Dutchess Area Rentals
- From $471 per night (USD)
VRBO
Luxury Rhinebeck NY Home on 5 Acres w\/ NEW Hot Tub. Great for Families & Groups
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Tranquility and seclusion abounds in this beautiful, updated 4 bedroom, 3.5 bathroom home in Rhinebeck, NY located just ...
From $471 per night (USD)VRBO
- Click For Pricing
Expedia
Clean Cozy Getaway | On Main Street | Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in this cozy one bedroom apartment right in the heart of Beacon. Conveniently located on Main Street just steps awa ...
Click For PricingExpedia
- From $110 per night (USD)
VRBO
Private bed& bath in 1860s farmhouse located on 7 acre farm. 2 miles to omega
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
house was built in the eighteen hundreds with wide flank floors and beamed ceilings. Bedroom is on the second floor the ...
From $110 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Contemporary art lovers escape nestled, minutes to Fishkill Village and...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
West Hook Wonder Contemporary art lovers escape nestled, minutes to Fishkill Village and Beacon - stylish home with wra ...
From $300 per night (USD)Expedia
- From $424 per night (USD)
VRBO
Country Home | Prime Location | Strong WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Stay in this cozy country home right in the heart of Beacon! Only steps from Main Street and great restaurants, shops an ...
From $424 per night (USD)VRBO
- From $110 per night (USD)
Expedia
Private bed& bath on secluded land centrally located 7 miles to rhinebeck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Eighteen hundreds farm house with wide plank floors and beamed ceilings, decorated in antiques thru out. Brick patios on ...
From $110 per night (USD)Expedia
- From $110 per night (USD)
VRBO
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
eighteen hundreds farm house with wide beam flooring and beamed ceilings, decorated with antiques thru out. free to roam ...
From $110 per night (USD)VRBO
- From $101 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 $101 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Twin Island Lake Private Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape from it all on your own private island. A once in a lifetime experience to reconnect with nature. 10x12 canvas S ...
From $269 per night (USD)VRBO
- From $375 per night (USD)
Expedia
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 $375 per night (USD)Expedia
- From $136 per night (USD)
VRBO
Beacon Apt w\/ Patio + Grill; Walk to Main St!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Savor the flavor of Beacon's food and art scenes when you call this charming 1-bedroom, 1-bathroom apartment 'home'. Gre ...
From $136 per night (USD)VRBO
- From $850 per night (USD)
Expedia
Tower Hill - Hilltop Country Retreat with Panoramic Views
- Bedrooms:
- 4
- 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 $850 per night (USD)Expedia
- Click For Pricing
VRBO
Farmland Cottage in Red Hook \/ Tivoli
- Bedrooms:
- 4
- 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 PricingVRBO
- From $476 per night (USD)
Expedia
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 $476 per night (USD)Expedia
- Click For Pricing
VRBO
Red Door Country Retreat
- Bedrooms:
- 2
- 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 ...
Click For PricingVRBO
- Click For Pricing
Expedia
Immaculate, Secluded Cottage w\/Pond, Close to Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly renovated cottage on 14 acres with private pond and expansive lawn. The house has been furnished in beautiful, mid ...
Click For PricingExpedia
- From $350 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 $350 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer\/Dryer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Private, New modern studio apartment right on Main Street -walking distance to everything Beacon has to offer: Dia Museu ...
From $149 per night (USD)Expedia
- From $950 per night (USD)
VRBO
Secluded and Spectacular Views
- Bedrooms:
- 3
- 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 $950 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 $110 per night (USD)
Expedia
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 $110 per night (USD)Expedia
- 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 $2499 per night (USD)
Expedia
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)Expedia
- From $374 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 $374 per night (USD)VRBO
- From $140 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 $140 per night (USD)Expedia
- From $286 per night (USD)
VRBO
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)VRBO
- From $140 per night (USD)
Expedia
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 $140 per night (USD)Expedia
- From $196 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 $196 per night (USD)VRBO
- From $218 per night (USD)
Expedia
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 $218 per night (USD)Expedia
- 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 $495 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 $495 per night (USD)Expedia
- From $156 per night (USD)
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 ...
From $156 per night (USD)VRBO
- From $222 per night (USD)
Expedia
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 $222 per night (USD)Expedia
- From $600 per night (USD)
VRBO
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)VRBO
- 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 PricingVRBO
- From $316 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 $316 per night (USD)Expedia
- 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
- From $364 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 $364 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
- 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 PricingExpedia
- From $281 per night (USD)
VRBO
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 $281 per night (USD)VRBO
- From $325 per night (USD)
Expedia
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)Expedia
- From $72 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 $72 per night (USD)VRBO
- From $274 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 $274 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
- From $235 per night (USD)
Expedia
Serene, Peaceful Get-Away (Log Cabin by the Lake)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Log cabin by scenic lake in middle of state forest. Swimming, kayaking, fishing -- 1000 acres of adjacent State Forest ...
From $235 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $130 per night (USD)
VRBO
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)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- 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 PricingVRBO
- From $996 per night (USD)
VRBO
70s Modern House in the Woods, three minutes to Rhinebeck village
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The ideal getaway house in the perfection location: conveniently close to all the great restaurants and shops of Rhinebe ...
From $996 per night (USD)VRBO
- From $294 per night (USD)
VRBO
Lakefront cottage with Year round Hot Tub private beach and dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Brand New Year-round Hot Tub and Screened in Porch!! 126 feet of your own private shoreline with brand new deck screened ...
From $294 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Enjoy Beacon with a touch of the country!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We are located just over 2 miles outside of Beacon! Enjoy the luxuries of the county while still enjoying the city. You ...
From $225 per night (USD)VRBO
- Click For Pricing
VRBO
Hudson Valley Getaway
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
This lovely home is located at the center of the village of Rhinebeck. There is plenty of food and shops within walking ...
Click For PricingVRBO
- From $125 per night (USD)
Expedia
Elegantly appointed, newly renovated apartment in early 1800's brick farmhouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the vibrant mid-Hudson River valley community of Beacon, New York, this charming 530 square foot second floor ...
From $125 per night (USD)Expedia
- From $490 per night (USD)
VRBO
Mountain View Farmhouse, pool\/hot tub, fire pit, 4 seasons porch, game room
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to the Irondale Manor, an 1870s farmhouse with modern touches. While only half a mile from Millerton's Main St, ...
From $490 per night (USD)VRBO
- From $707 per night (USD)
Expedia
Enjoy your own private lake this summer! Boats, beach, lawn games & game room!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
This stunning lakeside estate is located just 1½ hours north of NYC in the Berkshire foothills. Minimum rental is 3 days ...
From $707 per night (USD)Expedia
- From $300 per night (USD)
VRBO
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located in Hopewell Junction, Enjoy an unbeatable mountain-front . location at this 4-bedroom, 2-bath vacation rental ho ...
From $300 per night (USD)VRBO
- From $150 per night (USD)
Expedia
The Rhinebeck Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
In the heart of the Hudson Valley lives the Rhinebeck Retreat. A quick bike or car ride into the Village, this charming ...
From $150 per night (USD)Expedia
- From $155 per night (USD)
VRBO
Stylist and spacious centrally located one bedroom apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Vi ...
From $155 per night (USD)VRBO
- From $157 per night (USD)
Expedia
ValleyView-Ultimate 3BR Getaway w\/Inground Pool by Fahnestock\/Appalachian Trail
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
ValleyView is nestled up against the Appalachian Trail within a forest preserve right on the Dutchess/Putnam County line ...
From $157 per night (USD)Expedia
- From $85 per night (USD)
VRBO
King Bed \/ Private Parking \/ 300mbps+ WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in this bright spacious apartment right in the heart of the Hudson Valley. Enjoy the King size bed and relax in the ...
From $85 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Country Oasis | Centrally Located | Strong WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stay in this serene 2 bedroom apt. right in the heart of the Hudson Valley! Conveniently located only 20 minutes away fr ...
From $140 per night (USD)Expedia
- From $88 per night (USD)
VRBO
Charming Stay | Prime Location | Strong WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This charming home is centrally located in the heart of the Hudson Valley minutes away from historic sites, hiking, dist ...
From $88 per night (USD)VRBO
- Click For Pricing
Expedia
Hidden Hideaway | Prime Location | Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in this charming one bedroom apartment that has been right in the heart of Main Street since 1903. Only steps away ...
Click For PricingExpedia
- From $143 per night (USD)
VRBO
NEW!! King bed Apt. in the heart of the city!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful chic design with a spa-like bathroom. Close to walkway over the Hudson & in the heart of the city of poughkee ...
From $143 per night (USD)VRBO
- From $478 per night (USD)
VRBO
Spacious Country Farmhouse on 8 Lush Acres, Five Minutes to Rhinebeck Village
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Comfy, spacious, fully furnished 1830 farmhouse off quiet country road. Eight acres of rolling green fields and wooded ...
From $478 per night (USD)VRBO
- From $376 per night (USD)
VRBO
The Bluehouse - Charming Renovated Cottage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Upstate Bluehouse is a light-filled country home located in the quaint town of Pine Plains in the Hudson Valley. It ...
From $376 per night (USD)VRBO
- From $613 per night (USD)
Expedia
This cabin is a 4 bedroom(s), 2.5 bathrooms, located in Pine Plains, NY.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson ...
From $613 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Beautiful creekside secluded cottage with canoeing on site. Pet friendly.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Lovely newly renovated cottage by the creek. Nestled in a quiet neighborhood with out door shower and 🛶 canoeing on sit ...
From $237 per night (USD)VRBO
- From $1054 per night (USD)
Expedia
Private retreat on 12 acres w hot tub\/pool & BBQ
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Built in 1785, this newly renovated 5K sq ft 5 bdrm + 3 bath getaway combines historic colonial charm with modern finish ...
From $1054 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Bentley Field House Suite near Rhinebeck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a quaint stay at this newly renovated apartment! Located in the heart of Stanfordville, only a short walk from the ...
From $175 per night (USD)VRBO
- From $373 per night (USD)
Expedia
Boulder Tree House 🌲🌲🌲\nUnique, romantic and exciting! An architectural gem.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Boulder Tree House 🌲🌲🌲 – summary This romantic one-bedroom house is modern yet rustic, built on an exposed boulder, ...
From $373 per night (USD)Expedia
- From $499 per night (USD)
VRBO
Cozy, Relaxing Home Close to Everything\n
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
New fresh, quality remodel in the 845! Located between Beacon and Rhinebeck with the peaceful sound of Fallkill Creek in ...
From $499 per night (USD)VRBO
- From $102 per night (USD)
Expedia
Lux APT Your home away from home.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surround yourself with style in this standout space. Work or play, this space has all you need to enjoy your get away. H ...
From $102 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Beautiful Home w Deck and Fenced Yard Walking To Town of Tivoli
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
$200 a night / 3 nights minimum Bright, spacious and beautifully appointed single family home on a quiet residential s ...
From $200 per night (USD)VRBO
- From $309 per night (USD)
Expedia
2 Br Victorian Apt, 2800 sq ft, 2 floors with Full Kitchen , 2 baths and Laundry
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Rental basis: Entire house or apartment Number of bedrooms: 2; Number of other rooms with beds: 1 Number of bathrooms: 2 ...
From $309 per night (USD)Expedia
- From $680 per night (USD)
VRBO
The George is an elegant restored home in the Hudson Valley
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
The George is a beautiful perfectly restored turn of the century home in the heart of Hudson Valley horse country. On a ...
From $680 per night (USD)VRBO
- From $1800 per night (USD)
Expedia
Stunning Estate In The Heart Of The Hudson Valley, New York
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
The perfect Hudson Valley escape for your small gathering, Apsley Hill sleeps up to 12 people across three different str ...
From $1800 per night (USD)Expedia
- From $300 per night (USD)
VRBO
The Damien House - A Country Escape where you can hear the creek.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come, relax with family & friends in the backyard, the sunroom, on the front porch, or at the fire pit at the bank of Sp ...
From $300 per night (USD)VRBO
- From $726 per night (USD)
VRBO
Village Retreat - Stylish + Historic Hudson Valley
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to Village Retreat – a meticulously maintained and recently renovated two-story brick home nestled in t ...
From $726 per night (USD)VRBO
- From $255 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 $255 per night (USD)VRBO
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VRBO
Hudson Valley Nature Retreat 7 Acres\/Pool\/Sauna
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
About this space Welcome to the Scandilum retreat. A place designed for peace and relaxation where feeling good is the p ...
Click For PricingVRBO
- From $227 per night (USD)
VRBO
Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'
- Bedrooms:
- 2
- 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 $227 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Relaxing Chic Home off Main St with Hot Tub & Chef's Kitchen
- Bedrooms:
- 3
- 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 $465 per night (USD)Expedia
- Click For Pricing
VRBO
Discounted Weekly Summer Stays at The Barn in Tivoli
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Barn in Tivoli is a fun, cozy & unique home for your country getaway! It's an easy 5-minute walk to the charming Hu ...
Click For PricingVRBO
- From $945 per night (USD)
VRBO
Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres
- Bedrooms:
- 10
- 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 $945 per night (USD)VRBO
- From $183 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 $183 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Beautiful mountaintop getaway for peace and quiet
- Bedrooms:
- 2
- 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 $285 per night (USD)VRBO
- Click For Pricing
VRBO
Sunny Clutter Free Modern Home
- Bedrooms:
- 3
- 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 ...
Click For PricingVRBO
- From $590 per night (USD)
VRBO
Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit
- Bedrooms:
- 4
- 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 $590 per night (USD)VRBO
- From $495 per night (USD)
VRBO
Beautiful Lake House On 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 $495 per night (USD)VRBO
- Click For Pricing
VRBO
Beautiful Rhinecliff Home for June and (most of) July
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our recently renovated home is a 10 minute walk from the Amtrak station and the Hudson river. It is also a 10 minute, b ...
Click For PricingVRBO
- From $212 per night (USD)
VRBO
Charming Private 2 BR Beacon Bungalow Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our charming home is walking distance from Main Street and Mt. Beacon Park. The house is tucked away from the street for ...
From $212 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Hilltop Home on 10 acres w\/ hot tub, fire-pit + solar
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to our secluded country hideaway, located near the charming Dutchess County towns of Amenia, Millerton and Millb ...
From $300 per night (USD)Expedia
- 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 $280 per night (USD)
VRBO
150 year old cottage on 120 acres of land next to a stream
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Built in the 1800's but with a modern kitchen and bathrooms this charming cottage with wide plank floor boards and many ...
From $280 per night (USD)VRBO