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

Your Zen Retreat
We had an event nearby and Brian’s place was a great base for us. Lovely and peaceful neighborhood. Brian was super responsive and reached out to us when the house was ready(before the official check-in time). Would def recommend to anyone!

Relaxing Spa Retreat~Gorgeous View~Walk to Village
Such a perfect location for a weekend in new paltz and the views from the patio/hot tub are absolutely spectacular. Ami was a great host!

Mountain-Top Catskills Getaway Cabin w/hot tub
We had a wonderful time at this place for our mini moon. It was relaxing, beautifully decorated, well stocked with everything you need! The hosts were very responsive. We would stay here again in a heartbeat! For anyone coming from NYC we stoped at Pho Tibet in New Paltz for lunch on the way home and the food was amazing!

Hudson Valley Bali House Retreat
Great Airbnb, I would highly recommend. I appreciate the flexibility on the check in and check out times. The kitchen was very well stocked as well.

Charming SunDrenched Retreat w/ Pvt Backyard
Anthony is the best host I’ve ever had! So friendly, welcoming, and super responsive. He has clearly poured ample love and care into the space—it is immaculate, stylish, well-equipped, and truly an easy Williamsburg oasis!

Hilltop Hideaway Forest Villa on 13 acres!
My family of 8 adults needed a place to stay near a wedding at Glynwood. This wonderful spot was minutes away from the farm and town. The number of bedrooms and bathrooms gave everyone the privacy desired while the well equipped kitchen and living rooms had plenty of space for gathering. The house and land are beautiful, including the trail. Paula was easy to communicate with and my whole family felt comfortable and happy with the spot. Highly recommend!

(°) The Wandering Peacock (°)
Abagail was very helpful in getting settled. The house is full of interesting antiques and paintings. There was a wonderful view of the Litchfield Hills and a lot to do outside. It is rustic but it has every convenience of home. Great shower. Must have been a barn but now it is a museum of Art Nueveau treasures and stained glass. Very peaceful and slept great.

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.
Family- and pet-friendly home rentals

Dave's Milk Barn
It’s a really sweet location on a working organic farm. The stairs to get to the loft are definitely for the agile, but otherwise it’s a nice little lay-out.

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 overlook cottage near West Point
Really enjoyed our stay at this peaceful farm. The location was very convenient to Bear Mountain State Park / the Appalachian Trail. The sound of the frogs at the nearby pond and the friendly horses really make this place a gem. Would highly recommend for a relaxing getaway!

The Cottage at Indian Cove
This was a lovely cottage and location, part of a private beach community, on a very quiet road, with partial views of the Long Island Sound. Gail was thoughtful to put out a nice welcome basket and some cold sodas and bottle water in the fridge. Perfect spot for two to three people. Close to Guilford main green, dock and nearby Stony Creek and Madison. We didn't make use of the bikes and kayaks bc it rained in the mornings, but we enjoyed one of the two beach just a few minute walk away. Jacob's cove area is a gem.

Victorian Haven
We have stayed at Erik's place 4 or 5 times now. It's perfect, has everything you need. It is centrally located to surrounding towns. Erik and his parents are very friendly and always responsive. I highly recommend staying there!
Flamig Farm Staycation
The Farm stay is a must see if you have kids. Ours (3 and 5 yrs old) loved the petting zoo, playground and having access to the animals before and after the petting zoo actually opens. The space is comfortable and well-appointed. Julia also arranged for us to collect eggs in the morning, which my kids loved. There's a lot to do in the area, including hiking, swimming, nice restaurants, etc. We'll definitely want to go back to the area even without the kids to enjoy some of the nicer restaurants and longer hikes. We'll be back!

Charming Fairfield Beach 3BR Cottage By The Sea
We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.

"Cabinessence" on Greenwood Lake, 60 mi from NYC
This place is like heaven!! Charming and beautiful views of Greenwood Lake. The beds were super comfortable and the place was well equipped with everything you could need. Great communication with our hosts. Highly recommend this place!!
Family-friendly home rentals with a pool

midcentury mod * POOL * walk out trail to mohonk
This is a lovely house very close to New Paltz. We had a nice long weekend with the kids and loved spending time in the pool. Susan was a great host. No complaints!

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!

Majestic Studio with Shawangunk Mountain Views
Loved this little studio! If you’re doing anything at Mohonk preserve (we did Rock the Ridge), it’s minutes away from Testimonial Gateway and Ulster County Fairground. New Paltz is just down the road with stores, cafes, and more. The apartment is cozy but functional and the kitchen is setup well. Perfect for 2 people, couple or friends. Bonus — I rented an EV and was stressing about getting it charged but Franky offered to let me charge it overnight, which was a life saver!

Cozy Pool Cottage
The place worked perfectly for what I had needed. Travel a lot for work, and this time my wife and son came to visit for a few days of the stay. Host was very nice and helped us with accommodations and recomendations of local eateries. Very much enjoyed our time here, would stay again.

Woodstock Carriage House HotTub FirePit Pool
Three friends met at this beautiful carriage house with the feel of a French chalet! We stayed two nights with varied weather conditions. The house, grounds and location was perfect. Hot tub was used and so relaxing. The surroundings were beautiful and peaceful. The host, Diane was very helpful and friendly. What host makes scones each morning and delivers them warm?! Visited the Ashokan Reservoir trail, Opus 40, and Woodstock. Recommend this home highly. You won’t be disappointed!

Quiet 2 bed room apt w/ private entrance.
Alice’s place was great! We’ll be back again for sure.

Stunning Views, Bucolic Bliss in 1790s Farmhouse
We really enjoyed our time at Elizabeth Jane's place. The home is spacious and quaint, with nice furnishings, a tasteful colonial feel and easy access to downtown Litchfield and the Berkshires. The bucolic setting is lovely - scenic, relaxing and peaceful.

Bright, Cozy Apartment in Guilford
The home was absolutely gorgeous and peaceful. It's exactly as described but even more spacious than I expected. They put a lot into making guests feel welcome, including prompt communication, a quick walk through to explain where things are, numerous suggestions for the surrounding area, and even a tray of welcome cookies! I came for a 50k trail race, so the hot tub was a perfect added bonus. I HIGHLY suggest booking this property, and I'll definitely be back to spend some time at the beach.
Quick stats about holiday rentals that are family-friendly in Ridgefield
Total rentals
30 properties
Nightly prices starting at
$150 NZD before taxes and fees
Total number of reviews
730 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Yale University
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art
- Astoria Park