Holiday rentals with outdoor seating in Philipstown

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Philipstown

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Tent in Poughquag

4.85 out of 5 average rating, 13 reviews

Maybrook Farm "The Ridge"

Soaring view of Hudson Valley from tent on 100 Acre Farm - Direct Access to Empire Rail Trail - Fishing at our Pond! Walk to Appalachian Trail! Enjoy the stars at night and beauty of hills and valley from your canvas tent equipped with bed. Drive up or come by bike to private entrance to the farm from the Empire Rail Trail with a locked gate. The pond has a dock, there is a seasonal babbling brook, walking trails, wildlife. Fire pit, picnic table, outhouse bathroom. Rustic, simple, beautiful!

Guest favourite

Campervan/Motorhome in Kingston

4.97 out of 5 average rating, 98 reviews

Glamping Getaway

Come enjoy the sounds of nature when you stay in this unique little getaway. Quaintly tucked away on beautifully manicured private property. Rest, relax & rejuvenate! Conveniently located near the Hudson River & Charles Rider boat launch 1/4 mile to enjoy fishing, kayaking or boating. Walking, hiking, biking trails & kayaking and restaurants located within minutes from the campsite. 5min drive to downtown Kingston, 10min to Historic uptown Kingston. 10min to Saugerties, Woodstock and Rhinebeck.

Top guest favourite

Guest house in Woodstock

5 out of 5 average rating, 379 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

PRIVATE Modern/Rustic Apt WALK TO TOWN 5 * Rating "premiere" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1&1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE ondeck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

Superhost

Home in Jefferson

4.86 out of 5 average rating, 118 reviews

Hillside Lakehouse Cottage + Kayaks and Pedalboat

Welcome to Hillside Lake Retreat on beautiful Lake Hopatcong. Enjoy the sunrise with panoramic 180 degree elevated views of the lake on our fully furnished deck or walk down to the dock and swim, fish or take in the breeze. -Multiple marinas within walking distance for rentals including boats, pedal boats and kayaks, or bring your own toys and launch directly from here. Tennis/Basketball/Playground at Prospect park, Hiking, Biking, and Off-roading all within a 5 minute walk just footsteps away.

Top guest favourite

Holiday home in Warren

4.98 out of 5 average rating, 163 reviews

Private new house on 10 acres of pristine nature

Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch

Top guest favourite

Home in Glen Spey

4.99 out of 5 average rating, 135 reviews

Lakehouse Getaway/Winter/Summer/Spring/Fall

Book this lakefront retreat as a romantic getaway, family vacation, or family reunion, with our sister property. Imagine, beautiful scenery, fresh air, breathtaking views, all while relaxing in our lakefront Gazebo, Our spectacular seven person Hot Spring Spa, or optional (extra charge) Bimini Top speedboat. When not spending time on the 2 acres... feels like 20 since it borders open forest, you can visit Bethel Woods, ResortsWorld Casino, Forestburgh Playhouse,Shrewd Fox Brewery Spring 2025!

Top guest favourite

Cottage in Livingston Manor

4.99 out of 5 average rating, 146 reviews

Cozy mountain top home - views, 5acres & a gym.

Located 2hrs from NYC, 7mins from Livingston Manor and close to Belleayre and Plattekill ski mountains. Sat atop a mountain, with 5 acres that sweep away from the property revealing stunning long distance views. Beautiful light throughout - front room with fireplace, full renovated kitchen, lounge, dining area, master bedroom, 1 large guest room, office / single bedroom, 2 bathrooms and huge covered back porch + a full home gym complete with Peloton bike, Peloton tread + ping pong table.

Guest favourite

Campervan/Motorhome in Catskill

4.83 out of 5 average rating, 144 reviews

Camping in the Catskills

Come escape reality with a vacation in the beautiful Catskills. Enjoy your stay in a clean, comfortable camper. Hang out by the fire pit while dinner cooks on the BBQ grill. All cooking/dining ware included. Bring along your outdoor games! There is plenty of space for volleyball, corn hole, etc. Spend the day exploring the various hiking trails and swimming holes in the area. Located 7 minutes from the Village of Catskill, 20 minutes from Woodstock. Outdoor smoking OK. WiFi included.

Superhost

Chalet in Ruby

4.9 out of 5 average rating, 115 reviews

Enchanting Upstate Cabin w Pool, Firepit

Welcome to our family-friendly haven in the heart of the beautiful Hudson Valley, just 10 minutes from Kingston, Saugerties, and Woodstock. Less than 2 hours from New York, our retreat offers an idyllic escape surrounded by enchanting forest views. Great for large groups, and year round stays with a heated pool and air conditioning in summer months. Just 40 mins away from skiing Hunter. Listing pics by @dirtandglass and @heypamcakes See more snapshots @theserenityhomes on IG.

Top guest favourite

Home in Livingston Manor

4.96 out of 5 average rating, 295 reviews

River view:

Rental is located next to a busy road , if you are not comfortable with some traffic at certain times of the day then this may not be for you I would also note that this home is small inside but very comfortable . There is a cozy yard to relax in next to a fire pit and a table and chairs if you would like to eat outside. I will provide firewood for one night, and charcoal for grill for one night as well. Located 1/4 mile from home is a local place to purchase extra wood .

Superhost

Barn in Stillwater

4.82 out of 5 average rating, 158 reviews

Enchanted Country Cottage Barn on Waterfalls

Country escape and charm on pristine rolling hills and nature. Rustic, sun filled loft in historic, restored barn. Waterfall through property. Parks abound, Energy vortex. Private building w/deck, fire pit on falls. Fantastic library. Modern amenities. From garden to wooded glen. Excellent restaurants close. Hike, bike, fish. Antiques/wineries. Prefer 2 night wknd. Holidays 2 night mandatory 90 minute NY/Phil. Lifetime memories, creatives, honeymoon.

Guest favourite

Home in Hopatcong

4.92 out of 5 average rating, 140 reviews

Lakefront Hopatcong w/dock kayaks fishing near NYC

3800 sqt 4b 2.5b, stunning lakefront house on the largest lake in NJ. Breathtaking lake views from every room. Sunrise coffee at bedroom balcony. Grill in the sunset at the spacious patio, fishing off the private dock. two spacious living rm for multi family, well equipped kitchen, large washer dryer, 3 kayak, fishing rods, grill, everything you need for your group to have a comfortable lake retreat and make some beautiful memories. 1 hr to NYC.