
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 €35 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.
4.99 out of 5 average rating, 189 reviews
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.
4.81 out of 5 average rating, 136 reviews
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.
4.99 out of 5 average rating, 238 reviews
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.
4.94 out of 5 average rating, 302 reviews
Home in Cold Spring- Farm Stay!
Escape to our charming home nestled on five acres of farmland. This stay offers both seclusion and convenience, providing an ideal retreat for families, friends, or anyone seeking a peaceful countryside experience. Outdoor Space: -Walkable property featuring goats, chickens, horses, and donkeys -Large front porch featuring stunning mountain views and sunsets -Nearby hiking trails Location: -Five-minute drive to the quaint village of Cold Spring -Many shops, restaurants, and river views
4.99 out of 5 average rating, 104 reviews
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.
4.99 out of 5 average rating, 210 reviews
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!
4.95 out of 5 average rating, 374 reviews
4BR|2Bath|King Beds|Walk to Marist|CIA|Pet|Parking
This home is located in the Mid Hudson Valley -just steps away from Marist U, The entrance to Walkway Over the Hudson, MHR Hospital and a 2mi ride to the CIA! Equipped with a full kitchen, king beds, 2 full baths, Roku TV, private parking & spacious backyard- perfect for grilling or cozying up next to the fire pit. Make this cheerful house your home base as you explore all the wonders of the Hudson Valley! We are a small dog friendly! (15 lbs or less)
4.95 out of 5 average rating, 402 reviews
La Casita - Home Away From Home.
✨ Discover Serenity at La Casita 🏠 — Your Hudson Valley Escape ✨ Cozy 3-bedroom, 1.5-bath retreat near Dutchess, Marist 🦊 University, Vassar, and the Culinary Institute of America 🧑🍳, it’s ideal for visits or getaways. Enjoy nearby wineries 🍷, orchards 🍎, farm markets, and hiking trails 🥾, or simply unwind and soak in the beauty of Hudson Valley’s seasons 🌻☀️🍁⛄️. Need anything specific? We’re happy to help make your stay perfect!
4.89 out of 5 average rating, 106 reviews
Hilltop Hideaway Forest Villa on 13 acres!
Our artistic, spacious , comfortable home is set on 13 (fairytale-esque) private, forest acres. We are minutes away from hiking trails, swimming lakes, and the Hudson River where you can kayak. The house is located on 13 acres of land just minutes away from the vibrant shopping of downtown Cold Spring, NY. It is surrounded by lakes and hiking trails, including the Appalachian Trail. We are minutes away from the Cold Spring train station.
4.95 out of 5 average rating, 369 reviews
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.
4.92 out of 5 average rating, 181 reviews
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.
4.86 out of 5 average rating, 115 reviewsPopular amenities for house rentals in Wappinger
House rentals with a pool

4Br Mountain Brook House on 130 acres w/ trails
4.88 out of 5 average rating, 222 reviews
Scenic River View Escape | New Paltz
4.88 out of 5 average rating, 242 reviews
Historic Cornwall Farmhouse w/ Sauna & Hot Tub
5.0 out of 5 average rating, 107 reviews
Cozy, Modern Retreat in the Woods of Cold Spring
4.95 out of 5 average rating, 179 reviews
Comfortable & Spacious Country Home - All Seasons
4.98 out of 5 average rating, 123 reviews
midcentury mod hot tub*walk out trail R2R/Mohonk
4.98 out of 5 average rating, 549 reviews
Lake Views | Pool + Hot Tub | 1hr NYC | Ski Access
4.92 out of 5 average rating, 118 reviews
The Woodstock Barn House - Sauna, Gym, Jacuzzi
4.99 out of 5 average rating, 279 reviewsWeekly house rentals

Beautiful, Fun, Spacious 5 Acre Family Retreat
4.93 out of 5 average rating, 116 reviews
4 Bd Paradise Gorgeous Design Close to All!
4.96 out of 5 average rating, 152 reviews
Modern Upstate Gem Surrounded by Trees and Hot Tub
4.88 out of 5 average rating, 152 reviews
Modern 3BD West Point USMA House w/ HotTub!
4.99 out of 5 average rating, 116 reviews
Accord River House
4.99 out of 5 average rating, 107 reviews
Cozy Riverfront Victorian in the Hudson Valley
4.92 out of 5 average rating, 194 reviews
Beacon Creek House
4.99 out of 5 average rating, 167 reviews
River & Mtn Views - Jacuzzi - near Metro North
4.97 out of 5 average rating, 474 reviewsPrivate house rentals

Contemporary Hudson Valley home
4.87 out of 5 average rating, 109 reviews
Hillside Grove
4.96 out of 5 average rating, 105 reviews
Stunning Hudson Valley Retreat: Huge Deck, Views
4.87 out of 5 average rating, 133 reviews
Hudson Valley Retreat w/ Sauna Near Beacon sleeps7
5.0 out of 5 average rating, 86 reviews
3000 sq ft Poughkeepsie home with chef's kitchen
4.95 out of 5 average rating, 75 reviews
Hudson Valley Suite Home Cinema, Fireplace, Gazebo
4.77 out of 5 average rating, 31 reviews
Huge Historic House on 10 Acres, 90 mins from City
4.92 out of 5 average rating, 38 reviews
VIEWS on Hudson River / Luxury Modern Home
5.0 out of 5 average rating, 12 reviewsWhen is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €167 | €161 | €172 | €148 | €200 | €195 | €243 | €223 | €169 | €169 | €166 | €189 |
| 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 Holiday rentals
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- Philadelphia Holiday rentals
- Washington Holiday rentals
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- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Atlantic City Holiday rentals
- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Fairfield Beach
- Thunder Ridge Ski Area
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Storm King Art Center
- Taconic State Park
- Mohonk Preserve
- Mountain Creek Water Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Kent Falls State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Mount Peter Ski Area
- Compo Beach
- Mohawk Mountain Ski Area
- Wawayanda State Park
- Millbrook Vineyards & Winery





