Family-friendly vacation 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 favorite

Home in Colebrook

4.99 out of 5 average rating, 203 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.

Nov 7 – 14

G$47,904 GYD per night

Guest favorite

Chalet in Otis

4.94 out of 5 average rating, 351 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

Mar 24 – 31

G$78,410 GYD per night

Guest favorite

Guesthouse in New Marlborough

4.91 out of 5 average rating, 180 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!

Nov 8 – 15

G$32,953 GYD per night

Guest favorite

Cottage in Red Hook

4.98 out of 5 average rating, 599 reviews

bright serene + spacious barn

a bright serene space built by locals on the property we live on. we are in what we think is the most beautiful notch of the Hudson River Valley - surrounded by pastoral beauty and dramatic landscapes. quaint yet cultured towns in all directions. please read the entire description & rules before booking • beyond 2 guests, the rate adds 50$/night/per person • please add dogs (2 max. 50$/per dog) when booking • we look forward to having you here, at gallatin farmstead!

Sep 24 – Oct 1

G$78,690 GYD per night

Guest favorite

Home in Bethlehem

4.97 out of 5 average rating, 261 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.

Apr 13 – 20

G$55,865 GYD per night

Guest favorite

Home in New Hartford

4.9 out of 5 average rating, 134 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.

Jul 21 – 28

G$32,801 GYD per night

Guest favorite

Home in Cornwall

4.92 out of 5 average rating, 229 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

Jan 21 – 28

G$47,656 GYD per night

Superhost

Guesthouse in Granby

4.9 out of 5 average rating, 192 reviews

The Loft @ Lost Acres ~ A Peaceful Rural Escape!

The Loft @ Lost Acres Vineyard is a wonderfully private, rural getaway! This bright and comfortable space is located on the upper floor of a Lost Acres Vineyard barn. Originally intended for the caretaker, the owners are now offering it to the public to enjoy the beauty of the vines & the stunning rural scenery of North Granby. Oh, and stop by the tasting barn, the wine is AMAZING!

Oct 15 – 22

G$31,149 GYD per night

Guest favorite

Cabin in Colebrook

4.94 out of 5 average rating, 197 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.

Jan 26 – Feb 2

G$44,668 GYD per night

Guest favorite

Apartment in Millerton

4.8 out of 5 average rating, 231 reviews

Gardens Galore and Village Whimsy Retreat

My place is close to restaurants and dining, the city center, and parks. My place is good for couples, solo adventurers, business travelers, and families (with kids). It is a steal for the price. nothing is as good around here, a true bargin. The apartment is below the 1850's victorian house. During the day you can hear children's feet pitter patter. After 7 The place is quite.

Jan 23 – 30

G$21,394 GYD per night

Guest favorite

Apartment in Winchester

4.91 out of 5 average rating, 340 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.

Mar 10 – 17

G$20,510 GYD per night

Guest favorite

Home in Rhinebeck

4.91 out of 5 average rating, 255 reviews

Architectural wonder in the woods

Unique experience, secluded. Enjoy a weekend or a few days eco-friendly retreat in an architectural, geometric masterpiece on 30 preserved acres just minutes from all that Rhinebeck and the Hudson Valley have to offer. The house is an open plan, and though it has zero bedrooms, it can sleep 4!

Jul 11 – 18

G$115,344 GYD per night