
House holiday rentals in Wappinger
Find and book unique houses on Airbnb
Quick stats about house rentals in Wappinger

Total holiday rentals
Explore 40 holiday rentals in Wappinger

Nightly prices starting at
Wappinger holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 1,840 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

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

4.8 Average rating
Wappinger stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Wappinger
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

Accord River House
Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.

Entire Home, Private Indoor Pool
This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

Beacon Creek House
Welcome to our serene oasis in Beacon, NY. If Gilmore Girls and Schitt’s Creek had a baby, it would be Beacon. Nestled beside a tranquil creek, our home features 2 cozy bedrooms, a stylish bathroom, and an open living space with a daybed. Designed with wabi-sabi aesthetics and eco-friendly materials. Just steps from Main Street and less than a 5 min drive from the train station, with scenic trails, shops and restaurants nearby. Book your stay and experience our artfully designed home and city!

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.

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. Enjoy shopping, farms, hiking or dining. Equipped with an outdoor patio in season, fireplace, fire pit and 2 bikes. Everyone will enjoy their time in this comfortable artsy home!

Luxe modern A Frame, Hot tub and new heated pool
Experience the luxury of this black double A-frame, finished to the highest standards and nestled in the woods for ultimate privacy. The main bedroom features a soaring ceiling and spa-like en-suite with walk-in shower, tub, bidet, double sink, and heated floors. The sunny second bedroom also has an en-suite. Enjoy a chef’s kitchen, double-sided fireplace, hot tub, and a new pool available June. Pets must be disclosed and approved prior to booking.

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.

Hudson Valley Boutique Airb&b
Bring the whole family to this great place with lots of room for fun. Located in The Hudson Valley in close proximity to" Walkway over The Hudson" , New Paltz, Lake Minnewaska, Beacon, Poughkeepsie, New Paltz, and Woodstock ! Grill out on the back deck or visit one the wonderful local restaurants! Within 10 minute ride to Marist College, Vassar College, The Culinary Institute of America, And SUNY New Platz College.

Rustic Hudson R. home with firepit/bar/billiard
Apartment on 1st floor with private entrance with rustic vibes! This 2 bedroom has a huge entertainment area with a stone bar, 70in tv, two 3seat leather couches, a dart board, fireplace, outdoor patio and fire pit. Perfect for couples or families! We also provide special gifts for each guest 😊 Also it’s a kitchenette with double burner hot plate, microwave, mini fridge, kureig, sink
Popular amenities for house rentals in Wappinger
House rentals with a pool

midcentury mod * POOL * walk out trail R2R/Mohonk
Woodstock Historic Artist Estate - The Pond House

4Br Mountain Brook House on 130 acres w/ trails

Scenic River View Escape | New Paltz

Farmhouse w/ Pool, Sauna & Hot Tub near Storm King

Peaceful Light-Filled Guesthouse salt pool/sauna

New Paltz dog friendly retreat w/ salt water pool

Hudson River views with pool and hot tub
Weekly house rentals

Cozy Riverfront Victorian in the Hudson Valley

Hillside Views in Hudson Valley

Mindful Escape: Theater, Trails, Wood Stove

Slate Cabin - Stylish Country Escape x Rhinebeck

Creekside cottage on 65 acres of land

Historic 1 BR Family Home Near Buttermilk Falls

Hudson Valley Mountaintop Riverview

Luxe Wooded Modern Getaway with Saltwater Pool
Private house rentals

Immaculate Home W/ Pristine View

The Bluff - Designer Home with Views, Pool & Hot T

Caroline House Beacon Getaway

Avi’s River House

3000 sq ft Poughkeepsie home with chef's kitchen

Dutchess Chalet - Hudson Valley Home w/ Hot Tub

Huge Historic House on 10 Acres, 90 mins from City

Hudson Valley Retreat w/ Sauna Near Beacon sleeps7
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £143 | £138 | £147 | £147 | £139 | £156 | £208 | £191 | £144 | £144 | £141 | £162 |
| 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 |
Destinations to explore
- New York City Holiday rentals
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- Rentals with outdoor seating Wappinger
- Rentals with a patio Wappinger
- Rentals with a washing machine and dryer Wappinger
- Rentals with a firepit Wappinger
- Fitness-friendly rentals Wappinger
- Rentals with a fireplace Wappinger
- Pet-friendly rentals Wappinger
- Family-friendly rentals Wappinger
- House rentals Dutchess County
- House rentals New York
- House rentals United States
- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Fairfield Beach
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Taconic State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Hunter Mountain Resort
- Kent Falls State Park
- Mohonk Preserve
- Storm King Art Center
- Mount Peter Ski Area
- Mohawk Mountain Ski Area
- Wawayanda State Park
- Compo Beach
- Sherwood Island State Park
- Storm King Art Center
- Paterson Great Falls National Historical Park
- Peekamoose Blue Hole





