
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.

Lux Bungalow on the Lake
Beautiful, light flooded, waterfront home 1 hour from New York City. The 2 bedroom home is on picturesque Lake Carmel. Wake up, eat, sleep and relax to the tranquil view of the glistening water - truly an oasis! Take in a sunset while eating a meal at home, explore the shops and restaurants in a cute nearby town, take a walk around the lake, read a book by the cozy fireplace, hike, cook, kayak, ski, or just sit and enjoy. Centrally located close to Hudson Valley, Westchester and Connecticut.

NEW! Stylish Home in the Heart of Beacon
This Scandinavian style home in the heart of Beacon is bright, airy and modern with beautifully-restored architectural details. Located on a quaint street in the best part of town just steps away from the Roundhouse and Main Street. Enjoy the brewery, bars, restaurants, shops, galleries, and so much more - all within walking distance. Every piece of furniture and decor was handpicked to provide you the perfect designer-quality getaway, focusing on natural simplicity with contemporary luxuries.

This New House
Unique custom built new home constructed purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

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.

Historic 1873 Farmhouse Near Vineyards & Orchards
Come relax at our lovingly restored historic 1873 Marlboro Farmhouse, centrally located between Beacon, New Paltz, Kingston, and West Point; and close to many local farms, orchards, wineries, and fantastic hiking trails. The farmhouse is split into three separate and private units. This listing is for the spacious 3400 sq. ft 3 BR/2.5 bath unit that occupies the entire first floor. This is NOT a party house. The only guests allowed on the property are the ones listed on the reservation.

Village Cape Getaway
Village Cape on Albany Post Rd in the historic town of Hyde Park. Surrounded by gardens, stone walls, private parking/entry. This 2 story house offers a 1 bdrm apartment that sleeps 3 on the 2nd floor. Close to markets, shops, restaurants. 1 mi to Vanderbilt Mansion, FDR house and library. 2mi to the Culinary Institute of America. 4mi to Marist College. Hiking trails walking distance. Historic drive-in movie in town. Metro north Poughkeepsie sta 6mi south offering taxi and bus service.

The Farmhouse
Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

Lady Montgomery
Enjoy this 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. Everyone will enjoy their time in this comfortable artistic home

Poughkeepsie 3br home near Vassar college/hospital
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.

Dream House Retreat | Forest, Porches + Wood Stove
Welcome to Dream House — a peaceful forest retreat on the Shawangunk Ridge, just minutes from Minnewaska State Park and Stony Kill Falls. Relax by the wood stove, enjoy forest views from two porches, or explore the meaningful library, original art, and handmade furniture. Fast Wi-Fi, premium bedding, natural soaps, incense, and a cozy layout make this ideal for hikers, creatives, couples, and remote workers seeking inspiration, comfort, and deep rest in nature.

Balmville Mid-Century Gem & Work From Home Retreat
Gather with friends and family or enjoy a work from home getaway in this mid century gem, located in the lovely hamlet of Balmville. This section of the Hudson River Valley is known for its well-maintained historic homes, river views, and vibrant culture. Enjoy dinner and cocktails in the city of Newburgh just 1.5 miles away, or cross the bridge to Beacon (just 5 miles away) and enjoy all Main Street has to offer. Hike Mount Beacon, Breakneck Ridge, and more.

Hudson Valley Hygge House~ comfort in the country!
Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!
Popular amenities for Wappinger house rentals
House rentals with a pool

Private Hudson Valley Country Retreat

Entire Home (private pool), Event Friendly

Bluestone Escape - Where everyone is at home.

Scenic River View Escape | New Paltz

4Br Mountain Brook House on 130 acres w/ trails

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Cozy & Spacious Country Home - All Seasons

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

Ice Pond Cottage

4 Bd Paradise Gorgeous Design Close to All!

Cozy ranch near FDR Historical Site

Caroline House Beacon Getaway

3000 sq ft Poughkeepsie home with chef's kitchen

The Stone House

Chez Moi-4 beds-3 bedroom-two bath-sleeps 7-

The Cozy Cape In Historic Hyde Park
Private house rentals

Beautiful guest house/retreat space w private LAKE

Luxe Wooded Modern Getaway Retreat + Spa

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

Luxe Historical Style - 2 FP’s & Soaking Tub

Cozy Studio in a Great Location!

A nice place to getaway

Woodsy Home with Garden + Office

Vintage Farmhouse in the heart of Hudson Valley
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $278 CAD | $251 CAD | $242 CAD | $278 CAD | $264 CAD | $295 CAD | $393 CAD | $361 CAD | $273 CAD | $285 CAD | $279 CAD | $278 CAD |
| 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 $56 CAD per night before taxes and fees

Verified guest reviews
Over 2,160 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Wappinger vacation 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!
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- Family-friendly rentals Wappinger
- Rentals with a firepit Wappinger
- Pet-friendly rentals Wappinger
- Rentals with outdoor seating Wappinger
- Rentals with a washer and dryer Wappinger
- Rentals with a patio Wappinger
- Fitness-friendly rentals Wappinger
- Rentals with a fireplace Wappinger
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- Thunder Ridge Ski Area
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- Rye Playland Beach
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- Seaside Beach
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