Holiday rentals with outdoor seating in Smallwood

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Smallwood

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

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Superhost

Home in Greenwood Lake

5 out of 5 average rating, 121 reviews

Escape to the lake!LAKEFRONT/Hot-tub/1 hour to NYC

Lakefront, fully renovated and ready for guests to experience lake living at its best from the inside out. The modern gas fireplace and cozy sectional sofa make the living room the perfect place to perch over crisp autumn evenings. Or take a steaming soak in the backyard hot tub after a day of hiking or exploring all of neighboring Warwick’s wineries, breweries and local farms.With direct access to the lake from the property our location is ideal for kayaking. All within a 1 hour drive from NYC!

Superhost

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 East Stroudsburg

4.98 out of 5 average rating, 170 reviews

l Chefs Kitchen l LUX FirePit l HotTub/Sauna/Pool

Nestled within the Poconos mountains is this ultimate city escape packed with luxury amenities for the whole family to enjoy all just 5 mins from the ski slopes. Inside you’ll find open plan living with a Hamptons-style kitchen, 4 beautiful bedrooms and a fun games room, while outside you can enjoy the outdoor cinema, the social fire pit, BBQ’s, the luxe hot tub and so much more! Stay just 5 mins to Shawnee Ski Resort, the Country Club & Stroudsburg with its restaurants, shopping & attractions!

Superhost

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!

Superhost

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.

Superhost

Home in Pocono Summit

4.84 out of 5 average rating, 135 reviews

Poconos Sunset Lakefront !HotTub & amazing sunsets

Beautiful Lakefront Poconos Home w/Hot Tub, 2 Fire Pits & Deck! Hot tub running year round & patio now has patio heaters for those wintery nights ! Classic modern Ranch with ample of sleeping space made available through super comfortable sleeping arrangements. Brand new picnic area ! Welcome to your dream Poconos lakefront vacation home! Our ranch house boasts 4 bedrooms, 2.5 baths, and a private & serene lake access on the shores of one of the most beautiful lakes in the region!

Superhost

Cabin in Tafton

5 out of 5 average rating, 77 reviews

Cozy Cabin! BACK ON Airbnb

WOOD BURNING FIREPLACE Sleeping arrangements-Walk out basement-there is a futon. main level living room and kitchen area top floor bedroom to the right has a king size bed and a futon two bedrooms to the left. One of the bedrooms has two full-size beds, and the other bedroom has a queen size bed, and a futon . Gorgeous Cabin! Fully sanitized& filled all essentials. Near many ski resort! Camelback, Elk Mountain, Jack Frost, Montage, and more! 20 min away from Woodloch Pines!

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.

Superhost

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

Campervan/Motorhome in Tobyhanna

4.83 out of 5 average rating, 90 reviews

Glamp Life!

Enjoy the lovely setting of this romantic spot in nature. Get a taste of Glamping while minutes away from all attractions The Poconos has to offer. Whether getting away with that special someone, girls/guy trip or family vaca this cozy campsite will accommodate all your needs. This fully renovated camper provides gas stove/oven, shower with tub, Large screen smart TVs with fire stick/Roku for all movie streaming. Large 12x12 deck w/privacy wall for multi use +more.

Superhost

Campervan/Motorhome in Sussex

4.78 out of 5 average rating, 59 reviews

Delightful Camper in Campground with Amenities

Reconnect with nature at this unforgettable escape. Great amenities and fresh air. Cozy little home with outdoor seating, fireplace, gazebo, darts and grill. Comfortably sleeps 6 with a kitchenette and full bathroom. 2 pools, lake, arcade and rec room are available from Memorial to Labor day (weekends only until school ends.) Playground, basketball, volleyball, bocce ball and tennis courts available all season April 1st to November 1st.

Superhost

Home in Woodstock

4.89 out of 5 average rating, 512 reviews

Woodstock Historic Artist Estate - The Carriage House

Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. Today the former carriage house of the picturesque estate is an architect-renovated gem in an idyllic setting bordering a public preserve, a short walking distance to the center of Woodstock.