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Kid-friendly vacation rentals in The Berkshires
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in The Berkshires
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for The Berkshires kid-friendly rentals
Kid-friendly house rentals
![](https://a0.muscache.com/im/pictures/hosting/Hosting-43649096/original/b97dadf2-512f-401b-867a-88ade92cda5d.jpeg?im_w=720)
Home in Rhinebeck
5 out of 5 average rating, 170 reviewsEagle Rock House
![](https://a0.muscache.com/im/pictures/miso/Hosting-14814270/original/2e36a381-cfbe-41bd-94ea-499db19d90b3.jpeg?im_w=720)
Home in Lee
4.9 out of 5 average rating, 240 reviewsCozy Berkshires Cottage
![](https://a0.muscache.com/im/pictures/109181520/6ab47860_original.jpg?im_w=720)
Home in Monterey
4.93 out of 5 average rating, 312 reviewsCharming cottage w/ gorgeous views.
![](https://a0.muscache.com/im/pictures/466ff970-05a5-415c-ae40-1c6921333851.jpg?im_w=720)
Home in Egremont
4.97 out of 5 average rating, 115 reviewsA sunny, quiet chalet beautifully decorated.
![](https://a0.muscache.com/im/pictures/miso/Hosting-21062700/original/b98e6e23-09a5-42b3-8a45-d8dab055c9a5.jpeg?im_w=720)
Home in New Paltz
4.97 out of 5 average rating, 693 reviewsVictorian Haven
![](https://a0.muscache.com/im/pictures/8a2f8506-6972-49c5-8f87-8714291102f8.jpg?im_w=720)
Home in Williamsburg
4.99 out of 5 average rating, 166 reviewsHilltown Studio
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Home in Becket
4.93 out of 5 average rating, 120 reviewsLake front retreat - Stylish Berkshire home
![](https://a0.muscache.com/im/pictures/6f0e567b-52b2-4da5-9a71-d77536cbd34d.jpg?im_w=720)
Home in Catskill
4.96 out of 5 average rating, 140 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Kid-friendly apartment rentals
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Rental unit in Shelburne Falls
4.98 out of 5 average rating, 501 reviewsIn town, newly renovated studio with private deck
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Rental unit in Conway
4.97 out of 5 average rating, 104 reviewsA Country Retreat-Enhanced Studio Apartment
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Rental unit in Litchfield
4.98 out of 5 average rating, 103 reviewsArtist's Garden Apartment
![](https://a0.muscache.com/im/pictures/40cc4c64-1d5f-46b3-b81b-aaeacd7c3b68.jpg?im_w=720)
Rental unit in Newfane
4.97 out of 5 average rating, 411 reviewsRock River Retreat: Pets Welcome
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Rental unit in Plainfield
4.95 out of 5 average rating, 245 reviewsSunny carriage house apartment
![](https://a0.muscache.com/im/pictures/2c519875-94bf-4572-b10f-529116116128.jpg?im_w=720)
Rental unit in Copake Falls
4.93 out of 5 average rating, 268 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
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Rental unit in Petersburg
4.86 out of 5 average rating, 156 reviewsThe Beer Diviner Brewery Apartment
![](https://a0.muscache.com/im/pictures/miso/Hosting-15312040/original/4cd2705d-4744-40e8-884d-b7bf316c7a2f.jpeg?im_w=720)
Rental unit in Lenox
4.88 out of 5 average rating, 175 reviewsStation House 1E Private Room & Bath
Kid-friendly condo rentals
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Condo in Lanesville
4.97 out of 5 average rating, 559 reviewsStylish Condo Ski on/ Ski off Hunter Mountain
![](https://a0.muscache.com/im/pictures/aef87921-4412-498c-b97c-a0b5781c62ba.jpg?im_w=720)
Condo in Hunter
4.97 out of 5 average rating, 438 reviews*Great Reviews* Hunter Mtn. Cozy/Clean/Close Condo
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Condo in Middletown
4.97 out of 5 average rating, 111 reviewsEntire place to yourself Cromwell/Middletown Line
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Condo in Saratoga Springs
4.98 out of 5 average rating, 141 reviewsOwl's Nest - Unique Condo in Vintage Location
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Condo in Hunter
4.98 out of 5 average rating, 542 reviewsHunter Mtn Liftside Ski In/Out, Slopeside!
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Condo in Windham
4.89 out of 5 average rating, 140 reviewsCozy Mountain hideaway Windham, Hunter
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Condo in Hudson
4.94 out of 5 average rating, 153 reviewsHarmony Valley Home, bright & inviting 2-BR escape
![](https://a0.muscache.com/im/pictures/miso/Hosting-21277776/original/6354ed9d-2f8d-4f27-84b3-43f4730dd34f.jpeg?im_w=720)
Condo in Hancock
4.83 out of 5 average rating, 132 reviewsCozy Condo @ Jiminy Peak
Destinations to explore
- Kid-friendly rentals United States
- Kid-friendly rentals New York
- Kid-friendly rentals Long Island
- Farmstay rentals The Berkshires
- Vacation home rentals The Berkshires
- Cabin rentals The Berkshires
- Rentals with pools The Berkshires
- Rentals with an accessible height toilet The Berkshires
- Boutique hotel rentals The Berkshires
- Rentals with a hot tub The Berkshires
- Rentals with a fireplace The Berkshires
- Beachfront rentals The Berkshires
- Luxury rentals The Berkshires
- Smoking-friendly rentals The Berkshires
- Monthly Rentals The Berkshires
- Fitness-friendly rentals The Berkshires
- Rentals with breakfast The Berkshires
- Pet-friendly rentals The Berkshires
- House rentals The Berkshires
- Rentals with a home theater The Berkshires
- Lakehouse rentals The Berkshires
- Waterfront rentals The Berkshires
- Apartment rentals The Berkshires
- Hotel rentals The Berkshires
- Rentals with a washer and dryer The Berkshires
- Rentals with a fire pit The Berkshires
- Guesthouse rentals The Berkshires
- Ski-in/ski-out rentals The Berkshires
- Rentals with an EV charger The Berkshires
- Aparthotel rentals The Berkshires
- Rentals with beach access The Berkshires
- Chalet rentals The Berkshires
- Condo rentals The Berkshires
- Rentals with outdoor seating The Berkshires
- Rentals with a kayak The Berkshires
- Rentals with a patio The Berkshires
- Rentals with a sauna The Berkshires
- Townhouse rentals The Berkshires
- Bed and breakfasts The Berkshires
- Rentals with lake access The Berkshires
- Cottage rentals The Berkshires
- Family-friendly rentals The Berkshires
- Private suite rentals The Berkshires
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom