Family-friendly vacation rentals in Wappinger

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Top-rated family-friendly rentals in Wappinger

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Stormville

4.94 out of 5 average rating, 156 reviews

Private Hudson Valley Country Retreat

Beautiful 1930s house set on 18 private acres of land overlooking a private lake. Immaculately landscaped surrounding area with koi and gold fish pond with a waterfall, gazebo, hammock and most importantly untouched nature. Very private! Enjoy your morning coffee or tea in the outdoor covered patio overlooking the property, wine and dine under the pergola, enjoy the fire pit or wood burning fireplace on a chilly evening. Serenity and relaxation at its best! Pond dock coming up in Spring of 2021

Dec 29 – Jan 5

ﺩ.ﺇ3,005 per night

Guest favorite

Guest suite in Montgomery

4.95 out of 5 average rating, 423 reviews

Garden View Guest Cottage

Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people

Dec 30 – Jan 6

ﺩ.ﺇ483 per night

Guest favorite

Apartment in New Paltz

4.96 out of 5 average rating, 346 reviews

Modena Mad House

Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

Nov 1 – 8

ﺩ.ﺇ459 per night

Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 744 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Jul 28 – Aug 4

ﺩ.ﺇ412 per night

Guest favorite

Cottage in New Paltz

4.99 out of 5 average rating, 518 reviews

Stone House 1807. Comfort, Peace and Nature.

Historic 200 yr old stone cottage, on three floors, renovated to a high standard, creating a very comfortable and peaceful retreat, whilst retaining soul and character. Extreme cleanliness is a priority. Quality bedding assures a good nights sleep. The bathroom offers a rain shower and soaking tub. The kitchen is fully equipped and fresh produce is available from the neighboring organic farm in season. Good hiking trails are accessible from the house.

Nov 11 – 18

ﺩ.ﺇ1,004 per night

Superhost

Camper/RV in Wappingers Falls

4.89 out of 5 average rating, 186 reviews

Camping(Pebble base camp) private campsite

Open 4-12-24.Vintage camper on private site 2 night min. on weekends. Weber BBQ all kitchen wares, fresh bedding, AC, heat, water, electric, refrigerator and bath in the camper.Beautiful park right across from our private road with river and mountain views. Outdoor firepit Friendly dogs are welcome upon approval after discussion. come and build a campfire! Come glamping!Very relaxing peaceful space. Enjoy the Hudson Valley.

Sep 2 – 9

ﺩ.ﺇ428 per night

Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 681 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

Dec 15 – 22

ﺩ.ﺇ493 per night

Guest favorite

Apartment in Beacon

4.99 out of 5 average rating, 487 reviews

Rustic Spa Retreat

10 minute walk to Main Street (many restaurants, cafes, galleries, etc) 10 minute walk to Mt Beacon TrailHead. (It's not a hotel and not on Main Street: it's in a residential neighborhood) Cozy, small space set up for a couple (or solo traveler) looking for a relaxing short escape from "The Real World". A couple days here really feels likes so much longer (especially if you take a steam and a jacuzzi)!

Jul 25 – Aug 1

ﺩ.ﺇ700 per night

Guest favorite

Tiny home in Hopewell Junction

4.96 out of 5 average rating, 463 reviews

The GlassHouse: Hudson Valley Tiny Home w/Firepit

The GlassHouse is the much talked-about experience that we had crafted within a sprawling forest preserve. Its wrap-around windows allow breathtaking views to bring out the romantic in all of us! We are stone’s throw up against the Appalachian Trail right on the Dutchess/Putnam line and are less than an hour from Manhattan. Minutes from Fahnestock & Hudson Highlands State Parks & the Empire State Trail!

Jul 26 – Aug 2

ﺩ.ﺇ1,140 per night

Guest favorite

Apartment in Carmel

4.87 out of 5 average rating, 275 reviews

Private space, with yard

A little bit country with a modern twist, the space provides comfortable sleeping for up to five guests with a queen bed, queen sofa, and an extra twin mattress (if requested). Has many kitchen amenities. You will have a private yard (table, chairs, and grill) plus 5 peaceful acres and short hiking trails to explore. Pet friendly for additional fee.

Oct 26 – Nov 2

ﺩ.ﺇ527 per night

Guest favorite

Cottage in Poughkeepsie

4.91 out of 5 average rating, 302 reviews

Be in Nature at this Gorgeous Riverfront Cabin

Wappinger Cottage is a Scandinavian-inspired home featuring landscaped gardens leading to the shimmering Wappinger Creek. Inside, contemporary furnishings accented by bold patterns and pops of color create a sophisticated and inviting space. The house is designed to be cooled by cross ventilation. There are tower fans, but no AC. Pets allowed.

Feb 10 – 17

ﺩ.ﺇ1,183 per night

Guest favorite

Apartment in Cold Spring

4.95 out of 5 average rating, 523 reviews

Beautiful loft space

Located in the heart of Cold Spring, NY, this beautiful architect-designed loft space is only 2 blocks away from the Metro North train stop. It features a large single bedroom, a full kitchen, a full dining table and chairs, and a sleeper sofa.

Dec 15 – 22

ﺩ.ﺇ762 per night