Family-friendly holiday rentals in Castleton

INCREDIBLE Adirondack Home (Lake George/Gore Mtn.)

AMAZING Adirondack home set on a private and remote 130-acre mountainous property in Warrensburg, NY with INCREDIBLE views; 5 miles to Lake George, 11 miles to Bolton Landing & 17 miles to Gore Mountain. The charming town, only 2 miles away, includes antique shops, great restaurants, golf and plenty of family fun! This home is ideal for a group of friends or family wanting to explore the Adirondack region & enjoy outdoor entertainment/activities. There truly is something for everyone to enjoy!

Idyllic Lake Cottage | Bay Views | Cozy Fireplace

Discover the Eastside of Lake George in this English cottage meets the Adirondacks. This private lakeside neighborhood of Cleverdale Point has views of Sandy Bay. It is only a 10 min drive to LG Village and 6 min to public beaches. Perfect for couples and small families. The private fully fenced backyard is perfect for dogs, picnics & grilling. Walk to Sans Souci for dinner, or Cleverdale Country Deli / Bakery for breakie or lunch. Fast wifi. Smart TV. Close to hiking & strolls in neighborhood.

Home Sweet Home

Single family house within walking distance of downtown Rutland. Many restaurants, bars, movies, bowling, farmer's market, etc to do. 15-20 minute drive to Pico and Killington. 30 minutes to Okemo. Mountain bike parks near by- Pine Hill, Killington and Okemo. Adventure park at Killington. 4 bedrooms, 1.5 baths. House sleeps 8+comfortably. Room for more if needed. Keurig coffee maker in kitchen, microwave, toaster, crock pot. Kitchen is fully furnished. AC units on first floor and second.

4 Bedroom Family Ski House w/ WiFi, cable!

This family heirloom sits tucked away in the trees just off of Chester Mountain Road. Short trips to Bromley, Okemo, Stratton and Magic Mountains. Sleeps 8 comfortably with room for up to 10 on pull out couches. You will fall in love with the retro feel of this house, it's straight out of the 1980's, and has kept that charm over the years. We have consistently updated it with all of the amenities needed to relax, including Air Conditioning, High Speed wifi, Cable, big screen TV and sound bar.

Adirondack Dream Apartment

Bolton Landing/Lake George - Beautiful open loft apartment above a garage. Very serene and quiet. Has a seasonal view of Lake George. Fully furnished with a queen bed and a queen sleeper couch. Full kitchen with an island. Living room area has a wood burning stove. Also has a large bath with a walk in shower. TV, and internet. Small deck with barbeque grill. 2 miles to the town of Bolton Landing and public beaches. 15 minutes to Lake George Village and all other activities in the area.

Bolton Landing - Cozy Adirondack Cabin Home

Small Adirondack cabin with a loft type sleeping area. One queen bed and a full size futon. Can easily host 2 adults and 2 children. Two couples are possible but limited privacy. Renovated cabin in Bolton Landing. Private setting with short walk to the Pinnacle trail head, 5 minute quick drive into town for groceries, public town beach, boat launch, Sagamore Resort, public beaches, restaurants, brewery, and shops. Gore ski area (40 minute drive. Dog pets are on an exception basis.

Sunset Bay: Amazing waterfront w/ dock on 5 acres!

SUMMER 2025 FULL/FALL OPEN Amazing waterfront property on 5 acres with west-facing sunsets overlooking the water & mountains. Private. Two-tiered deck, stone patio, & hot tub, open floor plan living/dining/kitchen. Private dock to swim off of and/or dock your own boat (May-Sept). Includes attached apartment with bedroom, kitchen, bathroom, and living room. Most bedrooms can flex to be King beds or split to make twins. Be close to everything yet away from it all.

Amazing,Ski, Golf, Hike, Bike, Adventures

Killington has become a wonderful 4 season resort area that satisfies many tastes. You can hike, play golf ,swim, bike, ski-snowboard, or just lay back and enjoy the surroundings. You can go to the Killington website to find out what is happening. Please go to the Killington website to get complete information before you go. There is also a Mountain Green website that will let you know which amenities are available during your stay. mountaingreen.com

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. Water activities 2 kayaks 1 - 4 person paddle boat