
Holiday rentals in Wappinger
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Wappinger

Total holiday rentals
Explore 80 holiday rentals in Wappinger

Nightly prices starting at
Wappinger holiday rentals start at €34 per night before taxes and fees

Verified guest reviews
Over 4,090 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 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 holiday rentals in Wappinger
Guests agree: these stays are highly rated for location, cleanliness and more.

Hudson Valley Suite Home Cinema, Fireplace, Gazebo
Escape to your large private Garden-Level Suite! Enjoy AN ENTIRE LOWER FLOOR featuring a luxury home cinema, full kitchen, and a King master with its own fireplace. Work remotely at 2 desks or relax in the sunroom and outdoor gazebo. A private entrance ensures seclusion. Located in Fishkill near hiking and Beacon. Hosts live upstairs but respect your privacy and often leave. The perfect high-end getaway for families or remote workers looking for fun and comfort in the heart of the Hudson Valley!

3000 sq ft Poughkeepsie home with chef's kitchen
A wonderful home for a couple's retreat or a family fun getaway. There's even a striped basketball court outside for the round ball players. And for the chefs, cooks or even the hash slingers, there's a beautifully laid out voluminous kitchen to prepare everyone's favorite dishes. Our spacious home located on the outskirts of the town of Poughkeepsie offers a centrally located base to the heart of the Hudson Valley, which has become one of the most sought after venues to visit in the Northeast.

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.

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.

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

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.

Cliff Top at Turtle Rock
Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Village Center Duplex
Newly renovated 2-bedroom, 1-bathroom apartment nestled in the heart of the charming village of Wappingers, New York. This inviting space offers the perfect blend of modern comfort and convenient village living, providing you with an exceptional getaway. As you step into the apartment, you will have to go up one flight of stairs before you'll be greeted by a thoughtfully designed interior that reflects both style and functionality. Located walking distance to restaurants and bars.

VIEWS on Hudson River / Luxury Modern Home
Come stay on the HUDSON RIVER WATERFRONT Bluff. It is one of the most magical, luxurious experiences in all of NY. The views are insane! It's literally the perfect getaway with a major *WOW* factor - if you're wanting something very, very special. :) You'll have complete access to my gorgeous, modern, designer, peaceful mid-century home and deck. This is a luxury escape. The central location positions you near everything in the Hudson Valley. Just 2 hours north of NYC.

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!

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.
Popular amenities for Wappinger holiday rentals
Other great holiday rentals in Wappinger

Hudson Valley Retreat w/ Sauna Near Beacon sleeps7

Caroline House Beacon Getaway

Spacious Walkout Basement Studio

Huge Historic House on 10 Acres, 90 mins from City

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

Immaculate Home W/ Pristine View

Private retreat on 12 acres w hot tub and bbq

Magnificent historic mansion near Beacon
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €147 | €130 | €130 | €133 | €145 | €135 | €153 | €147 | €134 | €142 | €129 | €129 |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Wappinger?
Wappinger has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Wappinger?
Experience the best of Wappinger with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Wappinger?
Four-legged friends are welcome in Wappinger. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Wappinger?
Yes! Work meets play with ease at over 50 vacation rentals in Wappinger featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Wappinger vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Wappinger, available on Airbnb. Make a splash and soak up the sun in style!
Do bed and breakfast rentals in Wappinger have air conditioning?
Absolutely! We offer over 10 bed and breakfast rentals with air conditioning in Wappinger. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wappinger have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Wappinger. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Wappinger have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Wappinger. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Wappinger have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Wappinger. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Wappinger?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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