Guesthouse holiday 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 stars11 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.
Guesthouse in West Chester
4.83 out of 5 average rating, 18 reviews

Carriage House - (monthly rentals available)

AlanRating, 5 stars48 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, 237 reviews

The Loft: Your home in the heart of Amish Country

AprilRating, 5 stars2 weeks ago
This loft was sweet and well appointed. Everything we needed for a weekend getaway. Nice decor and very clean. Kelly was kind and attentive to our questions and sharing that everything was ready to go. The area has plenty of things to do and places to eat. My husband and I had a great weekend at the loft! Great host and a wonderful place to stay. Thanks!
Guest favourite
Guesthouse in Malvern
4.95 out of 5 average rating, 74 reviews

Private Suburban / Philadelphia Experience

LaureenRating, 5 stars20 months ago
Three of us spent a long weekend at Lisa’s Airbnb and had a wonderful time. It is a beautiful property and especially pretty with the autumn colors. The cottage is exactly as described on the Airbnb site. Check-in was easy and Lisa was very responsive to all messages. Great location with easy access (by car) to Malvern and the surrounding areas. We were out and about most days, but also enjoyed relaxing at the cottage too. We would consider staying here again and recommend it for a friends or family getaway.

Guesthouses with a patio

Guest favourite
Guesthouse in Paradise
5 out of 5 average rating, 18 reviews

[HillsideGuesthouse]

TimRating, 5 stars1 week ago
An absolutely beautiful gem, owned and kept by Omar and his family! We loved everything about this place. It is like a little slice of heaven in Lancaster. Very gracious and friendly hosts! We will definitely look to stay here again! Thank you!!
Top Guest favourite
Guesthouse in Downingtown
5 out of 5 average rating, 36 reviews

Nova's Place

LydiaRating, 5 stars1 month ago
Our stay at Nova's place was relaxing and stress-free as any good getaway should be, and yet still had the comforts of staying at home. The space is decorated in a calming, neutral palette, complimenting its natural surroundings. The property was beautiful, home to a variety of lovely plants. The chickens were a delight to watch, as were the numerous wild birds. We were greeted by Nova and Nia both upon arrival; they are both the sweetest, calmest dogs I've ever met. Nova came over at least once a day for a visit while we were sitting on the patio, such a joy! The home had the basic cooking necessities, extra linens and pillows. The bed was very comfortable, and I always struggle getting comfortable. The bathroom was stocked with the basic toiletries, in the event you happened to forget anything. The town and general vicinity are gorgeous, there are several shops and eateries to check out. I highly recommend Cricket's Antique & Garden Shop as well as Two Birds and The Farmhouse Cafe.
Guesthouse in Landenberg
New place to stay

Carriage House in Landenberg

RebeccaRating, 5 stars2 weeks ago
The facility was lovely and thoughtfully appointed. The setting was beautiful, it was surrounded by well maintained gardens. In addition there was a charming little patio for the guests to enjoy.!
Guest favourite
Guesthouse in Wilmington
5 out of 5 average rating, 17 reviews

Brand New N. Wilmington Comfort Apartment

CindiRating, 5 stars4 days ago
An extremely comfortable space. Cassandra had so many nice welcoming touches and amenities, with all kinds of drinks and snacks, so many coffee and tea options, and all the cooking supplies, pots, pans, etc. that we could need, including many extras like a blender and air fryer. The WiFi was strong, and there was so much space (I do online yoga while traveling, and all this space was a dream!) Cassandra was very responsive, and we will absolutely stay here again next time we are in town - highly recommend!!
Guest favourite
Guesthouse in Wilmington
5 out of 5 average rating, 11 reviews

Modern Guesthouse Retreat

AnnaRating, 5 stars5 days ago
Beautiful place to stay, comfy and quite. Ana was extremely helpful and fulfilled all our wishes! We‘d come again if we come back to Wilmington
Top Guest favourite
Guesthouse in Media
4.98 out of 5 average rating, 53 reviews

Scenic Farmhouse Escape in Media

RexRating, 5 stars1 week ago
Located in a grove of mature trees with walking trail access to be explored off a quiet suburban lane, someone created a quiet retreat for weary travelers knowing exactly what they need without additional clutter. After being on the road for several weeks, the washer/dryer was a welcomed surprise. Everything was super clean and worked.
Guesthouse in Chadds Ford

Personal Cottage

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in Phoenixville
4.98 out of 5 average rating, 57 reviews

The Carriage House at Valley Forge

MarinaRating, 5 stars1 month ago
Great Air bnb. One of my favorites. Peaceful, quiet location. Really comfortable space. Super clean and well maintained. Very private, but nice to know the hosts were close by. Would recommend without hesitation and would return in a heartbeat.
Guest favourite
Guesthouse in Wilmington
4.97 out of 5 average rating, 30 reviews

Tiny House Apt in Little Italy w OffStreet Parking

LindaRating, 5 stars2 weeks ago
I loved the coziness and cleanliness of the tiny house. The kitchen amenities were plentiful and in great condition. Because I am not the best at operating more than one remote control, I commenced to freezing up the television and had to contact Gabrielle and Travis. Their response was immediate and Travis resolved the issue for me. The hosts are engaging, providing great information proor to my arrival and during my stay. This was my first stay in a tiny house and I enjoyed it greatly. Oftentimes I am picky about color schemes in a rental, as well as how the bed feels. This tiny house has an excellent accent wall that matches the sofa and compliments the overall decor. The bed is quite comfortable with nice linen. Oh, I almost forgot the great shower with its nice feeling body wash. This was a nice weekend getaway.
Top Guest favourite
Guesthouse in Birdsboro
5 out of 5 average rating, 31 reviews

French Creek Guesthouse

FranciscoRating, 5 stars2 days ago
This place is absolutely a Backyard Paradise. I’ve enjoyed my stay each time and Marian’s a wonderful host. Thank you again for your hospitality
Top Guest favourite
Guesthouse in Newark
5 out of 5 average rating, 38 reviews

Idyllic carriage house private 2 car garage W/D

JosephRating, 5 stars2 weeks ago
Had an amazing stay at this home. It was exactly as described. They had everything that you would need from extra trash bags, paper towels, TP, soap, detergent, etc. The home was very clean. Checkout was very easy as they didn’t request much to be done as I’ve had at other stays before. Would highly recommend.
Top Guest favourite
Guesthouse in Devon
5 out of 5 average rating, 9 reviews

Lismore Carriage House

SteveRating, 5 stars3 weeks ago
What an amazing little cottage. Open floor concept, beautiful grounds and immaculately taken care of with artisan construction. PJ was a great host and very accommodating for my family.
Guesthouse in West Chester

West Chester Mini Estate Home

Destinations to explore