
Family-friendly holiday rentals in Shelton
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Shelton
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Popular amenities for Shelton family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Penthouse Minutes to Yale
Great location. Easy check in and out.

Home in historic Litchfield village
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 :)

Your Zen Retreat
This getaway was very last minute and there was huge importance on it because I needed some time away and because I had never booked an Airbnb before. I wanted to make sure that my family and I were able to be someplace peaceful and have a really good time and Brian’s home provided just that. The stay was so much more than we expected and Brian was absolutely amazing. He’s super responsive and accommodating. Hoping to stay here again in the near future!

ShrinkMapToBestTown Washington Senff5BR PoshPadSCT
We had an absolutely wonderful time at Stephen’s house! my brother came with his 3 kids and they had so much fun that they didn’t want to leave. There were plenty of activities to keep them entertained, and the pool was perfect. The grill and outdoor space provided exactly what we needed for some enjoyable family time. It was a perfect trip that truly felt good for the soul!

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
Victoria's place was wonderful! It was spacious and comfortable and gave our family plenty of room to spread out and enjoy our visit. Victoria was a very responsive host and made check in and check out stress free and easy! There was ample parking for our cars and the house was private - it was the "house behind the house" so we weren't subject to busy traffic noise on the street. (Got a little confusing for DoorDash drivers but we worked it out :D). I will book this same place next time I am up for an extended weekend with the family. Highly recommend!

(°) The Wandering Peacock (°)
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!

1ST FLR APT Your private resort, now FAMILY-ized!
It was great. Everything was the complete opposite of what I expected

Mattituck Dream House - Summer Rental Opportunity
What an incredible place! Best location! Hot tub is wonderful! Neighborhood is so quiet! The house was perfect for our group of 7! Comfy beds! Fully stocked house! We will be back next year for sure!!! Amazing times with my friends at this house!! Thank you!!
Family- and pet-friendly home rentals

On the Park: 3 RM Apt. w/kit. in historic house
Noel was an incredibly gracious and friendly host, providing us with everything we needed for a great stay in her apartment. The apartment itself is so cozy; we particularly enjoyed the library room and exploring the hundreds of titles Noel keeps there. I would recommend Noel’s apartment to anyone that is making a trip to New Haven.

The Palm Tree Extended Stay
Viviana's place was the perfect stay. It was incredibly clean and included everything you could need. We traveled with our 1-year-old and there was a pack-n-play already setup for him. We felt safe, welcome, and really enjoyed our stay. We appreciated the private entrance, private parking, and clear/detailed instructions. I cannot recommend it more.

Quaint duplex + pvt yard. Walk to town & beach!
I had an amazing stay at this Airbnb! Henri was incredibly responsive and made sure all of my questions were answered promptly, which made the whole process seamless and stress-free. The home itself was spotless, well-maintained, and had everything we needed for a comfortable stay. It was spacious and thoughtfully stocked with all the essentials, from kitchen items to fresh linens. I felt right at home from the moment I arrived. Highly recommend this place if you're looking for a welcoming, comfortable, and well-equipped spot to stay!

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Jonathan's place is great. It is historic while having all the modern convenience. Jonathan was a great communicator prior to arrival and with local recommendations once we were there. We had a great experience.

The Farmhouse Estate Apartment
The place is wonderful, had a great cozy stay, the beds are comfortable. Would recommend if you’re looking for a place that’s close by all the restaurants and attractions.

Lakefront Country Oasis
Margie’s place is an amazing hidden gem. The inside is very clean and comfortable. The outside is an experience of its own. The lake will drop your blood pressure immediately. Gorgeous surroundings. The dogs are friendly and lovable. We will be back! 👍🏼

Purple Button Factory Sleeps 6 Walk to Town Green
The Button Factory is adorable. It is an old home though and the neighborhood is definitely boggy so it’s got a few quirks but neat to spend time in the house with so much history. I wish there were pictures of what it was like when it was the button factory and the name of the company and any historical artifacts. Thank you for your hospitality!

3 bedroom near Wesleyan, downtown
Very nice place and location is amazing. We were grateful that our host provide some basic amenities - coffee, shampoo and condtuoner, etc. Made our visit easy and very pleasant. Thank you!
Family-friendly home rentals with a pool

Escape to a Restored New England Antique Milk Barn
We had an amazing stay at Sally’s place in Bethel! My fiancé and I visited CT for the first time to celebrate my birthday and go to a convention nearby. This cottage was perfect for the two of us. The host was very responsive and accommodating as well! The cottage was in pristine condition, the house manual was very easy to follow, the recommendations were great, the scenery was out of a movie, and my favorite part was the hot tub in our restroom which was perfect after a long day! We had a great time and would love to come back again! Thanks for your hospitality Sally! ☺️

Spacious Studio Apartment- near SBU
Gaby’s place was clean and comfortable! She is very kind and it was exactly what we needed for the week. Her check in instructions and directions were thorough and the home is in a beautiful area. Already have our next stay booked :)

Pool House
Truly home sweet home. Just walk in and relax. Fully stocked kitchen including milk, eggs, butter and pastries so no need to rush out to go grocery shopping. Convenient to New Haven yet completely quiet neighborhood for resting and taking walks.

Garden Level Suite with Beautiful Pool
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA
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!

1856 Trading House close to water
The space is adorable, and we loved the history of the rental and the community. The location was perfect for us—close to everything and secluded all at the same time. Also Jeff is an amazing host and made us feel welcome/at home. The next time we have to head to NY for a family visit we will definitely try to stay here again.

Stunning Views, Bucolic Bliss in 1790s Farmhouse
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!

Quiet 2 bed room apt w/ private entrance.
The location was great and a nice place to walk. Lots of stuff to see and do that’s not far away. We would come again.
Quick stats about holiday rentals that are family-friendly in Shelton
Total rentals
30 properties
Nightly prices starting at
£22 before taxes and fees
Total number of reviews
1.3K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Yale University
- Dunewood
- Cooper's Beach, Southampton
- Quotonset Beach
- Robert Moses State Park
- Shinnecock Hills Golf Club
- Giants Neck Beach
- Woodmont Beach
- Walnut Public Beach
- Rye Town Beach
- TPC River Highlands
- Clinton Town Beach
- Bethpage State Park
- Seaside Beach
- Jennings Beach
- Thunder Ridge Ski Area
- Copiague Beach
- Marvin Beach
- Attawan Beach
- Sunken Meadow State Park
- Robert Moses State Park Field 2
- Connetquot River State Park Preserve
- Outer Beach at Smith Point County Park
- Rockland Lake State Park