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 $664 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 $664 per night (USD)
VRBO
$The House In Highland-\nSecluded Retreat$
From $521 per night (USD)
Expedia
The House In Highland-\nSecluded Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This home offers complete privacy yet is minutes away from the quaint hamlet of Highland and the Walkway Over the Hudson ...
From $521 per night (USD)
Expedia
From $289 per night (USD)
VRBO
Charming Cabin in Fishkill!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Charming 2-bedroom rustic-style cabin in Fishkill with WiFi and AC. Features wood-paneled walls, hardwood floors, and vi ...
From $289 per night (USD)
VRBO
From $1105 per night (USD)
Expedia
Post & Beam • Stunningly Designed Luxury Home w/ Pool & Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to the immaculate and professionally-designed post & beam rental home of two New York creatives, including the F ...
From $1105 per night (USD)
Expedia
From $950 per night (USD)
VRBO
The Grand • The Nicest House in Newburgh
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to our stunning & professionally-designed home right in the heart of historic Newburgh. Outfitted by the Founder ...
From $950 per night (USD)
VRBO
From $734 per night (USD)
Expedia
Willow Vale • Stunningly Designed Historical Icon w/ Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our historic & meticulously restored home, Willow Vale, situated on a quiet & idyllic country road and nestle ...
From $734 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Beacon Bird's eye view! Close to Main St & Train
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
About this space Come enjoy our magical home in Beacon! 2-story, charming one-bedroom, one bathroom apartment in a duple ...
From $204 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Rustic Cabin in Fishkill!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Charming 2-bedroom rustic cabin with WiFi in Fishkill. Features wood-paneled walls, hardwood floors, and cozy décor. Inc ...
From $358 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Charming garden apartment with Hudson River views in historic downtown Kingston
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Lovingly restored garden level apt in 1870's Victorian. Sweeping Hudson River views (with private patio) and just steps ...
From $263 per night (USD)
VRBO
From $365 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 $365 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 $302 per night (USD)
Expedia
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 $302 per night (USD)
Expedia
From $652 per night (USD)
VRBO
Timeless Treasure w/ Pool
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 $652 per night (USD)
VRBO
From $589 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 $589 per night (USD)
VRBO
From $1085 per night (USD)
VRBO
4-bedroom house with pool, hot tub in charming Lagrangeville with, AC. Enjoy.
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Discover the beauty of Lagrangeville from this 4-bedroom house. This welcoming property features 1 king bed, 4 bathrooms ...
From $1085 per night (USD)
VRBO
From $760 per night (USD)
Expedia
Bright and airy retreat with scenic pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Perched atop a hill beneath the open sky, Robin’s Nest Lookout awaits. This bright and airy retreat is filled with light ...
From $760 per night (USD)
Expedia
From $197 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 $197 per night (USD)
VRBO
From $633 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 $633 per night (USD)
VRBO
From $371 per night (USD)
VRBO
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This 1-bedroom chalet is perfect for your escape to Carmel Hamlet. The cozy interior provides a lovely retreat for guest ...
From $371 per night (USD)
VRBO
From $455 per night (USD)
VRBO
Embrace Nature's Embrace! Near Kingston Point Beach, Free Breakfast and Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Each pet-friendly accommodation is an oasis of contemporary comforts and timeless design, set within the exquisite natur ...
From $455 per night (USD)
VRBO
From $1168 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 $1168 per night (USD)
VRBO
From $682 per night (USD)
Expedia
Shatemuc, a magical getaway on the Hudson River
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
"Shatemuc" was built by my own hands from the ground up on the shores of the Hudson River. The original inhabitants of t ...
From $682 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Cozy 2 bdrm Newburgh apartment with private parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Kick back and relax in this stylish open floor plan. Located on the top floor of a historic Newburgh building, this apar ...
From $217 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Charming studio in Welcoming Saugerties
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Make yourself at home in this quaint studio Saugerties retreat. This awesome space features a comfortable queen bed and ...
From $226 per night (USD)
Expedia
From $155 per night (USD)
VRBO
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to The Artist’s Loft—a thoughtfully curated 1 bedroom retreat tucked privately above a detached garage, where ti ...
From $155 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Cozy Private Studio in Newburgh' s Historic District
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming ground floor apartment, near hiking, orchards and museums. We are located in Newburgh' s Historic East End Dist ...
From $160 per night (USD)
VRBO
From $342 per night (USD)
VRBO
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
This welcoming apartment features 3 bedrooms with 2 queen beds and one double bed. Each room is equipped with an Air co ...
From $342 per night (USD)
VRBO
From $629 per night (USD)
Expedia
Pleasant Valley Pines
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
More than an AirbnB, Pleasant Valley Pines has been our family’s Hudson Valley retreat for over a decade. You’ll wake ...
From $629 per night (USD)
Expedia
From $266 per night (USD)
VRBO
The Red Country Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Perfect getaway in this countryside cottage nestled in nature but walking distance to town center. Spend some relaxing t ...
From $266 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Hoppy Hill Farm House
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy the simple country life in this historic farmhouse. Watch the sun rise over the breathtaking mountain views from t ...
From $139 per night (USD)
Expedia
From $157 per night (USD)
Expedia
Charming 2-bedroom Guest Suite with Pool Access and Fitness Room
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to this lovely house in picturesque Fishkill. This cozy retreat features 2 nice bedrooms with comfortable queen a ...
From $157 per night (USD)
Expedia
From $105 per night (USD)
Expedia
Unicorn Studio - Historic Newburgh near Beacon + Hiking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Studio, 1 queen bed with modern bathroom. New AC, heating, and WiFi. Studio features a round table with two chairs, sma ...
From $105 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Upstate NY gem. Original 1800s Victorian Second Empire.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Truly one of a kind home. Originally built by the knickerbocker family in the 1880s this Second Empire Victorian has ori ...
From $399 per night (USD)
VRBO
From $1424 per night (USD)
Expedia
Hudson Valley Luxury Lodge w/ Saltwater Pool, Yoga & Massage Room & Nature Trail
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
About this space Thoughtfully designed by a husband-and-wife team—one a hospitality specialist, the other a healing exp ...
From $1424 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Hudson Escape W/ Hot Tub + Bridge View
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to a luxurious escape with mesmerizing Hudson River views! This beautifully renovated historic home masterfully ...
From $437 per night (USD)
VRBO
Click For Pricing
Expedia
Wooded Rhinebeck-Beacon area Escape w/Outdoor Spa
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Fun, eclectic and stylish home for your Hudson Valley getaway. Perfectly located between Rhinebeck and Beacon, and acces ...
Click For Pricing
Expedia
From $256 per night (USD)
VRBO
Gorgeous Rhinebeck Ranch with private Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
<p>Just minutes outside the historic Village of Rhinebeck, this ranch-style home sits on 5 private acres and offers ever ...
From $256 per night (USD)
VRBO
From $101 per night (USD)
Expedia
The Eagle Nest 2bd, Newburgh near DIA:Beacon and Storm King
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2-bedroom apartment nestled in a quiet, historic neighborhood. A brick exterior, slate roof, and charming architectural ...
From $101 per night (USD)
Expedia
From $493 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 $493 per night (USD)
VRBO
From $625 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 $625 per night (USD)
VRBO
From $1423 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 $1423 per night (USD)
VRBO
From $555 per night (USD)
Expedia
Retreat on 4.83 Acres—Fenced Dog Yard & Peaceful Family Escape w/Pool & WIFI
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Whether you’re soaking in the sun poolside during the warmer months, enjoying crisp fall foliage, curling up by the fire ...
From $555 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Bright Bedroom Near The Forest
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This cozy room is perfect for your escape to Saugerties. The second story bedroom features a Tempur-pedic queen bed, per ...
From $193 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Charming & Great Location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Steps from a bustling creek and waterfall. This cottage is perfect for anyone coming to the area! Stocked with guest exc ...
From $355 per night (USD)
Expedia
From $933 per night (USD)
VRBO
Glasco Waterfront Oasis/10 min from HITS
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
PLEASE NOTE: this listing is being retired for a new listing run directly by the owners. I am their property manager but ...
From $933 per night (USD)
VRBO
From $674 per night (USD)
Expedia
Historic Barn Retreat w/ Pool & Pond Views | Longview Pond Lodge by AvantStay
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to Longview Pond Lodge by AvantStay! Tucked along a peaceful country road in Clinton Corners, Longview Pond Lod ...
From $674 per night (USD)
Expedia
From $508 per night (USD)
VRBO
Caroline House Beacon Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Set just outside Beacon in a beautiful, quiet neighborhood, this is the perfect retreat for family and friends after a f ...
From $508 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Charming 2-bedroom apartment with AC, WiFi in superb Poughkeepsie
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Stay comfortably in Poughkeepsie at this 2-bedroom apartment. Marvelous 3 queen beds await guests in the cozy bedrooms. ...
From $209 per night (USD)
VRBO
From $292 per night (USD)
VRBO
Lake Bliss the Perfect Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to a private lakefront retreat on Whaley Lake, Dutchess County’s largest motorboat lake, where every day feels li ...
From $292 per night (USD)
VRBO
From $1174 per night (USD)
Expedia
Historic 5BR Colonial Retreat in the Heart of the Hudson Valley
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Step into the comfort of country living with designer flair at this beautifully restored 1775 Colonial—a private and spa ...
From $1174 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Secluded Getaway with Catskill Mountain Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to our cozy retreat, a perfect place to take in breathtaking sunsets and Catskill Mountain views. This tranquil g ...
From $429 per night (USD)
VRBO
From $1750 per night (USD)
VRBO
The Mansion at Willow Lake
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
The Willow Lake Mansion is a beautifully restored historic estate nestled on 110 private acres, just 1 hour and 10 minut ...
From $1750 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Casa Tivoli - Upstate Getaway in Charming Village
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tucked away on a quiet side street in Tivoli Village, Casa Tivoli is a beautifully updated historic home offering a uniq ...
From $275 per night (USD)
VRBO
From $544 per night (USD)
VRBO
ESKape Manor: Heated Pool, Hot Tub & Fun Amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: ESKape Manor is a 3 bed, 2.5 bath home less than 2 hours from NYC set on a scenic hill nestled on 11.6 acres of ...
From $544 per night (USD)
VRBO
From $301 per night (USD)
VRBO
Collins Estate East Wing Efficiency 2 bed 2 bath, AC, in Lagrangeville, NY
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the Historic Collins Estate – East Wing Rental Union Vale, New York | Private Hotel-Style Suite | Sleeps Up t ...
From $301 per night (USD)
VRBO
From $152 per night (USD)
VRBO
Three bedroom house near Bard College with wood burning stove & baby grand piano
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Escape to this beautifully renovated 3-bedroom house on a quiet, untrafficked country road—perfect for relaxing getaway ...
From $152 per night (USD)
VRBO
From $198 per night (USD)
VRBO
Charming studio cottage with AC in the heart of Beacon
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover the beauty of Beacon from this beautiful studio cottage. Enjoy the private fenced yard and outdoor eating area. ...
From $198 per night (USD)
VRBO
From $482 per night (USD)
VRBO
Staatsburg Parsonage - A tranquil 4-bedroom house with AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Parsonage is both a creative retreat and a space for spending time with friends and family. Its cozy rooms let you e ...
From $482 per night (USD)
VRBO
From $618 per night (USD)
VRBO
On Cape Time – Family Friendly Relaxing Escape
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
4 Bedroom - 2 Baths - Sleeps 8 During peak summer weeks, our properties typically require a 7-night stay, either Friday- ...
From $618 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Charming 3-bedroom farmhouse in Clinton Corners with AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy the perfect Hudson Valley getaway in a historic country cottage surrounded by nature and within walking distance t ...
From $317 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Charming Gothic Victorian restoration in Beacon
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Step into the charm of a newly restored Gothic Victorian two-family home in the heart of Beacon, NY. Just steps from Ma ...
From $327 per night (USD)
VRBO
From $406 per night (USD)
VRBO
Forget your worries in this serene Modern Farm House.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Your Red Hook adventure begins at this marvelous 3-bedroom Modern Farmhouse. Inside, you'll find a king bed, queen bed, ...
From $406 per night (USD)
VRBO
From $1753 per night (USD)
VRBO
Stunning Modern Artistically Crafted Lodge. 50 pristine acres with 9ac pond/pool
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
A stunning hand crafted private country property in the heart of Dutchess county with Catskills views. This fabulous 600 ...
From $1753 per night (USD)
VRBO
From $258 per night (USD)
VRBO
NEW-Charming 3-bedroom apartment in Poughkeepsie NY
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Step into this *New* bright and modern 3-bedroom apartment, thoughtfully designed for comfort and convenience. Each bedr ...
From $258 per night (USD)
VRBO
From $371 per night (USD)
VRBO
Rhinebeck Chalet: Modern Stylish Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape to Rhinebeck Chalet, a serene and stylish nature retreat near Hudson Valley attractions. Cook in the open kitche ...
From $371 per night (USD)
VRBO
From $623 per night (USD)
Expedia
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Bedrooms:
2
Bathrooms:
5
Sleeps:
18
Located in Poughkeepsie, enjoy what this 5-bedroom house has to offer. With 4 queen beds and 1 king bed, guests can rela ...
From $623 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Tiffany Suite in Historic Newburgh, NY
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
In your room, you have the large bedroom, a small closet, private bathroom, a sunny office side room with a small refr ...
From $219 per night (USD)
VRBO
From $842 per night (USD)
VRBO
Pool & Private Acreage: Luxe Hudson Valley Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Picture Windows w/ Views | Family Friendly | Backyard Bonfire Space Deer wandering the yard, golden sunsets, and starry ...
From $842 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Sunkissed Escape Bright Sunroom + Hammock Fun
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Bright and inviting, this home features a cheerful living room, full kitchen, and high-speed WiFi. Relax in the sunny bo ...
From $379 per night (USD)
VRBO

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Results: 369 Rentals