
Vacation rentals with a patio in Wappinger
Find and book unique accommodations with an outdoor patio on Airbnb
Top-rated accommodations with an outdoor patio in Wappinger
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

Stylish Private Studio 1 block from Main St Beacon
Stylish, private garden level bedroom & bath w/ self check-in private entrance. Art/antiques/vintage bar-cart/mini-fridge/ microwave/43in 4KTV w Netflix/ black-out curtains/outdoor seating area. 1 block from Main St, 3 min free shuttle/20 min walk from Metro-North station. Close to DIABeacon & hiking trails. NOTE: -Ceilings are a bit low so if you are very tall, please contact me before booking. -To add pet,click "guests" dropdown, scroll to bottom&select "pet" to pay fee. $45 xtra for 2nd pet

Amenia Main St Cozy Studio
Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

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.

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!

Secluded Lakefront Chalet-Firepit+Yard Dogfriendly
⸻ Just over an hour from NYC, this serene, dog-friendly lakefront chalet offers 200 feet of private shoreline, fenced yard & sunroom with stunning lake views. Thoughtfully decorated with treasures from our world travels, it blends quiet luxury with modern comfort. Enjoy a king bed, fireplace, record player, TV. Dine by the water, relax in the lakeside swing, spot local fauna, hike the nearby trails & unwind fireside. Romantic, peaceful, beautifully secluded – your perfect summer escape awaits.

Eclectic one-bedroom house
This bohemian New Paltz house is 1/3 mi to Main St New Paltz, 2/3 mi to SUNY and 1 1/2 blocks from the New Paltz-Kingston rail trail. Rent entire house with a private bathroom, large deck space with table and grill, small living and dining room, EV charging and a kitchen. The entire upstairs is a spacious and unique bedroom space. Walking distance to many restaurants and bars. New Paltz is a central location for outdoor fun, close to Mohonk, the Gunks, great biking, hiking, rock climbing, etc.

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.

2Blocks to MainSt/Roundhouse-UnderMtBeacon-PvtApt
A cozy, clean, large studio apartment within a two minute walk to Mt. Beacon and Main St. Enjoy your stay with a fully equipped kitchen (coffee, tea, creamer, sugar, etc.), a comfy queen bed with lots of pillows, a full bathroom with shampoo, conditioner, body wash and extras. You will have off-street parking and a beautiful outdoor patio all to yourself. The apartment has WiFi, a Smart T.V. and lots of lighting but also room darkening shades to sleep in. Pickleball courts 2 blocks away.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

3 BR|CIA|Marist|King Beds|Pets|Cable| Wifi
The whole group will enjoy easy access to everything from this centrally located home. Ample space inside and out for creativity, relaxing and enjoying! Located in a quiet, residential, family-oriented neighborhood. This retreat is less than 1 mile from Marist College, and the Walkway Over the Hudson. A ten-minute drive to The Culinary, Vassar College and all FDR historic sites/attractions. Also, enjoy 125 cable and Roku tv Channels. Make this home your home away from home!

French Guest House in Waccabuc
A mini Versailles just outside of NYC - located on a private and gated eight acre estate with its own lake in Waccabuc, NY. Surrounded by 18C statuary, manicured gardens and fountains, it’s equivalent to staying in a 5-Star European luxury hotel suite (house designed by David Easton) with its heated stone floors and heated towel rack, luxury linens, gold taps and serene private entrance. (.7mi from Waccabuc Country Club, 60 min from NYC by car or train - Katonah train St)

Pet-Friendly 3BR Retreat – Walk to Shops & Cafe
Welcome to your pet-friendly Beacon retreat! This spacious 3-bedroom, 1.5-bath townhouse is just one block from Main Street, placing you steps away from Beacon’s best coffee shops, restaurants, boutiques, and galleries. Enjoy a short walk to the Roundhouse, Hudson Valley Brewery, and other local favorites. The train station and Dia:Beacon museum are just a 6-minute drive, and the Loop Bus stop is only 2 blocks away for easy local transit.
Popular amenities for Wappinger accommodations with an outdoor patio
Apartment rentals with a patio

Private Country Getaway

The Hideaway

Modern & Chic Eco-Friendly Studio in New Paltz

The Ivy on the Stone

Catskill Village House - Garden Studio

Captain's Quarters at Mickey's Marina

Waterfront Gem: 1BR w/Private Balcony & Serenity

HOT Sauna - Mountain Views - Hiking - NYC Trains
House rentals with an outdoor patio

Beautiful, Spacious, 5 Acre Family Retreat

3BR/3BA Renovated Retreat w/ Firepit By Rhinebeck

Modern Woodland Retreat, Hudson Valley & Catskills

Entire Home (private pool), Event Friendly

Cozy Historic Piersaull House - Charming & Quirky!

Hyde Parks Hideaway

The Cozy Cape In Historic Hyde Park

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Condo rentals with a patio

Spacious & Comfy Gem: Mins to Slopes, Arcade, Pkg!

Cozy 2-Level Condo | 2 Min to Mountain Creek

Luxurious Cozy Mountain Retreat

Comfortable, chic, modern and sophisticated condo

Chic Vernon Getaway | Pet-Friendly with Mtn Views

Room in Minerals@Crystal Spring

Cozy Getaway by Mountain Creek, Minerals & Golf!

2 Bedroom + Parking Cozy Condo•Mountain Creek•
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 | $213 CAD | $210 CAD | $214 CAD | $223 CAD | $244 CAD | $274 CAD | $278 CAD | $223 CAD | $282 CAD | $281 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 vacation rentals with a patio in Wappinger

Total vacation rentals
Explore 50 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 3,170 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 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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- Rentals with a patio Dutchess County
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- Hunter Mountain
- Mountain Creek Resort
- Fairfield Beach
- Rye Beach
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Rowayton Community Beach
- Rye Playland Beach
- Resorts World Catskills
- Bash Bish Falls State Park
- Jennings Beach
- Kent Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Seaside Beach
- Walkway Over the Hudson State Historic Park
- Ringwood State Park
- Catamount Mountain Ski Resort
- Sherwood Island State Park
- Glen Island Beach
- Rye Town Beach
- Rockland Lake State Park
- Wawayanda State Park