Kid-friendly holiday rentals in Dutchess County

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Popular amenities for Dutchess County family-friendly rentals

Kid-friendly house rentals

Superhost
Home in Hyde Park
4.89 out of 5 average rating, 511 reviews

Cozy ranch near FDR Historical Site

RachelRating, 5 stars1 week ago
The house was absolutely beautiful and exactly what we needed for a quick overnight trip. Much more welcoming than a hotel! Cynthia was prompt with communication and we will definitely stay with her again in the future.
Guest favourite
Home in Pawling
5 out of 5 average rating, 221 reviews

Hobbit House of Pawling

LeanneRating, 5 stars3 weeks ago
Nestled on a quiet road, you’ll find your little hobbit hole. This property is beautiful. Cozy and comforting. If you’re a fan of the LOTR, then I highly suggest staying here. It has everything you need and amazing attention to detail and the series. Your adventure awaits!
Superhost
Home in Milton
4.75 out of 5 average rating, 177 reviews

Historic 1 BR Family Home Near Buttermilk Falls

GlenRating, 5 stars1 month ago
Traveled back to this area for several New Year’s celebrations. Extremely convenient to Buttermilk Falls Farms and nearby restaurants. Will stay here again in the future.
Guest favourite
Home in Beacon
4.91 out of 5 average rating, 93 reviews

Beacon 2BR house w/ backyard, easy walk to main st

LauraRating, 5 stars1 month ago
Great stay - excellent location, everything we needed, very good heating and easy comms. Hope to return
Guest favourite
Home in Millbrook
5 out of 5 average rating, 108 reviews

Stunning Views, Light and Open - The Beech House

AmyRating, 5 stars2 months ago
Sarah and Jonathan- We enjoyed a lovely weekend at The Beech House! The home was so cozy and in a beautiful setting. We looked forward to sipping our tea each morning while admiring the view of the snow-capped Catskill Mountains. Also - appreciated the mid-mod aesthetic and all the natural light pouring into the main level kitchen, lounge and dining spaces! And as Texans - it was a real treat to spend time in the snow 🥰. We will definitely look for more reasons to visit Millbrook and stay at The Beech House again. Thank you! Amy and Ray
Superhost
Home in Saugerties
4.77 out of 5 average rating, 180 reviews

Gorgeous country hideout with views close to all ✨

LawandRating, 5 stars1 month ago
Absolutely gorgeous space !! Bessie was kind enough to let me have a nice family dinner for my birthday
Guest favourite
Home in Cold Spring
4.91 out of 5 average rating, 253 reviews

1834 Farm House

NathanRating, 5 stars4 months ago
I chose this lovely home to host a teacher training gathering for a few days after a conference in the area. It was a perfect size for our small group. The barn acted as a nice meeting space, and felt spacious with the big doors open! The home is tucked away on some beautiful land, with a waterfall and a pond in walking distance. Cool art all around and eclectic furniture. Would highly recommend!
Guest favourite
Home in Saugerties
4.98 out of 5 average rating, 86 reviews

Victorian of the Village 4BR Private Home

KymianRating, 5 stars3 months ago
The 5 of us, plus a little dog thoroughly enjoyed our 4-night stay at this super spacious, clean, and well-stocked house. The house is within walking distance to the shops and restaurants in town. We’d definitely recommend this place to anyone looking for a convenient and comfortable stay in the area!

Family-friendly apartment rentals

Guest favourite
Flat in Kingston
4.97 out of 5 average rating, 153 reviews

Lovely 1 bedroom apt. with free parking in Rondout

TedRating, 5 stars1 month ago
Really nice stay. The place was comfortable, clean, and well-designed. Enjoyed cooking in the kitchen, playing pool, and exploring the town. Chris was so helpful and responsive all throughout. Thank you!
Guest favourite
Flat in Poughkeepsie
4.94 out of 5 average rating, 333 reviews

3 Bdrm. Near Hudson Valley Colleges & Attractions

LindaRating, 5 stars1 month ago
Very cute place! Clean and very worth the price. Would stay again!
Superhost
Flat in Beacon
4.83 out of 5 average rating, 641 reviews

Top Floor 2BR - Just Renovated!

MatanRating, 5 stars2 weeks ago
Graham was super responsive. Initially I was worried as the apartment is located on a busy road, but there were no noise problem and the space behind the building was beautiful
Guest favourite
Flat in Tivoli
4.85 out of 5 average rating, 221 reviews

Ground Floor Apartment on Hudson River

OliviaRating, 5 stars2 months ago
A home away from home. A lovely stay as always.
Guest favourite
Flat in Wappingers Falls
5 out of 5 average rating, 204 reviews

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

ChristopherRating, 5 stars1 month ago
Ann Marie was incredible, and so was the space! It was clean, freshly stocked with anything we could possibly need, and Ann Marie was incredibly attentive and communcative. She left absolutely no stone unturned and was available if we needed anything at all - she even came out while I was cleaning snow off of my car to give me a better brush to make that easier as well. I've stayed at a number of Bnb's in the last few years and I can honestly say this is one of the best experiences I've ever had. If you're looking to stay in the Hudson Valley/Beacon area, I cannot recommend staying here enough, you won't regret it. Thank you so much for making our stay so enjoyable!
Guest favourite
Flat in Verbank
4.96 out of 5 average rating, 137 reviews

Large, private apartment in scenic Hudson Valley

EstebanRating, 5 stars3 weeks ago
David & Trish provided a quiet and peaceful area to stay in over the weekend. They were very responsive and warm and made sure we had everything we needed. The coupon provided for the local winery was much appreciated and we made sure to check it out! If I am back in the area I would like to stay here again if it is available.
Superhost
Flat in Rhinebeck
4.76 out of 5 average rating, 206 reviews

Rhinebeck Village Apartment

RayRating, 5 stars1 month ago
Vicky’s place was great. Close to town and it has a great back yard. Would definitely stay again in the future.
Guest favourite
Flat in Rhinebeck
4.89 out of 5 average rating, 283 reviews

Getaway or Artist's Retreat w/In-Unit Laundry

JulieRating, 5 stars3 months ago
I've been staying at Susan's every year, for the past 5 years. It feels like a home away from home, cozy, peaceful, great location, and Susan is the perfect host. I always look forward to staying here!

Family-friendly apartment rentals

Guest favourite
Apartment in Beacon
4.98 out of 5 average rating, 163 reviews

Stylish Private Studio 1 block from Main St Beacon

DeirdreRating, 5 stars3 weeks ago
Excellent instructions, great neighborhood, adorable and cozy studio. Andrea's place was quiet and comfortable. We would stay again..
Guest favourite
Apartment in Beacon
4.99 out of 5 average rating, 559 reviews

Rustic Spa Retreat

JulieRating, 5 stars1 day ago
Great cozy little spot for a getaway in Beacon! Lots of great amenities, such as an espresso machine, steam shower, amazing tub. Felt very much like a spa getaway! Close enough to the main drag in Beacon to walk, but in a very quiet/serene neighborhood. Would love to come back!
Apartment in Fishkill
5 out of 5 average rating, 5 reviews

Fishkill Living

ThelmaRating, 5 stars10 months ago
This was a great stay, from beginning to end. The apartment is clean, comfortable and in such a great location right off Main Street, yet in a very peaceful and quiet area. Tim could not have been more helpful and accommodating, which was very much appreciated. Five stars all the way!
Guest favourite
Private room in Saugerties
4.87 out of 5 average rating, 167 reviews

Hudson Valley Hiker’s Loft-Private Room Queen Bed

Raul N Rose Rating, 5 stars1 week ago
Henry & Jorge's place was just perfect. My wife & I loved the elevated deck. it was so relaxing hanging out while listening to music. We felt so free at their place. Never in a thousand years would a Hotel let you play music on their deck to hang out. Thank you guys for a memorable Valentines day at your cozy home away from home...
Guest favourite
Apartment in Poughkeepsie
4.97 out of 5 average rating, 288 reviews

Spacious and stylish entire one bedroom apartment.

JohanaRating, 5 stars1 month ago
I had a great stay at Michelle’s place. Everything was clean, it had all the amenities you need for a short stay. Description and photos match the place. Michelle’s was attentive and responsive every time i reached out to her.
Guest favourite
Apartment in Rhinebeck
4.91 out of 5 average rating, 114 reviews

Private Studio Close to Downtown Rhinebeck

VictoriaRating, 5 stars2 weeks ago
Lovely place to stay, clean and well equipped. Great to have milk and cereal provided for breakfast. I was visiting my son at Bard college and it was a good location for that. I hope to stay again another year, thank you

Destinations to explore