
House vacation rentals in Wappinger
Find and book unique houses on Airbnb
Top-rated house rentals in Wappinger
Guests agree: these houses are highly rated for location, cleanliness, and more.

Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

Mindful Escape: Theater, Trails, Wood Stove
Exhale and recharge in this luxurious space at the foot of the Shawangunk Mountains. This gem features an open-concept kitchen and living room, perfect for connecting with nature. Enjoy the high-end Foster Leather Sofa, cozy movie nights on a 120" projector screen, and a wood-burning stove for chilly evenings. Every detail, from fresh linens to a meaningful library, is thoughtfully curated. Discover hidden messages throughout the house, inviting you to explore and unwind in this serene retreat.

Historic 1 BR Family Home Near Buttermilk Falls
This historic upstate New York family home was lovingly restored by 4th generation owners. Once a 1790 Stagecoach Stop, this 1 BR home is now the perfect stay for guests visiting Buttermilk Falls Resort & Spa, coming for a wedding in the Hudson Valley, or exploring local agritourism. Enjoy our large kitchen and sitting area, 180-degree sunroom, and newly-renovated bathroom. Our home is a duplex that sits on 5 wooded acres, and the other side of the home is also available for rent on AirBnB.

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Hudson Valley Farmhouse | Winery & Hiking Getaway
Tucked into the Hudson Valley, our restored 1873 farmhouse is made for slow mornings, fresh coffee, and easy weekends between hiking trails and nearby wineries 🌿 This is a private 3BR/2.5 bath first-floor unit within a shared home. Designed for a calm, quiet stay. Only registered guests are permitted on the property. Located in Marlboro near Beacon, New Paltz, Kingston West Point, Vassar, Marist, Warwick & Wallkill with a garden to enjoy and harvest fresh herbs and seasonal vegetables.

Tranquil Tree-House on the beautiful Hudson River
Take it easy at this unique and tranquil getaway. I look forward to hosting you. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door. We have added a separate kitchenette additional crockpot and induction cooktop.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Modern creekside cabin in the Catskills
Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Welcome to Hudson Valley Hideaway — a Modern stylish family friendly home in Beacon, NY, just 1.5 miles from downtown and the train. Bright, stylish home with 4 bedrooms, w/ 1 King bedroom, 2 queens and a Twin XL, stocked kitchen, and cozy living spaces. Enjoy a private fenced backyard retreat with pool, hot tub, fire pit, and grill. Perfect for relaxing or exploring the Hudson Valley, with easy access to Route 84 and local attractions.

Modern Upstate Gem Surrounded by Trees | Hot Tub
Newly renovated 2.5 BR home in a forest like setting. All brand new beds, bedding and designer furniture. An outdoor fire-pit, BBQ, and space to lay on a garden blanket. Lounge in the spacious living room with high ceilings looking out at the garden and trees. Relax in a hot tub during the winter season and summer. Hiking trails nearby. Short drive to Beacon, Cold Spring, Storm King Art Center, Dia Beacon.

View House
Magnificent views from this fully renovated octagonal, mid-century glass house on secluded hilltop site. Views of and close access to Storm King Art Center, Schunnemunk State Park, Black Rock Forest. 60 mi from Manhattan, Town of Cornwall, NY. Perfect getaway from the city.

Serene & Spacious Getaway
A relaxing escape from city life in the Hudson Valley. Clean and simple home on a lush acre of secluded land. Tucked away in a culdesac in one of Highland's loveliest neighborhoods, this place is a short drive from restaurants, wineries, orchards, hiking and more.
Popular amenities for Wappinger house rentals
House rentals with a pool

midcentury mod * POOL * walk out trail 2 mohonk

Entire Home (private pool), Event Friendly

Scenic River View Escape | New Paltz

Highwoods Haven | saltwater pool and hot tub

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Cozy & Spacious Country Home - All Seasons

Luxury Prvt Estate w/Hot Tub+Gameroom nr Rhinebeck

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis
Weekly house rentals

Spectacular Lake Views from Every Room & Garden

Caroline House Beacon Getaway

3000 sq ft Poughkeepsie home with chef's kitchen

Chez Moi-sleeps 7-4 beds-2 bath wellness retreat

NEW! Stylish Home in the Heart of Beacon

Contemporary Hudson Valley home

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Wabi-Sabi Zen Den | Tatami Oasis w/ Soaking Tub
Private house rentals

Life in Color, Live Art Home

Mohonk Abode | dog friendly + near hiking

Robin's Nest Lookout: Airy Retreat w/ Scenic Pool

Dutchess Chalet - Hudson Valley Home w/ Hot Tub

Arkadia House Mid-century retreat with pool & view

Accord River House

Magnificent historic mansion near Beacon

Expansive Views Whole Private House
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,212 GYD | G$37,237 GYD | G$35,982 GYD | G$41,212 GYD | G$39,120 GYD | G$43,722 GYD | G$58,366 GYD | G$53,554 GYD | G$40,584 GYD | G$40,584 GYD | G$39,747 GYD | G$45,396 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 house rentals in Wappinger

Total vacation rentals
Explore 40 vacation rentals in Wappinger

Nightly prices starting at
Wappinger vacation rentals start at G$8,368 GYD per night before taxes and fees

Verified guest reviews
Over 2,260 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 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

4.8 Average rating
Wappinger stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a patio Wappinger
- Rentals with a fire pit Wappinger
- Rentals with outdoor seating Wappinger
- Rentals with a fireplace Wappinger
- Pet-friendly rentals Wappinger
- Family-friendly rentals Wappinger
- Fitness-friendly rentals Wappinger
- Rentals with a washer and dryer Wappinger
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