
Family-friendly holiday rentals in Castleton
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Top-rated family-friendly rentals in Castleton
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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

Historic 4 Bed 2 Bath Victorian Estate Fast Wifi
Ski season has begun! 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.

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 youād 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.

Treehouse compound, no cleaning fee
The rental includes both treehouses (toilet in each), cooking/eating pavilion (only cold water at sink) (outhouse nearby), outside shower (cold), firepit. Additional guests above the 2 included in per night stay are $30 per person per night up to a maximum of 11 guests during the warmer months and 5 guests total during the cooler ends of the season (June and mid Sept to mid Oct). Beds: 3 doubles, 5 singles. No pets allowed. Not ideal for very young children or people with mobility issues.

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 itās a quick get-away or an extended vacation, the Hillside Cottage is a simple solution from a complicated life.

Spacious One Bedroom - Walk To Town, Restaurants
Enjoy this cute and newly renovated one bedroom apartment that is within walking distance to the Fair Haven town center. Step outside listen to the church bells ring. Comfortable queen size bed with mattress topper, new memory foam sofa bed in the living room with an electric fireplace, retro arcade game console, smart television, DVD player, fully applianced kitchen, and a bathroom with a stand up shower. Plenty of off street parking. Large back yard with fire ring.

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.

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
Popular amenities for Castleton family-friendly rentals
Family-friendly home rentals with a hot tub

The Owlās Nest in Landgrove

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

Scandinavian design Chalet hiking trail + hot tub

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

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

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

A frame cabin with Hot tub near Stratton, VT

Secluded tiny house resort - DOG FRIENDLY
Family- and pet-friendly home rentals

Picturesque Cabin on the Mettowee

Epic Views of the Green Mountains

Mountain Getaway Pet friendly

Hideaway Cabin by the Stream on 27 Acres

Water's Edge at Beaver Pond

Sculpted Earthen Yurt in Green Mtns

Stylish Vermont Cabin | Views Ā· Trails Ā· Luxe

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

Upper Yurt Stay on VT Homestead

Chilson Brook Alpacas

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

Hideaway Lodge - Glen Lake, Lake George

Ranch at Mendon Mt Orchards

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis

AC ⢠Vermont Retreat ⢠Dogs Welcome ⢠Pool & Spa

Beautiful Spacious Condo at Killington Resort
When is the best time to visit Castleton?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $563 AUD | $589 AUD | $488 AUD | $420 AUD | $544 AUD | $596 AUD | $478 AUD | $456 AUD | $505 AUD | $505 AUD | $505 AUD | $526 AUD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Castleton

Total holiday rentals
Explore 50 holiday rentals in Castleton

Nightly prices starting at
Castleton holiday rentals start at $140Ā AUD per night before taxes and fees

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Castleton holiday 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 guestsāaveraging 4.8 out of 5!
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- Rentals with a fireplaceĀ Castleton
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- Rentals with a fire pitĀ Castleton
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- Rentals with a kayakĀ Castleton
- Family-friendly rentalsĀ Rutland County
- Family-friendly rentalsĀ Vermont
- Family-friendly rentalsĀ United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Saratoga Race Course
- Killington Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- Fort Ticonderoga
- Fox Run Golf Club
- Gore Mountain
- Hildene, The Lincoln Family Home
- Saratoga Spa State Park
- Dartmouth College
- Bromley Mountain Ski Resort
- Middlebury College
- Adirondack Extreme Adventure Course
- National Museum of Racing and Hall of Fame
- Montshire Museum of Science
- Emerald Lake State Park





