
Pet-friendly vacation rentals in Columbia County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Columbia County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Fall Foliage Luxury Cabin & View Autumn Adventures
Welcome to our mountain retreat, nestled in the heart of nature and brought to you by Den Outdoors. 25 mins to Tanglewood, 35 mins to Jacobs Pillow, 15 mins to Jiminy Peak, 30 mins to The Clark, MASS MoCA, and the Berkshire region. 10 mins to a swimmable lake. 2.5 hrs from NYC and from Boston. Come experience all Autumn has to offer! Stunning views, no visible neighbors, Goodland wood fired hot tub, Breeo Fire pit, large Webber Grill, radiant floor, EV charging, and the MOST STUNNING view!
PetsOutdoor spacesLocation

Cheerful Catskill Village Cottage
Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.
Outdoor spacesWalkabilityWifi

Secluded Magic Treehouse Escape
Poetic. Unique. Romantic. 25ft high. The sounds, smells, and fresh air of nature are all yours. 10mins to town. Surrounded by old oaks, maples, and pine trees. Details abound. Simple and minimal yet elegant. Rustic Luxe. Windows all around bring in nature, screens keep it outside. All the modern conveniences, and then some. Hot and cold running water, equipped kitchen, full bath, 2 bedrooms with queen beds, nice linens and details, plus outside shower, 2 decks, BBQ, fast WIFI, TV, etc.
Outdoor spacesPetsValue

Private Hudson Valley Loft on 200 Acre Horse Farm
Escape to Germantown, explore the farm’s 200-acres and visit the horses. they love carrots and visitors! Bright and airy open floor plan loft in Germantown, NY. Once an apple storage barn, this recently remodeled loft features two bedrooms, each with its own private bathroom, beautiful original pine floors, gas fireplace, central air, cook’s kitchen, and a large outdoor deck overlooking open fields and a pond. We are dog friendly up to 2 dogs. There is a $50.00 fee per dog. NO CATS.
PetsOutdoor spacesCleanliness

The Copake Cabin - A rustic-modern retreat.
A quiet place to get away from it all. Modern log cabin with 3 bedrooms and lots of amenities. A private heated pool, outdoor spaces, wood-burning fireplace and outdoor fire pit. For those working remotely, there is super-fast WiFi and a designated work space. Close to the best of the Hudson Valley and the Berkshires. There is a large lake nearby for boating, swimming, and kayaking in the warmer months. Skiing and sledding in the winter. Columbia County STR Registration #: COP-2025-015
WalkabilityPetsQuiet

Rustic Swedish Barn/Featured in Airbnb Magazine
Enjoy expansive views of the Catskill Mountains from this renovated but rustic Scandinavian barn. Featured in many magazines and catalogues, including AirBnB Magazine. Walk the property, with its big open field, an organic orchard, walking paths, and flower gardens. A large private pond is swimmable (after heavy rains it does get muddy). The Barn has central heat and air conditioning. A full bathroom features an antique bathtub. Enjoy dining inside, or outdoor grilling and dining.
WalkabilityOutdoor spacesAmenities

Renovated historic home, walk to Hudson River!
Escape from the city and enjoy slowing down in upstate New York in this bright and spacious historic home! Just a short walk to the historic Town of Athens and the Hudson River where you can sit by the water, enjoy a picnic, or kayak/canoe. This home is made for cozy unwinding and is stocked with everything you need to cook a wonderful meal (cast irons, French cookware, baking supplies, spices and oils). 1 king bed with view of the river, 1 queen bed + a full air mattress available.
WalkabilityOutdoor spacesComfort

Sweet Victorian in Housatonic
Fresh and simple living in a three bedroom family friendly duplex. Experience the Berkshires while staying in a newly renovated Victorian house in Housatonic. Tasteful clean furniture, organic new sheets, pillows and duvets. Lovely clean kitchen that is fully equipped to host dinners. Situated up on a hill in Housatonic this three bedroom is conveniently located to to Great Barrington, Lake Mansfield, Stockbridge, Butternut, Catamount, Tanglewood, Kripalu and Monument Mountain.
WalkabilityPetsLong stay

3-bedroom Berkshire bungalow on 2.5 peaceful acres
Modern farmhouse bungalow with private bridge and brook! Offering privacy as well as nearby nightlife, set upon 2.5 acres of beautiful Berkshire landscape but only 7 minutes to downtown Great Barrington and a short drive to Catamount and Butternut ski area. Mountains, waterfalls, countless hikes and bike routes, farmers' markets, coffee shops, breweries, Shakespeare and Co, Tanglewood, and world-class restaurants all come together in this quintessential New England community.
PetsWalkabilityFamily

Luxury Barn Retreat Near Hudson & the Berkshires
Set on eight private acres where New York meets the Berkshires, this architect-designed 19th-century barn combines soaring ceilings, original beams and contemporary comforts. Enjoy a chef’s kitchen, two fireplaces, designer interiors, peaceful outdoor spaces and access to nearby Queechy Lake. A private outdoor sauna will be ready for all stays beginning October 1, 2026. Minutes from Chatham and an easy drive to Hudson, Great Barrington and Tanglewood.
PetsOutdoor spacesHiking

Bright, Airy Home in Hudson w/ TONS of Character!
Welcome to 514 Route 66! Conveniently located 5 min from historic Warren St, this bright and stylish country home is just minutes from downtown Hudson, where you can enjoy fine-dining restaurants, hip cocktail bars, art galleries, antique shopping, and more. Or, just relax, stay home, and sip coffee or wine in the sun-drenched living area, beneath the vaulted ceiling. A perfect mix of town and country, for a perfect upstate weekend.
PetsWalkabilityComfort

Farm Cottage w/ Donkeys, Fire Pit & Wood Stove
Welcome to The Cottage at Raspberry Ridge, a charming Hudson Valley farm stay surrounded by gardens, woodlands, donkeys, and chickens. This cozy 3-bedroom retreat blends rustic character with modern comfort, offering a wood-burning stove, peaceful outdoor spaces, and access to the farm grounds. Just minutes from Hudson, Great Barrington, hiking trails, and local farms, it's the perfect place to slow down and reconnect.
Outdoor spacesWalkabilityLayout
Popular amenities for Columbia County pet-friendly home rentals
Pet-friendly house rentals

Secluded hilltop retreat, Catskill mountain views.
PetsOutdoor spacesLaundry

Scandinavian Cottage/Mountain Views/Fire pit
WalkabilityOutdoor spacesComfort

Upstate Getaway btw Rhinebeck+Hudson
PetsOutdoor spacesLong stay

The old sawmill from 1771
WalkabilityOutdoor spacesBathroom

Spacious 2BR Flat in the Heart of Hudson
PetsOutdoor spacesHiking

Hudson Joy Townhouse
Outdoor spacesPetsDecor

Chatham on the Creek. Pet friendly. F Trump
WalkabilityOutdoor spacesLayout

Gorgeous Mountain Views Retreat: Family & Nature
WalkabilityOutdoor spacesBackyard
Pet-friendly home rentals with a pool

Modern Upstate Cabin, near Rhinebeck NY
PetsWalkabilityValue

Sackett & Van Dam Guest House @ Little 9 Farm 1706
WalkabilityPetsSleep quality

Catskill Village Ski Hike Lake Pet Main St Pool
WalkabilityOutdoor spacesAccuracy

Lakefront Retreat | Kayaks, Paddle Board & Hot tub
WalkabilityPetsBathroom

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm
WalkabilityPetsPool

Country Getaway Tiny House in Woods w/Pool/Sauna.
WalkabilityOutdoor spacesCondition

All Season Vacation Lakehouse in the Hudson Valley
WalkabilityOutdoor spacesCleanliness

Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
Outdoor spacesWalkabilityCheckout
Private, pet-friendly home rentals

Spacious Loft on Warren Street
WalkabilityPetsAir conditioning

Harvey Mountain Lodge by State Forest
PetsWalkabilityCleanliness

Captain's Quarters at Mickey's Marina
PetsOutdoor spacesQuiet

Catskill Creek Farmhouse
WalkabilityOutdoor spacesCheckout

Modern Copake Falls Getaway - 8 Mins to Catamount
PetsWalkabilityAmenities

Newly Renovated Cabin in the Country
PetsWalkabilityHeating

Barn House: open layout isolated farm Hudson area
PetsWalkabilityTV

Susie's Climax Creations
PetsWalkabilityTV
Destinations to explore
- House rentals Columbia County
- Waterfront rentals Columbia County
- Townhouse rentals Columbia County
- RV rentals Columbia County
- Tiny house rentals Columbia County
- Private suite rentals Columbia County
- Luxury rentals Columbia County
- Rentals with pools Columbia County
- Chalet rentals Columbia County
- Farmstay rentals Columbia County
- Cabin rentals Columbia County
- Rentals with a hot tub Columbia County
- Guesthouse rentals Columbia County
- Hotel rooms Columbia County
- Rentals with lake access Columbia County
- Rentals with breakfast Columbia County
- Beachfront rentals Columbia County
- Barn rentals Columbia County
- Boutique hotels Columbia County
- Apartment rentals Columbia County
- Family-friendly rentals Columbia County
- Rentals with a kayak Columbia County
- Rentals with beach access Columbia County
- Bed and breakfasts Columbia County
- Pet-friendly rentals New York
- Pet-friendly rentals United States
- Hunter Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Howe Caverns
- Taconic State Park
- Kent Falls State Park
- Thacher State Park
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Ski Sundown
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Naumkeag
- MVP Arena
- Poets' Walk Park
- Things to do Columbia County
- Things to do New York
- Landmarks New York
- Art workshops New York
- Cooking New York
- Outdoors New York
- Performances New York
- Wellness New York
- Cultural tours New York
- Galleries New York
- Architecture New York
- Shopping and fashion New York
- Food tours New York
- Workouts New York
- Museums New York
- Wildlife New York
- Dining New York
- Tastings New York
- Flying New York
- Water sports New York
- Things to do United States
- Shopping and fashion United States
- Museums United States
- Dining United States
- Cultural tours United States
- Architecture United States
- Workouts United States
- Flying United States
- Art workshops United States
- Wellness United States
- Food tours United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States





