Holiday rentals with a patio in Lake Bomoseen

Historic 4 Bed 2 Bath Victorian Estate Fast Wifi

Leef peepers paradise! 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.

VT Lakefront Retreat Private Dock, Golf Sim & More

🌅 𝗟𝗮𝗸𝗲𝗳𝗿𝗼𝗻𝘁 𝗚𝗲𝘁𝗮𝘄𝗮𝘆 – 𝗣𝗿𝗶𝘃𝗮𝘁𝗲 𝗗𝗼𝗰𝗸, 𝗞𝗮𝘆𝗮𝗸𝘀 & 𝗧𝗿𝗮𝗰𝗸𝗠𝗮𝗻 𝗦𝗶𝗺! Swim, paddle, or fish from your private dock 🛶, relax on the deck or paver patio 🔥, and enjoy games, books, puzzles, & fast Wi-Fi ✨. Just 5 min to dining & taphouse 🍻, 45 min to skiing & mountain adventures ⛷️. 🏌️‍♂️ 𝗖𝗼𝗺𝗶𝗻𝗴 𝗙𝗲𝗯 𝟮𝟬𝟮𝟲: Premium TrackMan Golf Simulator & home theater lounge 🎬 with bar & games — perfect for practicing your swing or enjoying year-round indoor fun

Killington/Okemo, 7p Hot tub, Spacious, Mtn.views!

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 mnt views, peaceful brook on 1+ acre. 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/nintendo switch.

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.

East Cabin

The East Cabin is quietly tucked between the beautiful Green Mountains of VT and the gorgeous Adirondacks of NY. Soak up the morning sun on your private stone patio while mother nature comes to life on the pond and fields. Take a day trip to beautiful Lake George or Historic Saratoga Springs. Grill steaks on BBQ and eat S’mores by the campfire at night. For the winter season, there are many major ski resorts close by. We also have the West Cabin available for your extended family and friends.

Lake Dunmore Getaway — Foliage Views & Ski Retreat

About this space Perched directly on the shores of Lake Dunmore, our lakefront getaway transforms into a four-season escape when the temperatures drop. In autumn, enjoy foliage views over the water, crisp mornings on the deck, and easy drives to Vermont’s most scenic byways. When winter arrives, we’re your basecamp for adventure — just 30 minutes to Middlebury Snow Bowl, 45 minutes to Killington or Sugarbush, and minutes to local snowmobile trails, ice fishing spots, and Middlebury College.

Mapleside Escape: Sugar/Ski house

Your Mapleside Rustic Retreat awaits! This gem is nestled amidst the picturesque landscapes of southern Vermont and only a 12 minute drive to Okemo/Jackson Gore, 35 minutes to Killington/Pico. If the season is right it offers the unique opportunity to see some pure VT maple syrup being made! Skiing, snowboarding, hiking and mountain biking trails await, making this spot an ideal base for year-round fun. Come explore nearby towns which offer charming shops, dining, and cultural experiences.

New Listing! Luxury waterfront Lake Bomoseen home!

This gorgeous direct lakefront private residence is a completely remodeled multi-level home featuring a gourmet kitchen with Subzero/Viking appliances, all new cabinetry and granite countertops. The half bar kitchen stool seating opens into the large dining area with seating for 10+ as well as the expansive 2X HEIGHT GREAT ROOM with exposed wood beams, stone gas fireplace and lounging area all framed by the WALL OF WINDOWS displaying UNOBSTRUCTED 'DOWN THE LAKE' VIEWS OF LAKE BOMOSEEN!

COZY CUB CABIN Mountainside | Hot Tub & Fireplace

Experience fall and winter magic at Cozy Cub Cabin Mountainside! This newly renovated Adirondack retreat features a year-round hot tub, gas fireplace, and cathedral ceilings — perfect for holiday gatherings or snowy getaways. Enjoy a modern kitchen, spacious dining area, and comfortable beds. Outside, relax by the firepit under string lights next to the hot tub. Just 2 miles from Lake George’s sandy beach and 1/2mi to Pharaoh Lakes Wilderness Area, it’s the ultimate year-round escape!

CozyCub- Location, Fireplace, Ski Off/Shuttle On!

Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer, settle in by the gas fireplace, or head out to explore.

Main Street Retreat

VT Adventures Await This newly renovated 3 bedrooms, 2 full bathrooms, washer & dryer, dishwasher home offers a perfect base for exploring South Central Vermont’s outdoors. Conveniently located minutes from NY, VTSU Castleton, Lake Bomoseen and numerous other lakes, ski areas, hiking and biking trails and golf courses. Whether you’re seeking adventure or relaxation, this home is designed to complement your stay in every season. Sleeps 6. NO PETS, SMOKING/VAPING, or PARTIES

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.