Family-friendly holiday rentals in Crawford

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Popular amenities for Crawford family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Bearsville
4.92 out of 5 average rating, 134 reviews

Secluded Artist's Retreat with Hot tub

DavidRating, 5 stars2 months ago
We had an amazing stay! The setting was absolutely beautiful, with stunning views and a peaceful atmosphere. The space was impeccably clean, which made our stay even more enjoyable. One of the highlights was the hot tub – it was the perfect way to unwind after a day of exploring. The host was incredibly responsive and saved us with a last-minute booking, which we are so grateful for. We couldn’t have asked for a better experience. Highly recommend!
Guest favourite
Home in Rhinebeck
4.91 out of 5 average rating, 228 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

MichelleRating, 5 stars2 months ago
House was spotlessly and thoughtfully decorated. The bed was comfortable and hot tub was absolutely phenomenal. Skylights let in beautiful natural light for reading and relaxing. Michael and Enrique were proactive about reaching out beforehand with the house information and we really, really enjoyed our stay. We're not used to baseboard heating so some of the noise from the heating surprised us, but that's to be expected with any place that's not your home. Would gladly stay here again.
Superhost
Home in Olivebridge
4.92 out of 5 average rating, 451 reviews

Mountain-Top Catskills Getaway Cabin w/hot tub

JenniferRating, 5 stars3 weeks ago
The house was lovely just as advertised. It was nice to get away into the woods and enjoy the hot tub.
Superhost
Cabin in Swan Lake
4.83 out of 5 average rating, 199 reviews

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

SarahRating, 5 stars2 days ago
Beautiful cabin, particularly liked the huge windows to watch the sunset and hawks swooping by, the wood-burning stove and the hot tub! Anna was very helpful when the power very briefly went off. Lots of towels and everything you could need in the kitchen. Had a great stay!
Superhost
Home in Chichester
4.87 out of 5 average rating, 141 reviews

Make it your home away from home

HungRating, 5 stars1 month ago
I had a great time at Tracy’s place. The house was really new (much better than the photos). Location was amazing!
Guest favourite
Cottage in North Branch
4.94 out of 5 average rating, 133 reviews

Renovated Country Cottage w/ Hot Tub & View

AndreRating, 5 stars1 day ago
Gorgeous house, super clean and tidy inside, with comfy and modern furniture. The hot tub was fantastic, make sure you turn off the lights so you can see the stars! The only other heads up I’ll give is that the way to get in is through the back entrance! We tried the front door for like 5 minutes until the electronic lock blocked us from continuing haha. Great location to get away from the city for a weekend and go hiking. Lots of great trails really close by.
Top guest favourite
Home in Saugerties
4.96 out of 5 average rating, 163 reviews

Lux 1800's renovated farmhouse w/hot tub+pool

PaulRating, 5 stars2 months ago
Loved the house. Kitchen is great. Awesome living room with very comfortable couch and fireplace. Bedrooms perfect. Hot tub was perfect. Original Nintendo system upstairs was fun. Went skiing at Hunter which is 20-25 min away. Woodstock 15 min away. Really a great place. Jaime was responsive, friendly and helpful.
Top guest favourite
Cabin in Cochecton
5 out of 5 average rating, 132 reviews

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

RobRating, 5 stars3 weeks 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.

Family- and pet-friendly home rentals

Guest favourite
Home in Mount Tremper
4.9 out of 5 average rating, 220 reviews

Stunning Modern Barn minutes from Woodstock 21N195

ShirleyRating, 5 stars1 week ago
John and Lizz's place was the perfect blend of spacious yet also cozy, with many of the rooms leading to the open main living room with lots of light. It was the perfect place to spend time with a larger family or group of friends. The beds were comfortable, and everything was clean when we got there. Would definitely stay again when in the area!
Guest favourite
Cottage in Willow
4.86 out of 5 average rating, 249 reviews

Peace Cottage

Melissa (Missy)Rating, 5 stars2 weeks ago
We thoroughly enjoyed our brief stay at the Peace Cottage! This stand-alone house is dog-friendly and perfectly appointed. There are two bedrooms at opposite sides of the house and a bed in the living room. The yard is great for pups. Host is communicative, friendly, and accommodating. Very quiet, great heat and hot water. Check out The Pines a few minutes down the road for dinner. Thank you for hosting us! We would love to come back for a longer stay!
Guest favourite
Home in Bearsville
4.93 out of 5 average rating, 227 reviews

A Cozy’s Woodstock Getaway Home

AlexRating, 5 stars3 weeks ago
You feel secluded and private - everything you need to stay in - but also minutes from Woodstock and great restaurants. Beautiful views! Very romantic vibes, especially in the winter. The host was super helpful with communication about the weather. We got lots of snow and ice while there, and they made sure the steep driveway was well plowed and sanded for our departure.
Top guest favourite
Home in Saugerties
4.97 out of 5 average rating, 127 reviews

Welcome to Malden Manor, in a prime location!

OrionRating, 5 stars1 month ago
Lovely place in Saugerties, close to lots of great hiking and restaurants.
Superhost
Home in Wallkill
4.87 out of 5 average rating, 167 reviews

Wallkill Inn

LauraRating, 5 stars6 months ago
I am so glad that I found Yvonne's place. It was perfect for my group. Clean, tons of beds, laundry facilities, and a great kitchen that enabled 9 or so of us to cook dinner for a group of 20. We were so thrilled to learn there was a propane grill with propane in it, ready to go. The beds were comfortable. The showers provided plenty of hot water. The living room was comfy and cozy with nice couches that were comfortable enough to sleep on. I would stay here again and again if the opportunity arises.
Superhost
Home in Ulster Park
4.88 out of 5 average rating, 224 reviews

Entire lake house to yourself. Great for groups

JasonRating, 5 stars3 weeks ago
Despite booking my stay with three other friends for my birthday during February, it was the absolute best decision. Everything was as described, lot of great in-home amenities including games (i.e. ping pong, pool, tons of table-top entertainment.) Scott was absolutely one of the best hosts I have coordinated and communicated with. He would check-in to ensure we had what we needed and when there was a heavy snowfall the evening prior to our departure date- he immediately checked in and had the walkway and driveway cleared of snow. Lot of great, beautiful hikes in the snowfall and do hope to have the opportunity to return during the warmer season. Thank you, again, for the wonderful accommodations and for being such a proactive and communicative host!
Guest favourite
Cabin in Woodstock
4.97 out of 5 average rating, 147 reviews

Pet Friendly Cabin Doh-Ray up at 1450 ft

TammyRating, 5 stars3 months ago
I loved staying in this home and hope to rent it again. It is just a few minutes from town and nestled in the woods. The place is beautifully decorated and has everything you need.
Guest favourite
Cabin in Saugerties
4.96 out of 5 average rating, 185 reviews

Rustic & Cozy Cabin Saugerties- near Hunter Mtn

AnnRating, 5 stars1 month ago
We had such a wonderful stay! The kitchen was incredibly well-stocked with pots, pans, and all the cooking equipment we needed—it made preparing meals so easy and enjoyable. The snowy weekend brought stunning scenery, and we loved just sitting by the windows, soaking in the beautiful views. The fireplace was a huge highlight! There was plenty of firewood and clear instructions to get it going, making for such cozy evenings. William was fantastic—super helpful and quick to respond to any questions we had, which made everything smooth and stress-free. This stay was everything we hoped for and more. Highly recommend! 🌟

Family-friendly home rentals with a pool

Guest favourite
Home in New Paltz
4.98 out of 5 average rating, 478 reviews

midcentury mod * POOL * walk out trail to mohonk

CynthiaRating, 5 stars3 weeks ago
We absolutely loved our stay here! We brought our dog, and he spent hours gazing out the beautiful windows into the serene backyard, where we spotted birds and even some deer wandering by. The property was stocked with everything we could need, far beyond what we've experienced at any AirBnB. It was impeccably clean, incredibly comfortable, and so peaceful. Plus, it’s centrally located, just minutes away from great restaurants. Susan was communicative and made the check-in and check-out process super easy. We would definitely stay again!
Top guest favourite
Home in Saugerties
4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

McKennaRating, 5 stars4 months ago
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!
Guest favourite
Home
4.94 out of 5 average rating, 139 reviews

5BR close to Village | Diamond Mills | HITS | Pool

SheillaRating, 5 stars1 month ago
Overall the place was very nice to stay at. Hosts/Property manager were EXCELLENT communicators (we had an issues and they had solutions within 30 minutes). Close to supermarket (right down the street), along with close to being downtown Saugerties, resturants and getting on the thruway. Would recommend for families.
Top guest favourite
Cabin in Red Hook
4.96 out of 5 average rating, 343 reviews

Modern Upstate Cabin, near Rhinebeck NY

PatrickRating, 5 stars2 months ago
A great get-away. Super comfortable, just as advertised, and with an incredibly stocked kitchen. Our dog had a blast romping in the yard, and my wife and I are already talking about going back in the summer. We loved it.
Guest favourite
Home in Saugerties
4.95 out of 5 average rating, 108 reviews

MODERN FARMHOUSE in the WOODS

BenjaminRating, 5 stars4 months ago
We had a terrific stay. The house was exactly as advertised.
Superhost
Home in Bushkill
4.84 out of 5 average rating, 141 reviews

FREE Amenity Passes Spacious Sauna Lrg Deck Firepi

TasheikaRating, 5 stars1 month ago
Our stay at this property was nothing short of excellent! From the moment we arrived, we were impressed by the beautiful ambiance and attention to detail throughout the home. Every room was comfortable, well-appointed, and loved by everyone in our group. The property was clean, inviting, and had everything we needed for a relaxing getaway. The host was responsive and accommodating, ensuring our stay was seamless. We truly enjoyed every moment and would highly recommend this Airbnb to anyone looking for a fantastic place to stay. We can’t wait to return!
Guest favourite
Flat in Saugerties
4.97 out of 5 average rating, 111 reviews

Lovely Creekside w pool/sauna near Woodstock

MelissaRating, 5 stars6 months ago
We spent three nights at Rich and Sheila's place and it was an amazing getaway. Our apartment was perfect-clean and comfy. We loved the proximity to the creek and the pool was a huge bonus! Rich and Sheila were both responsive and welcoming. We look forward to a return trip.
Guest favourite
Cabin in East Stroudsburg
4.88 out of 5 average rating, 126 reviews

Pocono cabin with POOL at Shawnee Mtn

WenhsienRating, 5 stars2 months ago
The house is small but cozy. It also has the best beds in all air b and b that I have ever stayed. Anna is also very welcoming and warm. I highly recommend visiting this place if you want some private time!

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