Pet-friendly holiday rentals in Bennington

Time to Relax, close to Saratoga.

Vacation and relax in this close to everything home with many extra touches moments away from Saratoga! Enjoy world class concerts at SPAC Visit the State Park, Adirondack hiking, taste the mineral springs and enjoy a mineral bath and massage. Place your bets at world renowned Saratoga Race Track then visit Saratoga Lake, and Lake George where you can rent boats and jet skis. Enjoy many diverse restaurants, Outlet shopping, vibrant night life, amusement park, water park, and so much more!

Modern Farmhouse - 2 kings, minutes to Okemo!

Newly renovated property surrounded by picturesque mountains with views from every bedroom. Relax in our cozy 4 bedroom, 2 bath home, large enough for your whole family to come together. Sleeps 11. Dog friendly. Arcade games and firepit. Large yard. Excellent place to work remotely. Enjoy hiking, fishing, biking, kayaking, skiing & golf nearby. Explore nearby Ludlow, Woodstock, Manchester and Weston. Okemo & Jackson Gore resorts are less than 10 minutes away. Killington Mtn 30 min drive.

Saratoga 5 BR: Hot Tub, Game Room, Near Downtown

Welcome to your perfect Saratoga getaway! This spacious 5-bedroom retreat is packed with amenities to make your stay unforgettable. Whether you're here for the famous Saratoga Race Track, a concert at SPAC, or a relaxing weekend, this home has everything you need. Hot Tub: Relax after a day of exploring in the soothing hot tub located in the backyard. Perfect for unwinding under the stars! Fire Pit: Gather around the fire pit with Adirondack chairs for cozy evenings with family and friends.

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.

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

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!

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.

Pet friendly,private, perfect Lake George location

Grizzly Bear Lodge is situated on a conveniently located, private, 2.5 acre lot that is just a 3 minute drive to Lake George Village. Our guests love that they don’t have to sacrifice privacy and seclusion to be minutes from everything that the Lake George area has to offer. Close to the village, Bolton Landing, Lake George outlets, hiking, skiing, snowmobile trails, and all amenities! We are pet and family friendly!

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.