
Family-friendly holiday rentals in Wappinger
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wappinger
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Studio in Cornwall
Located near the village, hiking trails, Jones Farm, Hudson River, Woodbury Commons, West Point and more. The studio is ground level with a private entrance. The kitchenette incudes a convection toaster oven, a hot plate cooktop with pots/pans, light kitchenware, coffee maker, & fridge. Also provided: TV, Roku stick, Wi-Fi, AC/electric heat. (No cable) This is our home. The use of illicit drugs, smoking and excessive alcohol is prohibited. We live here with kids/dogs so you may hear us moving

Private ground floor guest suite in Hudson Valley
Guest favorite/newly renovated/private, ground floor guest suite. Br/full bath/large LR w/big TV/frig/mw/coffee in centrally located area in the heart of Hudson Valley. Walk to Dutchess Rail Trail/Uber accessible/self ck in. Close to Poughkeepsie, Beacon, Vassar/Marist/DCC colleges, Walkway over Hudson, Culinary Institute, Vassar Hospital, Hyde Park, New Paltz, Rhinebeck. Couch only in LR would be ok for a child. Pets considered for $15/night fee w/inquiry prior. No full kitchen. Car suggested.

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️
PLEASE READ ALL HOUSE RULES PRIOR TO INQUIRIES AND BOOKINGS! 1 night/longer stays can be accommodated upon request and calendar availability. “Home Is Where The Heart Is”. If you love tranquility and coziness combined with sophistication and traditional rural charm, this is the place for your stay (only 4 miles from Beacon). The ground floor apartment with a private entrance (located around the back in a private house) includes a living room, full kitchen, full bathroom and Queen bedroom

Country Getaway - Close to Hiking & Storm King
Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

Hiker's nest
This is a cozy room with private forest views and all the basic amenities (small kitchenette). We are located next to the entrance of Mount Beacon park (the free Loop Bus from the station drops you on our corner), a three-minute walk to the trail entrance, and a 25 minute walk to the train station and Main Street. The room is attached to the main house, but you have your own entrance with code access. We live in the main house, so we are here to answer questions or help with your stay.

Spacious & Private Hudson Valley Getaway
Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

Special Nest w Private Entrance River View Porches
Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Newly built apartment steps from Mohonk preserve.
Nestled amongst the trees below Bonticou Crag this is a great base camp for climbing, hiking and biking. Five minutes from New Paltz; I do recommend having a car to access the area. Shared yard and fire pit right outside. My family and I live in the main part of the house. The outside area and house are still under construction, I’m working on it but its not put together yet. The apartment and inside area are clean and newly built with their own mini split and air circulation.

Cabin in the heart of the Hudson Valley, Cabin 2
Our little cabin is perfect for one or two guests for short stays while visiting local family, touring the areas wineries or nature trails, or for a clean, quiet over night stop while traveling long distances. Explore the Shawangunk Wine Trail, hike Minnewaska, sip cider at Angry Orchard, visit The Walkway Over the Hudson, or sample and shop the areas diverse farm stands and breweries. There is so much to see and do in the Hudson Valley and our cabin is close to it all!

The Atala
The Atala is a two story 3BR/2Bath house, nestled in a quiet neighborhood close to the city's excitement and attractions. Warm up by the fireplace in the living room while watching your favorite shows on a 75” flat screen TV, or brew a cup of coffee in our convenient coffee bar. Enjoy three inviting bedrooms with air conditioning/heating and a fully equipped kitchen. Our backyard with furniture, fire pit, and gas grill, is perfect for relaxing with family and friends.

Woodland Neighborhood Retreat
Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.

Hudson Valley Studio in the Village of Fishkill NY
This spacious studio is in a quiet cul-de-sac and under a half mile walk from the Village of historic Fishkill, NY. Also, only a 10 minute drive to Beacon, NY! It is a private dwelling that includes a full kitchen, 1 new Queen bed, 1 new pull out bed, and a separate room for laundry. Plenty of drawers and closet place caters to up to 4 guests for whichever Hudson Valley activity you're in town for. Come enjoy the atmosphere of this Hudson Valley studio!
Popular amenities for Wappinger family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely home in town of Newburgh

Foxglove Farm

Modern Upstate Gem Surrounded by Trees | Hot Tub

Entire Home (private pool), Event Friendly

4Br Mountain Brook House on 130 acres w/ trails

Cozy Mountainside Suite - Minutes from Beacon

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Shawangunk House
Family- and pet-friendly home rentals

Glenbrook Country Villa

Balmville Mid-Century Gem & Work From Home Retreat

R & R On The Knoll

Cozy retreat, centrally located in Beacon NY

Airy & Private Escape on Mountain Rest Road *Pool*

Get Away to "Hygge" Tiny House on 75 Private Acres

Lake Side Tiny House

The 1772 Lefevre Stonehouse Suite
Family-friendly home rentals with a pool

Escape to a Restored New England Antique Milk Barn

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Private Country Getaway

Le Petit Abris at Gunks EcoLodge

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Eco Cottage in the Woods

The Harvest Guest House~ Hidden Gem with Pool

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹20,573 | ₹17,776 | ₹17,776 | ₹19,851 | ₹22,468 | ₹22,468 | ₹26,168 | ₹26,078 | ₹23,371 | ₹22,468 | ₹22,468 | ₹20,483 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals that are family-friendly in Wappinger

Total holiday rentals
Explore 40 holiday rentals in Wappinger

Nightly prices starting at
Wappinger holiday rentals start at ₹3,609 per night before taxes and fees

Verified guest reviews
Over 1,220 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Wappinger holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wappinger rentals

4.9 Average rating
Wappinger stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Rentals with outdoor seating Wappinger
- Rentals with a firepit Wappinger
- House rentals Wappinger
- Pet-friendly rentals Wappinger
- Rentals with a washing machine and dryer Wappinger
- Fitness-friendly rentals Wappinger
- Rentals with a fireplace Wappinger
- Rentals with a patio Wappinger
- Family-friendly rentals Dutchess County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Mountain Creek Resort
- Fairfield Beach
- Belleayre Mountain Ski Center
- Rye Beach
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Rowayton Community Beach
- Resorts World Catskills
- Rye Playland Beach
- Catamount Mountain Ski Resort
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Jennings Beach
- Kent Falls State Park
- Seaside Beach
- Brotherhood, America's Oldest Winery
- Ringwood State Park
- Campgaw Mountain Ski Area
- Rye Town Beach
- Mount Peter Ski Area
- Glen Island Beach
- Sherwood Island State Park
- Rockland Lake State Park




