Holiday rentals in Castleton

Historic 4 Bed 2 Bath Victorian Estate Fast Wifi

Ski season has begun! Take it easy at this unique and historic property. Picturesque Victorian Estate next to the Castleton River perfect for weddings and events. You can wake up with birds chirping and fall asleep to the frogs croaking. Church bells ring throughout the day while relaxing on the covered porch. Walk the historic slate sidewalk to the park and downtown for shopping and dining. Minutes to many lakes and trails. Day trips to Killington, Woodstock, Lake George, Vergennes, & Rutland.

My house is your house!

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.

Cozy Contemporary Downtown Texaco

Stay with us if you’d like to be in the center of downtown Castleton. Stores, restaurants, the college and hike/bike rail trail are an easy walk. This is a very convenient location. We are also a short 30-40 minute drive to Pico and Killington ski areas. Five minutes to Lake Bomoseen. Recently updated, heat and AC, full bath, Wi-Fi, Qled tv, a comfortable king sized memory foam bed, a complete kitchenette. Reserved parking adjacent to entry. Everything you need for an overnight or longer stay

Cozy Camper on Lake Bomoseen

Come sit back, relax, and enjoy a fully equipped camper with heat & AC on the shores of Lake Bomoseen. Kitchen & full bath with hot and cold running water. This is more like glamping, but we won't tell. Although my house sits between the camper and the lake, in 50 feet down the driveway is a lakeside patio. Kayaks await your next adventure or bring your own boat. This is the perfect place for a BBQ, your favorite beverage, or any lake side treat. Come stay, you won't be disappointed.

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Cabin-by-the-falls

One-bedroom cabin (one double bed only) for those who want tranquility. Parking at main house and then short walk downhill, then level rocky trail to the cabin, which is located at a stream and waterfalls. There is a composting toilet, electricity and water. Wifi at main house, on deck, 5 mins walk. Wood burner in cabin, and propane stove in outside kitchen. A stand pipe (potable) or water from nearby stream (non-potable). There is a deck overlooking the stream with a picnic table.

Fox Farm · Hilltop Retreat Near Mountains & Lakes

JUNE DADS & GRADS (AND BLUSHING BRIDES) 25% off all month long. Between the mountains and the water — where every view feels like Vermont. Fox Farm Vermont is a bucolic hilltop retreat between the Taconic and Green Mountain ranges, offering stunning views in every direction. Equidistant from Lake Bomoseen and Killington, this thoughtfully designed apartment features cozy interiors and curated artwork by distinguished Canadian artists. Come for the views — stay for the feeling.

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

Charming Vermont Schoolhouse

Kick back and relax in this calm, stylish space. A beautifully restored schoolhouse circa 1860 welcomes you. Situated on a quiet country road this adorable home on one wooded acre has lovely mountain views and a peaceful setting. Nearby you will find skiing, hiking trails and quaint Vermont towns with shops and restaurants. Manchester and Rutland are 30 min. drives, Dorset is just 20 min. Granville NY has a large grocery store and other shops and is only a 15 min. drive.

Bernie’s Place: Renovated 1800s Vermont Gem

Welcome to Grandpa Bernie’s beautifully renovated late 1800s home in Castleton, Vermont. With 3 bedrooms, 2 bathrooms, and space for 6, this family retreat offers modern comfort, a gorgeous sunporch, nearly 2 acres of yard, and a two-story deck. Minutes from Lake Bomoseen, Vermont State University at Castleton, and 40 minutes to Killington, it’s the perfect spot for both relaxation and adventure. No pets, no smoking, no parties, six people maximum.

Family or couples retreat on Lake Bomoseen

Newly Renovated! 3 bedrooms 2 baths relax and take in the lake views on the multiple decks. Great for a small family or couples retreat. Boat slip and dock and 100 feet of frontage to enjoy. Bring your boat or kayak or rental. Fully stocked kitchen. Just Bring your SHEETS and TOWELS. Sunsets are great! Lake activities or hiking, biking, horseback riding, all close by. Close to Rutland and Skiing! No large parties or events

Apt 2B Lake Bomoseen Inn w/dock

The building is a historical landmark known as The Dog built in 1903 with modern electrical, plumbing, heating and cooling. This is a comfortable, well lit studio. The boat slip is across the street and can accommodate up to a 20ft boat. We have completely renovated the building and furnished the units with modern appliances. Come work remote, enjoy the lake, relax and have fun.