
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.

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.

Secluded tiny house resort - DOG FRIENDLY
New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

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

Charming tiny house with great VT location!
Curious about tiny home living!? This newly constructed 180 sq ft. house will let you experience comfort in charming farmhouse/cottage style. (Shiplap walls anyone?) Only 25 min to Killington, and 12 min from Mtn Top Inn, Downtown Rutland, or Brandon VT makes the location very convenient. Situated on over 2 acres of private back yard, overlooking beautiful Sugar Hollow Brook in the heart of Pittsford, Vermont. Walking distance to village general store, library and the Pittsford trail system.

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.

Quaint 1-bedroom cottage on Blue Ledge Farm
This cozy cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

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. Forty minutes to ski areas, less to nearby lakes or Castleton University. Owner on property. -18 mi to Killington Resort/ 15 mi to Pico Ski Resort -9 miles to Rutland Regional Medical Center

Apartment in Vermont Historic Home
This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

Cozy Home in Poultney, Vermont.
If you are looking for a cozy spot to relax in a small town, with fast internet and easy access to lots of fun activities, this house is it! On the main floor of the house, there is an open layout that includes a library, a small bar, a dining room, a kitchen, a bathroom, and two bedrooms. Downstairs, there is a finished basement that includes a large family area with a huge couch (perfect for movies), a workspace, and a laundry space. Private parking and lots of outdoor space.

Baby Queens Barbie-core Studio Apt (dog friendly)
Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.

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.

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

Lake Dunmore Getaway — Foliage Views & Ski Retreat

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

Scandinavian design Cabin w/ private hiking trail

Beautiful Spacious Condo at Killington Resort

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

Vermont Getaway Apartment

Waterfront 1-bedroom apartment on 5 acres
Family- and pet-friendly home rentals

"Swiss Charm"- A Beautiful Riverfront Chalet

Guest House at Hummingbird Hill

The Smithy Cottage at Consider Bardwell Farm

Glamping Cabin with Private Pond and Mountain View

Yellow Door Inn

Gristmill Cabin overlooking peaceful brook.

The Guest House at Sky Hollow

East Cabin
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Comfy ski in/out studio at base of Pico-Killington

North Tree House Retreat of Lake George

Epic Views of the Green Mountains

Ranch at Mendon Mt Orchards

Winterplace - Steps away from Slopes

SnowCub Pets Indoor Pool Hot Tub Sauna, FirePlace
When is the best time to visit Castleton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,322 | ﺩ.ﺇ1,252 | ﺩ.ﺇ1,322 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,425 | ﺩ.ﺇ1,561 | ﺩ.ﺇ1,520 | ﺩ.ﺇ1,194 | ﺩ.ﺇ1,495 | ﺩ.ﺇ1,322 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,252 |
| 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 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.ﺇ551 per night before taxes and fees

Verified guest reviews
Over 1,270 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!
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- Family-friendly rentals Rutland County
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- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Saratoga Race Course
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Gore Mountain
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Saratoga Spa State Park
- Fort Ticonderoga
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Lake George Expedition Park
- Dorset Field Club
- Hildene, The Lincoln Family Home
- National Museum of Racing and Hall of Fame
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
- Northern Cross Vineyard
- Fox Run Golf Club
- Ekwanok Country Club
- Montshire Museum of Science