
Holiday rentals with outdoor seating in Wappinger
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Wappinger
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Fully stocked creekside sauna retreat with privacy
Welcome to Bluskyz! (Blue Skies) Perfectly nestled between the charming village of New Paltz and the beauty of the Gunks and it’s surrounding countryside. Quiet culdesac road close to everything, ONE HOUR FROM THREE MOUNTAINS and within walking distance to a couple of real country gems. Top of a hill, this home has amazing privacy, and the quiet of being the last home on a dead end street. With a natural spring pool, pergoladining, sauna in the back yard, your private spa in the Gunks awaits

Hudson Valley Tiny House
If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Two heating systems for the winter. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

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.

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

Stunning Passive Solar Cabin on 135 acres & pond
Just the perfect cabin. This newly built, passive solar house has a wood-burning stove, incredible views and is drenched with light. The house is intimate yet connected to the outside, with total seclusion and every imaginable modern convenience! It’s an architect-designed marvel of concrete, glass and reclaimed wood that sits on 135 acres of field and forest with a lovely swimming pond and miles of hiking trails. The cabin sleeps up to 6 people in two bedrooms and a spacious sleeping loft.

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.

Countryside Couples Suite
Need a place away from the hustle and bustle? Well you’ve found the place! This is a retired honey-bee farm. The guest space is a 1 -bedroom apartment with its own patio where you can enjoy sunset-views from your patio and even from your very own outdoor, covered hot tub! Curl up and read a book on the rocking chairs, hammocks or make s’mores at the communal firepit. You even have your own charcoal grill to use. Need a place to do office work? You can use my WiFi!All people welcome✌🏽

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.

Top Floor 2BR
Full-floor 2BR in historic 1870 brick building with creek & Mt. Beacon views, shared backyard oasis (covered lounges, fire pit, seasonal stream). Walk the scenic abandoned railway tracks alongside Fishkill Creek to Main St and the Roundhouse waterfall in 10 min. Interior and exterior by award winning Hudson Valley designer Simone Eisold. Two off-street parking spots. Ask about upgrading to the private patio with treetop hot tub & Mt. Beacon vistas! [Permit: 2024-0027-STR]

Beacon Modern victorian+garden—steps to mainstreet
Hey there! Welcome to style and ease at our GUESTHOUSE in the heart of the creative and vibrant Beacon NY. Central air and heat (new!). Retreat to your 1000 square foot GH with your own private entrance, 2 bedrooms, (King sized bed!), queen bed, and plush queen pull out sofa in the living room (with door for privacy), and microwave, toasteroven, kettle, mini fridge, glasses, plates/utensils (no stove or kitchen sink). Streaming tv, WiFi, workstation, garden!

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.

Modern Zen Chalet at the Foot of Gunks w Mt. View
Kick back at the foot of the Shawangunk Mountains in this calm, stylish home. Surrounded by forest, the house features large picture windows in every room to help you reconnect with nature. Enjoy the natural stone porch with a fire pit and newly built barrel sauna. Located near Minnewaska State Park, with quick access to trails, and views of Millbrook Ridge and the Gunks’ iconic climbing routes right from the windows.
Popular amenities for outdoor seating rentals in Wappinger
House rentals with outdoor seating

Cozy Riverfront Victorian in the Hudson Valley

Upstate Waterfront Saugerties Retreat-Near HITS

Cottage on the Creek

Cook House | Modern Cottage w/ Hot Tub & Fireplace

Boulder Tree House

Beacon Creek House

Historic 1873 Farmhouse Near Vineyards & Orchards

Waterfront Lake House
Apartment rentals with outdoor seating

Relaxing Spa Retreat~Gorgeous View~Walk to Village

*The Ridge House*

Private Apt 2 Blocks to MainSt/Roundhouse/MtBeacon

Homey Haven:Inviting Airbnb Suite with kitchen

Hoppy Hill Farm House

Hudson River Peaceful Getaway, Explore from here

Private space, with yard

Modena Mad House
Apartment rentals with outdoor seating

Lovely 1 Bedroom/Pool/Hot Tub/King Bed/Ski In/Out

2 Bedroom Hotel Suite at Mountain Creek Resort

Sunsets at Mountain Creek! Walk to ski slopes!

Comfy Studio at Mountain Creek Resort

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa

Skiiis N Tees • Mountain Views, Cozy Vibes

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna

The Oasis of Vernon
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $260 SGD | $252 SGD | $252 SGD | $258 SGD | $319 SGD | $319 SGD | $357 SGD | $331 SGD | $319 SGD | $354 SGD | $331 SGD | $293 SGD |
| 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 holiday rentals with outdoor seating in Wappinger

Total holiday rentals
Explore 40 holiday rentals in Wappinger

Nightly prices starting at
Wappinger holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 2,010 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 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

4.9 Average rating
Wappinger stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Rentals with a patio Wappinger
- Fitness-friendly rentals Wappinger
- Rentals with a firepit Wappinger
- House rentals Wappinger
- Pet-friendly rentals Wappinger
- Family-friendly rentals Wappinger
- Rentals with a washing machine and dryer Wappinger
- Rentals with a fireplace Wappinger
- Rentals with outdoor seating Dutchess County
- Rentals with outdoor seating New York
- Rentals with outdoor seating United States
- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Fairfield Beach
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Resorts World Catskills
- Hunter Mountain Resort
- Mount Peter Ski Area
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Taconic State Park
- Bear Mountain State Park
- Wawayanda State Park
- Sherwood Island State Park
- Compo Beach
- Opus 40
- Paterson Great Falls National Historical Park
- Benmarl Winery
- Mountain Creek Water Park
- Warwick Valley Winery & Distillery




