Kid-friendly holiday rentals in Waitsfield

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Waitsfield

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

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Guest favourite

Rental unit

4.86 out of 5 average rating, 340 reviews

1830 Enchanting, Light-Filled Farmhouse Apartment

Gather around the fire pit and stargaze with toasted marshmallows, then cozy up on the cream corner sofa in front of a movie. Warm hardwood floors combine with chunky wooden furniture, historic beams, and elegant sash windows at this period retreat. This second floor apartment of a two unit 1830 farmhouse can be rented on its own or with the downstairs unit. Booked as just the second floor, it is completely secluded with its own private entrance. ALL NEW cozy, designer decorated, original VT farmhouse entire 2ND FL. apartment. King bed that can be split into twins and a queen bed. Plus small double size fold out sofa. Full kitchen, living room and bathroom. 3 acres, swimming hole, wifi, cable, TV, laundry. Very easy to get to towns and skiing. IMPORTANT NOTE: A/C window unit in kitchen living area only. MOST places in the area (except the main resort) DO NOT have A/C. It seldom gets past low 80s usually in the 70s and there is a wonderful breeze. There are free standing fans if needed as well. * LOWER APT. can be rented as well or whole house can be rented. (Title of listing: 1830 Farm House 1ST FLOOR APT.) No shared space except yard and driveway. 3 acres, swimming hole, wifi, cable, TV, fire pit, charcoal grill, laundry. Very easy to get to towns and skiing. Text or email anytime. I will contact you via airbnb messaging or texting. Let me know when you Check in and check out and if you have any questions or concerns. Otherwise enjoy! * We live in PA, but have caretakers up there for any in person issues. Always contact us asap if anything comes up! The property sits in 3 acres right off route 100. Amazing resturants in Waitsfield and Warren are within easy reach, with Blueberry Lake and Ole cross country and snow shoe trails nearby and a private swimming hole in the valley behind the house. Some cabs if needed. CAN RENT WHOLE HOUSE AS WELL.

Guest favourite

Cottage

4.93 out of 5 average rating, 148 reviews

Casa Rio Loco!

This charming guest cottage affords well appointed privacy while being centrally located in convenient proximity to all the activities the Mad River Valley has to offer. Nestled along a quiet oxbow of our namesake waterway, if you have come for the winter sports you will be a 5/7 minute drive to the Sugarbush base areas, and 10 minutes will bring you to Mad River Glen ("ski it if you can"). Explore the towns of Waitsfield and Warren Village in less than 5... Snowshoeing? Walk out the front door!

Guest favourite

Treehouse

4.97 out of 5 average rating, 143 reviews

Treehouse at Bliss Ridge Farm - Best Views in VT!

This treehouse is open May-Oct. “The Big Treehouse” is year-round. https://www.airbnb.com/h/bigtreehouseatblissridgefarm Dr. Seuss-inspired, luxe treehouse perched at top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host The Treehouse Guys, an authentic treehouse within living trees. Private hiking & panoramic views of Worcester range (Camel’s Hump, Mansfield, etc). Truly secluded, yet 15-min from 🩷 of Mad River Valley & Waterbury.

Guest favourite

Loft

4.98 out of 5 average rating, 117 reviews

Cozy Studio/Romantic Getaway

Take it easy at this cozy studio which is nestled in the hills of the beautiful Duxbury Vermont. Offered year round so that our guests can enjoy all that Vermont has to offer such as nearby skiing, changing leaves, hiking and so much more! Guests will enjoy their own private space with access to many amenities such as a full kitchen, private entrance, a queen bed, free WIFI and so much more! So grab a mug and sit back and relax next to the gas fireplace! You will want to return every season!

Guest favourite

Rental unit

4.97 out of 5 average rating, 397 reviews

Village Oasis 2 -the crossroads of VT

A friend once referred to our town as Mayberry. It's definitely a small town where people look out for each other. In the heart of the village, walking distance from local restaurants, brewery's, and shops as well as mountain bike trails. 5 mi from a beach where you can rent canoes/kayaks/paddle boards. Enjoy the slopes, hiking, Ben and Jerry's, local brewery's, or the Vt. landscape, settle in with a warm jacuzzi tub. At the end of the day cozy up on a king sized bed watching Netflix's.

Guest favourite

Cabin

4.98 out of 5 average rating, 220 reviews

Off Grid Secluded Cabin on 37 Acre Farm

In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Guest favourite

Home

4.96 out of 5 average rating, 157 reviews

Mid century modern gem with views of Sugarbush

Wake up to stunning views of Sugarbush in this “Flat Roof A-Frame". Four bedrooms, a sleeping loft, three bathrooms, two living rooms, a dining room, a newly renovated kitchen, a desk area with wifi, two decks (one w/gas grill), and a laundry room/game room provide plenty of space for family gatherings. Located 3 minutes from town. Not suitable for small children/toddlers or guests with mobility issues. During summer we are only renting out 6+ night rentals with changeovers on Friday.

Guest favourite

Rental unit

4.89 out of 5 average rating, 161 reviews

Mad River Valley Ski Cabin

Newly renovated cozy 2 bedroom apartment (Casper mattresses) on Bragg Hill. Located conveniently close to downtown Waitsfield , VT. Apartment has a private entrance and includes a kitchen w/ dishwasher, living room, full bath, ski tuning room, fire pit. Ideal cabin stay for skiing at nearby Sugarbush resort and Mad River Glen during the winter months. Comfortably sleeps 5 guests plus additional couch space. Perfect location for enjoying all that the Mad River Valley has to offer.

Guest favourite

Rental unit

4.95 out of 5 average rating, 207 reviews

Neighboring the oldest Covered Bridge in VT!

This beautiful apartment is located the second floor of Bridge Street's most popular Historical's Building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. LOCATION! LOCATION! LOCATION! Central to most all wedding venues in the Mad River Valley, 15 mins. to Sugarbush & Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming and fishing right outside your back door.

Guest favourite

Apartment

4.92 out of 5 average rating, 137 reviews

Another Day in Paradise at Sugarbush Mountain

Steps to Sugarbush Mountain in Warren, Vermont. This a one bedroom, one bath condo located in Center Village on Sugarbush Mountain. Pull out sofa is also available in the main living room. Perfect for skiing, snow shoeing, mountain biking & hiking. Condo is walking distance to chairlift. Short drive to Warren Falls, Mad River Glen, Mount Ellen and many delicious restaurants. The condo is within walking distance (5 minutes) to Clay Brook Hotel, where many weddings are held.

Guest favourite

Rental unit

4.94 out of 5 average rating, 193 reviews

Historic District Overlooking the Mad River Studio

This beautiful apartment is located the second floor of Bridge Street's most popular building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. 15 minutes from Sugarbush and Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming, fishing and walking distance to Lawson's Finest Liquids Brewing Company. Please check out our reviews as they have been nothing but positive!

Guest favourite

Rental unit

4.96 out of 5 average rating, 166 reviews

The Wolf's Den at Sugarbush Mt Ellen

The Wolf's Den at Sugarbush Mt. Ellen is a brand new fully equipped custom 1st floor studio apartment at the foot of SUGARBUSH MT ELLEN enjoy the luxurious bedding, and accessories. Also provided is a continental breakfast with a Vermont flair! This property abuts the CATAMOUNT X-C SKI TRAIL!! From here you can walk or bike to many of the Valley's hot spots! Off of German Flats Road. THE VALLEY'S GREATEST LOCATION !!! One well-behaved pet is allowed!