Pet-friendly vacation rentals in Williamstown

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Williamstown

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

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Guest favorite

A cozy cottage is surrounded by lush greenery, featuring a well-manicured lawn and colorful flower beds. A stone structure with a roof is positioned in the foreground. The cottage showcases a welcoming porch with seating and a white door, under a partly cloudy blue sky.

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.

Superhost

Home in Readsboro

4.86 out of 5 average rating, 125 reviews

Beautiful Vermont! (Pet Friendly)

Our home is nestled in the Green mtns, with quick access to the road. A babbling brook lulls you from the master bedroom, a clawfoot soaking tub, stocked house(this is our home we Airbnb when we're away working ).Hiking, antiques, shops, lakes, ski, snowboard, covered bridges, local inns, mountain views! Scenic roads, nearby Mt. Snow, VAST snowmobile trails, Mt.Greylock, Mass MOCA museum, N.Adams, MA, Berkshires. Bennington Wilmington. Great location! PEACEFUL & PERFECT Vermont getaway! ☺

Guest favorite

A cozy bedroom is presented with a spacious bed adorned with a white quilt and decorative pillows. A large window offers a serene view of Sadawga Lake, complemented by a window seat nearby. Light wooden cabinetry and overhead lights add warmth to the setting.

Tiny home in Whitingham

4.91 out of 5 average rating, 99 reviews

Cozy Lakeside Tiny Home, Near Skiing

Hot Breakfast and Lunch INCLUDED every day in your stay. Our general store, located 5 minutes away, will make you fresh egg sandwiches, pastries, and coffee. For lunch, come in and get fresh made subs or our famous brick oven pizza slices. A perfect getaway for couples, friends, or family in every season. Enjoy kayaking, fishing, ice skating and boating on serene Sadawga Lake. It's a quick drive to skiing at Mount Snow, shopping and dining in Wilmington, and direct access to the VAST trail.

Guest favorite

A classic porch is furnished with antique wicker seating, featuring floral cushions and a small coffee table. Potted flowers add color to the space, while warm sunlight filters through the area, creating a welcoming atmosphere for relaxation.

Apartment in Saratoga Springs

4.93 out of 5 average rating, 146 reviews

Cozy, Romantic, Historic Saratoga Apartment

Location, location, location! Close to it all! Less than a 5 minute walk to all the best of Saratoga's restaurants and dining, nightlife, and family-friendly activities. walking distance to the track, two blocks to downtown, museums, shopping, parks, and movies. Trolley and bus goright past the house to SPAC, golf, Racino, etc. My place is great for couples, solo adventurers, and furry friends (pet $15/night with prior approval, ). Fantastic weekend spot! Can accommodate up to 3 people.

Top guest favorite

Chalet in Dover

4.98 out of 5 average rating, 109 reviews

Mountain Chalet: Private Brook - Hot Tub - Firepit

The Brook House Vermont is set back in the trees and unbelievably cozy. It's a place to reconnect while listening to the brook. To enjoy big meals, conversations, and games by the fireplace. To bask in the sun or do yoga on the deck, or gaze into dark, starry skies from the hot tub and fire pit at night. There's skiing mins away at Mount Snow, swimming at Harriman Reservoir, as well as hiking, golf, mountain biking, antiquing, breweries, and some of the best cuisine VT has to offer.

Guest favorite

The image displays a charming red cottage with a welcoming porch, surrounded by a well-maintained lawn and vibrant flowering bushes. A paved driveway leads to the entrance, framed by lush greenery and trees in the background, contributing to a serene, natural environment.

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 favorite

The exterior of the home displays a warm wooden facade complemented by a metal roof. Surrounded by snow-covered ground and trees, the structure features large windows and a balcony on the second floor, inviting natural light and outdoor views.

Home in Peru

4.91 out of 5 average rating, 162 reviews

Beautiful Bromley/Manchester VT Retreat w/hot tub

Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Beautifully remodeled VT vacation getaway nestled in the Green Mountains. Closest skiing to quaint Manchester VT, minutes from snowmobiling, hiking, fine dining and shopping. This home features 5 bedrooms, 3 with queen beds including 2 Masters, and 2 bedrooms with double bunks. Comfortably accommodates 12 people. Perfect for 2 or 3 families to enjoy any season in Southern Vermont's beautiful Green Mountains!

Guest favorite

A light and airy living space is visible, featuring a comfortable sofa paired with a wooden coffee table. An open layout leads to a dining area with a wooden table and chairs. Modern kitchen appliances are seen in the background, enhancing the updated ambiance.

Home in Saratoga Springs

5 out of 5 average rating, 27 reviews

Adorable house near lake

Home has recently been updated. Nautical theme cozy house. Come relax on the front porch with views of the lake. In addition to the two bedrooms, there is a loft that has a bed and a desk. Charming and peaceful neighborhood near the lake. Although we don’t offer lake access- our home is 1/2 mile away from Brown public Beach, minutes from some great restaurants, and a few blocks away from the marina where you can rent kayak. Home has fenced yard and doggy door

Superhost

A single-story house is set on a grassy lot, featuring a sloped roof and multiple large windows. A driveway leads to a garage, while low shrubs border the front. A clear sky is visible above, with scattered clouds adding dimension.

Home in Hillsdale

4.89 out of 5 average rating, 140 reviews

Fenced yard, playroom & the Berkshires - $0 fees

Enjoy our 8.5 acre, private home. It's a great place to either relax, or enjoy nature whether it's skiing, hiking, kayaking, or biking. Ample space for numerous groups, including an enclosed backyard with grill and fire pit. 4 bedrooms and 3 baths For hikers, Taconic State Park :06 For bikers, Harlem Vally Rail Trail :08 For skiers, Catamount :05 ~2.5 hours from NYC and Boston ~ 15 min to Great Barrington, MA ~25 min to Hudson, NY ~20 min to Millerton, NY

Guest favorite

A cozy living area is visible, featuring a sofa and a coffee table, with a decorative rug underneath. A large sliding glass door opens to a wooden deck, permitting views of the surrounding nature. A dog sits patiently by the door, observing the outdoors.

Cottage in Lanesborough

4.84 out of 5 average rating, 278 reviews

Wildlife Lakeside Cottage

Fully furnished , totally remodeled ( completed in Feb. 2016) CURRENTLY BEING UPDATED and RENOVATED, (March and April 2025!) private cottage set on a peninsula at a cove where a trout stream enters the lake. Incredible amount of wildlife, especially all types of birds. The home has sunny views everywhere. Seasonal weeds do grow in the adjacent lake which can impact water activities, especially in the summer months. For conditions message Jill.

Superhost

A serene outdoor view presents a peaceful waterfront scene, with a fog resting above the calm water. Lush greenery surrounds the area, providing a tranquil backdrop. A table with chairs is positioned on the patio, enhancing the connection with nature.

Tiny home in Nassau

4.94 out of 5 average rating, 142 reviews

Tiny Home 2 hrs NYC and BOS Lakefront WIFI

Extended stays are welcome! *** IMPORTANT *** Our photos previously showed screens enclosing the porch, but we have removed them due to wear from pets. Maintaining a pet-friendly environment is important to us, so the screens are no longer part of the tiny house. Enjoy a stay in our clean, charming, unique tiny home. This waterfront property features a private peninsula with a sandy entrance to the water.

Superhost

The living area features a cozy couch and a dining booth with a table that accommodates up to four. A flat-screen TV is mounted on the wall opposite the kitchen, which includes a stove and a full-sized fridge, all set against yellow walls.

Apartment in Gansevoort

4.79 out of 5 average rating, 121 reviews

Cozy, Pets, Coffee, B-Ball, Fire Pit, BBQ

⭐"Cozy, clean and affordable! Highly recommend." -Alison 🏡 Family Style Apartment 🛏️ Sleeps 3 🏀 Basketball Court 🔥 Fire Pit 💻High speed internet 🚽 Heated Bidet 🐶 Pets 🌲 Front yard 🔥 BBQ 🏠Patio with Sun Loungers 🚗 Convenient Parking 📍 15 min to Saratoga Springs, 20 min to Lake George 🍽️ Fully Equipped Kitchen ☕Coffee, Tea & Decaf Note: Potential for noise from upstairs guests