Family-friendly holiday rentals in Goshen

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Goshen family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Litchfield
4.96 out of 5 average rating, 95 reviews

Home in historic Litchfield village

JessicaRating, 5 stars5 months ago
Jeannine’s home was an absolute gem! We had our annual girls weekend here and felt right at home. The house was so cozy and warm yet had ample space for me and the girls to sit and chat together. We loved that the house was lived in with family photos and mementos around, rather than being sterile like many other bnbs we’ve stayed in. There was also so much to do in the surrounding area! I would definitely recommend this stay :)
Top guest favourite
Home in Craryville
4.98 out of 5 average rating, 217 reviews

Modern Home in Woods w/ Hot Tub 10 Miles to Hudson

LeahRating, 5 stars3 days ago
A beautiful, cozy, very well-stocked home. Remote enough to feel like you're in the country but in proximity to so many great activities on offer in Copake and Hudson. A special place. We had a wonderful stay.
Guest favourite
Bungalow in Easthampton
4.92 out of 5 average rating, 494 reviews

The Creation Station

SpencerRating, 5 stars2 weeks ago
We love the creation station! We stayed for one night and it simply wasn’t enough! What a cool and magical property. Inside is quite a trip. Surround sound for your listening pleasure, huge projection screen for watching tv. Comfortable beds, and the place was well kept up and clean. Outside is magical at night and the hot tub was just perfect after a long day. John was super nice and very helpful. We will certainly be back for some more fun. Highly recommend this place you will not be disappointed. Peace & Love: Spencer and Julie
Guest favourite
Farm stay in Kent
4.87 out of 5 average rating, 310 reviews

(°) The Wandering Peacock (°)

AlyssaRating, 5 stars3 days ago
I went for my boyfriends 25th birthday it was absolutely stunning from all of the art everywhere in the house and outside! We stayed in the sauna from when we got there till late at night it was an absolutely wonderful experience even just for a night!
Top guest favourite
Home in Ancramdale
4.94 out of 5 average rating, 142 reviews

Unwind in the country, stargaze in hot tub

OliviaRating, 5 stars2 months ago
What a gorgeous stay. My partner and I celebrated our five year anniversary here and each detail was perfect. The home is wonderfully curated, with stunning art, decor, puzzles, plates, you name it! And by the window, the feeders attract all kinds of birds that I’ve never seen so up close. Woodpeckers, cardinals, chickadees. You hardly need the TV, it’s so entertaining. The place is spotless and serene. And Rosy is so responsive while giving you complete privacy! You can tell she really cares about the experience she provides. If you’re looking to stay in an artfully cozy home, this is the place.
Top guest favourite
Home in Colebrook
4.99 out of 5 average rating, 221 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

JoshuaRating, 5 stars1 week ago
This is at least our 4th time staying at what we call "The Farm" and it is our favorite getaway! We even got my brother to drive 1.5 hours out of his way on his family trip to Boston so he could check it out. A rare gem!
Superhost
Home in Roxbury
5 out of 5 average rating, 10 reviews

Zoom In Map To 5*Roxbury "Painter Hill" PoshPadsCT

AnneRating, 5 stars10 months ago
Cannot thank Stephen enough for taking care of us after a major mess up. We were able to get in and relax and enjoy. So grateful for all he did for us on a graduation weekend.
Top guest favourite
Home in Goshen
4.91 out of 5 average rating, 66 reviews

Charming farmhouse retreat with post-hike hot-tub

JamieRating, 5 stars3 weeks ago
What a great relaxing couple of nights. If you are looking to get away from it all- this is a perfect place. 8 minute drive to cute coffee shop and local restaurants. Very quiet area. The house was cozy. I booked a last minute stay and felt I was accommodated to the best of her ability. The home is adorable with a lot of character.

Family- and pet-friendly home rentals

Guest favourite
Cottage in Middlefield
4.92 out of 5 average rating, 245 reviews

Lake Beseck cottage

NicoleRating, 5 stars3 months ago
Was the perfect little get away for us. And it was nice to find a place that accommodated the dogs so well. We appreciated being able to get to places easily but at the same time have a peaceful place to return to.
Guest favourite
Home in Great Barrington
4.94 out of 5 average rating, 126 reviews

The Hideaway: Berkshire Home - village of Egremont

LeahRating, 5 stars3 months ago
This was the second time staying in this house with another family. Can't beat the convenient location to local mountains for skiing. House is spacious and plenty of room for two families of 4. Shiyrah is friendly and communicative.
Guest favourite
Home in Feeding Hills
4.89 out of 5 average rating, 965 reviews

Farm Fresh Feeding Hills

RichardRating, 5 stars2 weeks ago
The close-up view of farm animals and cooking farm fresh eggs were most pleasant and enjoyable for our 3 nights in the country. We were there during an April cold spell and enjoyed the warm and cozy nights indoors. Very comfortable bed linens were especially pleasing for a great night's sleep.
Guest favourite
Cottage in Craryville
4.91 out of 5 average rating, 524 reviews

Columbia County Getaway - Raspberry Ridge Cottage

Alvaro L.Rating, 5 stars2 weeks ago
The place is ideal, even if the weather isn't great the house is really spacious and cozy. Laurence and Ilze were communicative and very sweet, would love to come back!
Superhost
Cabin in New Milford
4.83 out of 5 average rating, 133 reviews

A-Frame Cottage off Candlewood Lake

TimothyRating, 5 stars2 months ago
Great place to be snowed in for the long Presidents’ Day weekend
Superhost
Home in Ancram
4.8 out of 5 average rating, 112 reviews

Secluded Post-And-Beam Retreat

SarahRating, 5 stars2 months ago
A lovely house in a private location. Our kids loved the games, watching movies on the projector, and watching deer from the window. The kitchen was well equipped and everything was comfortable.
Guest favourite
Home in Warren
4.94 out of 5 average rating, 108 reviews

Litchfield County Getaway

DemianRating, 5 stars4 months ago
Was in the area to visit family and this was a perfect location for me. Had just what my family needed to have a great weekend
Top guest favourite
Home in Millbrook
5 out of 5 average rating, 112 reviews

Stunning Views, Light and Open - The Beech House

KorneliaRating, 5 stars1 week ago
We had the most peaceful and rejuvenating stay here! The views were absolutely breathtaking — waking up to such natural beauty each morning was pure bliss. The entire place had a calming, serene atmosphere that made it so easy to unwind and truly relax. My pup loved the large yard. What made the stay even more special were the thoughtful little gifts left for us — such a sweet and personal touch that really made us feel welcome and cared for. Highly recommend for anyone looking to escape, recharge, and soak in some stunning scenery. Can’t wait to come back! Thanks again Sarah and Jonathan

Family-friendly home rentals with a pool

Home in Copake
4.8 out of 5 average rating, 15 reviews

Vacation Home w/Pool Near Copake Lake/Berkshires

JeremyRating, 5 stars33 months ago
Our family thoroughly enjoyed our stay at Amy's house. The house itself has a great layout, is clean and has a very well stocked kitchen for those interested in cooking or baking. The saltwater pool was magnificent. It was warm, clean and tended to by both a pool attendant and the pool company during our stay. The location could not be better. Just down the street from Copake Lake and Marina and close to local organic markets and other enjoyable country living places. We love this house and will definitely be back to Amy's!
Guest favourite
Home in Stormville
4.94 out of 5 average rating, 178 reviews

Private Hudson Valley Country Retreat

MarkRating, 5 stars4 months ago
Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back
Top guest favourite
Home in Cheshire
5 out of 5 average rating, 132 reviews

Pool House

MelissaRating, 5 stars3 months ago
This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.
Superhost
Apartment in Farmington
4.81 out of 5 average rating, 53 reviews

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

DenisRating, 5 stars5 months ago
Felt right at home, check in was very easy, beautiful place, very friendly enjoyed his place thinking to coming back again my business send me to Connecticut! Thank you!
Top guest favourite
Cabin in Red Hook
4.96 out of 5 average rating, 348 reviews

Modern Upstate Cabin, near Rhinebeck NY

RichRating, 5 stars3 days ago
Tina’s place is fabulous. The modern decor and architecture is beautiful. The location is peaceful and the fenced in yard was amazing; our dog loved roaming around and exploring. The outdoor space is great for grilling and sitting around the fire pit. We especially loved the kitchen. It is fully appointed and the kitchen island is incredible for prep and serving. The washer dryer combo was an excellent touch and we were able to do a couple of quick washes so that everything was clean and ready to unpack at home. Saving the best for last; the soaker tub in the master bedroom is luxurious and relaxing. Thank you, Tina. We can’t wait to visit again soon.
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 185 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

TessaRating, 5 stars1 week ago
This wonderful antique home is in a Beautiful spot in the heart of Litchfield CT, and a delight early spring when the fields of daffodils awake! This unique 1793 house has a great view & sunset, fireplace, simple spa/gym making it a gem even when the pool is closed. Nearby the town with lots to offer and local farms for food shopping too. What’s not to love 💛 Bonus is a great host offering a home that is in touch with the realities of rentals, pets and people -not picky, precious or punitive. Happy to recommend and return! Thank you Elizabeth!
Guest favourite
Cottage in Dover Plains
5 out of 5 average rating, 16 reviews

Charming Country House

KatieRating, 5 stars2 weeks ago
Ileana was great with getting back to questions we had and making sure that we were able to get into the place seamlessly. It was the perfect weekend get away.
Superhost
Home in Hillsdale
4.62 out of 5 average rating, 47 reviews

JP Dorr Historic with Pool Hillsdale NY

LeahRating, 5 stars8 months ago
Lisa had a beautiful and historic home! She was an attentive host who answered any questions promptly. My family and I enjoyed a wonderful and relaxing week.

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