Vacation rentals with a patio in Pittsfield

Mi Casa es su Casa!

Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K w/ surround sound. w/ game hook-up. Wi-Fi. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage.Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 15 miles to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

Near Killington, 7p Hot tub, Mtn. views, Spacious!

Mid week deals! Killington Mnt-20min drive, Lake Bomoseen-20min, Pico Mnt-15min Okemo-30min, Downtown Rutland-5min (bars/dining/shopping) Mnt Top Inn-18min, Hiking-10 min. , Neighborhood pool with tennis courts, basketball courts, playground. Beautiful mountain views, peaceful brook on 1+ acre property. Spacious home with hot tub, AC, firepit, fooseball table, grill, deck, patio, screenroom, 2 kitchens, 2 living rooms, washer/drier, fully stocked kitchens. Very fast wifi/netflix/youtubeTV.

Chuck's Place

Chuck's is a neat and tidy stand alone home dedicated to vacation rentals. Fully stocked! Private and convenient on 7 sunny acres overlooking Mt Ascutney. Plenty to do out your door- hiking, snow-shoeing, skating, sledding, skinning and family-friendly skiing over at Ascutney. Brownville Butcher and Pantry is an active gathering place in the village. The best meats and fish anywhere! More downhill and cross-country/skate skiing, restaurants, pubs, and breweries all within 25 minute drive.

4 BR/2BA Downtown Ticonderoga

Bring the whole family to this 4BD/ 2BA rental that has your entertainment needs in mind. Equipped with a large back deck, pool, swing set, privacy fence, inflatable hot tub and yard to enjoy! With views of the Lachute River and walking trail in your backyard. Walking distance to Star Trek Original Series Set Tour, local shops and restaurants. A short drive to a gorgeous beach on Lake George. Amazing hiking trails, fishing, boating, rich history and more. You are sure to enjoy your stay!

5 min Ski| 1 min Nightlife| Hot Tub| Arcade| Fires

Nestled in the heart of Killington, our 4 BR/2 BA cozy retreat for anyone seeking a peaceful getaway! Gourmet kitchen, perfect for preparing meals together. Open-concept living w/ ample room for quality time. Bedrooms thoughtfully designed to ensure a restful night and flexible sleeping arrangements. Unwind after a day on the mountains with our rain showers & heated floors or outdoors in our relaxing Hot Tub oasis. Dry your gear with our heated gear dryer. Make memories and book today!

Historic Cottage 2 Bedroom 2 Bath Fast Wifi

Ski season has begun! Picturesque cottage next to the Castleton River. You can wake up to the birds chirping and fall asleep to the frogs croaking. Hourly church bells ring throughout the day. Walk down the historic slate sidewalk to the park and local beer, pastries & the best diner! Minutes to many lakes, trails & mountain activities. Perfect for day trips to Killington, Okemo, Woodstock, Lake George, Vergennes, Rutland, Burlington & Saratoga Springs. Message us about seasonal discounts!

Birdie's Nest Guesthouse

Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

Luxury Ski Cabin, 2 bedrooms, den & 3 bathrooms

This luxury residence on Killington Mountain is a 400-yard walk to the closest ski trail or a short 5-minute drive to the principal ski bases, along with the resort's array of bars, eateries, and retail outlets. It features an indoor jacuzzi, a spacious living/kitchen area bathed in natural light. A variety of summer pursuits, including golf, hiking, mountain biking, and canoeing, are conveniently accessible within minutes from the home. Plus, the property welcomes pets.

Clementine Cottage on Cossayuna Lake

Are you looking for a lakeside escape with your family? Look no further, our refinished cottage offers 2 bedrooms, for four guests total, directly on Cossayuna Lake! Enjoy the sunrise across the lake on the deck with a cup of coffee or your evenings around the fire with a glass of wine, you will not be disappointed! Please be sure to read our cottage and lake rules prior to booking your stay. Our co-host is always available to answer any questions.