
Family-friendly holiday rentals in Castleton
Find and book unique family-friendly homes on Airbnb
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 €132 per night before taxes and fees

Verified guest reviews
Over 1,440 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Castleton holiday rentals include wifi 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.
4.97 out of 5 average rating, 279 reviews
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
4.94 out of 5 average rating, 180 reviews
Historic 4 Bed 2 Bath Victorian Estate Fast Wifi
Weekly concerts in the park! 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 and Killington, Woodstock, Lake George, Vergennes, & Rutland.
4.93 out of 5 average rating, 204 reviews
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.
4.99 out of 5 average rating, 131 reviews
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.
4.91 out of 5 average rating, 1028 reviews
Mountain View Apartment
Quiet, second floor, farmhouse apartment in country setting. Two connected bedrooms sleep four, one with a queen bed and the other with two twin beds. Watch the sunrise from the private deck or walk the fields to watch the sun set over the Adirondaks. Plenty of room to roam over the farm fields. Owner on property. 15 minutes from Castleton University. Please see more under "your property" -18 mi to Killington Resort/ 15 mi to Pico Ski Resort -9 miles to Rutland Regional Medical Center
4.92 out of 5 average rating, 143 reviews
Waterfront Vermont Lake House w/ Panoramic Sauna
Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.
4.93 out of 5 average rating, 408 reviews
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.
4.86 out of 5 average rating, 201 reviews
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
4.87 out of 5 average rating, 143 reviews
Your home away from home
Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, skiing, golf, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.
4.96 out of 5 average rating, 701 reviews
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).
4.93 out of 5 average rating, 178 reviews
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.
4.94 out of 5 average rating, 398 reviewsPopular amenities for Castleton family-friendly rentals
Family-friendly home rentals with a hot tub

Close to Killington-Loaded with Amenities-Hot Tub
4.99 out of 5 average rating, 112 reviews
Okemo A-Frame - Floor Hammock, Sauna & Hot Tub
4.88 out of 5 average rating, 177 reviews
Killington/Okemo, 7p Hot tub, Mtn.views, Spacious!
4.9 out of 5 average rating, 249 reviews
Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
4.95 out of 5 average rating, 270 reviews
The Overlook - Views | Hot Tub | Fire Pits | Games
4.97 out of 5 average rating, 112 reviews
River House Apartment - Dog friendly
4.95 out of 5 average rating, 229 reviews
Log Cabin Escape | Hot Tub + Mntn Views Near Lake
4.99 out of 5 average rating, 127 reviews
The Summerwind Lodge
4.85 out of 5 average rating, 260 reviewsFamily- and pet-friendly home rentals

East Cabin
4.98 out of 5 average rating, 180 reviews
New Firepit, Great Location, Dog Friendly, Kitchen
4.98 out of 5 average rating, 175 reviews
Quaint 1-bedroom cottage on Blue Ledge Farm
4.94 out of 5 average rating, 476 reviews
Baby Queens Barbie-core Studio Apt (dog friendly)
4.86 out of 5 average rating, 293 reviews
Cozy Home in Poultney, Vermont.
4.94 out of 5 average rating, 154 reviews
Lakefront A-Frame Home Emerald Lake, NY
4.92 out of 5 average rating, 172 reviews
Pond Cottage at Consider Bardwell Farm
4.94 out of 5 average rating, 112 reviews
Farm Stay! - 20 min from Lake George-30 Saratoga
4.96 out of 5 average rating, 416 reviewsFamily-friendly home rentals with a pool

Dream Catcher Farm
5.0 out of 5 average rating, 115 reviews
North Tree House Retreat of Lake George
4.93 out of 5 average rating, 204 reviews
Book Peep now Stay on Pico 1 Bedroom free shuttle
4.93 out of 5 average rating, 503 reviews
Ranch at Mendon Mt Orchards
4.87 out of 5 average rating, 283 reviews
Vermont Retreat, Dogs Welcome, Pool & Spa
4.94 out of 5 average rating, 308 reviews
Chilson Brook Alpacas
5.0 out of 5 average rating, 226 reviews
Topridge 3BR w Foliage Views & Private Hot Tub!
4.93 out of 5 average rating, 115 reviews
Hideaway Lodge - Glen Lake, Lake George
4.93 out of 5 average rating, 123 reviewsWhen is the best time to visit Castleton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €353 | €369 | €306 | €279 | €359 | €380 | €300 | €286 | €317 | €317 | €317 | €330 |
| 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 |
Destinations to explore
- New York City Holiday rentals
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- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
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- House rentals Castleton
- Waterfront rentals Castleton
- Cottage rentals Castleton
- Pet-friendly rentals Castleton
- Rentals with beach access Castleton
- Rentals with lake access Castleton
- Rentals with a kayak 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
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Dartmouth College
- West Mountain Ski Resort
- Gore Mountain
- Fort Ticonderoga
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Saratoga Spa State Park
- Montshire Museum of Science
- Trout Lake
- National Museum of Racing and Hall of Fame
- Warren Falls
- Camp Plymouth State Park
- Quechee Gorge





