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 Millerton

4.92 out of 5 average rating, 399 reviews

Mountaintop Skyloft

This glorious Silver Mountain SKYLOFT is perfect for a getaway; equipped with hi-speed WiFi (429 mbps) and 60" HD TV. Huge private deck amid the treetops, with 100's of acres of tranquility and privacy Enjoy a romantic evening by the wood burning fire. Jupiter and Mars in the Spring sky. Lots of trails for hiking. Local gourmet food bistro & organic farm market nearby. Just 7 miles from Millerton antiques and cafe. Pets welcome- extra $65/pet/stay (Sofa bed @$99/person/night after 2 )

Top Guest favourite

Home in Ancram

4.99 out of 5 average rating, 178 reviews

Everything on one floor 2 Bdrm/1.5 Bth & Pets Ok

All size Dogs & Cats Welcome *Outside backyard is large and surrounded by trees with Firepit, Hammock & Volleyball Net +Watercraft available - Kayaks/Rowboat Swim Platform Indoor Wood Burning Fireplace Fully stocked kitchen and toiletries 10-15 minutes to Bash Bish Falls/Catamount Aerial Park/Ski/Snowboard/Tubing 25-30 minutes to Berkshires Shoe shoeing +November-April: watercraft not available, also weather dependent *Only one neighbor, is to the left, separated by trees and bushes

Superhost

Home in Otis

4.94 out of 5 average rating, 144 reviews

Berkshires hideaway! Hikes & serenity near lake

Welcome to your light-filled home in the Berkshires. With a two-level wraparound deck & open floorplan, you can enjoy your time together, away from the world. Big spaces and cozy spots throughout. Perfect for families (with a swingset!) or getaways with friends. Otis Reservoir, MA's biggest lake, is nearby. Audubon preserve behind the house. Great, private home base for hiking, summer music/dance/theatre, trips to Kripalu or MassMOCA, skiing... or for going nowhere at all. Dogs OK! (note: fee)

Superhost

Home in Egremont

4.95 out of 5 average rating, 108 reviews

Bucolic Berkshires House

UNIQUE, bright, open space with a great kitchen and thoughtfully decorated. Near MANY exciting destinations such as skiing, cultural and arts destinations, vineyards, antiquing, you name it, in both the Berkshires and Hudson Valley. Located on an unpaved road and adjacent to a beautiful park and a nearby lake. There's so much to do, but if you'd prefer to take a more relaxed approach to your get-away then shop the wonderful local food stores and farms and enjoy cooking and our lovely house.

Superhost

Home in New Milford

4.88 out of 5 average rating, 188 reviews

Renovated, one level home in an excellent location

Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house has been recently renovated to maximize comfort and overall experience. Excellent location close to major stores, restaurants and at walking distance to Candlewood Lake and Candlewood Lake Point private beach. Highlights: Free WIFI, Roku TV with Youtube TV, towels & beach towels, bed linens, and a beautiful deck with dining table, propane grill, and patio furniture.

Guest favourite

Home in Sheffield

4.91 out of 5 average rating, 117 reviews

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

"238 Main" has two rentals. Only one rental is rented at a time. Rental #1 has 2 bedrooms, FULLY EQUIPPED KITCHEN and is SUPERCLEAN! (SEE THE 1 BEDROOM LISTING #2!) We are conveniently located between Butternut and Catamount ski stations. Fully renovated, large garden, private entrance, terrace and parking space. Queen size beds. High Speed WiFi. Bathroom has radiant floor heat, towel warmer, plush bathrobes, hairdryer and toiletries. We are in the heart of the Berkshires come visit!

Guest favourite

Cabin in Hillsdale

4.9 out of 5 average rating, 105 reviews

Secluded Mountain Getaway with Swimming Pond.

This is the perfect country getaway in a serene wooded setting yet close to town. Great for couples, solo adventurers, and families (with kids). A large deck and yard provide great views of the outdoors. This house is privately set but only a short walk to an inviting shared swim pond, meadow & trails. Area attractions include great hiking, skiing, restaurants, breweries, stores and markets. Near Great Barrington & Hudson and all the Berkshires and Hudson Valley have to offer.

Guest favourite

Home in New Fairfield

4.92 out of 5 average rating, 116 reviews

Beautiful Lakefront Retreat with Private Dock

Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. Kayak and paddleboard rental nearby. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you!

Guest favourite

Home in Litchfield

4.98 out of 5 average rating, 232 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

Cottage in Copake Falls

4.91 out of 5 average rating, 353 reviews

Beautiful cottage at the foot of the Birkshires

Come stay with us in our beautiful cozy cottage, on a small lot located in the heart of Copake Falls, walking distance to Taconic State Park. Enjoy great farm to table dining, ski the Berkshires (just under 10 minutes to Catamount Resort), hike to Bash Bish Falls, bike the Harlem Valley Rail Trail, and swim in the spring fed iron ore pit during the open season.

Top Guest favourite

Home in Egremont

4.98 out of 5 average rating, 135 reviews

A sunny, quiet chalet beautifully decorated.

Welcome to our modern and sunny chalet nestled in the woods. Located directly across the street from Catamount Mountain Resort for year-round fun. Numerous hiking trails nearby, and Great Barrington’s dining and shopping minutes away. Relax in style and comfort and make unforgettable memories with friends and family. Please not that we do not allow pets.

Guest favourite

Apartment in Carmel-by-the-Sea

4.87 out of 5 average rating, 296 reviews

Private space, with yard

A little bit country with a modern twist, the space provides comfortable sleeping for up to five guests with a queen bed, queen sofa, and an extra twin mattress (if requested). Has many kitchen amenities. You will have a private yard (table, chairs, and grill) plus 5 peaceful acres and short hiking trails to explore. Pet friendly for additional fee.

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What guests are saying

Farmington River Carriage House Pleasant Valley CT

4.89 out of 5 average rating, 97 reviews5 months ago

We had a beautiful, peaceful stay at Bruce and Cheryl's guest home. The space was perfect for my toddler to run around in the yard, the accomodations were cozy and quiet, and our hosts were very gracious. Bruce built us a fire in the fire pit overlooking the river one evening. It was incredibly beautiful! If you have an EV, there is a convenient Tesla charger on site. The property is only a short walk away from a state park with miles of hiking trails. We would definitely like to go back for another stay!

Guesthouse in Barkhamsted

What guests are saying

Cozy Candlewood Isle Cottage

4.81 out of 5 average rating, 77 reviews2 months ago

This was the perfect weekend getaway - the house is cozy and beautiful, the neighborhood was lovely, had incredible views and offered so much to see and do. The fireplace was amazing, great kitchen with everything you need and the host was highly communicative and helpful. I can't wait to return!

Home in New Fairfield

What guests are saying

"The Deck Views Were Breathtaking!"

4.96 out of 5 average rating, 48 reviews2 months ago

We had a wonderful stay. The home was perfect for our family ski vacation. We had plenty of space and the views out the back deck were breathtaking. The kitchen had absolutely everything we needed- even pizza pans that we had forgot to bring! The location was ideal for skiing. Less than 5 minutes and we were at the mountain. Lastly, it snowed a bit while we were there and we were impressed to see the driveway was plowed first thing in the morning. Overall, it was a great stay in a wonderful home.

Home in Hillsdale

What guests are saying

Town. Walk to the lake, enjoy all.

4.86 out of 5 average rating, 105 reviews8 months ago

I love this AirBnB and hope to use it again next time I am working in the area or visit with my husband and our baby. It is the perfect location if you want to be in the Sharon, Lakeville, Salisbury area. You can walk to a handful of great locations. Oh and the towels are oddly the softest I've ever felt! What's the secret?! We laughed about it all weekend. Beautiful, perfect spot! We have a brief check-in snafu/delay (I didn't receive the welcome info to sort out where the key was) but Pierce got us the information as soon as we connected. No other issues whatsoever, I absolutely recommend!

Apartment in Salisbury

What guests are saying

Cozy 2nd Floor Suite In Bethlehem CT

4.94 out of 5 average rating, 249 reviews3 months ago

Our Christmas stay at Janice’s was perfect! My partner and I needed a place to stay while visiting family for holidays. The suite was very clean and cozy. We really enjoyed the not one but TWO gas fireplaces! Janice also had a small artificial Christmas tree in the living room which made it so festive and the perfect place for us to rest and watch Christmas movies after days with family. The bed was comfortable and had four pillows with extras in the closet along with extra blankets, an iron and board. Janice was flexible with our check in time and very friendly. The only negative we could think of was that we’d love to have a full kitchen and the suite just has a kitchenette with mini fridge, microwave and toaster oven, but we knew that from the description and it was fine for a short stay. We’d love to stay here again. Really perfect for this trip.

Apartment in Bethlehem

What guests are saying

COZY GUESTHOUSE MINUTES AWAY FROM HIKING!

4.9 out of 5 average rating, 198 reviews2 months ago

Happy to be back at this lovely Airbnb! Clean and cozy as always with an extremely comfortable bed and sweet tub. Rochelle was instantly responsive when I reached out with an issue with the door lock when entering (due only to the very cold day). She gave us an easy tip and we were in in less than two minutes. This is a great place to stay.

Guesthouse in New Marlborough

What guests are saying

Bantam Lake Waterfront Retreat with Private Beach

4.87 out of 5 average rating, 149 reviews6 months ago

This Airbnb was truly better than the pictures. This lake house has its own private beach, is close to amazing eateries in Bantam and the house itself is modern and clean on the inside and is an amazing space to spend time. The deck and chairs as well as the fire pit and chairs on the beach make it all an amazing place to relax. Would stay again!!

Home in Morris

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