
Holiday rentals with outdoor seating in Wappinger
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Wappinger
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Private Hudson Valley Country Retreat
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!

midcentury mod * POOL * walk out trail to mohonk
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍

Creekside cottage on 65 acres of land
We had a lovely stay at this remote little cabin home! It feels more like staying at a friend’s house while they are out of town rather than other types of Airbnb rentals. This is someone’s home, with personality, coziness, and a great view! We saw a ton of wildlife, including beavers, deer, and a black bear, so there is plenty of nature small and large.

Historic 1 BR Family Home Near Buttermilk Falls
What a perfect place to stay! We were very comfortable in Hazel’s little retreat… we slept well in the king sized bed, had plenty of hot water, loved the bucolic green space and the creek nearby. Our dogs had great walks under the canopy of huge trees surrounding the property. I especially enjoyed watching and hearing the ducks, geese and swans across the street as they paddled to the pond! Thank you, Hunter for providing a perfect getaway spot for your guests!

Modern Upstate Gem Surrounded by Trees | Hot Tub
Sahir’s place is exactly as described and matches the photos perfectly. Even though it rained during our stay, we still had a fun and relaxing weekend — including our 5-month-old baby and our dog! Everything was super clean, and I loved that it wasn’t too far from NYC or North Jersey.
Woodstock Historic Artist Estate - The Pond House
No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.

Eclectic one-bedroom house
We were only at Sylvia’s house for one night, but it was a lovely stay. The house was warm and inviting with plenty of space. The loft bedroom was perfect and very comfortable. The shower is fantastic. We would definitely stay here again on another trip to New York.

NEW! Stylish Home in the Heart of Beacon
We can’t say enough good things about Tatiana’s place! We have stayed in several air bnb’s in Beacon over the years and this is by far the best! Perfect location, immaculately clean, and beautifully renovated. We attended a weekend full of wedding festivities at The Round House and the walkability was beyond perfect. 100% recommend. We will definitely try to book again next time we’re in the area. Thank you for a great stay!
Apartment rentals with outdoor seating

Beacon Bird's eye view! Close to Main St & Train
Overall Great experience close to Main Street, and easy walk from the train. Erin was flexible about check-in times, and was very responsive.

Stylish Private Studio 1 block from Main St Beacon
My husband and I had a great stay at Andrea’s place. It’s well located, quiet, and well decorated. Andrea was very communicative, kind, and thoughtful. Her check-in instructions were also very clear and she made herself available for us to ask for any recommendations, if we desired. Highly recommend!

Relaxing Spa Retreat~Gorgeous View~Walk to Village
Ami’s place was great! Stayed for my birthday and was surprised with a delicious tres leche cake upon my arrival! The view was incredible, amenities were amazing, overall it was everything I hoped for and more. Thanks Ami!

Homey Haven:Inviting Airbnb Suite with kitchen
Nichole’s place was perfect for crashing for a night after a birthday party nearby! We were very comfortable and all necessities were there.

Riverview Rowhouse, a vintage modern home
Absolutely loved our stay here. The home is very beautiful and clean! Felt extremely comfortable and at home as soon as we walked in. Amazing hosts as well, they were very accommodating to what ever we needed and very responsive. I personally loved that beacon is only a 12 minute car ride, there is so much to do over there. And the scenery around the area is soo beautiful. Very peaceful and quiet at night. 10/10 definitely recommend, I would definitely book again.

Hudson River Peaceful Getaway, Explore from here
What a beautiful place to stay in the Hudson Valley. The view from the property is just breathtaking. Dan’s place is very clean, open and beautifully furnished. We can’t wait to come back!

2BR|2 Queen Beds|Balcony|Parking|Strong Wifi
Lloyd was extremely kind and understanding. We had to make a few changes due to a family emergency - all handled with no problems. We highly recommend any of their properties- great hosts.

Peaceful apartment on 3.5 acres w/ Artist studio.
The place was really nice and the host was great! Don’t get discouraged if the power goes out during your stay cause apparently that’ll happen 2-4 times a year according to the host. Other than that I highly recommend
Condo rentals with outdoor seating

Valley Overlook @ Mtn Creek Resort Park & Play
I had a wonderful stay at this Airbnb in Vernon, New Jersey, right by Mountain Creek. The one-bedroom space was exactly as described in the photos—clean, cozy, and inviting. The accommodations, including the pool and hot tubs, and sauna were fantastic and easily accessible. The host was very responsive to messages, making the whole experience smooth and enjoyable. Highly recommend!

Sunsets at Mountain Creek! Walk to ski slopes!
Nothing bad to say about the place! Loved the pools and hotub!

Comfy Studio at Mountain Creek Resort
This is a beautiful place. Second time we’ve stayed there and I would like to come again next year!

Cozy West Point Hide Away and Cadet’s Get Away
Great Airbnb! Great Host! Perfect for visiting West Point

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa
Our stay was only for a few hours to sleep. It worked out great for us (group of 6)

Modern Ski in/out/waterpark/King Bed/WIFI/Parking
It is a great location, with plenty of things to do in the immediate vicinity. The unit was quiet, clean, comfortable, and provided everything I needed for a week long stay. The owner was very responsive to any query, and I did not have any issues with the unit during my stay. I'd work with Henry again for a future stay in Vernon, NJ.

2 Bedroom + Parking Cozy Condo•Mountain Creek•
We really enjoyed a night at the Cozy Condo! Fabiola was very responsive and helpful! The place really was very cozy and clean. It was exactly as listed and pictured. It’s decorated so cheerful and uplifting! Really nice place! Thanks Fabiola!!

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna
Kurk's place is updated nicely. Bed is comfy. The tub is amazing! The resort is very nice, the scenery and mountains surrounding it are beautiful, and the condo all made for a relaxing stay!
Quick stats about holiday rentals with outdoor seating in Wappinger
Total rentals
40 properties
Nightly prices starting at
$134 NZD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Hunter Mountain
- Fairfield Beach
- Rye Beach
- Mountain Creek Resort
- Rye Playland Beach
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Rye Town Beach
- Ringwood State Park
- Jennings Beach
- Seaside Beach
- Taconic State Park
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Calf Pasture Beach
- Kent Falls State Park
- Rockland Lake State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Sherwood Island State Park
- Van Cortlandt Park Golf Course
- Glen Island Beach