Family-friendly holiday rentals in Ridgefield

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Ridgefield family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Wading River
4.96 out of 5 average rating, 505 reviews

Your Zen Retreat

ChrisRating, 5 stars2 weeks ago
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!
Top Guest favourite
Apartment in New Paltz
4.97 out of 5 average rating, 545 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

StephenRating, 5 stars2 weeks ago
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!
Superhost
Home in Olivebridge
4.92 out of 5 average rating, 458 reviews

Mountain-Top Catskills Getaway Cabin w/hot tub

AmeliaRating, 5 stars1 month ago
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!
Guest favourite
Home in Rosendale
4.91 out of 5 average rating, 282 reviews

Hudson Valley Bali House Retreat

GuoruiRating, 5 stars4 months ago
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.
Top Guest favourite
Condo in Williamsburg
4.99 out of 5 average rating, 107 reviews

Charming SunDrenched Retreat w/ Pvt Backyard

AllexRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Cold Spring
4.95 out of 5 average rating, 324 reviews

Hilltop Hideaway Forest Villa on 13 acres!

RebeccaRating, 5 stars3 weeks ago
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!
Guest favourite
Farm stay in Kent
4.87 out of 5 average rating, 320 reviews

(°) The Wandering Peacock (°)

SusanRating, 5 stars1 day ago
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.
Guest favourite
Guesthouse in Beacon
4.94 out of 5 average rating, 400 reviews

Cozy Mountainside Suite - Minutes from Beacon

AnthonyRating, 5 stars2 weeks ago
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

Superhost
Farm stay in High Falls
4.86 out of 5 average rating, 948 reviews

Dave's Milk Barn

JordanRating, 5 stars2 weeks ago
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.
Superhost
Cabin in New Milford
4.84 out of 5 average rating, 136 reviews

A-Frame Cottage off Candlewood Lake

PaulRating, 5 stars1 month ago
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!
Top Guest favourite
Farm stay in Fort Montgomery
4.98 out of 5 average rating, 196 reviews

Secluded overlook cottage near West Point

SarahRating, 5 stars2 weeks ago
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!
Top Guest favourite
Cottage in Guilford
4.94 out of 5 average rating, 271 reviews

The Cottage at Indian Cove

TaraRating, 5 stars3 days ago
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.
Top Guest favourite
Home in New Paltz
4.97 out of 5 average rating, 753 reviews

Victorian Haven

JanetRating, 5 stars1 day ago
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!
Top Guest favourite
Farm stay in West Simsbury
4.96 out of 5 average rating, 488 reviews

Flamig Farm Staycation

ElenaRating, 5 stars1 day ago
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!
Top Guest favourite
Cottage in Fairfield
4.98 out of 5 average rating, 120 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

BriannaRating, 5 stars10 months ago
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.
Guest favourite
Cabin in Greenwood Lake
4.96 out of 5 average rating, 429 reviews

"Cabinessence" on Greenwood Lake, 60 mi from NYC

ShawnRating, 5 stars4 weeks ago
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

Top Guest favourite
Home in New Paltz
4.98 out of 5 average rating, 490 reviews

midcentury mod * POOL * walk out trail to mohonk

ArielRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars1 month ago
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!
Guest favourite
Guest suite in New Paltz
4.96 out of 5 average rating, 346 reviews

Majestic Studio with Shawangunk Mountain Views

MariaRating, 5 stars1 month ago
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!
Guest favourite
Cottage in West Orange
4.87 out of 5 average rating, 207 reviews

Cozy Pool Cottage

ToddRating, 5 stars5 days ago
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.
Guest favourite
Cottage in West Hurley
4.94 out of 5 average rating, 267 reviews

Woodstock Carriage House HotTub FirePit Pool

MaureenRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Glastonbury
4.9 out of 5 average rating, 439 reviews

Quiet 2 bed room apt w/ private entrance.

JoshRating, 5 stars1 month ago
Alice’s place was great! We’ll be back again for sure.
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 190 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

PaulRating, 5 stars6 days ago
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.
Guest favourite
Guest suite in Guilford
4.96 out of 5 average rating, 157 reviews

Bright, Cozy Apartment in Guilford

KarenRating, 5 stars8 months ago
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

Destinations to explore