Family-friendly vacation rentals in Cold Spring

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Cold Spring family-friendly rentals

Family-friendly home rentals with a hot tub

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 favorite
Farm stay in Kent
4.87 out of 5 average rating, 319 reviews

(°) The Wandering Peacock (°)

MikaylaRating, 5 stars4 days ago
Abigail is an incredible host. She is super accommodating and communicative. She is the sweetest and her home is incredible. This place is definitely worth it. Beautiful space and a wonderful experience.
Top guest favorite
Cottage in Highland Lakes
4.97 out of 5 average rating, 327 reviews

The Mountaintop Lakehouse that Time Forgot.

MaryBethRating, 5 stars3 weeks ago
Peaceful surroundings, beautiful lake, wonderful house and amazing hosts! Had an absolute ball kayaking, fishing, and enjoying nature. This was my second trip and can’t wait to go back again.
Guest favorite
Cabin in Livingston Manor
4.97 out of 5 average rating, 307 reviews

Experience The Zen House

BethRating, 5 stars4 days ago
We had such a great stay at Eugene’s place! The house was perfect for our group — spacious, comfortable, and full of fun things to do. We especially loved the private theatre, the hot tub, and especially the sauna — such a great touch! The volleyball net was a hit, and there were tons of games in the closet that kept us entertained. The kitchen was well-stocked and roomy enough for us to cook meals for our large group, and there were plenty of different areas to hang out in, everyone could find their own space to relax. The towels were plentiful (huge plus) and having access to the washer and dryer came in handy during our stay. Eugene was a fantastic host — super friendly, very responsive, and just really helpful all around. We also got to enjoy a few deer sightings right in the yard, which felt magical. We visited the nearby alpaca farm and did the Beer Mountain hike, which was a nice outing. All in all, a wonderful stay. Would absolutely come back. Thank you Eugene!
Guest favorite
Home in Cold Spring
4.91 out of 5 average rating, 258 reviews

1834 Farm House

MadelineRating, 5 stars1 month ago
We keep coming back to stay here because the house is so cool and has everything you could need! A great getaway outside of nyc anytime and we always recommend to others.
Guest favorite
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars3 weeks ago
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***
Top guest favorite
Cabin in Cochecton
5 out of 5 average rating, 133 reviews

Log Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods

RobRating, 5 stars4 months ago
Julie's place was the perfect winter getaway. The fireplace, hot tub and sauna warmed us and the very well-equipped kitchen enabled us to prepare great meals. The house was beautiful, with two living rooms for different activities and energy levels, a game room downstairs, a dining room with a large table and chairs, and comfortable furniture and beds throughout. Julie texted me to make sure that our every need was met. We had a snow and ice storm, and she had the driveway and walkways plowed, shoveled and sanded twice, and kept plenty of salt on-hand. We hope to return sometime in warmer weather so we can enjoy the pond, too.
Guest favorite
Home in High Falls
4.96 out of 5 average rating, 218 reviews

Clove Schoolhouse on Mohonk Preserve

PaulRating, 5 stars5 days ago
We had a nice time staying. It has a Well stocked kitchen. It is near to grocery and shopping in Stone Ridge. It has Great fireflies at night and a good view of the sunset.

Family- and pet-friendly home rentals

Top guest favorite
Cabin in Boiceville
4.98 out of 5 average rating, 511 reviews

Winston's Place - Woodland Cozy Catskills Cabin

IgorRating, 5 stars1 day ago
We had a really lovely stay at this cabin in Boiceville. It rained every day during our trip, but honestly, we didn’t mind—it made the space feel extra cozy. We spent our time relaxing indoors, reading, cooking, and just enjoying the slower pace. The cabin was clean, comfortable, and had everything we needed. It was tucked away enough to feel peaceful, but still a short drive to Esopus Creek and Phoenicia, which we enjoyed exploring when the rain let up. The host was helpful and easy to communicate with, and everything about the stay went smoothly. If you’re looking for a calm, quiet retreat in the Catskills—even on rainy days—this spot is a great pick.
Guest favorite
Home in Beacon
4.97 out of 5 average rating, 251 reviews

Mt hikes, city strolls river walks

Passang DolkarRating, 5 stars5 days ago
Anna place was very clean !!
Guest favorite
Cottage in Poughkeepsie
4.91 out of 5 average rating, 355 reviews

Be in Nature at this Gorgeous Riverfront Cabin

AaryaRating, 5 stars3 days ago
We loved the place, it was a beautiful home with lots of light and accessible green space. It was perfect for a short getaway. It’s a short drive from nearby towns and was very easy to find based on the directions. Mark was a responsive and accommodating host and we had a wonderful time in his airbnb.
Top guest favorite
Farm stay in Fort Montgomery
4.98 out of 5 average rating, 196 reviews

Secluded overlook cottage near West Point

SarahRating, 5 stars1 week 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 favorite
Chalet in Cragsmoor
5 out of 5 average rating, 242 reviews

Scandinavian-Style Chalet with Scenic Views

VikromRating, 5 stars3 weeks ago
Beautiful chalet with even better views - perfect for a calm and peaceful get away from the city, near hiking trails and 7 min from town for restaurants, had a great weekend and hope to be back soon
Guest favorite
Cabin in Greenwood Lake
4.96 out of 5 average rating, 428 reviews

"Cabinessence" on Greenwood Lake, 60 mi from NYC

Maire Rating, 5 stars1 month ago
“Cabinesse” host (s), clearly care about their cabin and their guest. The cabin is sparkly clean and comfortable. The lake views are beautiful. The host is responsive and very helpful. We followed some suggestions from the guest book, such as a visit to Warwick, Bellvale Farms Creamery for amazing ice cream and Appalachian Pochuck Boardwalk Trail. We also tried the Bellvale Market (everything made there; amazing food) and hiked the Sterling Lake Loop (4.2 miles). Amazing unplug! Highly recommended.
Superhost
Cabin in Maplecrest
4.96 out of 5 average rating, 230 reviews

The Cabin - Ski House near Windham

KseniaRating, 5 stars3 weeks ago
We had an amazing time! Danielle and Ely were very accommodating and went out of their way to make our stay special. They answered all our questions, helped us book a table at Matilda, and even surprised us with complimentary wine. It was so thoughtful!
Top guest favorite
Cabin in Boiceville
4.95 out of 5 average rating, 244 reviews

Catskills Mountain River Dream House

JosephRating, 5 stars2 weeks ago
Robert is a genuinely friendly and accommodating host. He was super excited to give us a tour once we arrived. He was also thoughtful enough to leave a little something for us as my wife and I went for our wedding anniversary. If you like a home in the mountains with an artistic flair and beautiful gardens, this place will blow your mind.

Family-friendly home rentals with a pool

Top guest favorite
Barn in Bethel
4.98 out of 5 average rating, 237 reviews

Escape to a Restored New England Antique Milk Barn

GavinRating, 5 stars3 weeks ago
My girlfriend and I had a great stay here. The place was cozy, well-equipped, and perfect for a relaxing getaway. The outdoor area was the true highlight — from the spacious patio to the beautifully maintained landscaping, the property felt peaceful and private. There’s also a pool that looked amazing, even though we couldn’t enjoy it due to the weather. We had some trouble during check-in after a delayed flight and arrived around midnight, but the property owners were just a phone call away and quickly helped us get settled, which we really appreciated. Overall, it was a great experience and we’d absolutely recommend this spot to anyone looking for a quiet, scenic place to unwind.
Guest favorite
Cabin in Swan Lake
4.83 out of 5 average rating, 202 reviews

Stunning Mountain Cabin w/ Pool & Hot Tub

NickolasRating, 5 stars1 month ago
This A-frame escape was exactly what I needed — the perfect break from the city. The place is beautifully designed, cozy, and filled with thoughtful touches. The jacuzzi was absolutely incredible, especially under the stars at night, and the A-frame structure made the whole stay feel like a peaceful retreat.
Superhost
Home in Bushkill
4.83 out of 5 average rating, 130 reviews

Lakefront, Hot Tub, Pool, Beach, Boats, Pickleball

SophiaRating, 5 stars1 week ago
We loved this place and would recommend to everyone! Jennifer and Jose were so kind and communicative and so helpful! It was such a beautiful place and we would definitely book again! Thank you for everything!!!
Guest favorite
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 favorite
Condo in Vernon Township
4.95 out of 5 average rating, 191 reviews

Comfy Studio at Mountain Creek Resort

LaurieRating, 5 stars1 week ago
This is a beautiful place. Second time we’ve stayed there and I would like to come again next year!
Guest favorite
Condo in Vernon Township
4.94 out of 5 average rating, 848 reviews

Appalachian Lodge Top Floor w/views

LaurenRating, 5 stars1 week ago
I enjoyed my stay here! Gorgeous condo with an absolutely breathtaking view. Decided to stay here for my friends wedding and it couldn’t have been a more perfect spot. Thank you to Paul and family for allowing me to stay at your home.
Guest favorite
Cottage in Woodstock
4.81 out of 5 average rating, 116 reviews

Woodstock Mountain Cottage w/ Pool

DinaRating, 5 stars1 week ago
We had an amazing stay at the cottage! It's modern and thoughtfully designed, but still feels cozy and inviting. It’s tucked away in a peaceful spot surrounded by trees, yet only a 3-minute drive from town. You feel totally removed and relaxed, but everything you need is right nearby. I worked remotely for part of the trip, and the setup was perfect. There’s a dedicated desk with a view of the mountains, and the Wi-Fi was fast and reliable. Natural light poured into the cottage through the skylights. It was spotless and comfortable. The bed and linens were top notch, water pressure was great and hot—little details that make a difference. The pool was a highlight. It’s heated, with plenty of loungers and umbrellas, and it felt totally private and calm. We ended up spending an entire day out there just soaking it in. The hosts were lovely. They were helpful when we needed them, but also gave us complete privacy. We’d absolutely come back and highly recommend this place to anyone!
Superhost
Home in Hudson
4.93 out of 5 average rating, 244 reviews

Casa Luna Country Retreat with Pool, Hudson, NY

JakeRating, 5 stars9 months ago
Amazing amazing for a birthday weekend. Good proximity to Hudson while still feeling in the woods. So clean and cozy.

Quick stats about vacation rentals that are family-friendly in Cold Spring

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$25,117 GYD before taxes and fees

  • Total number of reviews

    2K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore