
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 ﺩ.ﺇ 551 per night before taxes and fees

Verified guest reviews
Over 1,440 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.

Waterfront Vermont Lake House w/ Panoramic Sauna
We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from the decks or sauna. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

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!

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.

Fair Haven Loft in The Lloyd Jacobs House
This is one of the nicest units I rent. The space is in an historic renovated building in downtown Fair Haven, VT. The space was originally used to manufacture shirts. I have divided the 1600 square feet into a two bedroom loft. It has very high ceiling and windows. It is very spacious and has been completed updated. The loft has it's own kitchen (not shared) and it's own lock and key. Since it is on the third floor of the building, it is very quiet and secure.

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

Hydeville Hideaway
This is a recently renovated upstairs 2 bedroom rental. Conveniently located near the channel of Lake Bomoseen and within walking distance of a country store (and outdoor bar in the summertime). It has laminate floors and a walk-in shower. There is a full kitchen with all the accessories needed to cook and eat in. This is a non smoking unit. Please let us know if you have any questions about the property.
Popular amenities for Castleton family-friendly rentals
Family-friendly home rentals with a hot tub

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

Romantic Treehouse- AC, PVT Hot tub, 20 Min to KLT

The Woodshed High rise Wood Burning HOT Tub

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

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

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

Comfy Cottage w/ Hot Tub in Historic East Poultney

Alpine Reflection + Hot Tub
Family- and pet-friendly home rentals

Hillside Cottage @ The Mettawee Retreat

Treehut - Secluded Treehouse in the Forest

Modern Farmhouse on 25 Acres - Superb Views

Water's Edge at Beaver Pond

Moon Valley Country Retreat no clean fee pets yes

Sculpted Earthen Yurt in Green Mtns

1958 Classic "Hunting Cabin" w/ Breathtaking Views

The Guest House at Sky Hollow
Family-friendly home rentals with a pool

Chilson Brook Alpacas

Golf and Mountain Biking outside the door!

Private pool | Dock | Luxury 3 Bedroom

Ranch at Mendon Mt Orchards

AC • Vermont Retreat • Dogs Welcome • Pool & Spa

Serene Top Floor Condo (resort style amenities)

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

#45 Luxury Ski & Summer Condo with Private Sauna
When is the best time to visit Castleton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,476 | ﺩ.ﺇ 1,542 | ﺩ.ﺇ 1,278 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,425 | ﺩ.ﺇ 1,561 | ﺩ.ﺇ 1,252 | ﺩ.ﺇ 1,194 | ﺩ.ﺇ 1,322 | ﺩ.ﺇ 1,322 | ﺩ.ﺇ 1,322 | ﺩ.ﺇ 1,377 |
| 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
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Sugarbush Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Dartmouth College
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- Montshire Museum of Science
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