Family-friendly holiday rentals in West Point

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Popular amenities for West Point family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Flat in New Paltz
4.97 out of 5 average rating, 544 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

LacieRating, 5 stars1 month ago
Ami’s place was great! Stayed for my birthday and was surprised with a delicious tres leche cake upon my arrival! The view was incredible, amenities were amazing, overall it was everything I hoped for and more. Thanks Ami!
Guest favourite
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.
Guest favourite
Home in Cold Spring
4.95 out of 5 average rating, 324 reviews

Hilltop Hideaway Forest Villa on 13 acres!

RebeccaRating, 5 stars2 weeks ago
My family of 8 adults needed a place to stay near a wedding at Glynwood. This wonderful spot was minutes away from the farm and town. The number of bedrooms and bathrooms gave everyone the privacy desired while the well equipped kitchen and living rooms had plenty of space for gathering. The house and land are beautiful, including the trail. Paula was easy to communicate with and my whole family felt comfortable and happy with the spot. Highly recommend!
Guest favourite
Guest house in Beacon
4.94 out of 5 average rating, 400 reviews

Cozy Mountainside Suite - Minutes from Beacon

AnthonyRating, 5 stars2 weeks ago
My fiancé and I stayed at Lambs hill to celebrate our anniversary. We had the most wonderful time. The views are breathtaking. The wrap around deck with jacuzzi and hammock made our stay calming and serene. I loved seeing the horses and donkeys throughout the day. They made the experience even more special and unique. Charlotte was super responsive and accommodating. We took cabs to Main Street at night for dinner and drinks and it was so close and convenient. I left my heart in lambs hill and can’t wait to return one day.
Top guest favourite
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.
Top guest favourite
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 favourite
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.
Guest favourite
Home in Neversink
4.98 out of 5 average rating, 218 reviews

Modern Riverside Retreat with Firepit, Hot tub

TracRating, 5 stars4 months ago
The house is spacious and elegant. The wooded lot has a pretty creek a little way from the house. We took some walks through the snowy woods and roads beyond the house and could have kept going for a long time - the mountain is peaceful and beautiful. The owners live a few doors down and came by to help set us up before a major snow storm. We had a really nice time.

Family- and pet-friendly home rentals

Guest favourite
Farm stay in High Falls
4.86 out of 5 average rating, 946 reviews

Dave's Milk Barn

ClaraRating, 5 stars3 weeks ago
We loved our stay at this beautiful, charming, and peaceful barn. The space was cozy and thoughtfully designed—perfect for a relaxing staycation. The property itself is beautiful, and it’s just a short drive to great hikes, bike trails, restaurants, and breweries. A truly lovely spot to unwind and explore. Thank you for such a wonderful experience!
Top guest favourite
Home in West Caldwell
4.96 out of 5 average rating, 156 reviews

Designer Cottage on historic estate-home away home

MariaRating, 5 stars1 week ago
Mark is an extremely responsive host. The cottage was quaint and had exactly what we needed for our stay. It was clean, and he was proactive about communication with us as well as responsive when we had questions. The area has lots of great restaurants but is still safe and quiet. We will absolutely be back as I visit the area often. Five star review!
Guest favourite
Cottage in Vernon Township
4.94 out of 5 average rating, 192 reviews

Rustic Chic Lake view cottage 50 miles from NYC

ElianRating, 5 stars3 weeks ago
Very peaceful environment. Lisbeth was super kind to us. She was so responsive and very easy to work with. We really recommend this place!
Top guest favourite
Guest house in South Salem
4.94 out of 5 average rating, 284 reviews

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

AlicjaRating, 5 stars1 month ago
We were stunned by how magical this place was with all it's uniqueness of historic house. Spotless clean, spacious, very friendly owners. Our kids loved running around the back yard and playing board games that were provided. We would definitely come back, the only thing we regret is that we couldn't stay for longer, the area is very picturesque. many thanks!
Guest favourite
Home in Milton
4.75 out of 5 average rating, 179 reviews

Historic 1 BR Family Home Near Buttermilk Falls

DianeRating, 5 stars2 months ago
What a perfect place to stay! We were very comfortable in Hazel’s little retreat… we slept well in the king sized bed, had plenty of hot water, loved the bucolic green space and the creek nearby. Our dogs had great walks under the canopy of huge trees surrounding the property. I especially enjoyed watching and hearing the ducks, geese and swans across the street as they paddled to the pond! Thank you, Hunter for providing a perfect getaway spot for your guests!
Guest favourite
Cabin in Huguenot
4.94 out of 5 average rating, 269 reviews

Tranquil Lakefront Cabin!

CaleRating, 5 stars3 weeks ago
Very nice house, good fishing and wildlife nearby. A little closer to the neighbors than expected, but overall a great place and would love to come back
Top guest favourite
Home in Stone Ridge
4.96 out of 5 average rating, 147 reviews

Secluded Oasis w/ Fire Place In Stone Ridge

JasonRating, 5 stars2 weeks ago
Jane’s home is beautiful, quiet, and so relaxing. The area itself is wonderful and quaint and the home has everything you need and more. We sat out each morning on the front deck for coffee and each evening for a glass of wine, and ate dinner on the screened-in porch. Despite the temperatures reaching 90 degrees outside, the home remained very comfortable even without A/C. There were plenty of fans and the evenings were pleasantly cool. Jane is very friendly and helpful—stopped by on our first day to give us some wonderful local recommendations (our kids loved visiting a nearby apple orchard / restaurant). Honestly, you can’t ask for a better host. We already miss the place and would definitely return!
Guest favourite
Home in Verbank
4.98 out of 5 average rating, 188 reviews

The Waterfall House

JordanRating, 5 stars1 week ago
When you are accustom to five star and you just want a place to be absolutely quiet and be present with nature , this places is it !

Family-friendly home rentals with a pool

Guest favourite
Home in Stormville
4.94 out of 5 average rating, 182 reviews

Private Hudson Valley Country Retreat

JackieRating, 5 stars2 weeks ago
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!
Top guest favourite
Home in New Paltz
4.98 out of 5 average rating, 489 reviews

midcentury mod * POOL * walk out trail to mohonk

EleonoraRating, 5 stars3 weeks ago
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍
Guest favourite
Apartment 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 favourite
Apartment 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 favourite
Apartment in Vernon Township
4.97 out of 5 average rating, 264 reviews

Appalachian Mt. View 1 Bdrm Suite 3rd Flr Balcony

JasonRating, 5 stars3 weeks ago
I've been to the Appalachian a few times over the years...this unit was clean, updated and spot on...near the elevator and great view of both the pool area and the mountain.
Guest favourite
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 favourite
Guest suite in New Paltz
4.98 out of 5 average rating, 126 reviews

Majestic King Suite just minutes to the Gunks

MattRating, 5 stars7 months ago
Perfect location — it’s directly in the middle of Minnewaska State Park and downtown New Paltz. Stargazing in the hot tub was a perfect way to relax after a long hike.
Guest favourite
Home in Kerhonkson
4.95 out of 5 average rating, 364 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

SophieRating, 5 stars1 week ago
We had a beautiful stay in Kerhonkson for a relaxing bachelorette weekend! Lillian’s place is absolutely beautiful and was so comfortable for my friends and I. Everything was as described, extremely clean, plenty of linens and had everything we needed in the kitchen to cook a few meals. We enjoyed sitting by the pool when it was sunny. Lillian was very communicative and flexible with check in time. Thank you!

Quick stats about holiday rentals that are family-friendly in West Point

  • Total rentals

    90 properties

  • Nightly prices starting at

    ₹10,413 before taxes and fees

  • Total number of reviews

    4.3K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 properties include access to wifi

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