
Family-friendly holiday rentals in Sharon
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Top-rated family-friendly rentals in Sharon
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Popular amenities for Sharon family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Home in Woods w/ Hot Tub 10 Miles to Hudson
A quiet private property located close to amenities, the city of Hudson, and nature. It is a beautiful and comfortable home filled with creative and tangible care. We enjoyed cooking in the kitchen and spending time on the property over a long weekend stay.

Rhinebeck Home with an amazing outdoor space+H/tub
Loved this house! We have stayed in many places all over the world for both business and pleasure. This was a business trip. House was great, location was great. It was cold and rainy so we didn’t get to enjoy the porch, deck or hot tub . Even without these amenities we totally enjoyed the house. Hoping to stay again next time we are in the area. We are in Rhinebeck twice a year for the antiques show in the Fairgrounds . Instructions on house were easy to understand and concise. Great job guys!

Cozy Mountainside Suite - Minutes from Beacon
My fiancé and I stayed at Lambs hill to celebrate our anniversary. We had the most wonderful time. The views are breathtaking. The wrap around deck with jacuzzi and hammock made our stay calming and serene. I loved seeing the horses and donkeys throughout the day. They made the experience even more special and unique. Charlotte was super responsive and accommodating. We took cabs to Main Street at night for dinner and drinks and it was so close and convenient. I left my heart in lambs hill and can’t wait to return one day.

Container Cabin in the Catskills (Field)
Porter & Sara run an amazing cabin. Their container cabins are well equipped for a fun, romantic stay. The layout of the cabin lends itself to a warm welcome and the positioning of the couch, bed, and table make perfect use of the landscape - all facing the beautiful pristine meadow that hosts a ton of wonderful sights including deer, flowers and interesting insects! One thing that stood out was the lack of mosquitoes. Given the clearing and the amount of other wildlife, we were pleasantly surprised how comfortable it was to stay outside and not worry about being eaten alive. There are plenty of lounging accommodations, from nicely kept hammocks, to comfortable lounging chairs to a lovely hot tub . The low lights outside make the hot tub and patio a fun place to hang all night. When getting into bed, you’re greeted by the beautiful stary night. It was amazing to lay down and feel like we were all alone in the woods. We will absolutely be coming back for another romantic adventure.

Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Really nothing negative to say. We appreciate all extra personal touch the hosts left for us. I wish all ABNB locations had the same care and attention to detail for their guests.

Mountain View Retreat
Linda is such a great host! She is SUPER organized from the very beginning giving us clear instructions about the check in, the rules at the house, leaving printed version of all of that in different sides of the house, and even to the way she organized and provided everything we ever needed at that house. And the house itself is soooo gorgeous and peaceful I felt right at home. The only flaw is that it has bad reception in the area since it is surrounded by woods. But Linda provided us with strong wifi in the house, so I guess that settled it.

The City Farmers Upstate. Farm house with hot tub
We loved staying at Anat’s gorgeous home. We’ve been in many spots in the HRV and even Columbia County, but this stood out for being so tranquil and for having such lovely grounds. We enjoyed the Copake Hillsdale Farmers Market and a great meals at Local 111 and Zinneas. Cooking at the house was a breeze and there were more than enough beds and living spaces for our two families to feel so comfortable. Hot tub was lovely! We can’t wait to return.

Escape in the Catskills w/hottub
I stayed for a long weekend with my boyfriend & dog and Mary's place was perfect! The house is very spacious and comfortable and well-stocked. The deck has an amazing view and we loved going in the hot tub after hiking. I would 100% recommend this place and hope that I am able to come back in the future!
Family- and pet-friendly home rentals

Ground Floor Apartment on Hudson River
Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack

Hudson Valley Cottage
This was so charming & cozy, while also being conveniently close to nature nails & downtown Woodstock. We thoroughly enjoyed our stay & would recommend!

A-Frame Cottage off Candlewood Lake
Emily and Carol were wonderful hosts. They were responsive to our questions and provided great recommendations. Sitting on the balcony with the view of the trees and the lake beyond was tranquil. The living area is cozily furnished and both the fireplace and tv were easy to use. The nearby community beach was fun to visit and an added benefit of the stay. Great location with plenty of good food and small town charm!

Secluded Post-And-Beam Retreat
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.

Rhinebeck Village Apartment
This place is tiny and wondrous! So well-thought out and decorated, it is comfy and tasteful, clean and beautiful. The large trees and bubbling creek were magical and I walked through the town many times a day to get coffee or dinner or to look at the history of the area just blocks away. It is a partially below ground space with two windows. It stays cool and has fans if needed. You can hear the tenants upstairs as it is a shared house which was fine by me. It is rural ish so you hear the birds constantly and see the trees swaying but also bugs live in the country, so they coexist with you. It is a dreamy place at the edge of town.
Flamig Farm Staycation
I was apprehensive about not staying in a hotel but this turned out perfect! Saved money not only on the space but also on food as we had access to a full kitchen and a grill. Being able to run a load of laundry meant less we had to pack and less to do when we came back home. All the staff at the farm was friendly, knowledgeable and welcoming. This was such a different experience for our family. The kids loved being about to feed and pet the animals on the farm, and even got to collect chicken eggs! They enjoyed having more space than they would have in a hotel and reading the books and playing the games available. The binders of local things to do/places to eat were so nice to have and everything was labeled well with instructions, such as the grill and dishwasher. We felt at home and secluded at the farm yet still able to do all the tourist things. We visited both Boston and NYC which are both about 2½hr drive. Also drove up the Six Flags New England. 10/10 would recommend!

Sunny Berkshire Studio Apartment
Spacious and comfortable one bedroom + studio, lots of natural light, serene atmosphere, we had a great stay and would be love to visit again

Lakefront Cottage near Hudson Valley
My husband and I had a wonderful weekend trip at Tony’s lakeside cabin to celebrate our anniversary. The setting was idyllic, and the cabin was cozy and comfortable. We loved waking up to the beautiful view of the lake! Tony was a friendly and helpful host, and the whole weekend went very smoothly, from check in to check out. We would definitely come back!
Family-friendly home rentals with a pool

Daydream Mountain Art-Chateau | Hot Tub & Pool
We had a magical weekend away and our stay was everything we hoped it would be, and more. Olia was incredibly responsive, friendly, and all around wonderful to connect with. The house was a magical time capsule holding the best of energy and a glimpse into the 70s - so fun. The pool and patio were awesome, with open and friendly spaces inside too, all made for the best of entertaining spaces. We could not have asked for a better weekend away, and we cannot wait to plan our next trip! Thank you!

Escape to a Restored New England Antique Milk Barn
My girlfriend and I had a great stay here. The place was cozy, well-equipped, and perfect for a relaxing getaway. The outdoor area was the true highlight — from the spacious patio to the beautifully maintained landscaping, the property felt peaceful and private. There’s also a pool that looked amazing, even though we couldn’t enjoy it due to the weather. We had some trouble during check-in after a delayed flight and arrived around midnight, but the property owners were just a phone call away and quickly helped us get settled, which we really appreciated. Overall, it was a great experience and we’d absolutely recommend this spot to anyone looking for a quiet, scenic place to unwind.

Private Hudson Valley Country Retreat
We were absolutely charmed by this stunning house, surrounded by breathtaking nature and offering incredible views—especially over the lake. Every corner is filled with character and warmth, making it feel like a true hidden gem. A huge thank-you to our wonderful host Sandy, who was incredibly thoughtful and proactive throughout our stay. We couldn’t have asked for a better experience. We’ll be back without a doubt!

Spacious Staycation near HITS & the Hudson
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!

Pool House
The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!

Bluestone Escape - Where everyone is at home.
Billy and Rhobin were so helpful and easy to communicate with. The house was so comfortable and peaceful. The property was lovely! 5 Stars all around! Thank you for a fantastic stay!

Modern Barn on 12 acres w Sauna, FirePit+swimming
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

5BR close to Village | Diamond Mills | HITS | Pool
Beautiful country home, SUPERB location, large grounds with a beautiful pool, and communicative and kind host. We had a wonderful stay.
Quick stats about holiday rentals that are family-friendly in Sharon
Total rentals
50 properties
Nightly prices starting at
$183 NZD before taxes and fees
Total number of reviews
2.1K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
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- Hunter Mountain
- Yale University
- Six Flags New England
- Minnewaska State Park Preserve
- TPC River Highlands
- Thunder Ridge Ski Area
- Bushnell Park
- Jiminy Peak Mountain Resort
- Taconic State Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Brownstone Adventure Sports Park
- Brotherhood, America's Oldest Winery
- The Connecticut Golf Club
- Norman Rockwell Museum
- Yale University Art Gallery
- Sleeping Giant State Park
- Dinosaur State Park
- Mohawk Mountain Ski Area