Family-friendly vacation rentals in Milford

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Milford family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in Jewett
4.93 out of 5 average rating, 178 reviews

Mountain house w/ Scandinavian BBQ hut Spa & more!

LisaRating, 5 stars1 day ago
We had a lovely long weekend with our 20 year old daughters and our dog. We celebrated a birthday and midsummer and really relaxed. The house was comfortable, clean and offered an relaxing environment. The Sauna, hot tub and She Shed were fan favorites with our family! Highly recommend for a family of 4-6.
Guest favorite
Home in Windham
4.88 out of 5 average rating, 136 reviews

Catskills Retreat: Hot Tub | Fireplace | Firepit

LukeRating, 5 stars4 months ago
Absolutely amazing place and experience. Everything about the place was great and the communication and service was the best. We received 5 inches of snow on our last night and they even had the driveway all plowed for us first thing in the morning. That was a very pleasant surprise. Highly recommend!!
Guest favorite
Cabin in Gilboa
4.89 out of 5 average rating, 183 reviews

Catskills Retreat - hot tub, views, summer avails

MelissaRating, 5 stars2 weeks ago
We went for a quick weekend getaway with our two dogs and absolutely loved William and Liz’s home, we didn’t want to leave!! I loved the privacy, how peaceful it was, and of course the views! Our dogs enjoyed all the free space to run as well. We unfortunately had a lot of rain when we stayed, causing our tour of howes cavern to be canceled due to flash flooding. We were rescheduled which affected our check out time, but they were so sweet and offered us to check out whenever we liked and even offered us an extra night to stay! (We wish we could have). It was a wonderful weekend getaway and we all can’t wait to go back! :)
Guest favorite
Chalet in Jewett
4.97 out of 5 average rating, 182 reviews

Private Catskills Home w. Hot Tub, near Ski Mnt

Gina-LouiseRating, 5 stars4 months ago
Great place that was clean, comfortable and cozy. There were excellent instructions for everything and my family loved the hot tub!
Guest favorite
Home in Highmount
4.81 out of 5 average rating, 143 reviews

Beautiful Catskills Retreat 3 mins from Belleayre

TamaraRating, 5 stars4 weeks ago
Actually, the photos of this place do not do it justice at all. This property is incredible! It was everything (and more!) of what we were looking for. A long holiday weekend very well spent in a clean, extremely well kept, and cozy place hidden in a beautiful forest. The hosts were top-notch! Incredibly helpful and super responsive. We would love to visit again!
Top guest favorite
Home in Canajoharie
4.92 out of 5 average rating, 164 reviews

2 homes on large private mountain views getaway

MustafaRating, 5 stars3 weeks ago
Had an amazing time staying at the property! The views are breathtaking and space is something you have to see for yourself! We had a small wedding of 50 people and amos accommodated us completely! We will never forget our stay! I would give this a 1 million star if I could!!
Superhost
Cabin in Jewett
4.91 out of 5 average rating, 277 reviews

The Barnhouse - Ski House near Hunter and Windham

AngieRating, 5 stars1 day ago
The Barnhouse was very beautiful and cozy! Comfortably sleeps 8 with enough bathrooms for all to share. We especially loved all the plants and how easy it was to entertain a group of 8. The only qualms we had were the shower in the master bedroom and that there were quite a few lights out around the house which was especially challenging in the kitchen.
Superhost
Townhouse in Windham
4.93 out of 5 average rating, 121 reviews

Red Fox TH & Spa tub, Onsite golf & workout gym

JoshRating, 5 stars4 months ago
The place was amazing and featured everything we were looking for. Tammy and Ed were super hosts and made the stay extremely enjoyable. We would stay here again.

Family- and pet-friendly home rentals

Top guest favorite
Tiny home in Shandaken
4.87 out of 5 average rating, 190 reviews

Cute Cabin with Great Mountain Views

ChrisRating, 5 stars1 day ago
We had the best time staying at this cozy cottage, very comfortable with an awesome view! Kitchen had everything we would need. Great hospitality from Wayne and Renee! We can’t wait to come back again soon
Top guest favorite
Home in South Kortright
4.99 out of 5 average rating, 108 reviews

⭐A Secluded Schoolhouse Stay⭐

ZachRating, 5 stars8 months ago
We were looking for a quiet family getaway while visiting family in the area - this was the perfect place. The surrounding area was gorgeous, surrounded by fall leaves with a nearby lake to take in. Robert was a generous and responsive host - would absolutely recommend!
Guest favorite
Apartment in Gilbertsville
4.87 out of 5 average rating, 233 reviews

Signature Quilt Bed and Breakfast

AmandaRating, 5 stars4 weeks ago
Cheri’s place is spacious, clean, and comfortable. I got in later than expected and was greeted by homemade pumpkin bread! If you stay, be sure to check out the bakery across the street.
Guest favorite
Cottage in Cooperstown
4.9 out of 5 average rating, 110 reviews

StarField Cottage-Cooperstown Dreams Park Escape!!

PeterRating, 5 stars6 months ago
Our second stay here and it once again was the perfect place to spend a few days in Cooperstown. You're close to everything in the village plus you can literally walk out the door and into the woods for that amazing hike to Star Field.
Top guest favorite
Bungalow in Margaretville
4.87 out of 5 average rating, 115 reviews

Tranquil Paradise With Lake Views

ZoeRating, 5 stars1 week ago
It's a magical location with a beautiful forest and reservoir view.
Guest favorite
Cabin in Bovina Center
4.9 out of 5 average rating, 361 reviews

Brushland's Owl Nest

GeorgiaRating, 5 stars2 months ago
This place exceeded my expectations! Truely stunning, the interior is so beautiful - you can tell how much thought went into styling this cabin. So peaceful and well maintained. Beds comfortable, large garden and great kitchen amenities. Sohail was super responsive and I can’t wait to return!
Superhost
Cabin in Conesville
4.87 out of 5 average rating, 167 reviews

Cozy mountain hideaway - Catskills Windham

AndreaRating, 5 stars6 months ago
Robert and Sandra were so helpful in making sure we were able to get the experience we were hoping for. The cabin is beautiful and we enjoyed looking through the photos of its construction. It was clean, comfortable, and very private.
Top guest favorite
Cabin in Bloomville
4.95 out of 5 average rating, 138 reviews

The Shack

DustinRating, 5 stars8 months ago
This was perfect. Atop a field in the middle of nowhere we had what seemed like the world to ourselves. With amazing views all around and fields to walk thru and explore, this was just what we needed to unplug. We will be back.

Family-friendly home rentals with a pool

Condo in Windham
4.67 out of 5 average rating, 117 reviews

Windham Condo

AlisonRating, 5 stars8 months ago
We had an amazing stay at Kristen’s condo with our family—my husband, our toddler, and our dog. The location was perfect—secluded and peaceful, but still close to hiking trails and charming small towns. The condo was cozy, clean, and well-equipped with everything we needed for a relaxing weekend. Kristen was responsive and helpful, making our stay even better. Highly recommend for a family getaway!
Superhost
Cabin in Walton
4.83 out of 5 average rating, 132 reviews

Catskills Cabin Off the Grid Experience

MichaelRating, 5 stars20 months ago
Had a great time at the cozy cabin. It's a cabin but still has some nice amenities. Location is somewhat close to road, you can hear occasional cars go by. Still, back by the pond it feels like being away from it all. I had a blast hiking local trails and enjoying the foliage.
Superhost
Townhouse in Hunter
4.66 out of 5 average rating, 35 reviews

Spacious Mountainview Townhouse

BrianRating, 5 stars10 months ago
The townhouse was perfect for a summer weekend getaway with the guys! It had the perfect layout, with plenty of space for everyone to comfortably cook, eat, sleep and relax while enjoying the gorgeous views of Hunter Mountain. Kitchen was stocked with all the cookware one could desire. Having two full bathrooms was extremely great, even given the downstairs one’s smaller size. And having two patios/balconies to take in the views of the mountain was amazing. The split heating/cooling units worked as hoped in all of the bedrooms and the beds were all comfortable and clean. The multiple bins of DVDs, along with the board games, were a fun and fantastic addition to the space. I would highly recommend staying here and would do it again in a heartbeat!
Top guest favorite
Cabin in Mount Upton
4.94 out of 5 average rating, 101 reviews

Log Cabin in the Country

JusticeRating, 5 stars8 months ago
This was a absolute gem of an Airbnb. The location was everything my wife and I imagine for our kids to grow up in one day. The plot of land the home sat on was one from a fairytale. Melody was a great host. We will 100% be back to this location.
Guesthouse in Delhi
5 out of 5 average rating, 30 reviews

11646 Guest Loft

TrevorRating, 5 stars9 months ago
Jeri was a fantastic host to my girlfriend and I! She was very friendly and responsive, and her loft was very cozy, clean, and spacious! Highly recommend for anyone looking for a peaceful getaway to Delaware County!
Home in Morris
4.83 out of 5 average rating, 42 reviews

Walnut Ridge

MeaghanRating, 5 stars1 week ago
We booked the house for its distance to Cooperstown. And it was just as far as he advertised and well worth the few extra moments to the Dream Park. He accommodated us with a very early check in of 3am the day of. And I only texted at 2am with the request. I was shocked that he even responded, let alone met us at the house to let us in and give us a “midnight” tour. It was extremely accommodating and welcoming. He did charge a small fee, as expected of course. Then I got to tour this beautiful, historic, huge, full of love home. The amount of different rooms each filled with a colorful chapter in a fabulous novel you don’t want to put down. I was blown away. Everything he describes was accurate. The a/c upstairs only. But honestly, Tom told is to leave the windows downstairs open at night and it provides such a beautiful breeze and keeps the house warm during the day. I wish to come back next year and just not leave the house other than to hike and go in the pool. Wildlife amazing too
Superhost
Townhouse in Windham
4.84 out of 5 average rating, 199 reviews

Redwood Retreat in Windham - Pool! Tennis!

DawnRating, 5 stars3 months ago
My family stayed here for a weekend trip to Windham. The location to the ski area was very close, only 6 minutes away. There were plenty of nearby restaurants, markets, and coffee. The house is clean and cozy and perfect for a family of 4 or 5.
Guest favorite
Cabin in Prattsville
4.83 out of 5 average rating, 172 reviews

Private Waterfront w/Swimming, Boats & Floats+

KRating, 5 stars3 weeks ago
This comfortable, cozy, magical piece of Catskill paradise was the perfect place to gather to mourn the loss of my father and make some new family memories for a lifetime. Photography is a hobby of mine and the picturesque landscape allowed me to get lost in my passion. We cooked all our meals together in the well-appointed kitchen, challenged each other in the PacMan arcade game and cuddled up together to watch the stars shine and a movie on the comfy couch. We took long walks and met two local farm horses grazing freely in the local fields. The wonderful host was very accommodating and fast to respond. We loved her thorough recommendations for local dining, fun activities and nearby shopping. Book this cabin in the Catskills! You will not be disappointed! We will be back! ". . . there are deeper gorges, greater streams and higher mountains but in no other place is the combination so blended into a harmony so perfect as to form such tempting bits for the camera or the brush.”

Destinations to explore