Pet-friendly holiday rentals in Columbia County

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm

1 minute off Warren St - salt water pool and hot sauna respite! No expense spared reviving this Historic 18th century 80 acre estate - heated pool, cedar barrel sauna, heated bathroom floors, original wood finishes, french door patio under stain glass windows from NYC’s iconic Chelsea Hotel. You’ve found the perfect combination of transcendentalist oasis with modernity providing a most comfortable stay. Enjoy a dip, steam, rolling meadows, goat petting, cocktail by fire on your patio!

Tanglewood/Private Ranch/Kid&Pet Friendly/Horses

Pet-Friendly, Child-Friendly Getaway! Modern suite with full kitchen on private horse ranch. Wake to horses in the fields, hiking, breakfast on your patio. Perfect location for individuals, couples, families animal lovers. Near all ski areas (Jiminy Peak/Catamount/Bousquet /Butternut), shopping, museums (Norman Rockwell/Mass MoCA) wine tasting (Balderdash Cellars, Hilltop Orchards) Tanglewood, Jacobs Pillow, Miraval, Kripalu, Canyon Ranch. Trail ride lessons /Horse activities available by appt!

Great Barrington, Cabin Sleeps 14, Walk To Town

You and your family cannot beat this PRIME location in downtown Great Barrington while still feeling remote and in the rolling hills of The Berkshires. Quick 20 minute drive to Tanglewood, 5 minutes to Ski Butternut, 15 minutes to Catamount Ski Mountain, 350 feet walking distance to all the great restaurants and shops of downtown Great Barrington and plenty more! Short walk to a great lake with a beach area - bring your dogs and family to swim in or walk around and enjoy the nature reservation!

The Berkshires Mountain Terrace LUX Home Sleeps 7

Welcome to our peaceful Great Barrington sanctuary. 4 bedroom, 2.5 bathroom, 2 * lounge area home tucked away in an idylic mountain setting. 1 fireplace, sliding glass doors to both decks. Sunroom off the eat in kitchen, alfresco dining, separate formal dining room. 2 master bedrooms; 1 with en-suite; others with shared bathroom. Hidden escape with beautiful landscaping, mins from lake. Amazing location, close to Tanglewood, Jacob’s Pillow, Catamount, Great Barrington. All the Berkshires

Best of the Berkshires + Hot Tub by Evergreen Home

Ski, hike, shop, and dine with this beautiful 2-bed, 1-bath Berkshires cottage as your home base. 7 minutes to downtown Great Barrington, this stylish, cozy rental has everything you need for a great getaway. A new renovation brings modern amenities to this classic 50’s cottage. Enjoy a chef’s kitchen, 500 sq-foot deck with hot tub, and thoughtful touches like yoga mats, a record player, board games, and a backyard hammock. Monthly ski rental discounts are available!

Vintage Shasta at Gatherwild Ranch

This lovingly restored 1963 Shasta Camper is a fun and unique experience. Complete with all original curved plywood detailing, enjoy a cute & kitschy throwback equipped with 2 full size beds, original kitchen with working propane stove, sink, electricity and fans. The design is breezy with lots of windows and air throughout. Outside enjoy a private table, firepit, and Adirondack chairs and all the amenities of Gatherwild Ranch including stand alone clawfoot tubs.

Fantastic Cottage/Insane Views/Trails/Fireplace!

A Unique Modern Cottage with Stunning Views / A Spa like Bathroom/ A Charming Gas Fireplace/ Fully equipped Chef's kitchen/Soapstone countertops/New premium appliances. Total Privacy High ceilings, hand plastered walls, antique doors. Glass French doors open to a private deck Enjoy big Catskill Mountain and seasonal Hudson River views. The large bath has a tiled glass door shower and a soaking tub. A Fieldstone fire pit overlooks the Catskills!

Industrial Mod river view 2BR 1BA, 5 min walk D/T

Enjoy a stylish experience at this centrally-located and newly-renovated 1900s brick industrial gem. With the Hudson River at arm’s length, you’ll be sure to enjoy a stunning view - morning, noon and night especially while relaxing on our beautiful deck. 5 minute walk to downtown Coxsackie with restaurants and cute shops. 7 minute walk to the The Wire and the James Newbury Hotel. You will also be a 3 minute walk to the park on the river.

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

Get away from it all to your little slice of paradise. Kayak, swim and rest. Just a hop skip and jump from the city. A blue stone pathways leads to your own private charming cottage overlooking a beautiful spring fed lake with your own private Hot Tub OPEN ALL YEAR ROUND and lake front oasis. Completely surrounded by perennials, and native trees. Lake dock, Hammock and kayaks await you.