
Family-friendly holiday rentals in Lake Bomoseen
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Top-rated family-friendly rentals in Lake Bomoseen
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Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

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.

~The ClubHaus~
Appreciate life at our peaceful home away from home in the Vermont Woods... Located a short drive from Killington and Okemo ski mountains, The ClubHaus is the perfect spot to unwind after enjoying four season New England activities. Breweries and great food are nearby in Woodstock, Manchester, and Dorset. Huge fireplace, hot tub, comfortable beds, and lots of thoughtful touches provided to welcome you to the ClubHaus family. Wifi, Netflix, and Disney+ included, no cable. @clubhausvt on IG

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

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

Waterside Log Cabin on Lake George- Panoramic View
One of the best views of Lake George. 1940s classic log cabin situated 35 ft from the shores, between The Boathouse Restaurant and Lodges and Tea Island Resort (Exit 22 off Northway). Beautiful, private home with panoramic view of one of North America's most pristine lakes. 5 min drive to Lake George Village and 10 min drive to Bolton Landing. 22 ft dock with swim area & floating dock. Relax and watch the sun and moon rise off our deck from this quaint get-away destination.

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.

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

Lakefront A-Frame Home Emerald Lake, NY
A Frame style home with 100 + feet of lake frontage. 2 bedroom plus a loft bedroom with 2 twin beds. 1 and 1/2 baths and large open basement A-frame style home on a small, quiet lake in upstate NY in the town of Hampton/Whitehall, NY (not on Lake George), 5 miles from the VT border, 33 miles from Lake George village, with a screened in porch, a large deck, and a grill provided (new grill 2025). Water activities 4 kayaks 1 - 4 person paddle boat

High Oaks Lodge on Cossayuna Lake
Come enjoy a lakeside getaway at, newly constructed, High Oaks Lodge on Cossayuna Lake! Situated 25 miles from Saratoga Springs, NY and 33 miles from Manchester, VT. Amazing views of the lake from the spacious open-concept living room. Relax on the lower deck and make s'mores around the outdoor fire pit. Water access and private dock for your boat just steps away from the house. Use the canoe and kayaks provided to explore the lake.

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

Waterfront Cabin • Dock • Fire Pit • Kayaks & SUPs
Relax at this private Vermont lakefront getaway on North Bay. Unwind in a bright, comfortable space with a full kitchen, fast WiFi, and cozy bedrooms. Walk a few steps to the water front to enjoy morning coffee on the dock. Perfect for year-round escapes: -Summer (kayaks, SUPs, floating mat) -Fall (foliage, fire pit, hiking trails) -Winter (skiing, snowshoeing, ice fishing) -Spring (deck, hammock, fishing opener).
Popular amenities for Lake Bomoseen family-friendly rentals
Family-friendly home rentals with a hot tub

Prime Killington Proximity | Ski, Sauna, & Soak!

The Owl’s Nest in Landgrove

Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST

One Bedroom Suite Near Okemo

Dog-Friendly/Spa Onsite/Pool/Wine Bar

Chalet on a Hill w/ Mountain & Lake View, Hot Tub

Stunning Rustic Apple Barn - hot tub & sauna

A frame cabin with Hot tub near Stratton, VT
Family- and pet-friendly home rentals

Hillside Cottage @ The Mettawee Retreat

Moon Valley Country Retreat no clean fee pets yes

Bolton Landing - Cozy Adirondack Cabin Home & Ski

Hidden Gem Lake George - Lake View & Beach Access

Idyllic Cottage on LG | Bay & Mtn Views |Fireplace

Love Shack Yurt on Star Lake (100% off grid)

Doc's Lake House 1st floor, 2 bdrm full apartment

East Cabin
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Chilson Brook Alpacas

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

Ranch at Mendon Mt Orchards

The Treehouse Yurt. Outdoor Soaking TUB! East Yurt

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Pico Great year 1 nite Ok 1 bedrm Ski in Ski out

Historic 1850’s Renovated Farmhouse w/ Pool!
Destinations to explore
- Plainview Holiday rentals
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- Rentals with outdoor seating Lake Bomoseen
- Rentals with a firepit Lake Bomoseen
- Waterfront rentals Lake Bomoseen
- Rentals with a patio Lake Bomoseen
- Cabin rentals Lake Bomoseen
- House rentals Lake Bomoseen
- Rentals with a washing machine and dryer Lake Bomoseen
- Rentals with a fireplace Lake Bomoseen
- Rentals with lake access Lake Bomoseen
- Family-friendly rentals Castleton
- Family-friendly rentals Rutland County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Saratoga Race Course
- Killington Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame
- Montshire Museum of Science
- Dartmouth College
- Adirondack Extreme Adventure Course
- Congress Park
- Emerald Lake State Park
- Middlebury College
- Southern Vermont Arts Center




