Kid-friendly holiday rentals in Dutchess County

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Dutchess County family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Wappingers Falls
4.76 out of 5 average rating, 110 reviews

Ideal for students and those who travel for work.

JessicaRating, 5 stars2 months ago
Overall a perfect place to crash for a night or two when in the area. It was quiet and clean. Our only issue was the bed- it’s very soft so of that’s not for you, you may not get a good night’s rest. But mainly the sides are somewhat sloped so I would start to fall toward the floor unless I pushed myself way back into the center. This may not be an issue for a single person, but for two it was. Otherwise a great spot!
Guest favourite
Home in Hyde Park
4.89 out of 5 average rating, 528 reviews

Cozy ranch near FDR Historical Site

LeslieRating, 5 stars1 week ago
Cynthia was quick to respond to questions I sent. House was nicely appointed, with a good selection of hot and cold beverage choices and snacks. Beds and pillows were comfortable and the house is roomy enough for four adults to stay comfortably. Proximity to National Park sites was unbeatable.
Guest favourite
Home in Stormville
4.94 out of 5 average rating, 180 reviews

Private Hudson Valley Country Retreat

KeerthiRating, 5 stars2 weeks ago
Our second time here. Great spot for our family of 4, and Sandy is very responsive
Guest favourite
Home in Staatsburg
4.97 out of 5 average rating, 119 reviews

Welcome to Your Hudson Valley Escape

LynnRating, 5 stars1 week ago
My girlfriends and I had a lovely stay at Mary & Jeff’s house. It is a gorgeous home and the craftsmanship to remodel the home is seen in every room. It is a bright, open home that is so relaxing to spend a long weekend there. 10-15 min drive to Rhinebeck. I’d highly recommend this gorgeous home and property for a Hudson Valley getaway! Everything about this stay was easy and relaxing!
Guest favourite
Home in Carmel Hamlet
4.92 out of 5 average rating, 189 reviews

Lux Bungalow on the Lake

PattiRating, 5 stars2 days ago
This was a few nights getaway with my two adult daughters. The house is adorable, neat and cozy. The beds were very comfortable. Felt right at home. We did a little kayaking on the lake, which was beautiful. The weather wasn’t perfect, but we made the best of it and enjoyed each other’s company. The neighborhood was very quaint. We took a walk around the lake. Nicole was very responsive whenever I messaged her. We felt very comfortable being there. I would highly recommend this home.
Top guest favourite
Home in Staatsburg
4.98 out of 5 average rating, 113 reviews

3BR/3BA Renovated Retreat w/ Firepit By Rhinebeck

CynthiaRating, 5 stars5 days ago
This is a lovely house, which is much larger on the inside than it appears from the outside. It would be perfect for a family or a girls weekend or a few couples. Marisa was very responsive when we had any questions.
Top guest favourite
Home in Millbrook
5 out of 5 average rating, 115 reviews

Stunning Views, Light and Open - The Beech House

BobbiRating, 5 stars3 weeks ago
We lived in the Hudson Valley before retiring to Maine. For the past 4 years, Sarah and Jonathan’s home has provided the perfect spot for return visits with family and friends and a comfortable place away from home. The house is tastefully decorated and provides all that we require for an extended stay. The kitchen is well appointed with utensils, dishware, pans, and a large assortment of appliances. A special feature in the home is the lower level room with a huge wrap-around couch, large screen tv and toys for the kids. In addition, the grounds are beautiful. The outside deck allows for time to enjoy the gorgeous view and the large yard is fun for romps with our little Havanese. Being close to the town is an added bonus: The Tribute Gardens, Marona’s Market, the little French restaurant (Cafe Les Beaux), Stewart’s for ice cream, The Merritt Bookstore + Toystore, various antique shops are places we frequent. Innisfree Gardens and Dover Stone Church are nearby. We love it here!
Guest favourite
Home in Hyde Park
4.97 out of 5 average rating, 113 reviews

Cozy Historic Piersaull House - Charming & Quirky!

CynthiaRating, 5 stars2 weeks ago
This house is exactly as described, comfortable, cozy and has everything you need for a great visit. The bedrooms were so comfortable. Our weather wasn’t the best so we were disappointed we could not use the outdoor fire pit. There was no parking in the front because there was always cars there so we did have to park quite far up the road, but that’s not any fault of the owners. I would highly recommend this if you are visiting the area Marist, the CIA or Vassar, it’s a great option instead of an overpriced hotel. Highly recommend!

Family-friendly apartment rentals

Superhost
Flat in Beacon
4.85 out of 5 average rating, 599 reviews

Newly Restored 2BR

EmmaRating, 5 stars2 weeks ago
Graham's 2-bedroom apartment within walking distance to downtown Beacon was perfect for a quick weekend getaway from the city for our family of 3. The apartment was exactly as pictured, and was very stylish and spotless. The location was quiet and we were not bothered by any road noise at night. We enjoyed walking into town on the railroad tracks for dinner and breakfast. Will definitely try to book again when in the area.
Guest favourite
Flat in Poughkeepsie
4.94 out of 5 average rating, 350 reviews

3 Bdrm. Near Hudson Valley Colleges & Attractions

LizRating, 5 stars5 days ago
Really cute place, one of those that is actually better in person than in the posting! Very spacious and lovely place that hits the balance of modern comfort and honoring the old beauty of the high ceilings, molding, etc. super easy experience and great for our reunion weekend. Thank you!
Guest favourite
Flat in Dover Plains
4.96 out of 5 average rating, 156 reviews

*The Ridge House*

LauraRating, 5 stars5 days ago
We had a great time at The Ridge House! The property was gorgeous, and the creek is even more stunning in person. The apartment was clean, fresh, and felt very cozy. The kitchen was well stocked to make a meal. Instructions were clear and we had no logistical issues. Thanks for great stay!
Guest favourite
Flat in Salt Point
4.84 out of 5 average rating, 174 reviews

Arcady - Modern, 1br cottage

BenjaminRating, 5 stars3 weeks ago
We spent a peaceful five days relaxing in the beautiful surroundings of this cabin. Steven graciously accepted our last minute reservation and also our request to extend our stay since we were having such a lovely time. No one was staying in the main house while we were there so we had the grounds to ourselves. The cabin itself is spotless and minimalist, with everything you need to cook in the modern kitchen or grill outside. We stayed with our pup and enjoyed walking him five minutes down the road to explore the town park (we had it to ourselves in mid-May but imagine it’s much busier during the summer). WiFi is super fast and we were able to work remotely without issue.
Top guest favourite
Flat in Rhinebeck
4.96 out of 5 average rating, 491 reviews

Cozy private apartment in Rhinebeck Village

BethRating, 5 stars4 days ago
We loved our stay at Frank's place - the house is so cosy and characterful, and the location is beautiful. It's a really easy walk to the shops and restaurants of lovely Rhinebeck. The small balcony around the back was a very nice surprise. Frank is a really friendly and helpful host and has equipped the apartment so well. Thanks for a great stay!
Top guest favourite
Flat in Wappingers Falls
5 out of 5 average rating, 210 reviews

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

JoleneRating, 5 stars2 weeks ago
We had a wonderful stay! The place was spotless and incredibly well-prepared. The host went above and beyond—there was a bottle of wine and a charcuterie board waiting for us when we arrived, which was such a thoughtful touch. She truly thought of everything we might need, from toiletries to kitchen essentials, including a variety of snacks/breakfast items, coffee and teas. It made our stay comfortable, relaxing and stress-free. Highly recommend and would definitely stay again!
Top guest favourite
Flat in Marlboro Township
4.99 out of 5 average rating, 154 reviews

Cozy Hudson Valley Retreat | 1800s Farmhouse

NatalieRating, 5 stars1 month ago
Our group went on a hiking trip to Beacon, and this was a nice stay, though about 20+ minutes to town. But we didn't mind the drive! It felt very safe and the second floor of the farmhouse was a peaceful retreat! The hosts were super responsive. The house was clean, beds were very comfortable, and the house was full of books and character! You can tell the hosts put a lot of love in decorating, making each space feel thought through and unique. The 2.5 bathrooms was nice for our group of 4 ladies! Thanks again!
Superhost
Flat in Kingston
4.9 out of 5 average rating, 191 reviews

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

TaraRating, 5 stars3 weeks ago
This place was great. Super simple check in/check out. Louis was great with communications. Great location and everything was clean. Would def recommend and/or stay again.

Family-friendly apartment rentals

Top guest favourite
Apartment in Poughkeepsie
4.97 out of 5 average rating, 304 reviews

Spacious and stylish entire one bedroom apartment.

MatthewRating, 5 stars3 weeks ago
Michelle’s place was wonderful, an awesome deal for its quality and how close it was to downtown. Extremely clean, and Michelle actively checked in to ensure the stay was going well. Would definitely recommend.
Top guest favourite
Apartment in Beacon
4.99 out of 5 average rating, 582 reviews

Rustic Spa Retreat

MelissaRating, 5 stars5 days ago
Dan’s place is cozy, comfortable and just minutes away from Mt. Beacon in one direction and ten minutes away from Main Street in the other direction. The kitchen is stocked with cooking essentials, though there are so many delicious restaurants nearby- the best of both worlds! The bed was extremely comfortable and the jetted bathtub was a huge bonus. I genuinely relaxed there, which is a rarity for me. Thanks so much, Dan!
Superhost
Apartment in Kingston
4.91 out of 5 average rating, 144 reviews

Cozy & walking distance to cafés *spring avails*

JananiRating, 5 stars2 months ago
Cozy apartment, walking distance from the water front. Had a great weekend getaway.
Guest favourite
Private room in Saugerties
4.88 out of 5 average rating, 183 reviews

Hudson Valley Hiker’s Loft-Private Room Queen Bed

KristinRating, 5 stars1 week ago
I had a great stay! Super comfortable bed, room had everything I needed, and the AC unit kept my room very comfortable on the 90 degree day! Henry & Jorge were both very kind and easy to be around. If you're looking for a comfy bed in a comfortable space, this is perfect!

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