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

The Vermont Dream Cabin on 70 Acres
Authentic log cabin on 70 acres+ of Vermont forest with hiking/snowshoe trails, river & mountain stream. Cozy up with wine, games or book by the huge stone woodburning fireplace with fav music from the vintage Bose stereo, enjoy coffee & stargazing on the rocking porch while taking in the mountain views & wildlife or explore the forest & river trails. Enjoy making meals in the ample fully stocked kitchen, the outdoor grill & around the campfire. Crisp AC.*4x4/AWD a MUST for WINTER only BOOKINGS*

Birch House - lake, green trees + modern comforts
We're a little guest house near a lake in Vermont with green trees + modern comforts. Perfect for couples + individuals looking to relax + enjoy nature. Renovated, air conditioned space w/ cozy, minimalist vibes. A small modern cabin that's peaceful + private. Tucked into a quiet neighborhood. Main home is a separate building next door. Near Bennington College. 12 minutes to downtown Bennington. IG birchhousevt Please note that due to a severe allergy, it is difficult to accommodate animals

Guest House at Hummingbird Hill
Our small above-garage guesthouse on the New York-Vermont border is a retreat from busy life. The open floor plan, airy apartment has windows on all sides & overlooks woods & meadow. The guesthouse is ideal for those looking to get away from electronics and the internet (note: no Wifi), and hike and bike the area’s trails, and/or paddle the Battenkill River and area lakes. Or just sit on the deck with a book and cup of tea or glass of wine. Pets are welcome (we do charge a small fee for pets)!

Apartment in Historic Village Home
Our home was built in the 1830's, and the apartment added in the 1950's. The apartment has a throwback feel. We are an easy walk to restaurants, Flynn's funeral home, the school, and churches. We are minutes from the Washington County Fairgrounds. We are 1/2 an hour from the Saratoga race track, 45 minutes to Lake George, 10 minutes from Willard Mt, and an hour from great Vermont skiing! We have a full kitchen, guests say our beds are super comfy, and we have hi-speed cable and Internet!

Apartment on the Battenkill 30 minutes to Saratoga
Enjoy the natural beauty of the Battenkill River in our private, charming, guest apartment located on the outskirts of Greenwich, New York just 20 miles from Saratoga Race Course and a lovely scenic drive to Lake George and Vermont. Our cozy space includes 1 private bedroom with a queen size bed (linens included), a couch that can sleep an additional 2, TV, dining space and a complete kitchen. Lounge on the spacious deck, fish, take a dip in the river and enjoy comfort of our cozy space!

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub
This historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 250 acre property.

Airbnb @ Sweet & Savory Farmette
Welcome to the AirBnB situated on a small working farm. You are welcome to tour the grounds to say hello to all the animals. This place is for the birds! No really you will enjoy watching chickens, ducks, emus, geese, guinea fowl, and peafowl. The farm is also home to a herd of beautiful alpaca and resident llama, curious goats, and barn cats. There are working livestock guardian dogs who watch over the herd who will greet you from behind the fence.

Cozy rustic cabin in the hamlet of Shushan. N.Y.
This cabin overlooks a nature preserve.lots of wildlife,with a peaceful and Serene atmosphere. animals are welcome. the battenkill river is closeby 30 min from Manchester v.t and Saratoga springs ny.cozy up to a fire with a good book,or head out for some designer shopping.hiking trails in Vermont and newyork and plenty of ski resorts ,and snowmobilng.within 30 min. we welcome all animals in the home. enjoy the quiet, and views of shushan NY.here..

Guest Cottage Battenkill BnB- A Peaceful Getaway
This newly renovated carriage house is nestled in the Battenkill River Valley alongside a picturesque spring fed Marsh . The post and beam structure is private and quiet as it is distanced from my family home . The kitchen is stocked with a bounty of delicious local and organic self serve breakfast choices plus a wide range of organic coffees and teas.Please feel free to let us know if you have any dietary restrictions.

Cozy Poultney Village Apartment
I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

Cozy, Pets, Coffee, B-Ball, Fire Pit, BBQ
⭐"Cozy, clean and affordable! Highly recommend." -Alison 🏡 Family Style Apartment 🛏️ Sleeps 3 🏀 Basketball Court 🔥 Fire Pit 💻High speed internet 🚽 Heated Bidet 🐶 Pets 🌲 Front yard 🔥 BBQ 🏠Patio with Sun Loungers 🚗 Convenient Parking 📍 15 min to Saratoga Springs, 20 min to Lake George 🍽️ Fully Equipped Kitchen ☕Coffee, Tea & Decaf Note: Potential for noise from upstairs guests

Serene Bus Getaway Among Rolling Farm Land
Tucked off a quiet dirt road, this stationary bus promises to provide you and yours an unforgettable accommodation for your next Upstate NY retreat. Come stay in the Sleepy Tire, and wake up to beautiful views of Vermont’s Green Mountains, an indoor bathroom with flushing toilet and hot shower, and WiFi so you can stay connected to those that matter.
Popular amenities for Jackson outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Magical Farm Getaway - a must visit!

Adirondack Themed Carriage House

Cozy Modern Sugar House with spectacular views.

The Gate House--Experience Vermont!

Vermont Romantic Escape

Quaint Pink House on The Battenkill River

Charming Carriage House in Saratoga Springs

Cozy Home in Poultney, Vermont.
Apartment rentals with outdoor seating

The Foot of the Adirondack Mountains

Suite Sunset 311 Rice Lane Bennington VT

Cozy Riverside Apartment with Private Backyard

Saratoga Gem

Charming, Stylish & Spacious - The Chelsea Flat

Hip Suite - Cafe/Brewery/Farmers Mkt/Arts District

Sunny Troy Private Deck Parking Wi-Fi Top Floor

Vermont Getaway Apartment
Condo rentals with outdoor seating

Mount Snow Ski Chalet

Winter Dream! The Handle Lodge at Snowtree Condos

Ideal location! Steps to Track and Broadway!

Ski In/Out, Cozy 3BR Condo steps to Village

Seasons Condo on mtn-sports center-pool-Ski in-out

Great 2 bedroom condo at Stratton Mountain

Spacious & comfortable upstairs apt in Lake George

Saratoga Getaway
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Greater Toronto Area Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- Quebec City Holiday rentals
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Saratoga Spa State Park
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Pico Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Lake George Expedition Park
- Albany Center Gallery
- Peebles Island State Park
- Dorset Field Club
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame
- Northern Cross Vineyard




