Pet-friendly holiday rentals in West Stockbridge

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in West Stockbridge

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Cottage in Averill Park

4.95 out of 5 average rating, 136 reviews

Cozy cottage with pool, walking distance to lake

Cozy cottage with pool, fire-pit, and a short walk to the lake. Enjoy a relaxing stay at our home exploring the lake and local eateries, or a fun family getaway at the pool. Just a short drive to your winter fun at Jiminy Peak for skiing, or Saratoga during track Season. Minutes to the Crooked Lake House for your wedding stays. Don't forget your four legged family members, while you're snowshoeing, or swimming at the lake. With WIFI and A/C you can tele-work, while sitting pool side this summer.

Guest favourite

Home in Saugerties

4.87 out of 5 average rating, 126 reviews

Le Petit Cottage - French Country in Saugerties

Le Petit Cottage is a cozy renovated farmhouse retreat in the heart of the scenic Hudson Valley, located 2 hours from NYC, Saugerties, NY Set on a spacious corner lot across from a waterfall, the house has gorgeous mountain views, with 3 bedrooms and 2 baths, and comfortably sleeps 6 people. The house features a high-end kitchen, a wood-burning stove, and luxurious amenities. This property is extremely dog-friendly! Centrally located to Woodstock, Kingston, and under 25 minutes to Hunter Mtn.

Top Guest favourite

Home in Round Top

4.96 out of 5 average rating, 196 reviews

Escape in the Catskills w/hottub

Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

Top Guest favourite

Home in Kingston

4.99 out of 5 average rating, 112 reviews

Uptown kid/pet friendly yard, zoo, park & tennis

* Sunny Colonial, completely refurbished * Bright & airy with hardwood throughout * Across from Forsyth Park - walking trails, playground, petting zoo & tennis courts * Bring Rover - We love dogs & have a fully fenced-in yard * Fully equipped kitchen for family dinners * Central location to all Kingston amenities & 12 minute walk to historical Stockade District * 5-minute drive to public golf course (Wiltwyck Golf Club) * Fireplace, fire pit and BBQ * Family room in attic with foosball & games

Top Guest favourite

Apartment in Pine Plains

4.98 out of 5 average rating, 168 reviews

Newly renovated cutie

Newly renovated apartment in private home. Pets may be allowed on a case by case basis. Please contact me to discuss. Ample parking off road. Quiet location. Centrally located. Hudson to the north (20 mins). Millerton (10 mins) to the East. Rhinebeck (20 mins)to the west. Poughkeepsie to the south. Summertime polo matches only 5 mins from the house. Town beach a couple mins away. Many dining options within minutes. The Stissing Center offering musical and theater options also within minutes.

Top Guest favourite

Cottage in Cornwallville

4.93 out of 5 average rating, 112 reviews

Cozy Catskills Reteat with Geothermal Heat

Enjoy a peaceful retreat at the cottage, or use as a home base for exploring the Catskills. Family-friendly, private 4 bed, on a secluded 6.4 acre property. Enjoy coffee on the deck. Grill dinner and gather at the picnic table. Read on a blanket or lounge chair on the spacious private lawn. Relax by an evening campfire at the fire pit. Enjoy the living room fireplace, play board games, stream a movie. Or choose a more active Catskills adventure! Explore area hiking and swimming holes.

Guest favourite

Cottage in Cornwall

4.93 out of 5 average rating, 148 reviews

Newly Built Cottage in Housatonic Valley

This newly built modern cottage is located on a historic railroad street nestled in a charming village within the Housatonic River Valley. There are beautiful river views from the front porch, deep woods off the back deck, a white marble kitchen with new appliances, and a dedicated parking spot. Escape the city and surround yourself in this quiet valley and the calm of small village life, located just 2 hours from NYC. This location offers year-round access to nature & outdoor activities.

Top Guest favourite

Cabin in Tannersville

4.99 out of 5 average rating, 109 reviews

Camp Catskills - enjoy your time away!

Welcome to Camp Catskills - a place to relax, enjoy, and laugh with friends and family (and your pet friend). This home was designed with family and friend vacations in mind and has the perfect balance of modern and comfort. Just 4 minutes to Hunter Mountain and 4 minutes to downtown Tannersville, Camp Catskills is a great starting place to explore and come home to. Enjoy a chef's kitchen, fireplace, firepit, multiple outdoor seating, indoor spin bike, and beautiful scenery!

Guest favourite

Guest suite in Charlemont

4.91 out of 5 average rating, 207 reviews

Unique People & Pet-Welcoming Haven

Your own gracious living space with very well equipped kitchen, private deck, entrance, garden, country roads for dog walks, forests, meadows, mountain streams, stone walls, tranquility. The cottage is attached to the main house but is a "separate" entity and again has its own private entrance as mentioned above. No smoking in the cottage please but on the deck just fine. There is an air purifier that runs 24/7. Wi-Fi signal is strong and reliable. MA Taxpayer ID: 10352662

Guest favourite

Home in Palenville

4.96 out of 5 average rating, 164 reviews

Serenity Retreat: Mountains, Waterfalls, Comfort

Enjoy a tranquil retreat overlooking a peaceful creek, set against gorgeous mountain views and nearby spectacular waterfalls. Just a short drive from Woodstock and Saugerties, NY this home on a serene country lane is a gateway to nature's beauty. With close proximity to local attractions, a lush garden, stunning mountain vistas, and a family-and-pet-friendly yard featuring a fire pit and bad mitten, it's the perfect blend of comfort and adventure.

Guest favourite

Home in Germantown

4.97 out of 5 average rating, 326 reviews

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!

Guest favourite

Home in High Falls

4.94 out of 5 average rating, 127 reviews

Mossybrook Hideout: Private Creek Oasis w Hot Tub

Welcome to your High Falls getaway: a dog-friendly 3bd/3bath home complete with a hot tub, outdoor shower, chef's kitchen, wood stove, fire pit, and propane grill for entertaining your friends and family. Sonos Bluetooth speakers are provided throughout the house, a Smart TV with all of your favorite streaming apps, a large collection of board games, and laundry facilities are all available for you to use during your stay.