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 $608 per night (USD)
VRBO
Harlem Valley Hideout: Artsy Poolside Sanctuary
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Summary: Marvel at the playful design of this 2-Bed, 3.5-Bath mid-century cottage with a nursery, just 1hr 40min from NY ...
From $608 per night (USD)
VRBO
From $623 per night (USD)
Expedia
The Grey House + Loft Apt @ The Library Retreat
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Summary: Discover The Grey House & The Blue House at The Library Retreat, a renovated mid-century guest house and separa ...
From $623 per night (USD)
Expedia
From $635 per night (USD)
VRBO
The Red House @ The Library Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Discover The Red House at The Library Retreat, a captivating mid-century farmhouse in Pine Plains, just 2 hours ...
From $635 per night (USD)
VRBO
From $313 per night (USD)
VRBO
Cozy Lil’ Camper in Pleasant Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Close to the camper you’ll have your own fire pit with proper seating and (optional) overhead string lighting to add to ...
From $313 per night (USD)
VRBO
From $679 per night (USD)
VRBO
Village Retreat - Stylish + Historic Hudson Valley
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Welcome to Village Retreat – a meticulously maintained and recently renovated two-story brick home nestled in t ...
From $679 per night (USD)
VRBO
From $130 per night (USD)
VRBO
Hudson Valley private 70's-style cabin on five acres, five minutes to town!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
On 5 private, wooded acres, but only 2 miles from Millerton, one of the cutest towns in the Hudson Valley. Amazing food, ...
From $130 per night (USD)
VRBO
$Poughkeepsie 3br home near Vassar & Marist college & Vassar Bros Hospital\n\n$
From $318 per night (USD)
VRBO
Poughkeepsie 3br home near Vassar & Marist college & Vassar Bros Hospital\n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Atala is a cozy two story 3BR house, nestled in a quiet neighborhood close to the city's excitement and attractions. ...
From $318 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 $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 $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 $272 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 $272 per night (USD)
VRBO
From $633 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 $633 per night (USD)
Expedia
From $1791 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 $1791 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 $609 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 $609 per night (USD)
VRBO
From $346 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 $346 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 $1310 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 $1310 per night (USD)
VRBO
From $754 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 $754 per night (USD)
VRBO
From $489 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 $489 per night (USD)
VRBO
From $546 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 $546 per night (USD)
VRBO
From $508 per night (USD)
VRBO
The Cabin-A quiet get away for rest and relaxation
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Quiet escape from the world. The Cabin settles into its surroundings with deceptive subtlety, while inside it is surpris ...
From $508 per night (USD)
VRBO
From $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 $526 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 $526 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 $540 per night (USD)
Expedia
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 $540 per night (USD)
Expedia
From $1402 per night (USD)
VRBO
Stissing Lake House | Hudson Valley Lake Front
Bedrooms:
4
Bathrooms:
6
Sleeps:
15
Picture yourself lying in the hammock or with a glass of wine on the porch. Jump into the lake for a refreshing swim, or ...
From $1402 per night (USD)
VRBO
From $655 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 $655 per night (USD)
VRBO
From $147 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 $147 per night (USD)
VRBO
From $550 per night (USD)
Expedia
Stunning Rhinebeck Home - The Break
Bedrooms:
2
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 $550 per night (USD)
Expedia
From $865 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 $865 per night (USD)
VRBO
From $1002 per night (USD)
VRBO
FANTASTIC DEAL!! 35% DISCOUNT FOR 1 WEEK STAY - 50% DISCOUNT FOR A 30 DAY STAY
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 $1002 per night (USD)
VRBO
From $444 per night (USD)
VRBO
The Blue House - St. Peter Hill Summit
Bedrooms:
2
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 $444 per night (USD)
VRBO
From $259 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 $259 per night (USD)
VRBO
From $1602 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 $1602 per night (USD)
VRBO
From $222 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 $222 per night (USD)
VRBO
From $1791 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 $1791 per night (USD)
VRBO
From $562 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 $562 per night (USD)
VRBO
From $1000 per night (USD)
Expedia
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 $1000 per night (USD)
Expedia
From $3488 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 $3488 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
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
From $356 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 $356 per night (USD)
VRBO
From $692 per night (USD)
Expedia
Lakefront Escape with Gorgeous Views a Short Trip from New York City!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
90 minutes from New York City, newly renovated four bedroom log home with beautiful unobstructed views of Whaley Lake pr ...
From $692 per night (USD)
Expedia
From $828 per night (USD)
VRBO
Fabulous 4 Season Resort Home on the Ten Mile River
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Beautiful 3 bedroom 4 bath with full kitchen, dining area, living room, open family room with foosball table, laundry r ...
From $828 per night (USD)
VRBO
From $442 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 $442 per night (USD)
VRBO
From $465 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 $465 per night (USD)
VRBO
From $883 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 $883 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 $792 per night (USD)
VRBO
Blissful 1848 Farmhouse, vegetable garden, swim pond, screen porch
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 $792 per night (USD)
VRBO
From $1855 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 $1855 per night (USD)
VRBO
From $797 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 $797 per night (USD)
VRBO
From $1143 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 $1143 per night (USD)
VRBO
From $2041 per night (USD)
VRBO
Stunning Five Bedroom Historic Red Hook, NY Home
Bedrooms:
5
Bathrooms:
5
Sleeps:
9
This stunning historic five bedroom home was built in 1839 by the founder of the Dutchess County Fair. It has been promi ...
From $2041 per night (USD)
VRBO
From $816 per night (USD)
VRBO
1990s Cape Cod in Upstate NY
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This is a Cape Cod style home built in 1994. Recently under new ownership and not fully furnished, as we are about to u ...
From $816 per night (USD)
VRBO
From $621 per night (USD)
VRBO
Beautiful Horse Farm
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Have your morning coffee greeted by horses in your pasture. Enjoy the solar heated pool. Impress friends or clients with ...
From $621 per night (USD)
VRBO
From $443 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 $443 per night (USD)
VRBO
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 $136 per night (USD)
VRBO
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 $136 per night (USD)
VRBO
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Expedia
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
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $464 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 $464 per night (USD)
VRBO
From $3302 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 $3302 per night (USD)
VRBO
From $345 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 $345 per night (USD)
VRBO
From $1054 per night (USD)
VRBO
A Country Lodge Straight Out of the Pages of a Great Novel
Bedrooms:
0
Bathrooms:
4
Sleeps:
12
The Lodge Imagine a country lodge straight out of the pages of a great novel. Rustic chic combines with modern ameniti ...
From $1054 per night (USD)
VRBO
From $232 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 $232 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Goose Landing Cottage by the lake with BRAND NEW year-round Hot Tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
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 $307 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $1120 per night (USD)
VRBO
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 $1120 per night (USD)
VRBO
$Stunning Pawling Retreat w\/ Ponds & Waterfall$
From $723 per night (USD)
Expedia
Stunning Pawling Retreat w\/ Ponds & Waterfall
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Leave all your troubles behind and let the fresh air at this Pawling vacation rental take over! Surrounded by tall trees ...
From $723 per night (USD)
Expedia
From $631 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 $631 per night (USD)
VRBO
From $686 per night (USD)
Expedia
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 $686 per night (USD)
Expedia
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VRBO
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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VRBO
From $205 per night (USD)
Expedia
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 $205 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Modern Getaway Retreat House on 2 Acres
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to our charming retreat in Pleasant Valley!'Nestled on a serene 2-acre property, our spacious 3-bedroom, 3-bathr ...
From $430 per night (USD)
VRBO
From $348 per night (USD)
Expedia
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 $348 per night (USD)
Expedia
From $1562 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 $1562 per night (USD)
VRBO
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Expedia
Hudson Valley Vacation Rental: Near Hiking
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Head to Upstate New York for a getaway at this 4-bedroom, 2-bath Beacon vacation rental! This modern abode comes complet ...
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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 $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 $493 per night (USD)
VRBO
Family home by Polo fields with great yard & game rm. EV charger, pet friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Renovated & charming 3BR, 2BA home with spacious yard situated across from Mashomack Polo fields in the picturesque Huds ...
From $493 per night (USD)
VRBO
From $669 per night (USD)
VRBO
Gorgeous Lake-Front cabin, private dock, 90 minutes from NYC!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your family’s new favorite vacation home, where your backyard is Dutchess County's largest private motorboat ...
From $669 per night (USD)
VRBO
From $767 per night (USD)
VRBO
Spacious New Luxurious holiday house in lovely Hudson Valley
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Hudson Holiday House, a newly furnished home less than 90 minutes from NYC! Centrally located in the Hudson V ...
From $767 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Nature lover's cabin on over 60 acres.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to this beautifully renovated cabin in Poughquag owned by a woodworker. Nestled in a peaceful forest setting on ...
From $202 per night (USD)
Expedia
From $626 per night (USD)
VRBO
Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Relax with the whole family at this welcoming, peaceful home The space This home is a perfect staging ...
From $626 per night (USD)
VRBO
From $388 per night (USD)
Expedia
Historic Cottage w Brand New Hot Tub and Game Room
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Restored 1810 cottage where historic charm meets modern living. Follow and tag us on IG @theupstatecub! Welcom ...
From $388 per night (USD)
Expedia
Click For Pricing
VRBO
Private Home with Inground Pool on 3 Acres.
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Private 4-Bedroom Home in Residential, 1950’s Executive-Style Neighborhood. This home was inspired by and featured in a ...
Click For Pricing
VRBO
From $289 per night (USD)
VRBO
Perfect upstate home in Rhinebeck w /low fees
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Welcome to our charming retreat near Rhinebeck! This spacious home offers a perfect blend of relaxation and pro ...
From $289 per night (USD)
VRBO
From $594 per night (USD)
VRBO
Hidden Charm in Hudson Valley In Dutchess County
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to your perfect getaway! Nestled on a sprawling property of 30 acres, our spacious home offers an unparalleled b ...
From $594 per night (USD)
VRBO
From $252 per night (USD)
VRBO
Cozy lake house retreat!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come unplug in nature at a private lake house get away on the top of a mountain! This is the only house on this la ...
From $252 per night (USD)
VRBO
From $162 per night (USD)
VRBO
Serenity Escape in Hudson Valley.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Nestled in Hopewell Junction, this cozy 1-bedroom apartment offers a tranquil and inviting retreat. Step into the charmi ...
From $162 per night (USD)
VRBO
From $551 per night (USD)
Expedia
Working Goat Farm - Updated Clinton Corners Home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
High-End Finishes | Peaceful Pond | 15 Mi to Hudson River Set your sights on the Clinton Corners countryside, where goa ...
From $551 per night (USD)
Expedia
From $311 per night (USD)
VRBO
Country Chic Lake House in Pine Plains
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Country Chic home in the beautiful Hudson Valley. 2.5 hour drive from NYC and Long Island. Historical town of Pine Plai ...
From $311 per night (USD)
VRBO
From $354 per night (USD)
Expedia
Cozy Escape -Strong Wi-Fi -Prime Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to serenity in this charming, cozy apartment located in the heart of the Hudson Valley. With its rustic interior ...
From $354 per night (USD)
Expedia
From $744 per night (USD)
VRBO
Stunning 5-bedroom Dutchess Co. home near Rhinebeck, Omega, Bard College, skiing
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Beautiful northern Dutchess Co. home on 85 private acres - we invite you to relax with family and friends at our peacefu ...
From $744 per night (USD)
VRBO
From $311 per night (USD)
Expedia
3-bedroom family-friendly guesthouse with WiFi, AC in lovely Wappingers Falls
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Your cozy getaway awaits in Wappingers Falls at this guesthouse. With 3 bedrooms including a queen, twin, and king bed, ...
From $311 per night (USD)
Expedia
$\Country outside the city \ \n3 bedrooms 2 full bathrooms$
From $325 per night (USD)
VRBO
\"Country outside the city \" \n3 bedrooms 2 full bathrooms
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make yourself at home in this 3-bedroom Holmes retreat. This fantastic house boasts 2 queen beds, 1 play pen and 1 XL tw ...
From $325 per night (USD)
VRBO
Click For Pricing
Expedia
Spacious Light-filled Retreat Like Home in the Heart of Rhinebeck
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Light filled, retreat-like home, surrounded by trees in the heart of the Hudson Valley. This spacious home is beautifull ...
Click For Pricing
Expedia
From $834 per night (USD)
VRBO
Beautifully restored 1822 Farmhouse, as seen in Better Homes & Gardens Magazine
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Evoking the charm of the Colonial American countryside, this upscale and beautifully restored 1822 home features exquisi ...
From $834 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Rhinebeck Inn Suite with Private Deck and Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to The Woodland Suite, a serene and luxurious escape inspired by the earthy tones and rustic charm of the Medite ...
From $347 per night (USD)
Expedia

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Results: 469 Rentals