
Family-friendly vacation 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.

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

Scenic 1-bedroom rental in Newburgh
Tranquil top floor apartment in a historic Newburgh building steps from the Hudson. Tastefully presented by Hendley & Co - a local design boutique - this unit offers serene views and all amenities you need for a comfortable stay. High end furnishings throughout provide a relaxing stay or a peaceful work environment. Ferry to Beacon within walking distance. Fast Wi-Fi, Samsung washer/dryer, and a walk-in rainfall shower. Monthly stays welcome. Please note several flights of stairs required.

Lady Montgomery
Enjoy our trendy and comfortable home overlooking the Hudson river. Lady Montgomery is set in the perfect family-friendly neighborhood, walking distance to the bridge trail to Beacon and Newburgh waterfront. Perfect for friends and couples who want to explore all that the Hudson Valley has to offer like shopping, hiking or dining. Equipped with an outdoor patio, fireplace, fire pit and 2 bikes to help you explore the area. Everyone will enjoy their time in this comfortable artistic home!

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.

Dream getaway apartment in the foot of Gunks Ridge
Beautifully decorated space full of original art located in the foot of Shawangunk Ridge on the side of a large farm field and a forest. Get together with friends at the handmade farm dining table, feel hygge next to a wood-fired place, enjoy nature tranquility, and recharge. We provide ALL you need: clean towels, cooking essentials, complimentary high-end loose tea /coffee, friendly atmosphere, and good local advice. Apartment is a half basement part of a house but has full privacy.

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!

Sunny and Spacious Studio - a serene getaway
Modern Light Filled Garage Conversion with a small kitchen, full bath with an open deck off the back. A beautiful quiet spot with birds, tall trees and a small creek on 3 acres. The bedroom has a comfortable Queen bed with a small ladder to a little sleeping loft for the kids. There is also a pull out couch in the open kitchen living room area with a deck off the back. This is a small apartment attached to our house that has been designed with care and privacy in mind.

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!

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.

Cozy Hudson Valley Home Base
Welcome to your cozy and private one-bedroom retreat in the heart of the Hudson Valley. This modern apartment is your perfect home base for exploring the region. Unwind in the bright, open-plan living space, where you can relax on the comfortable sectional sofa and stream your favorites on the 55-inch smart TV with our fast Wi-Fi. The fully equipped kitchen has everything you need to prepare a meal, including a Keurig coffee maker to start your day right.

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

Cozy Mountainside Suite - Minutes from Beacon

Woodstock retreat with hot tub and deck with view

Shawangunk House

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

Countryside Couples Suite
Family- and pet-friendly home rentals

Unique Barn Loft on Century Old Farm

Glenbrook Country Villa

Balmville Mid-Century Gem & Work From Home Retreat

Cozy retreat, centrally located in Beacon NY

Art Room at Old Stone Farmhouse

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

Sunset Bungalow-Mt views on 130acre forest & falls

Eco Cottage in the Woods
Family-friendly home rentals with a pool

Far Away, So Close

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Entire Home (private pool), Event Friendly

Private apartment in rural home

Private Country Getaway

Le Petit Abris at Gunks EcoLodge

Peaceful and Private Boutique Apartment *Pool*

Fireplace, Huge Eclectic space… 1.5 hr to NYC!
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$47,736 GYD | G$41,245 GYD | G$41,245 GYD | G$46,061 GYD | G$52,132 GYD | G$52,132 GYD | G$60,716 GYD | G$60,507 GYD | G$54,226 GYD | G$52,132 GYD | G$52,132 GYD | G$47,526 GYD |
| 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 vacation rentals that are family-friendly in Wappinger

Total vacation rentals
Explore 40 vacation rentals in Wappinger

Nightly prices starting at
Wappinger vacation rentals start at G$8,375 GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Wappinger vacation rentals include wi-fi 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
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- Rentals with a patio Wappinger
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- Rentals with a fireplace Wappinger
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- House rentals Wappinger
- Pet-friendly rentals Wappinger
- Rentals with outdoor seating Wappinger
- Rentals with a washer and dryer Wappinger
- Family-friendly rentals Dutchess County
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- Family-friendly rentals United States
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