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Kid-friendly vacation rentals in Rutland County

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Rutland County

Guests agree: these kid-friendly rentals 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.

Cabin in Wells

4.95 out of 5 average rating, 177 reviews

Gatsby's Getaway

Ready to disconnect and recharge? Welcome to Gatsby's Getaway! Watch the sun rise over the Green Mountains and Little Lake from the comfort of your deck. If the weather doesn't agree, enjoy your morning coffee in front of the cozy fireplace in your charming bungalow, complete with cathedral ceilings and sliding glass doors. Close to hiking & biking trails, and many outdoor activities. 10 minutes to nearby Granville, NY or Poultney, VT. While not a 'tiny' house, it is a cozy cabin of 600sqft.

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.

Rental unit in Middletown Springs

4.89 out of 5 average rating, 236 reviews

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.

Guesthouse in Wallingford

4.98 out of 5 average rating, 639 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Cabin in Granville

4.98 out of 5 average rating, 158 reviews

Quaint log cabin nestled in the woods

Enjoy a break from the daily grind at this lovely tiny log cabin nestled among beech and ash trees. This tiny cabin provides peace and quiet on nearly 4 wooded acres just minutes from the town of Granville, NY. A full kitchen, living room, one bathroom and a loft bedroom complete with stackable washer/dryer provide a place to relax and soak in nature. The spacious front porch grants a protected outdoor space to watch the wildlife and enjoy the fresh air with your family and pup.

Home in Poultney

4.93 out of 5 average rating, 102 reviews

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.

Rental unit in Clarendon

4.95 out of 5 average rating, 288 reviews

Dog heavenly! Private, beautiful and relaxing.

Bright, secluded, second floor one room suite with private bathroom overlooking Mill River and across a covered bridge. No neighbors visible, but near town. Fly fish in the back yard, sit around the firepit, enjoy fall foliage, and hike and ski. Swinging bridge and Appalachia long trail very nearby. Close to three ski resorts: Killington, Okemo, and Pico. Dogs are welcome and loved, with plenty of room to run. Comfortable queen-sized bed and couch.

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!

Guesthouse in Castleton

4.97 out of 5 average rating, 302 reviews

Bomoseen Bungalow

Located near Lake Bomoseen and Castleton University. This is a charming upstairs apartment in a quiet, residential neighborhood. Walking distance to boat rentals and to a local country store. This apartment provides you with a cozy stay - a bedroom with a queen size bed, sofa bed, and air mattress. There is Roku television, a heat pump for air conditioning or heat, Keurig coffee maker, and more. This is a non smoking unit.

Rental unit in Poultney

4.95 out of 5 average rating, 331 reviews

Cozy Poultney Village Apartment

We enjoy booking our two-story in-law apartment with a private entrance, which is attached to our 1850 Poultney Village home. We are located a block from Main Street with shops, books, and eateries. We are in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We are also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

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.

Vacation rentals for every style

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Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Rutland County kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Rutland

4.8 out of 5 average rating, 324 reviews

Home Sweet Home

Home in Rutland

4.89 out of 5 average rating, 160 reviews

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

Home in Mendon

4.88 out of 5 average rating, 230 reviews

Ranch at Mendon Mt Orchards

Home in Goshen

4.83 out of 5 average rating, 276 reviews

Nature Lover's Paradise

Home in Rutland

5 out of 5 average rating, 130 reviews

ONE ROOM SCHOOL HOUSE

Home in Mount Tabor

4.98 out of 5 average rating, 242 reviews

Cow Barn Lodge

Home in Rutland

4.81 out of 5 average rating, 140 reviews

6 Bedroom Home Mendon, VT. (Killington/Pico)

Home in Granville

4.95 out of 5 average rating, 102 reviews

Historic 1850’s Renovated Farmhouse w/ Pool!

Kid-friendly apartment rentals

Rental unit in Ludlow

4.92 out of 5 average rating, 262 reviews

Okemo Vermont Getaway

Rental unit in Rutland

4.88 out of 5 average rating, 197 reviews

Simply Welcoming, Rutland VT

Rental unit in Killington

4.97 out of 5 average rating, 111 reviews

Renovated Mountain Retreat

Rental unit in Dorset

4.99 out of 5 average rating, 185 reviews

Vermont barn apartment

Rental unit in Clarendon

4.92 out of 5 average rating, 146 reviews

Vermont Horse Farm

Rental unit in Rutland

4.92 out of 5 average rating, 24 reviews

Easy access to Rutland

Rental unit in Killington

4.88 out of 5 average rating, 138 reviews

Killington VT Chalet - Lower apartment

Rental unit in Mt Tabor

4.83 out of 5 average rating, 150 reviews

Cozy Barn Close to Ski Areas

Kid-friendly condo rentals

Condo in Killington

4.91 out of 5 average rating, 200 reviews

Ski in/out newly renovated 1brm condo at Pico base

Condo in Killington

4.94 out of 5 average rating, 155 reviews

Renovated unit, prime location! Shuttle on/Ski off

Condo in Killington

4.95 out of 5 average rating, 203 reviews

Walk or Shuttle to Lifts/2BR @ Mt. Green Resort!

Condo in Killington

4.91 out of 5 average rating, 155 reviews

Renovated 1BR, Walk to Lifts, Covered parking

Condo in Killington

4.86 out of 5 average rating, 169 reviews

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

Condo in Killington

4.94 out of 5 average rating, 233 reviews

Dog-Friendly 2BD/2BA Oasis - Pool, Hot Tub & Spa

Condo in Killington

4.93 out of 5 average rating, 183 reviews

Newly renovated ski retreat at Killington

Condo in Killington

4.78 out of 5 average rating, 287 reviews

Serene Top Floor Condo (resort style amenities)

Destinations to explore