per night (USD)
VRBO
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 $500 per night (USD)
VRBO
From $320 per night (USD)
VRBO
Renovated Saugerties Village Home ~Close to shops, restaurants, Fall Festivals!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Renovated house in the village of Saugerties approximately 1 mile from the HITS Showgrounds. Walking distance to park ...
From $320 per night (USD)
VRBO
From $428 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 $428 per night (USD)
VRBO
From $296 per night (USD)
VRBO
Victorian house with amazing Hudson River view
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
** “SUPERHOST” & GREAT REVIEWS ON ANOTHER VACATION RENTAL WEBSITE! Enjoy the Hudson River views from the porch, the livi ...
From $296 per night (USD)
VRBO
From $4214 per night (USD)
VRBO
Luxury home with extraordinary amenities nestled in an idyllic rural setting
Bedrooms:
8
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 $4214 per night (USD)
VRBO
$Majestic Oasis in Rhinebeck w\/ Hot Tub, Pool, Lake, & Fire Pit$
From $990 per night (USD)
VRBO
Majestic Oasis in Rhinebeck w\/ Hot Tub, Pool, Lake, & Fire Pit
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Unique 1840's 6 bedroom farmhouse with rocking-chair porch, original wide floorboards, oak beams, comfortable bedrooms ...
From $990 per night (USD)
VRBO
Click For Pricing
VRBO
Pet-Friendly Apt in 1850's Victorian Mansion!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Grab your furry friend for a fun-filled trip to the Hudson Valley area when you stay at this Poughkeepsie vacation renta ...
Click For Pricing
VRBO
From $130 per night (USD)
Expedia
Historic Poughkeepsie Apt - Walkable Location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Set within the Dwight-Hooker Historic District, this Victorian apartment is the perfect way to explore Poughkeepsie! Thi ...
From $130 per night (USD)
Expedia
Click For Pricing
VRBO
Centrally Located Apt in Victorian Mansion!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Set in the quiet, tree-lined Dwight-Hooker Historic District, this elegant, light-filled Victorian vacation rental is th ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Cozy,roomy,peaceful and comfortable place to live
Bedrooms:
3
Bathrooms:
3
Sleeps:
3
This home is a very peaceful place and the neighborhood is one of a kind. It's so cozy that you won't want to go back ho ...
Click For Pricing
Expedia
From $159 per night (USD)
VRBO
Bougie Bessie - Delivered to you!
Bedrooms:
1
Bathrooms:
2
Sleeps:
10
Our beloved "Bougie Bessie" 2018 Crossroads Sunset Trail 336BH big rig is ready to create your next memorable Hudson Val ...
From $159 per night (USD)
VRBO
From $1117 per night (USD)
Expedia
Mid-century home on seven serene acres of rolling meadows with private pool...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Salt Point Serenity Mid-century home on seven serene acres of rolling meadows with private pool in Salt Point. 3BR/3BA ...
From $1117 per night (USD)
Expedia
$Charming Tivoli Home w\/Patio, by Town & Shops$
Click For Pricing
VRBO
Charming Tivoli Home w\/Patio, by Town & Shops
Bedrooms:
3
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, ...
Click For Pricing
VRBO
From $189 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 $189 per night (USD)
VRBO
$Studio near Millbrook, Poughkeepsie. Close to Polo Club w\/ mini farm!$
From $110 per night (USD)
VRBO
Studio near Millbrook, Poughkeepsie. Close to Polo Club w\/ mini farm!
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 $110 per night (USD)
VRBO
From $270 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 $270 per night (USD)
Expedia

Search Your Destination Now!

Dutchess Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 473 Rentals