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Family-friendly vacation rentals in Castleton

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Castleton

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Bungalow in Castleton

4.79 out of 5 average rating, 321 reviews

Lake Bomoseen Bungalow

My place is nestled on a private road on Lake Bomoseen in beautiful VT. 50 minutes from Killington, Pico, and Okemo Mtns and close to Castleton University. You’ll love the cozy, one room guest cottage that awaits you. Although my house sits between the cottage and the lake front, the bungalow still offers beautiful lake views with a lake front patio area 50 ft down the driveway. Use my kayaks or bring your own, dock space available for small boats. Boat rental available at a local marina.

Farm stay in Moreau

4.96 out of 5 average rating, 689 reviews

Cottage On The Farm

Our Hobby Farm Cottage is perfect for the low-maintenance solo adventurer, couples, or small family looking to get away. We offer a small farm feel and are centrally located between Saratoga Springs and Lake George. Be sure to check out our other listing, ‘Cabin On The Farm’ if traveling with friends and family but wish to stay in separate accommodations. Please refer to our Policies & Rules for information about the required waivers you'll receive after booking. *Please Read Entire Listing*

Guesthouse in Woodstock

4.98 out of 5 average rating, 233 reviews

Cozy Little Spot (Self Check-in)

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED. ZERO CONTACT WITH OWNERS.

Home in Rutland

4.8 out of 5 average rating, 324 reviews

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.

Cabin in Fair Haven

4.95 out of 5 average rating, 166 reviews

Glamping (Glamorous Camping) in Glen Lake Woods

"Glamping" is a combination of camping and comforts. Located .7 mile to both Lake Bomoseen & Glen Lake. Swimming and Kayak rentals from Lake Bomoseen camp grounds. We provide plenty of clean drinkable water for cooking and showers. The cabin has an outdoor portable restroom that is serviced weekly, outdoor shower, cathedral ceilings, open floor plan, full kitchen, ceiling fans, carpeted sleeping loft with linens, Wifi . We are sorry we do not allow pets as stated in house rules.

Cabin in Castleton

4.97 out of 5 average rating, 111 reviews

Peaceful Cabin Near Lake Bomoseen

Rustic, comfortable cabin in desirable Lake Bomoseen area of central Vermont. Great family or personal escape from the hectic city. Quiet stream wraps around the property with lawn area to relax and play. If looking for a place to 'party' and enjoy loud music, this is not the ideal location for a stay. A great little family beach on the lake is a short walk nearby. For kayakers that want access to Lake Bomoseen, the cabin has deeded access to a private boat ramp 2 minutes down the road.

Home in Poultney

4.93 out of 5 average rating, 300 reviews

Waterfront VT Lake House with Breathtaking Views!

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 either our private decks. 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

Guesthouse in Granville

4.9 out of 5 average rating, 852 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.

Cabin in Hancock

4.95 out of 5 average rating, 238 reviews

Hancock hideaway

Skiing, snow biking 10 minutes away at Middlebury Snow Bowl and Rikert crosscountry. Sugarbush and Killington half hour drive. Snowshoeing and hiking right behind house in the Green Mountain National Forest. Easy drive to river swimming holes and lakes. Excellent restaurants in Waitsfield and Middlebury - about half hour. Good restaurant, cafe, small grocery store, in Rochester, 4 miles. Great location, beautiful views, lovely little house, totally private, romantic.

Home in Clarendon

4.96 out of 5 average rating, 270 reviews

Custom 2BR Vacation Retreat in Killington Valley!

Welcome to your new Vermont escape! This custom-built 2BR/1BA pet and smoke free home is nestled in the foothills of the green mountains. Our home sits on a 14 acre lot and is close to hiking, skiing, a horse farm, lakes and Rutland (10 mins). You will love the woodwork, luxury white bedding, floor-to-ceiling windows, massive sunny deck, and peace and quiet. There is plenty of space for family memory making, your peaceful mountain retreat awaits!

Cabin in Hancock

4.97 out of 5 average rating, 358 reviews

Funky, family-friendly cabin

Our funky, fun house is nestled in the woods, with a waterfall and brook rushing by outside the large wall of windows. Situated in the Green Mountains, this is the perfect place to relax and play. The large open-floor plan is perfect for families with school-age children. Families with infants and toddlers may not find our home as friendly, as the waterfall, loft and attached farm buildings may create some safety challenges.

Rental unit in Rutland

4.96 out of 5 average rating, 570 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, 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.

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Popular amenities for Castleton family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Rental unit in Townshend

4.93 out of 5 average rating, 218 reviews

Private Apt. on Farm, with Hot Tub with views!

Home in Plymouth

4.95 out of 5 average rating, 237 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

Home in Queensbury

4.99 out of 5 average rating, 160 reviews

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

Home in Lake George

4.83 out of 5 average rating, 317 reviews

Lux 2 br King Suite w Hot Tub in Lake George

Cabin in Londonderry

4.82 out of 5 average rating, 446 reviews

Stunning Rustic Apple Barn - hot tub & sauna

Condo in Killington

4.78 out of 5 average rating, 287 reviews

Serene Top Floor Condo (resort style amenities)

Chalet in Killington

4.87 out of 5 average rating, 242 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

Home in Ludlow

4.97 out of 5 average rating, 151 reviews

Ski Chalet with Hot Tub on Okemo Mountain

Family- and pet-friendly home rentals

Cabin in Cavendish

4.96 out of 5 average rating, 145 reviews

The Cozy Little Red Cabin

Rental unit in Town of Rockingham

4.82 out of 5 average rating, 172 reviews

Apartment on Main Street

Rental unit in Ludlow

4.92 out of 5 average rating, 262 reviews

Okemo Vermont Getaway

Cabin in Danby

4.89 out of 5 average rating, 288 reviews

Great Cabin available to Dec 15th 145.00

Guesthouse in Hartland

4.95 out of 5 average rating, 960 reviews

Yurt In The Woods - Private Refuge

Home in Rochester

4.9 out of 5 average rating, 289 reviews

Mountain Home ready for you!

Chalet in Wells

4.89 out of 5 average rating, 137 reviews

Views! Entire Chalet, FAST Wi-Fi, All 18 Acres

Home in Leicester

4.97 out of 5 average rating, 100 reviews

Lakefront home with stunning views

Family-friendly home rentals with a pool

Home in Salem

4.98 out of 5 average rating, 185 reviews

Magical Farm Getaway - a must visit!

Guesthouse in Ticonderoga

5 out of 5 average rating, 210 reviews

Chilson Brook Alpacas

Guest suite in Killington

4.95 out of 5 average rating, 139 reviews

Cozy, private, spacious, 3 bedrooms, 5 mi to K Rd.

Condo in Killington

4.82 out of 5 average rating, 251 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

Condo in Killington

4.88 out of 5 average rating, 154 reviews

Modern Killington Farmhouse Condo: Close to Resort

Condo in Killington

4.96 out of 5 average rating, 128 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

Condo in Killington

4.78 out of 5 average rating, 163 reviews

Amazing,Ski, Golf, Hike, Bike, Adventures

Condo in Killington

4.86 out of 5 average rating, 112 reviews

Mountain Retreat: 4 Bdrm/2 Bath, Ski In, Bus Out

Quick stats about vacation rentals that are family-friendly in Castleton

Total rentals
40 properties
Nightly prices starting at
$150 before taxes and fees
Total number of reviews
1.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi

Destinations to explore