Vacation rentals with outdoor seating in Chester County

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Top-rated outdoor seating rentals in Chester County

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

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Guest favorite

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.

Dec 13 – 20

G$35,988 GYD per night

Guest favorite

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.

Aug 27 – Sep 3

G$25,937 GYD per night

Guest favorite

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!

Aug 29 – Sep 5

G$20,063 GYD per night

Guest favorite

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.

Sep 11 – 18

G$19,711 GYD per night

Guest favorite

Place to stay in West Chester

4.94 out of 5 average rating, 315 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)

Jan 28 – Feb 4

G$28,557 GYD per night

Guest favorite

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!

Nov 20 – 27

G$16,529 GYD per night

Guest favorite

Place to stay in West Chester

4.98 out of 5 average rating, 175 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.

Jul 24 – 31

G$36,640 GYD per night

Guest favorite

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.

Jul 14 – 21

G$33,743 GYD per night

Guest favorite

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.

Dec 30 – Jan 6

G$31,225 GYD per night

Guest favorite

Guesthouse in Wilmington

4.84 out of 5 average rating, 368 reviews

Beautiful Modern Fully Equipped Private Guesthouse

Beautiful and modern brand new private apartment. This space is brand new and fully sanitized at all moments. Completely separate space with private entrance, patio, bathroom and kitchenette. Enjoy Netflix on our extra large living room tv or a glass of wine from our honor bar! Location is excellent in a beautiful safe neighborhood with convenient access to I-95, downtown Wilmington and shopping centers.

Mar 20 – 27

G$19,780 GYD per night

Guest favorite

Tent in Denver

4.97 out of 5 average rating, 151 reviews

A luxurious glamping tent nestled in the trees.

If it’s luxury glamping you’re looking for then this is the perfect fit for you. The Crooked Arrow Glampsite is quaintly nestled in the woods and offers a place to unwind & disconnect from everyday life. Spend your morning sipping a fresh cup of coffee under the canopy of trees. Enjoy a relaxing evening around the fire pit listening to all the sounds nature has to offer.

Jul 18 – 25

G$24,654 GYD per night

Guest favorite

Cottage in Coatesville

5.0 out of 5 average rating, 204 reviews

Charming cottage on 50 acre Chester County farm

Frog Hollow Cottage is a newly renovated getaway located in the heart of the Chester County’s rolling farmland and equestrian community. Overlooking beautiful pastures, the cottage was formerly the large painting studio of Delaware Valley artist Peter Sculthorpe. The studio has been re-imagined as a peaceful retreat for families, friends and couples.

Sep 11 – 18

G$41,813 GYD per night