Holiday rentals with outdoor seating in Chester County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Chester County

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite

Cottage in Downingtown

4.97 out of 5 average rating, 185 reviews

The Cottage at Hoffman Barn

The Cottage at Hoffman Barn is a freestanding modern studio cottage located on what was once a dairy farm. The cottage is filled with eclectic art and modern appliances. Outside, your private deck is surrounded by mature specimen trees, birds and nature! You will love the charming waterfall patio and freedom to walk most of the four acre property including visits to goats and chickens at the stable. Most amenities needed for a lovely private getaway or a productive business trip are included.

13–20 Feb

$333 NZD per night

Guest favourite

Apartment in Amish County

4.98 out of 5 average rating, 250 reviews

Luli’s Peaceful Getaway - In Lancaster County, PA

Come and enjoy a scenic escape surrounded by Amish farmland. Stay in a private, fully-equipped suite with a touch of retro flair. It is minutes away from Shady Maple Market (one of the largest in Lancaster) 9 miles from Kitchen Kettle Village and Lapp Valley Farms. It is 17 miles away from all the Lancaster Outlets and the spectacular shows at Sight and Sound Theatre and American Music Theatre. We are 1 hour away from Hershey Park Chocolate World and 28 miles from the elaborate Longwood Gardens.

3–10 Jan

$191 NZD per night

Guest favourite

Farm stay in Spring City

5.0 out of 5 average rating, 161 reviews

Country getaway on a horse farm, Bryn Taran Farm

Country farm, but quick drive to major historical and entertainment sites and events. Private, secluded accommodation adjacent to 275 yr old farmhouse. Includes an expansive porch with seating, a table for outdoor dining overlooking a garden, horse fields and historic barn. You have a private entrance to your own elegant living space with all modern amenities, including full-size kitchen appliances, an ample dining area with a view outdoors and a spacious bedroom with en-suite bathroom/shower.

15–22 Sep

$221 NZD per night

Guest favourite

Guesthouse in West Chester

4.96 out of 5 average rating, 199 reviews

Bala Farm Cottage - 2 miles from West Chester

Bala Farm Cottage is a wonderfully cozy stone cottage, located less than 3 miles from the center of West Chester, on a hilltop in a quiet neighborhood. It has a charming study downstairs with a bay window looking out towards majestic trees, and an entry hall that ends with a wet bar, equipped with a mini-fridge, kettle, coffee machine and microwave. The original curved staircase leads to the upstairs bedroom with queen bed and a spacious bathroom. You'll love your stay in the Cottage!

4–11 Jun

$304 NZD per night

Guest favourite

Apartment in West Chester

4.92 out of 5 average rating, 132 reviews

Spacious apartment close to borough.

Beautiful suite close to popular West Chester borough without the noise! Great space for kids, getaway, or workaway. Bedroom- queen bed, dresser, wing back chair, desk, Packnplay. Living room- day sofa (2 twins), dresser, Sling TV, Netflix, Prime, Hulu, Disney Plus. Fast WiFi. Stocked kitchen. High chair/baby gate. Laundry room. Quiet, wooded neighborhood with sidewalks. Huge lit deck with grill and propane fireplace. Big backyard with wood fire pit, swings/slide/fort. Keyless entry.

9–16 Nov

$188 NZD per night

Guest favourite

Guest suite in Media

4.98 out of 5 average rating, 457 reviews

The Welcoming Woods

Enjoy the quiet of the woods as you relax in your private space. The studio is minutes away from downtown Media where you can enjoy the shops & restaurants on State St or take a 20 minute ride into Philadelphia. Attractions include Tyler Arboretum, Ridley Creek State Park, Longwood Gardens, Linvilla Orchards & local wineries in Brandywine & Chadds Ford PA. After a day of activities relax on the hammock or enjoy a soak in the hot tub. The woods are waiting to welcome you!

7–14 Feb

$190 NZD per night

Guest favourite

Guest suite in Paoli

4.97 out of 5 average rating, 193 reviews

A 650 SF Condo| Walking distance to Amtrak station

If you are looking for a wonderfully quiet and convenient location in the Paoli area for a comfortable stay, welcome to East Central Ave and stay at The Airdrie Caravansary. Close to shops, restaurants, walking trails, and the Paoli train station. This private in-law suite is attached to the property, but it has a separate entrance and a patio. The kitchen has white cabinets with new appliances, including a toaster oven, a coffee maker, a toaster, and a refrigerator.

16–23 Jul

$189 NZD per night

Guest favourite

Place to stay in West Chester

4.94 out of 5 average rating, 316 reviews

"The Stay Over" your Home away from Home

PRIVATE ENTRANCE, 2 VERY SPACIOUS ROOMS, off street parking 1st room :Living Room areaTV, Fireplace/ Heater Unit, Sofa, Mini frig/mini freezer Bar/Seats , Kitchen Table, MICROWAVE,TOASTER/AIR FRYER OVEN 2nd room: 1 QUEEN SIZE BED, 1 TWIN BED , TV, Chest of Drawers ,Sofa, Fireplace-Heat Unit, Desk, Mini Beverage Frig, Private Bathroom/ Stall Shower Amenities: CABLE, WIFI, TREADMILL, , COFFEE MAKER / COFFEE & TEA, SHEETS, BEDSPREAD, TOWELS ( no full kitchen)

19–26 Oct

$264 NZD per night

Guest favourite

Guest suite in Paradise

4.98 out of 5 average rating, 346 reviews

Suite Paradise - Breakfast & Amish Farmland Views

Welcome to Suite Paradise! Located in a quiet country development, you'll be nestled into the heart of Amish country. Enjoy quaint walks through the neighborhood, spectacular views of Lancaster County Amish farmland right out of our back yard (especially during sunset), and even a peek into the happenings of a one-room Amish Schoolhouse bordering our property. Our private suite, in a converted 2-car garage, is the perfect getaway for a country escape!

13–20 Dec

$152 NZD per night

Guest favourite

Place to stay in West Chester

4.98 out of 5 average rating, 176 reviews

Private West Chester Cottage close to Longwood

Treat yourself to time away in the heart of Chester County history and horse country. This charming little gem, privately nestled under the evergreens is surrounded by acres of American history dating back to the 1700s. Tucked behind the property's historic stone farmhouse is the newly refurbished cottage which you'll have to yourself. The cottage is tastefully decorated with vintage treasures & has spectacular views of the unique property & gardens.

7–14 Oct

$335 NZD per night

Guest favourite

Cottage in Chester Springs

4.98 out of 5 average rating, 134 reviews

Charming cottage under the pines. No cleaning fee.

Relax in our tiny cottage overlooking the fields of Chester County. View the beautiful St. Matthews church from your bedroom window. Livingroom has comfortable pull down couch. Kitchen and bathroom are newly renovated. Enjoy the peaceful enclosed back porch to wind down after a day of hiking or horseback riding on local trails and parks, boating at nearby Marsh Creek or spending the day in the quaint nearby towns and/or historic Philadelphia.

14–21 Jul

$296 NZD per night

Guest favourite

Guesthouse in Kennett Square

4.97 out of 5 average rating, 396 reviews

Longwood Gardens Carriage House

Two miles from Longwood Gardens and six from Winterthur and Brandywine River museums, the apartment is ideally located for exploring Brandywine Valley sites and historic Kennett Square. Situated in a garden with views of a wildflower meadow and horses, it offers a spacious bedroom and bath, cozy kitchen/living combo and washer/dryer. It is modern, super clean, comfortable, and private--an idyllic country escape.

14–21 Nov

$287 NZD per night