Family-friendly holiday rentals in Goshen

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Goshen

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

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Guest favourite

Home in Colebrook

4.99 out of 5 average rating, 214 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

Rustic getaway in the beautiful Litchfield Hills of Northwestern Connecticut featuring a 2-acre pond and access to 9 miles of unique hiking trails on 450+ wooded acres. Cozy 1700's farmhouse comfortably sleeps 4 adults in 2 bedrooms, with an additional kids room that has a fold-out double futon and loft with one double air-mattress, perfect for children's sleeping bags. There is a pull out sofa in the living room. Dogs welcome! The house is next to Norbrook Farm Brewery, which you can walk to.

Guest favourite

Chalet in Otis

4.94 out of 5 average rating, 377 reviews

Mid-Century Glass Octagon in the Berkshires

This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

Guest favourite

Guest suite in Millerton

4.93 out of 5 average rating, 347 reviews

Romantic Sunset-50 mile view!

ROMANTIC LUXURY! Fall is beginning now. Lesves are starting to turn and the nights are crisp and cool. Fresh mountain air. Clear starry nights. Your own private suite, entrance, kitchen, bathroom, outdoor dining facilities, bar b q grill. Located atop a mountain with magnificent SUNSET view 50 miles overlooking the Hudson River Valley. Completely steam cleaned, disinfected and sterilized before each guest. HEPA Air filters installed. High speed WIFI, 500mbps! 55” 4K HD TV;

Guest favourite

Guesthouse in New Marlborough

4.9 out of 5 average rating, 196 reviews

COZY GUESTHOUSE MINUTES AWAY FROM HIKING!

Renovated 1880's one bedroom cozy guesthouse in beautiful Southfield, MA. Full kitchen stocked with all necessities. Comfortable & stylish with a luxury king size bed. Minutes away from Ski Butternut, Berkshire attractions & trails. Walking distance to breakfast and lunch at The Southfield Store or have dinner at nearby The Old Inn On The Green and Cantina 229. 10 minutes from Great Barrington. Enjoy leaf-peeping, hiking, waterfalls, apple picking, skiing, and much more!

Guest favourite

Home in Bethlehem

4.97 out of 5 average rating, 284 reviews

Litchfield County Farmhouse with a Modern Twist

Litchfield County farmhouse (c.1890) with a modern studio addition and distinctive interiors that feature a number of mid-century modern furnishings. The owners are a writer and an architect who have built a truly unique home full of original art and a large book collection. The property itself is small but it is surrounded by 250 acres of farmed conservation land and a short walk will take you past some of the most scenic farms in Litchfield County.

Guest favourite

Home in New Hartford

4.89 out of 5 average rating, 141 reviews

Modern Farmhouse

This is a quaint, sun-filled farmhouse in the Farmington valley of Connecticut. Convenient to great antique shopping, Ski Sundown, farm stands, Farmington river inner-tubing and biking trails, kayak and canoe rentals, the sweet towns of Collinsville and New Hartford, and a 30 minute straight shot to Hartford itself. The house is also convenient to Torrington, Simsbury, Avon, Winsted, and a beautiful drive to Hartford-Bradley International Airport.

Guest favourite

Home in Cornwall

4.92 out of 5 average rating, 248 reviews

Secluded modern forest cabin with private brook

Renovated cozy cabin (orig 1930s) with modern interior. Two bedrooms, new kitchen & bathroom, overlooking a beautiful private brook and forested hill. Minutes drive to the general store & Kent Falls, 10 minutes from fantastic restaurants, Mohawk Ski Resort & summer activities like swimming & kayaking. Great hiking trails and close to the Appalachian Trail. High speed internet, Netflix, and a deck with outdoor seating. Instagram @GunnBrookCabin

Guest favourite

Home in Litchfield

4.98 out of 5 average rating, 223 reviews

Storybook Cape...HOST & Co.

A classic 1930’s Cape Cod home located in the beautiful Litchfield Hills. Litchfield Green is a five minute drive where you can enjoy antiquing, dining, shopping, and relaxing in the picturesque town center. If hiking and outdoor activities are more your thing we are also minutes from White Memorial Foundation and Topsmead National Forest is right around the corner. Mohawk Mountain Ski Area is 12 miles away.

Guest favourite

Rental unit in Bethlehem

4.94 out of 5 average rating, 241 reviews

Cozy 2nd Floor Suite In Bethlehem CT

Our private 2nd floor suite is fully equipped and easy on the budget. Sleeps a single or couple in comfort in queen bedroom. PLEASE NOTE- There is only one bed. This property is not suitable for friends traveling together unless they are willing to share the queen bed. Spacious living room and well-equipped kitchenette. Dedicated workspace. Relax with Wi-Fi, streaming channels. Free calls anywhere in the US.

Guest favourite

Home in Warren

4.93 out of 5 average rating, 107 reviews

Litchfield County Getaway

Welcome to Litchfield County! With only a 10 minute drive to Kent, and 20 to 25 minutes to the beautiful towns of Washington, Litchfield, Sharon, Roxbury, Cornwall, and Goshen, you will quickly realize the breathtaking beauty of Northwest CT. Surrounded by beautiful hikes, lakes, wineries, shops, galleries, and eateries, you wouldn't want to miss either spring or summer in this stunning corner of Connecticut.

Guest favourite

Cabin in Colebrook

4.94 out of 5 average rating, 206 reviews

Adorable, storybook log cabin

Note to prospective guests: BEFORE REQUESTING TO BOOK, fill out your profile and explain the reason for your visit in your initial request. If you have plans to entertain in our cabin you must discuss it with us in advance of your booking. Fantastic, authentic log cabin on 7 acres of wooded land with a private pond and a sandy beach. Charm throughout with beds for nine to ten people.

Guest favourite

Rental unit in Winchester

4.91 out of 5 average rating, 369 reviews

Gateway to the Berkshires

Remodeled apartment on 2nd floor of a 1910 Victorian house near the center of Winsted, CT. The apartment is unique and cozy, with large windows, some stained glass, tin ceilings, hand painted kitchen cabinets, and plants. Close proximity to all Litchfield County and the Berkshires have to offer, in all seasons. It's an easy drive from NYC or Boston. Great weekend get-away.