
Guesthouse holiday rentals in Chester County
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Chester County
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chester County guesthouses
Family-Friendly guesthouses
Guest favourite

Guesthouse in Gap
4.89 out of 5 average rating, 151 reviewsScenic 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 reviewsCarriage 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 reviewsThe 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 reviewsPrivate 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 reviewsNova'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 stayCarriage 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 reviewsBrand 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 reviewsModern 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 reviewsScenic 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 reviewsThe 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 reviewsTiny 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 reviewsFrench 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 reviewsIdyllic 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 reviewsLismore 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
- Rentals with lake access Chester County
- Rentals with a fireplace Chester County
- Fitness-friendly rentals Chester County
- Rentals with a patio Chester County
- Rentals with outdoor seating Chester County
- Private suite rentals Chester County
- Apartment rentals Chester County
- Cottage rentals Chester County
- Kid-friendly rentals Chester County
- House rentals Chester County
- Rentals with pools Chester County
- Rentals with a hot tub Chester County
- Rentals with a fire pit Chester County
- Rentals with a washing machine and dryer Chester County
- Condo rentals Chester County
- Farmstay rentals Chester County
- Bed and breakfasts Chester County
- Cabin rentals Chester County
- Rentals with breakfast Chester County
- Pet-friendly rentals Chester County
- Guesthouse rentals Pennsylvania
- Guesthouse rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Pennsylvania Convention Center
- Lincoln Financial Field
- Betterton Beach
- Citizens Bank Park
- Hersheypark
- Fairmount Park
- Penn's Landing
- Wells Fargo Center
- Longwood Gardens
- Dorney Park & Wildwater Kingdom
- Dutch Wonderland
- The Franklin Institute
- Philadelphia Museum of Art
- Philadelphia Zoo
- Aronimink Golf Club
- Wissahickon Valley Park
- Philadelphia Cricket Club
- French Creek State Park
- Diggerland
- 30th Street Station
- Marsh Creek State Park
- Independence Hall
- Valley Forge National Historical Park
- Nockamixon State Park