Top 10 Airbnb Vacation Rentals In Chester County, Pennsylvania - Updated 2024

airbnb Chester-County PA
Evangeline
Evangeline 
Updated
| 5 min read

As the county with the highest income in Pennsylvania, Chester County is also rich in history. Be awed at the picturesque gardens and parks as well as the array of magnificent museums presenting the strong iron-like roots of this beautiful county. With memorable adventures and experiences awaiting you, a restful night’s sleep is all you need to enjoy your time in Chester County. Check out these amazing Airbnb vacation rentals in Chester County, Pennsylvania that can help you get away from the hustle and bustle of city life!

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 09, 2024.

1. Tranquil and cozy farmette

In the heart of Pennsylvania, this comfortable farmette offers you privacy and rest with a private bedroom on the second floor. Admire the beauty of nature from the front porch with a steaming cup of coffee or take a relaxing stroll in the vicinity of the spacious residence. With twenty chickens, two dogs, two goats and a handful of pigs as companions during your stay, go organic by learning how to garden and raise the farm animals from the hosts. This two-bedroom house is situated close to a wide variety of tourists’ attractions and is family friendly with changing table, game consoles and children’s toys and books available. Take a dip in the pool and enjoy life in the tranquility of this farmette tucked away from the city.


37.35 km (23.3 mi) from Longwood Gardens
65 reviews  
Private room 2 Beds 4 Guests

2. Private third-floor suite (from USD 44)

Just a ten-minute walk from railway and bus station, this spacious 130-year-old house features homely hardwood flooring and a bedroom with two queen beds and two single beds. Within walking distance from the Grand Opera house and the Convention Center, travel will be extremely convenient. Enjoy free parking and great WiFi connection throughout your stay. Come back to a warm soak in the bathtub for you and the baby tub for your children with your favorite programme on cable television. Wake up to the warm rays of sunlight streaming in from the windows and relax with a cup of coffee in the brick courtyard with the cooling morning breeze caressing your cheeks in this cozy suite.

Stayed at this property?
Wilmington, Delaware, United States
17.68 km (11.0 mi) from Longwood Gardens
511 reviews   Superhost Wifi Available
PRIVATE ROOM IN HOME 4 Beds 6 Guests 1 Bedroom 1 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
easy check in accessible amenities and cozy
very friendly and had breakfast and coffee ready when i got up would recommend
beautiful floors lovely remodeled bathroom sunset through the trees
comfortable bed and space
the house is very clean and comfortable with lots of natural light and cozy spaces
Cleanliness:
very clean and safe place
everything was clean comfortable and well appointed
it was clean spacious and quiet
it's clean comfortable and welcoming
joel’s place was beautiful very clean and spacious
Host:
the host is the best
great host and beautiful home
joel is a gracious host
joel is a great host
joel is a great host and responded quickly to any questions i had
Location:
great place close to downtown
joel's house was a great location for our busy trip
beautiful victorian gem walking distance to wonderful restaurants and shops
location accommodation comfort and information about the area
this is a fantastic find in the heart of wilmington - close to everything
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3. Carriage house with a mix of urban and country (from USD 153)

Look out to the horses cantering in the lush meadows and admire the picturesque seasonal view of wildflowers. With the beautiful Longwood Gardens just two miles (3.2 km) away, this carriage house offers memorable exploration of the rich history of Brandywine Valley and the mushroom capital, Kennett Square. Enjoy Netflix and cable television as well as free WiFi connection for your entertainment. Located six miles (9.6 km) from Winterthur and Brandywine River museums and near to a diversity of eateries, this stylish house is a peaceful retreat away from hectic city life.

Stayed at this property?
Kennett Square, Pennsylvania, United States
2.11 km (1.4 mi) from Longwood Gardens
387 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the space is cosy comfortable and charming with views of their amazing garden
the gardens made for a beautiful view as we enjoyed our breakfast
anne communicated well the cottage is comfortable and adorable
when we walked in there were fresh flowers on the table that were picked from her garden
super-comfy bed excellent hvac system good wi-fi
Cleanliness:
very clean and tastefully furnished
clean comfortable bed plenty of towels in the bathroom
clean beautiful comfortable stylish and 100% as advertised
it was cozy clean private
the rental was spotless and inviting
Host:
wonderful host beautiful grounds
the host is very accessible and quite welcoming
great place to stay and the host was wonderful
anne was a perfect host
anne is a great host and communicator and offered suggestions to make my stay more comfortable
Location:
and a great convenient location
great location minutes away from longwood gardens
plus very close to a lot of wonderful gardens
beautiful accommodations and great rural location
quiet peaceful setting yet close to town for pubs restaurants shopping
Read more reviews

4. Private apartment with a view of Amish County

Kick back and relax in this charming apartment, commanding the breathtaking view of Amish County. Whip up a quick meal in the well-equipped kitchen or take a short trip down to the many restaurants lining the street for a sumptuous meal. Connect to the free WiFi and enjoy heating in the cold winters and air-conditioning in the sweltering summers. With free parking and private access to this amazing suite, your stay will certainly be a restful one. Admire the stunning countryside and soak in the beauty of Chester County in the privacy of your apartment suite.

Stayed at this property?
Gap, Pennsylvania, United States
33.43 km (20.8 mi) from Longwood Gardens
413 reviews   Superhost Wifi Available
PRIVATE ROOM IN HOME 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the bed was extremely comfortable the kitchen had all the amenities needed and the homemade brownies were delicious
we were met with yummy brownies in our room which was a nice touch
beds were comfy highly recommend :)
spacious bathroom and private entrance are appreciated too
it was a complete apartment in a lovely location at an very readonable price
Cleanliness:
clean quiet simple lancaster county abode
it was clean and very spacious
rachel's place was very clean and comfortable
the place was lovely and clean
rachel's place was clean and welcoming
Host:
rachel was a lovely host
rachel was an amazing host and always promptly responded to any concerns that we had
rachel was an outstanding host--extremely warm and accommodating
response times were quick very friendly
rachel was a lovely host we booked last minute while on our roadtrip
Location:
the location is good
what a beautiful location too
beautiful quiet location in a friendly area
cute little apartment in a quiet location in the heart of amish country
the location was very nice as well
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5. Berry Patch Inn in the heart of West Chester borough (from USD 75)

Fondly known as Berry Patch Inn, enjoy privacy in your own bedroom overlooking a lush garden. With a glass of wine in hand, admire the greenery on your enclosed porch and Laze around in the warm embrace of your queen-sized bed and connect to the strong WiFi connection available. Just a walking distance from downtown, this house is located in very heart of West Chester history. Step into the newly fangled room fitted with homely hardwood flooring and take a relaxing shower in the full marble-tiled bathroom with a rain showerhead. Tinged with a subtle Mexican theme, this quaint house offers you an escape from urban life to the intriguing history of this neighborhood in West Chester.

Stayed at this property?
West Chester, Pennsylvania, United States
11.28 km (7.1 mi) from Longwood Gardens
495 reviews   Superhost Wifi Available
PRIVATE ROOM IN HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
air conditioner and ceiling fan worked fine
plenty of plug-in electronics space good wifi super comfortable bed and awesome shower
total winner cozy but with a/c & fan nice & cool during 90+ temps
the beds were comfy and great pillows
coffee machine & delicious biscotti there for the am great rain shower fixture with nice water pressure
Cleanliness:
very clean and nicely decorated
very clean with homey touches for comfort
quiet setting and clean
cute clean spot with a comfy bed and modern bathroom
this is a clean and quaint apt
Host:
the host was very accommodating and kind
nora was very responsive to all my questions and provided excellent host qualities
she is very responsive and willing to help out with any questions you may have
nora was an excellent host and prompt and communicative throughout our stay
great space and amazing hosts
Location:
wonderful room walking distance to the main strip
the location is great
easy walking to get to the main streets
we love the location to west chester area
great location easy parking comfortable bed
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6. Shady Maple (from USD 138)

Ever wonder how the Amish live? The countryside welcomes you to experience life as a part of this amazing county just ten minutes away from the mouthwatering smells of authentic Pennsylvania Dutch delicacies at Shady Maple. Have a cheesy good time at September Farms, a short distance away and go on a short visit to the town of Intercourse. Wake up to the sweet chirping of birds and the calming gurgling of the stream and gaze out to the beauty of the lush farmland and peaceful Pequea Creek. Hop on the buggy with the hosts as they bring you on a customized tour pulled by their neighbor’s majestic Amish horse and come home to a lavish Amish wedding meal. Live in the country and experience the peaceful life of the Amish in this three-bedroom cottage.

Stayed at this property?
Narvon, Pennsylvania, United States
32.8 km (20.4 mi) from Longwood Gardens
533 reviews   Superhost Wifi Available
Entire cottage 3 Beds 7 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
beautiful home in amish country only complaint is that the ac was not working in the living room
comfy bed and coffee on the back porch the best
the beds were comfortable and we all slept amazingly
a very comfortable and cozy cottage
Cleanliness:
the apple green kitchen was clean and quaint
quiet restful country setting and clean home in amish country
the house is charming and super clean with plenty of space to spread out and explore
from the lovely well-manicured gardens to the immaculately clean interior we were in awe
the home was very very clean has plenty of sleeping space & overall is very comfortable & inviting
Host:
the host was great about communicating with us
you can tell this home is loved by it's owners in it's upkeep & decor
joni was a great host she responded promptly to messages and gave clear instructions for check in
what a unique home host joni was fantastic and always willing to answer any question
super fast communication from host every step of the way
Location:
great location for a getaway
the location is fantastic and location is great
located in a perfect location for a variety of tourist activities
beautiful location just as mentioned
a lovely place in a beautiful location
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7. The Red Barn (from USD 85)

Come home to comfort on the top floor of the charming red barn overlooking the picture-perfect Amish countryside. Situated near to many attractions, this barn also offers convenient travel to the states of Delaware and Maryland. Grill up a storm with a well-equipped kitchen fitted with a good indoor George Forman grill. Longue on the two love seats with Netflix and your favorite programme on television as well as free WiFi connection. Enjoy free onsite parking and soak up some rays on the outdoor patio. With your very own private entrance, the red barn presents a memorable living experience catered specially for you.

Stayed at this property?
Christiana, Pennsylvania, United States
29.72 km (18.5 mi) from Longwood Gardens
153 reviews   Wifi Available
Entire guest suite 1 Bed 4 Guests 0 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
amenities like air conditioning refrigerator microwave and coffee pot worked beautifully
it is quite comfortable with plenty of space
comfortable bright space very private with thoughtful touches
everywhere was super clean and we had no issues other than the wifi being a little slow
the beds were very comfortable probably more comfortable than some of the nice hotels i’ve stayed in
Cleanliness:
clean and comfortable and peaceful
although we didn’t use them they had clean towels and dishes available
the place is clean and charming
the space was clean and homey
the place was very clean and comfortable
Host:
country comfort with super friendly hosts
the hosts were very nice and hospitable
a very nice host
hosts are very responsive and friendly
the hosts were very accommodating and made sure my sister and i had a pleasant stay
Location:
i highly recommend this location
this place is perfectly located for strasburg lancaster longwood gardens covered bridges wineries - it’s all close by
great place close to lancaster and sight and sound theatre
jessica and brett’s place was a cute and comfortable barn in the middle of amish country
this location is close to conveniences as well as the numerous tourist attractions in the area
Read more reviews

8. Bala Farm Cottage (from USD 136)

Gaze out of the bay window to the magnificent view of the large Ginkgo tree with a cup of Keurig coffee in hand in the study. Grab a cocktail at the wet bar near the rear of the entry hall or laze around on your queen bed, surfing the net with free WiFi connection. Warm yourself in front of the spacious stone fireplace or swirl a glass of wine on the screened patio and deck outdoors. Two miles (3.2 km) from the heart of West Chester, this 1850 stone cottage, perched on top of a hill, offers a peaceful respite from the busy city life.

Stayed at this property?
West Chester, Pennsylvania, United States
8.03 km (5.0 mi) from Longwood Gardens
194 reviews   Wifi Available
Entire guesthouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
bed was very comfortable and the cottage was cozy and welcoming
free wifi sure is a blessing such a comfortable place with no parking hassles
the cottage is very unique beautiful quiet and comfortable
the old stone cottage had charm and was comfortable very cozy and romantic
cozy quaint warm and inviting with historical ambiance
Cleanliness:
clean cosy and quiet place
the property was exactly as advertised clean and cozy
was very clean well furnished and stocked with extras
the cottage is clean comfortable and cozy
it’s beautifully decorated and impeccably clean
Host:
mina and chad were excellent hosts
mina was a lovely host
and mina is a great host
mina is a great host
host was friendly and accessible
Location:
we loved the location
very close to west chester and many of the attractions in this area
i adored the park-like setting and architectural interest of the place
this place is super cute and cozy
nicely and centrally located quiet easy to get to
Read more reviews

9. Family-friendly bed and bath

Tucked in the warm embrace of nature, enjoy your privacy in this comfortable house. In the fall, take a hike on the many hiking trails available nearby and be awed at the beauty of the countryside. Just a short ride away from this peaceful retreat, many restaurants offer delectable meals including Wyebrook Farm which serves delicious food made from locally raised ingredients. This private bedroom connected to a bath also caters a pack ‘n play for your children. Wake up to the melodious song of birds chirping and relax outdoors with an aromatic cup of freshly brewed coffee. Come bask in the beauty of nature in this cosy retreat.

Stayed at this property?

36.1 km (22.5 mi) from Longwood Gardens
30 reviews  
Private room 1 Bed 2 Guests

10. Galer Estate Cottage

Fancy a weekend getaway? This comfortable carriage house, overlooking the magnificence of the lush meadows and Chardonnay vines, is the ideal place of utter relaxation surrounded by the beauty of nature. Seated on the Galer Estate Vineyard and Winery property, this cottage is conveniently located behind the scenic Longwood Gardens. Take a short ride to Kennett Square and the densely populated city of Wilmington or enjoy wine-tasting sessions during the winery’s opening hours. With accessibility in the midst of beautiful greenery, this cottage, with free parking available, will certainly offer you a taste of ultimate relaxation.

Stayed at this property?
Kennett Square, Pennsylvania, United States
1.21 km (0.8 mi) from Longwood Gardens
373 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the cottage was beautiful and comfortable
cottage is super cozy clean with all the necessary amenities
the space was cozy and comfortable with easily adjustable heat comfy chairs and lovely architecture
i had a terrific short winter stay in this cozy cottage
lovely one room cottage minutes from everything to see
Cleanliness:
it’s clean and perfect for a getaway
this is a special spot super clean cozy cottage with a ton of personality
the cottage is comfy clean and cozy
the cottage was clean staff were helpful and friendly
lovely place and very clean perfect spot on the winery i would absolutely come back and stay here
Host:
really beautiful scenery and great staff
everyone at the winery was extremely friendly and accommodating
owner was very easy to get in touch with
communication with our host was also quick and easy
the wine is all estate grown and bottled and the staff were knowledgable and gracious
Location:
the location is amazing so close to everything
beautiful location in the vineyard
it was the perfect location
a great location if you’d like to visit longwood gardens
it’s a very beautiful and cute place to live
Read more reviews

Have a peace of mind in Chester County

Looking for a peaceful getaway? Check out these comfortable and homely Airbnb vacation rentals that will be sure to offer you a break from the hustle and bustle of city life.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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