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 $339 per night (USD)
VRBO
Rhinebeck Inn Suite with a Private Deck
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
The Chateau Suite is an exquisite retreat designed for those seeking a blend of classic elegance and modern comfort, set ...
From $339 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Rhinebeck Inn Suite with Private Living Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Step into The Dutchess, an opulent suite that seamlessly blends classic elegance with modern comfort, all set within the ...
From $333 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Rhinebeck Inn Suite with Private Deck
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to The Lotus, a vibrant and eclectic suite that offers a unique blend of funky charm and modern comfort, nestled ...
From $312 per night (USD)
VRBO
From $265 per night (USD)
Expedia
The Best 3-bedroom house in Tivoli
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The home is super comfortable w/ 3 bedrooms, 2 full bathrooms, a nice size living room w/ electric fireplace, 60 inch TV ...
From $265 per night (USD)
Expedia
From $720 per night (USD)
VRBO
1880s Brick home, just steps to Main St. No chores.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This expertly decorated, bright and clean, 1880s brick house is newly renovated with three bedrooms, two full bathrooms, ...
From $720 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Soak in the hot-tub at Rainbow Oasis Rhinebeck. Pet-friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take it easy at this unique and tranquil getaway. Look up at the stars from your very own private hot tub. Recharge with ...
From $260 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Treehouse With Outdoor Bathtub & Stream!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Featured in the 'New York Times' real estate section, The Hudson “Treehouse” offers guests a truly unique glamping exper ...
From $306 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Charming Hudson Valley Tiny House
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience the natural beauty of the Hudson Valley in our cosy tiny house! Converted from an 1800’s carriage house, Ap ...
From $387 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to the heart of the Hudson Valley in this cozy retreat. PRIVATE ENTIRE FLOOR WITH 3 bedrooms, 2 bathrooms, full k ...
From $326 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Charming Rhinebeck Cottage, 5 min. from town, King Bed!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in Rhinebeck, this delightful cottage features 1 bedroom with a cozy king bed, a well-equipped bathroom with a r ...
From $279 per night (USD)
Expedia
From $921 per night (USD)
VRBO
Modern home w/creek view, steps to town & mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This modern and stylish creek view house is the perfect place to stay for a relaxing retreat, hiking weekend, family fun ...
From $921 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Pet-friendly Cottage at Historic Millbrook Farm Estate
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Our pet-friendly Millbrook cottage offers a bucolic escape from city life. Nestled just minutes from downtown Millbrook ...
From $300 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Spacious 1 BR Unit w/ Washer-Dryer and Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this cozy 1-bedroom retreat, perfect for solo travelers or couples looking for a comfortable and relaxing sta ...
From $258 per night (USD)
VRBO
From $384 per night (USD)
Expedia
Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Situated on a beautiful estate, Magnolia Cottage is charming with comfortable furnishings. May thru October enjoy a sal ...
From $384 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Historic 4br house in Beacon, 3 floors, fenced yard, porch, WiFi, dog-friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sunlit and spacious 3-story 1880s brick home is the ideal vacation house for families and big groups, and it’s just 3 bl ...
From $441 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Modern Ranch 4 minutes to Rhinebeck Village with Heated Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This mid-century estate designed by local design firm The Art of Building is only minutes from the Village of Rhinebeck ...
From $437 per night (USD)
Expedia
From $481 per night (USD)
VRBO
The Lodge- 3-bedroom with WiFi, AC and pool in gorgeous Amenia
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to this lovely 3-bedroom lodge in Amenia. Each bedroom features a comfortable queen bed, perfect for a tranquil n ...
From $481 per night (USD)
VRBO
From $383 per night (USD)
Expedia
The Carriage House -2-bedroom house w/ Saltwater Heated Pool, WiFi, AC in Amenia
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience Amenia like a local in this 2-bedroom house. Nestled in a peaceful neighborhood, this brilliant property feat ...
From $383 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Two bedrooms, bath and kitchenette in 1890 Victorian
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this place Beautiful and comfortable 1890 Victorian Home In The Hamlet Of Staatsburg, surrounded by Majestic State ...
From $313 per night (USD)
VRBO
From $800 per night (USD)
Expedia
The Rosehill 1861, The Rosehill 1861, entire home in Poughkeepsie, NY.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Based in the historic district of Poughkeepsie we are a 5 minute drive from the Metro North/Amtrak Station and central t ...
From $800 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Panoramic Hudson River views; walk 5 mins to DIA, 10 to the train, and 10 to Main St. One bedroom first floor apartmen ...
From $300 per night (USD)
VRBO
From $866 per night (USD)
Expedia
This house is a 4 bedroom(s), 3.5 bathrooms, located in Lagrangeville, NY.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Step through the front door of this expansive, three-story colonial and find yourself transported a world away. Todd Hil ...
From $866 per night (USD)
Expedia
$Charming , Peaceful Waterfront \n2-bedroom condo overlooking the Hudson River$
From $316 per night (USD)
VRBO
Charming , Peaceful Waterfront \n2-bedroom condo overlooking the Hudson River
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Consider this condo your home away from home while you visit Dutchess County. This delightful property overlook the Huds ...
From $316 per night (USD)
VRBO
From $1055 per night (USD)
VRBO
Upstate Mountain View Retreat
Bedrooms:
5
Bathrooms:
6
Sleeps:
11
Escape to this stunning mountain retreat in Dutchess County. This spacious home comfortably accommodates up to 10 guest ...
From $1055 per night (USD)
VRBO
From $13842 per night (USD)
VRBO
Tivoli Star Gazing Cabin - External 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
2 The kitchen is simple but supplied with cast iron pans and sharp knifes for those who love to cook. We also have a out ...
From $13842 per night (USD)
VRBO
From $10170 per night (USD)
Expedia
Modern House, Wild Gardens, Peaceful Creeks - E 1
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Flooded with sunlight from large windows and sliding glass doors, the house seamlessly connects to its surroundings. Exp ...
From $10170 per night (USD)
Expedia
From $624 per night (USD)
VRBO
Cardinal Crossing: Stylish & Spacious Hudson Valley Getaway with Heated Saltwate
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcome to Cardinal Crossing, a beautifully renovated modern colonial on over 3 acres in the Hudson Valley, jus ...
From $624 per night (USD)
VRBO
From $638 per night (USD)
VRBO
Willow Brook: Historic Farmhouse w/ Fun Playroom
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: Welcome to Willow Brook, a beautifully restored 4-bedroom, 3-bathroom 1800s Colonial farmhouse near Rhinebeck a ...
From $638 per night (USD)
VRBO
From $1284 per night (USD)
VRBO
Private Luxury Retreat: Pool, Hot tub, & more!
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Escape to the heart of the Hudson Valley with this spacious and serene 4 bedroom plus office with full-size futon (folds ...
From $1284 per night (USD)
VRBO
From $207 per night (USD)
VRBO
Tranquil Tree-House on the beautiful Hudson River
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Take it easy at this unique and tranquil getaway. Be our guest at our beautiful home located on the widest part of the H ...
From $207 per night (USD)
VRBO
From $859 per night (USD)
VRBO
Exclusive luxurious Dutchess County Farmhouse new pool, spa and outdoor kitchen
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Discover the beauty of Staatsburg/Rhinebeck from this phenomenal newly restored 5-bedroom farmhouse. With 1 king bed, 3 ...
From $859 per night (USD)
VRBO
From $574 per night (USD)
VRBO
River & Mountain Views from Jacuzzi - near Metro North Train Station
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Panoramic Hudson River and Storm King Mountain views, just a 5-minute walk from train station, 3 minutes to Dia Beacon. ...
From $574 per night (USD)
VRBO
From $999 per night (USD)
VRBO
Modern Farmhouse, Secluded 13 acres, Fenced in Yard, Firepit, Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
About this space: Relax and unwind in a private upstate retreat with stunning meadow views set amongst 13 acres in hist ...
From $999 per night (USD)
VRBO
From $1642 per night (USD)
VRBO
Magnificent historic mansion with amazing barn
Bedrooms:
3
Bathrooms:
8
Sleeps:
22
Very special Federal/Greek revival mansion built in 1835. It has been kept immaculately throughout 190 years and the hou ...
From $1642 per night (USD)
VRBO
From $790 per night (USD)
VRBO
Golden Hill: Light Filled w. Sunroom + Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Golden Hill, a beautifully designed 3-bed, 2.5-bath modern retreat in Rhinebeck—just 1.5 hours from ...
From $790 per night (USD)
VRBO
From $1127 per night (USD)
VRBO
Historic Spacious Home 5 bed/2 bath
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Come stay at our historic 100+ year-old home located in central Poughkeepsie. Each room in this 5 bedroom house is color ...
From $1127 per night (USD)
VRBO
From $1060 per night (USD)
VRBO
The Parker House Historic Country Home 14 minutes from Rhinebeck NY
Bedrooms:
4
Bathrooms:
6
Sleeps:
19
Escape to this welcoming historic home in picturesque Hyde Park NY. Built in 1865, the house remains one of the towns or ...
From $1060 per night (USD)
VRBO
From $856 per night (USD)
VRBO
Hudson Valley Retreat | Hot Tub, Pool & Gym
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy a cozy getaway with friends and family at our spacious Hudson Valley retreat, just one hour from NYC, nestled betw ...
From $856 per night (USD)
VRBO
From $1369 per night (USD)
VRBO
The Farm: Private 23-Acre Rhinebeck Country Oasis
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Escape to The Farm, a serene 23-acre estate in the heart of the Hudson Valley. Perfect for anyone seeking a rustic, yet ...
From $1369 per night (USD)
VRBO
From $612 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 $612 per night (USD)
VRBO
From $462 per night (USD)
VRBO
Modern Barn secluded in nature with Views for as far as the eye can see.
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Newly rennovated coutry house perched on a hill with views for miles. Conveniently located, to Sharon, Wassaic train sta ...
From $462 per night (USD)
VRBO
From $616 per night (USD)
Expedia
Family Friendly Fun + Easy Walk to Main Street Center
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Have fun with the whole family at this stylishly renovated gem of a home. Centrally located and steps from Main Street. ...
From $616 per night (USD)
Expedia
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VRBO
LivingUPstation
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sustainable living Upstate NY. The space is the outcome of 10 years of reclaiming materials from various construction pr ...
Click For Pricing
VRBO
From $786 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 $786 per night (USD)
VRBO
From $605 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 $605 per night (USD)
VRBO
From $502 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 $502 per night (USD)
Expedia
From $278 per night (USD)
VRBO
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 $278 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 $1027 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 $1027 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Rhinebeck Perfection - One Level w/ 2 Living Areas
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
What’s not to love? A gorgeous, architecturally interesting 1830’s schoolhouse, sited along a quiet lane, but within min ...
From $250 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 $151 per night (USD)
VRBO
Country Studio in private setting
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Studio approx. 600 sq. ft with private entrance and patio, Full kitchen, walk-in cedar closet, Bath with shower, Full si ...
From $151 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 $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
Click For Pricing
VRBO
Cozy ResidentialHome 5mins from stores and Hospital.
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
The House is so Cozy that you will love to extend your stay. A very quite neighborhood and can work at home. Host don't ...
Click For Pricing
VRBO
From $1286 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 $1286 per night (USD)
VRBO
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 $794 per night (USD)
Expedia
Cozy Cabin w/ Heated Pool, Hot Tub and Open Fields
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: A wood cabin on 10 acres surrounded by open land with a heated pool and hot tub. Bordered by meadow, forest an ...
From $794 per night (USD)
Expedia
Click For Pricing
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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VRBO
From $273 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 $273 per night (USD)
Expedia
From $643 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 $643 per night (USD)
VRBO
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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 $190 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 $190 per night (USD)
VRBO
From $419 per night (USD)
Expedia
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 $419 per night (USD)
Expedia
From $190 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 $190 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $186 per night (USD)
VRBO
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Bedrooms:
0
Bathrooms:
1
Sleeps:
2
The Chapel at Hopeland is a unique experience that we had crafted next to a sprawling forest preserve. Built in 1845 for ...
From $186 per night (USD)
VRBO
From $317 per night (USD)
Expedia
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 $317 per night (USD)
Expedia
From $293 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 $293 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Glamping, family fun, pet friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Glamping is all the fun of camping with all the convenience of a hotel. Each site has two beautiful canvas tents with el ...
From $176 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $246 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 $246 per night (USD)
VRBO
From $157 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 $157 per night (USD)
VRBO
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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 ...
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Expedia
From $188 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 $188 per night (USD)
VRBO
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Expedia
Country Cottage Retreat, Fido stays for free
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A great place to unwind, take strolls in the woods or along country roads. Watch wildlife and great-winged birds. It is ...
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Expedia
From $152 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 $152 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Glamping is all the fun of camping with all the convenience of a hotel. Each site has two beautiful canvas tents with el ...
From $174 per night (USD)
Expedia
From $134 per night (USD)
VRBO
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Glamping is all the fun of camping with all the convenience of a hotel. Each site has two beautiful canvas tents with el ...
From $134 per night (USD)
VRBO
From $470 per night (USD)
Expedia
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 $470 per night (USD)
Expedia
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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 $400 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 $400 per night (USD)
VRBO
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VRBO
Peaceful House w/ AC + Private Bathroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay in this peaceful house and live like a true local in Hopewell Junction. We're within driving distance to restaurant ...
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VRBO
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Expedia
Comfortable House w/ AC + Private Bathroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay in this comfortable house and live like a true local in Hopewell Junction. We're within driving distance to restaur ...
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Expedia
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VRBO
Upscale House w/ AC + Private Bathroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay in this upscale house and live like a true local in Hopewell Junction. We're within driving distance to restaurants ...
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VRBO
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Expedia
Modern House w/ AC + Private Bathroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Restaurants, bars, and shops in Hopewell Junction will make this a vacation to remember, and my modern 1-bedroom house c ...
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Expedia
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
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Expedia
Cottage with Large Pool on 30 Wooded Acres, 90 Minute Train from NYC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Massive saltwater pool, 7-person spa, secluded poolhouse and guest wing located on 30 wooded acres within walking distan ...
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Expedia
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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 ...
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VRBO
From $674 per night (USD)
VRBO
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 $674 per night (USD)
VRBO
From $505 per night (USD)
VRBO
Historic Poughkeepsie Home Near Arlington & Vassar
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Stay in comfort at this elegantly furnished 4-bedroom, 2.5-bath vacation rental in the historic south side of Poughkeeps ...
From $505 per night (USD)
VRBO
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Expedia
5 minutes to town of Rhinebeck - Quiet Ranch with gym.
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
1st floor residence enclosed with very quiet rooms and surrounded by nature. Small gym with Treadmill. Ping pong table ...
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Expedia
From $303 per night (USD)
VRBO
Seasonal Bungalow in the heart of the Hudson Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our little bungalow is perfect for a weekend getaway with room enough for 4 . Bedroom with flat screen tv, living room w ...
From $303 per night (USD)
VRBO
From $277 per night (USD)
Expedia
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 $277 per night (USD)
Expedia
From $180 per night (USD)
VRBO
Be our guest at The Nest!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your Hudson Valley hideaway awaits at The Nest! Located only minutes from the Taconic with beautiful trees and plenty of ...
From $180 per night (USD)
VRBO
From $365 per night (USD)
Expedia
Fire Pit + On-Site Pond: Hudson Valley Home!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Pet-Friendly w/ Fee | Creek & Walking Paths On-Site | 27-Acre Property Retreat to the scenic Hudson Valley area and unw ...
From $365 per night (USD)
Expedia
$Tivoli -2 Bedroom Apt -iloviT!\n$
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VRBO
Tivoli -2 Bedroom Apt -iloviT!\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
ILOVIT...TIVOLI spelled backwards & love it you will! This light-filled 2 bdrm, 1 bth, fully renovated, folk art filled ...
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VRBO
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Expedia
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 ...
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Expedia
From $384 per night (USD)
VRBO
Modern Ranch Retreat in Hudson Valley
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover a contemporary and recently renovated retreat in the charming village of Millerton, NY. You can relax in this i ...
From $384 per night (USD)
VRBO
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Expedia
Hudson Valley Hideaway that feels like home
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
When visiting for work or play, look no further than this charming Hudson Valley hideaway set on 9 private acres. Throu ...
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Expedia

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Results: 469 Rentals