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Columbia Area Rentals

From $236 per night (USD)
VRBO
An Apartment with a View: A peaceful getaway in Hudson, NY
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax in this one-bedroom, private, cozy getaway, with stunning views of the Hudson River and sunsets over the Catskill ...
From $236 per night (USD)
VRBO
From $99 per night (USD)
VRBO
Spacious 1-bedroom apartment in peaceful East Chatham with WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your peaceful apartment in East Chatham with one comfortable bedroom featuring a queen bed. Enjoy the convenience of 1 1 ...
From $99 per night (USD)
VRBO
From $603 per night (USD)
VRBO
Serene Farmhouse Villa: Pool + Hot Tub and Grill
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
★☆ ABOUT OUR HOME ☆★ Escape to 16 private acres of countryside charm, where nature meets comfort. This spacious 3BR, 2BA ...
From $603 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 $226 per night (USD)
VRBO
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)
VRBO
From $1312 per night (USD)
Expedia
Hudson Valley 10 Bedroom Compound with pond and tennis court
Bedrooms:
6
Bathrooms:
9
Sleeps:
25
Welcome to this welcoming house in Valatie. With 9 bedrooms featuring a mix of king and queen beds, this property offers ...
From $1312 per night (USD)
Expedia
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VRBO
Charming 2-bedroom house in Copake with AC, WiFi. Enjoy your stay
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This charming 2-bedroom, 2-bathroom property offers a queen-sized bedroom with luxurious Pottery Barn bedding and a cozy ...
Click For Pricing
VRBO
From $156 per night (USD)
VRBO
Charming Cabin in the Woods. POOL!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Consider this cozy cabin your home away from home while you visit the Hudson Valley and the Berkshires. Tucked in the wo ...
From $156 per night (USD)
VRBO
From $548 per night (USD)
VRBO
Modern Loft with Wood Stove, River Views, Walkable
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Step into this modern, loft-style retreat in the heart of Hudson, NY—just a short walk to Warren Street and the Amtrak s ...
From $548 per night (USD)
VRBO
From $1976 per night (USD)
VRBO
River Estate, Unique Retreat: 10 Bedrooms, Catskill Views, 70ac, Hudson Valley
Bedrooms:
10
Bathrooms:
10
Sleeps:
20
Step into Midwood Estate, a soulful, art-filled property nestled on 75 private acres overlooking the Hudson River. Origi ...
From $1976 per night (USD)
VRBO
From $660 per night (USD)
VRBO
Manderley House: Heated Pool w/ Outdoor Spaces
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Manderley House is a cozy 3 bed, 2.5 bath retreat just 2.5 hours from NYC. This home features a heated pool and ...
From $660 per night (USD)
VRBO
From $260 per night (USD)
VRBO
Modernist Upstate Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Visit our quiet, modern refuge in a historic family-friendly neighborhood. Just a short walk to the Hudson River and min ...
From $260 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Spacious 3-bedroom apartment in Catskill village - walkable to area attractions
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to this newly-remodeled, charming apartment in Catskill village. This adorable rental features 3 bedrooms with 1 ...
From $379 per night (USD)
VRBO
From $414 per night (USD)
VRBO
6 Mi to Tanglewood: Peaceful Berkshire Apt!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Hike On-Site | Surrounded By Nature | Near Wineries & Historical Sites Make the most of your adventure in the Berkshire ...
From $414 per night (USD)
VRBO
From $376 per night (USD)
VRBO
3-bedroom house in fantastic Hillsdale with mountain views, WiFi, AC
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover this delightful 3-bedroom gem in Hillsdale. This lovely house features 1 king bed and 2 queen beds, perfect for ...
From $376 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Modern Country Retreat with Designer Touches Near Lenox, Stockbridge, & Chatham
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the perfect blend of modern design and rustic elegance in this meticulously crafted post-and-beam home. Locat ...
From $495 per night (USD)
Expedia
From $801 per night (USD)
VRBO
Stylish Contemporary Home on Copake Lake
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Unwind in peace at this exquisite 5-bedroom, 6.5-bath lakefront home, nestled next to a picturesque 18-hole golf course ...
From $801 per night (USD)
VRBO
From $431 per night (USD)
Expedia
Charming 3-bedroom house with WiFi, AC in delightful Hudson
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Consider this house your home away from home while you visit Hudson. This pleasant property features 3 bedrooms with 1 k ...
From $431 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Union Cottage - One Block from Warren St
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to your Hudson getaway! This bright, open-plan retreat features a cozy living area with a double-sided fireplace ...
From $438 per night (USD)
VRBO
From $604 per night (USD)
VRBO
Stylish farmhouse w/fireplace by downtown & nature
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
About this space Relax and unwind in this stylish Hudson farmhouse just 15 minutes from downtown/Amtrak and 2 hours from ...
From $604 per night (USD)
VRBO
From $357 per night (USD)
VRBO
Pondfront Gem Minutes from Hudson’s Best Shops & Cafes | The Stillwater House
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
A soulful sanctuary on the water's edge, where calm mornings, creative afternoons, and cozy nights all have their place. ...
From $357 per night (USD)
VRBO
From $459 per night (USD)
Expedia
Serene Modern Lakefront Escape: Kayaks, Fishing, Firepit, Private Dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Casa Lago, your perfect lakefront escape in the Hudson Valley! Enjoy stunning water views, a private dock, co ...
From $459 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Hot Tub with Pond-front & Outdoor Fire Place Upstate -Catskills
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this serene and spacious home nestled in a quiet, family-friendly community in beautiful upstate New York. Thi ...
From $381 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Stylish Home on Union St
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our 'Union Street Retreat.' Our stylish 3-bedroom, 2.5-bathroom home is just minutes away from downtown Hud ...
From $545 per night (USD)
Expedia
From $1909 per night (USD)
VRBO
Heated Pool! Sauna! Gym! Stunning Retreat + Views!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Skyline Ridge is a modern 4 bed, 4.5 bath getaway with breathtaking views, just under 3 hours from NYC. Chic an ...
From $1909 per night (USD)
VRBO
From $589 per night (USD)
VRBO
9 Mi to Dtwn Hudson: Pet-Friendly Home w/ Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ample Outdoor Entertainment Space | 5 Mi to Lake Taghkanic State Park | Office Workspaces Soak up the best of summer at ...
From $589 per night (USD)
VRBO
$Giant Historic 1850s Berkshires Retreat \Bell House\ @ Hillsdale, NY Town Center$
From $555 per night (USD)
VRBO
Giant Historic 1850s Berkshires Retreat \"Bell House\" @ Hillsdale, NY Town Center
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Escape to the 1850s Bell House, a historic 5BR/4.5BA estate in Hillsdale NY, once home to the prominent Bell family. Set ...
From $555 per night (USD)
VRBO
$Restored Historic 1850s Barn \Carriage House\ Studio @ Hillsdale Town Center$
From $150 per night (USD)
VRBO
Restored Historic 1850s Barn \"Carriage House\" Studio @ Hillsdale Town Center
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to the 1850s Carriage House - a charming 1-bedroom studio tucked inside a restored barn on a historic Hillsdale, ...
From $150 per night (USD)
VRBO
From $669 per night (USD)
VRBO
Hot tub on water, 5min HITS, 20mi to Hunter skiing
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful retreat right on the Hudson river just minutes from Saugerties Woodstock and the HITS Horse Show. The whole ho ...
From $669 per night (USD)
VRBO
From $396 per night (USD)
VRBO
2-bedroom home in the heart of Hudson
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a weekend or an extended visit at this sophisticated home in Hudson, New York. Just around the corner from neighb ...
From $396 per night (USD)
VRBO
From $604 per night (USD)
VRBO
6 Person Hot Tub!! CANADIAN-OWNED! Pickleball & PS5. Waterfront and spacious
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
6 Person HOT TUB/Spa outdoors with 28 jets, waterfall, and underwater lighting. Sparkling PRIVATE in-ground pool (season ...
From $604 per night (USD)
VRBO
From $621 per night (USD)
Expedia
6 person HOT TUB! New 1855 Riverfront Farmhouse with Pickleball & PS5!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
New 6-person, 28-jet outdoor hot tub added! Soak, relax, and unwind: Just 100 miles north of Manhattan and near Hudson t ...
From $621 per night (USD)
Expedia
From $558 per night (USD)
VRBO
Sunny & relaxing pondside oasis min from heart of Hudson & Catskill
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Redd’s Retreat. This home is the perfect blend of town & country - set on two acres of serenity and lush gr ...
From $558 per night (USD)
VRBO
From $501 per night (USD)
VRBO
Spacious 3-bedroom house in Copake with pool, gym, tennis, and lake access!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
New to VRBO this summer. Escape to this terrific 3-bedroom, 3 bath Copake house. A wonderful retreat for your next getaw ...
From $501 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Hudson Valley Dream Farmhouse: Bike Trails, Wineries, Five Acres
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Magical, spacious 3-bedroom modern farmhouse on five acres of private gardens, with open meadows and forested hillsides; ...
From $297 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Cozy cabin in tranquil Canaan NY with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover this superb cabin in Canaan. This 1-bedroom retreat offers WiFi, AC, and heating for an enjoyable stay. Nestled ...
From $235 per night (USD)
Expedia
From $717 per night (USD)
VRBO
Spacious 5-bedroom house in terrific Copake Lake with AC, WiFi
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Copake Lake is waiting for you at this 5-bedroom house. This gorgeous property boasts a king bed, twin bed, full bed, qu ...
From $717 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Games & Outdoor Entertainment: Upstate Family Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
All-Ages Rec Room | Woodland Setting | Great for Ski Trips | Pets Welcome w/ Fee Dreaming of fresh air, forest trails, ...
From $371 per night (USD)
Expedia
From $416 per night (USD)
VRBO
Fire Pit, Deck & Water Views: Athens Home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Community Pool | Endless Outdoor Entertainment | 3 Mi to Hudson River Access Your Hudson Valley escape awaits at this 3 ...
From $416 per night (USD)
VRBO
From $213 per night (USD)
VRBO
Designer Lake Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Designer-owned home at end of private road. House fully renovated. Designer furniture & antiques fill this outstanding c ...
From $213 per night (USD)
VRBO
From $416 per night (USD)
VRBO
Spacious Lake Home for Relaxation and Recreation
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
The perfect blend of relaxation and recreation. Steps from the serene Copake Lake, and just 10 minutes to Catamount sk ...
From $416 per night (USD)
VRBO
From $386 per night (USD)
Expedia
Beautiful Hudson Valley Country Lake House
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
sunny, tasteful hudson valley country home with pool, lake, swimming, boating, fishing and hiking access on 2 acre prope ...
From $386 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Bellwether on Main: Comfort, Resilience, Passive House; an AAC building
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
About this place Note: This is a duplex; I will be switching from renting the west building to the east on or about 11/ ...
From $334 per night (USD)
VRBO
From $1021 per night (USD)
VRBO
Riverfront Hudson Valley Gem w/ Beach Access!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Pets Welcome w/ Fee | Recently Remodeled | 2,800 Sq Ft Surround yourself with tranquil views of the Hudson River when y ...
From $1021 per night (USD)
VRBO
From $920 per night (USD)
VRBO
Taghkanic House: Modern Oasis | Designer | Privacy
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: Taghkanic House is a modern Scandinavian inspired 5 bed, 3.5 bath retreat just 2 hours from NYC & minutes away ...
From $920 per night (USD)
VRBO
From $1463 per night (USD)
Expedia
Lxry Est HeatedPool Hottb Views
Bedrooms:
4
Bathrooms:
7
Sleeps:
12
Summary: Luxury 6BR, 4.5BA home with heated pool, hot tub, movie theater, pool table, and whole-house Sonos. Enjoy stunn ...
From $1463 per night (USD)
Expedia
From $527 per night (USD)
VRBO
Welcome to Casa Del Rio for the active traveler, the wonderer or family getaway.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Casa del Río – 4BR Hudson Getaway with Porch, Style & Serenity Welcome to Casa del Río, your Hudson Valley hideaway des ...
From $527 per night (USD)
VRBO
From $1215 per night (USD)
VRBO
Graybarn-Copake Lake: Pool | Hot Tub | Luxe Barn
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Graybarn at Copake Lake is a beautiful 5 bed, 3 bath, 2 powder room restored barn/farmhouse with stunning mount ...
From $1215 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 $606 per night (USD)
VRBO
The Mulford Alden House
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Summary: Step into timeless elegance within our historic 19th-century Hudson brownstone. This beautifully restored home ...
From $606 per night (USD)
VRBO
From $336 per night (USD)
VRBO
Monk's Bunk, Old Chatham
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Forget your worries in this spacious and serene space. Tucked behind a large flowering hedge, Monk's Bunk is a rambling ...
From $336 per night (USD)
VRBO
From $77 per night (USD)
Expedia
Cozy 2BR/1BA Furnished In-Apartment – Quiet Country
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our simple, family-friendly in-law apartment, perfect for a traveling nurse, temporary contractor, or indepen ...
From $77 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Quiet 2BR/1BA Forest-View Barn Apartment – Newly Renovated, Peaceful Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This newly renovated 800 sq ft 2-bedroom, 1-bath barn apartment is perfect for the quiet, self-sufficient guest seeking ...
From $214 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Peaceful 2-bedroom house with AC in charming Hudson
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your home away from home in Hudson with 2 bedrooms featuring 2 queen beds. This adorable house offers a cozy atmosphere ...
From $313 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Unique Circle-House: Hot-Tub, Fireplace, Hiking
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Escape to the Circle House, a one-of-a-kind 4-bed, 2-bath home close to NYC and Boston. Located in the peaceful Sleepy H ...
From $381 per night (USD)
VRBO
From $821 per night (USD)
Expedia
Luxe Hudson Valley • Hot Tub • Sauna • Fire Pit
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Summary: This 5-bedroom retreat is the ultimate Hudson Valley getaway with luxury finishes & upscale vibes! • 10-minute ...
From $821 per night (USD)
Expedia
From $145 per night (USD)
VRBO
Spacious Loft with AC in Ghent
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Stay comfortably in Ghent at this spacious loft. This airy space features 1 queen bed and 1 twin bed, perfect for a smal ...
From $145 per night (USD)
VRBO
From $545 per night (USD)
Expedia
3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gather with family and friends at this creekside retreat, just minutes from Hudson’s galleries and Catskills hiking. Exp ...
From $545 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Charming 5-bedroom Vacation House in Chatham
Bedrooms:
1
Bathrooms:
5
Sleeps:
14
Quiet and relaxing home built on a hill facing the Catskill mountains. Our house was updated with an eat-in kitchen, gre ...
From $358 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Private Cottage Close to Shopping, Skiing, Swimming, Hiking, Biking and Dining.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A gem in the foothills of the Berkshire Mountains. Swimming and boating in the summer, leaves changing in the fall and s ...
From $286 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Artists’ Hideaway in Old Chatham
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Hilltop Oasis, a one-of-a-kind retreat where rustic textures meet modern comfort in the heart of Old Chatham. ...
From $345 per night (USD)
VRBO
From $360 per night (USD)
VRBO
It's time to FALL in Love with Upstate!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape the noise and step into the stillness of Hemlock Haus—a cherished family cabin nestled in the woods of Spencertow ...
From $360 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 $525 per night (USD)
VRBO
Elegant Townhouse, Hudson center, 2 ensuite baths
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2-bedroom new and modern townhouse centrally located with en suite baths in each bedroom (walk-in showers, soaking tub) ...
From $525 per night (USD)
VRBO
From $628 per night (USD)
VRBO
The Whistling Oak: Pristine Pond | Tranquility
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: The Whistling Oak is a charming 3 bed, 2.5 bath farmhouse just under 3 hours from NYC. Overlooking a private po ...
From $628 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Pet-Friendly Hudson Escape w/ Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
<p>The Vine is a stylish 2BR retreat in Hudson Valley wine country. With warm wood accents, Tulum-inspired décor, and a ...
From $231 per night (USD)
Expedia
From $433 per night (USD)
VRBO
2 FUN Apt w/ 2 Private Hot Tubs | 4BR, 2BA
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
<p>Stay at The Vine & The Still, two side-by-side 2BR apartments in Hudson Valley. Each has a king + queen bedroom, mode ...
From $433 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Hudson Hot Tub & Pet Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
<p>Unwind in the king or queen bedroom, and prepare meals in the fully equipped kitchen. A dedicated bar area with a ful ...
From $296 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Artists’ Hideaway in Old Chatham
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Hilltop Oasis, a one-of-a-kind retreat where rustic textures meet modern comfort in the heart of Old Chatham. ...
From $345 per night (USD)
VRBO

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Columbia Area Rentals

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Results: 469 Rentals