Guesthouse vacation rentals in Chester County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Chester County guesthouses

Family-friendly guesthouses

Guest favourite
Guesthouse in Gap
4.89 out of 5 average rating, 151 reviews

Scenic View Lodging

JoystonRating, 5 stars10 months ago
What a fabulous stay! From the moment we got there Sadie and Amos made us feel at home. Both are extremely very nice and kind! They truly make you feel like family, are extremely responsive, and will make you feel cared for. Everyone should stay here! The place is so homey and very comfortable. Its incredibly clean, and they have supplied everything you could want during your stay. We stayed for a week, and we would love to come back again! We also loved playing with the pets.
Guest favourite
Guesthouse in Gap
4.89 out of 5 average rating, 125 reviews

Carriage House at Amish country

AlanRating, 5 stars1 week ago
Beautiful property to walk around take in the scenery and relax. The fenced animals on the property were a added bonus. The accommodations were neat and tidy. Juana was quick to respond to tell us were the extra towels are stored when we could not find them. This is our 2nd stay there and will return again for sure.
Guesthouse in West Chester
4.83 out of 5 average rating, 18 reviews

Carriage House - (monthly rentals available)

AlanRating, 5 stars46 months ago
Craig and his family are fantastic hosts. We thoroughly enjoyed our stay and hope to be back again soon. Everything was perfect!
Top guest favourite
Guesthouse in Gordonville
4.97 out of 5 average rating, 234 reviews

The Loft: Your home in the heart of Amish Country

DebraRating, 5 stars1 week ago
Staying at the loft was a pleasure. The location was perfect. The loft was extremely clean, cozy and the property is beautiful. Karl, Kelly and their children were so friendly. Their dog Juniper is a sweetheart. We loved our stay so much, we booked our next stay before we left. Thank you for a great experience in the most beautiful area of Pennsylvania. See you all in September. A++++ Airbnb
Top guest favourite
Guesthouse in Leola
4.99 out of 5 average rating, 143 reviews

Sunset View Guesthouse

TinaRating, 5 stars2 months ago
Kathryn and her girls met us shortly after arrival . Also got to meet the dogs and cats. Very patient with us. Beautiful home and surroundings. Will definitely go back
Top guest favourite
Guesthouse in Gap
5 out of 5 average rating, 137 reviews

Buena Hill Homestead

ChristinaRating, 5 stars1 week ago
We had an absolutely fantastic stay at Ruthy's Airbnb! The guest house was even more charming in person than the photos. It was beautifully decorated and had everything we could possibly need for our 3 night getaway. The location was perfect for quiet retreat. We especially appreciated the outdoor spaces as much as the indoor. Ruthy was a wonderful host – incredibly responsive and thoughtful. Check-in and check-out were seamless, and they provided clear and helpful instructions. Overall, our experience was exceptional. We felt right at home and didn't want to leave! We highly recommend Ruthy's place to anyone looking for a comfortable, immaculately clean, and enjoyable stay in Gap, PA. We would definitely book again!

Guesthouses with a patio

Top guest favourite
Guesthouse in Downingtown
5 out of 5 average rating, 35 reviews

Nova's Place

ElizabethRating, 5 stars2 weeks ago
Instructions and the information booklet were spot-on and so helpful. The home is in a quiet area and only 10 minutes from where our daughter and her family live so it was super convenient for us. It was lovely driving into Downingtown each day watching spring awakening. We even saw a bald Eagle one morning near the creek as we drove! The house was immaculate and so comfortable! The fire was a delight to look at and provided extra heat when it was chilly. Veronica was a warm and welcoming host. This home will be a go-to on our regular trips to Downingtown - if it’s available! 🙂
Guest favourite
Guesthouse in Wilmington
5 out of 5 average rating, 12 reviews

Brand New N. Wilmington Comfort Apartment

BarryRating, 5 stars2 months ago
Cassandra's Place is STILL absolutely wonderful. I stayed here once before and the reason it was only once is because she's ALWAYS booked when I'm looking to come back. But I was blessed with an opportunity to return and it was as amazing as the first time. She is an amazing host who is very responsive and take good care of my every need. She left me a note welcoming me back. Great touch. I wanted to go to WaWa to get some snacks and something to drink. She already took care of that. I felt at home. Home away from home. Off street parking is also a big plus. Long story short, I love it there. She deserves a great review, but the only downside is I'll probably never be able to stay there again. Keeping my fingers crossed.
Guesthouse in Wilmington
New place to stay

Modern Guesthouse Retreat

PhyllisRating, 5 stars2 days ago
Great place and host! My husband and I enjoyed our stay. The place is nice and clean and the host was great! The neighborhood is great as well.
Top guest favourite
Guesthouse in Parkesburg
4.97 out of 5 average rating, 68 reviews

Beautiful Studio Guest Suite near Parkesburg

DaveRating, 5 stars2 weeks ago
Awesome place for a couple or small family. very close to gas stations and stores but in the woods so you have privacy and feel very comfortable at a clean place. would recommend
Top guest favourite
Guesthouse in Media
4.98 out of 5 average rating, 48 reviews

Scenic Farmhouse Escape in Media

MarkRating, 5 stars1 week ago
We really enjoyed our stay. The space was clean and comfortable. The location was great, just 6 minutes from Media. The only negative was that you need to have a Roku account to use the TV. We just used our laptop instead.
Guesthouse in Landenberg
New place to stay

Carriage House in Landenberg

Guesthouse rentals with a washer and dryer

Top guest favourite
Guesthouse in Downingtown
4.98 out of 5 average rating, 91 reviews

Vintage Farmhouse Haven-Private Guesthouse

TraciRating, 5 stars3 days ago
We had a great time staying here during our visit to Longwood Gardens. It was comfortable, well equipped, and a close drive to everything.
Guest favourite
Guesthouse in Phoenixville
4.98 out of 5 average rating, 51 reviews

The Carriage House at Valley Forge

SharonRating, 5 stars1 day ago
My husband, small dog and I stayed at this beautiful place to visit with friends. We hiked Mount Misery with friends during the day and all met at PT Whelihans in Oaks that night. This rental is fun! We enjoyed looking at the sheep and gathering fresh eggs from the coop. So delish in the morning as we cooked them in the fully equiped kitchen. We enjoyed our free bottle of home made wine, had a bon fire, and walked our dog on their grounds. Sarge, their beagle, made fast friends with us. The huge bed was comfy, all was quiet, and parking was easy. We could tell the hosts enjoy sharing their property. They were very friendly and accomodating. We'll be back!
Guest favourite
Guesthouse in Wilmington
4.96 out of 5 average rating, 27 reviews

Tiny House Apt in Little Italy w OffStreet Parking

BradRating, 5 stars1 month ago
We loved our One-month stay at the Tiny House. Although we had moved from a slightly larger apartment, this space felt SO MUCH BIGGER! Everything is well put together and the space is cozy. There is a surprising amount of storage space too! Our little dog loved the place too! The neighborhood felt very safe and it was easily walkable to the fun restaurants and bars of Little Italy. We wish we could stay here forever! Travis and Gabrielle are incredibly friendly (over text, we never met them in person). They usually respond within minutes! This place is awesome. we would def stay here again.
Top guest favourite
Guesthouse in Collegeville
5 out of 5 average rating, 15 reviews

College Town Cutie *cleaning fee included

AmandaRating, 5 stars5 days ago
If you need to stay in the area this place is beautiful and clean, and the owners are wonderful. Im absolutely going to stay here in the future and would recommend!
Top guest favourite
Guesthouse in Newark
5 out of 5 average rating, 33 reviews

Idyllic carriage house private 2 car garage W/D

JocelynRating, 5 stars2 weeks ago
We had a wonderful extended stay! The hosts were incredibly responsive and hospitable. The bed was exceptionally comfortable, and the kitchen was fully stocked with everything we needed to cook great meals. Our dog loved the beautiful yard, and we especially enjoyed waking up to the sound of birds chirping each morning. Highly recommend!
Guest favourite
Guesthouse in Devon
5 out of 5 average rating, 8 reviews

Lismore Carriage House

DavidRating, 5 stars7 months ago
A truly exceptional place. Beautiful, peaceful, spotless, well-appointed and well-designed. Unqualified recommendation.

Destinations to explore