
Family-friendly vacation rentals in Castleton
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Castleton

Total vacation rentals
Explore 50 vacation rentals in Castleton

Nightly prices starting at
Castleton vacation rentals start at G$20,925 GYD per night before taxes and fees

Verified guest reviews
Over 1,390 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Castleton vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Castleton rentals

4.8 Average rating
Castleton stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Castleton
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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

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.

Moon Valley Country Retreat no clean fee pets yes
Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Remote Cozy Yurt with Sunset Views
Enjoy some time in a secluded yurt nestled in a quiet valley with spectacular sunset views. It comfortably sleeps 4, but can accommodate more. There is a bathhouse with an outdoor shower, compost toilet, and sink. Complete with propane stovetop, grill, and all necessary kitchenware. Stays in colder months will enjoy the warmth and comfort of a wood stove. Guests can also enjoy a small trail system on property for exercise or leisure. We hope you will come enjoy this peaceful retreat!

Hillside Cottage @ The Mettawee Retreat
The Hillside Cottage is a luxury cabin with views of the Mettawee River. Located on 26 acres on a back road, it is peaceful & private. Enjoy fishing, swimming, kayaking or relax on the deck. This riverside retreat includes a king bed, jacuzzi tub & a kitchenette. Sitting around the fire pit with dinner cooked on the grill is the perfect ending to a long hike. Whether it’s a quick get-away or an extended vacation, the Hillside Cottage is a simple solution from a complicated life.

The Swallows Nest in a wildlife preserve
NEW THIS YEAR: High speed internet, Heat pumps for heat and AC throughout the house, and a new refrigerator/ freezer Secluded and beautiful, at the end of a gravel dead end road, the Swallow’s Nest is part of our organic farm and wildlife refuge. You’ll find serenity here with huge open vistas. We are two miles from the town of Brandon. Brandon has restaurants, shops, art galleries and music venues. Check out what’s happening in Brandon at the Brandon area chamber of commerce.

The Berghüttli: Glowing Swiss Hut in the Forest
The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

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.

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

Cozy Poultney Village Apartment
I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.
Popular amenities for Castleton family-friendly rentals
Family-friendly home rentals with a hot tub

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

Lower Yurt Stay on VT Homestead

Scandinavian design Chalet hiking trail + hot tub

The Overlook - Views | Hot Tub | Fire Pits | Games

Comfy Cottage w/ Hot Tub in Historic East Poultney

Secluded tiny house resort - DOG FRIENDLY

Well appointed lakehouse. Peaceful family fun.

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Family- and pet-friendly home rentals

Mountain Getaway Pet friendly

The Smithy Cottage at Consider Bardwell Farm

Water's Edge at Beaver Pond

Apple Blossom Cottage: A Tiny House

Stylish Vermont Cabin | Views · Trails · Luxe

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

The Guest House at Sky Hollow

East Cabin
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

AC | Dog-Friendly | Bike, Hike & Relax

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

Private pool | Dock | Luxury 3 Bedroom

Ranch at Mendon Mt Orchards

The Treehouse Yurt. Outdoor Soaking TUB! East Yurt

Dream Catcher Farm

Pool/Hot tub, king bed, between Lk George/Saratoga
When is the best time to visit Castleton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$84,120 GYD | G$87,886 GYD | G$72,820 GYD | G$62,776 GYD | G$81,190 GYD | G$88,933 GYD | G$71,355 GYD | G$68,007 GYD | G$75,331 GYD | G$75,331 GYD | G$75,331 GYD | G$78,470 GYD |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°C | -3°C |
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- 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
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Dartmouth College
- West Mountain Ski Resort
- Killington Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Middlebury College
- Fox Run Golf Club
- Gore Mountain
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- Montshire Museum of Science
- National Museum of Racing and Hall of Fame
- Emerald Lake State Park
- Trout Lake





