Holiday Homes in Chester Springs

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Featured Holiday Homes in Chester Springs

Stylish Private Suite in the heart of Brandywine Valley
10.0 out of 10, Exceptional, (160)
"Stay here instead of a hotel. Very comfortable and about the same price. Would stay again "
The price is AU$286
includes taxes & fees
5 Oct - 6 Oct
Stylish Private Suite in the heart of Brandywine Valley
Guest House on Picturesque Farm near Shady Maple Smorgasbord
10.0 out of 10, Exceptional, (128)
"This property is absolutely beautiful! I highly recommend it. Best for 2-4 people (family). Great history of the farm."
Guest House on Picturesque Farm near Shady Maple Smorgasbord
Charming 4 bedroom FarmHaus, circa 1790, renovated on Scenic Byway.
10.0 out of 10, Exceptional, (13)
"We enjoyed a wonderful four-day family vacation! The property is meticulous. I’ve never stayed in such a clean and impeccable home. Hosts are the most accommodating I have ever had. The children enjoyed our days on the farm and we will definitely be back. Thank you so very much for a wonderful hosts."
Charming 4 bedroom FarmHaus, circa 1790, renovated on Scenic Byway.
Country Outback Cozy Home *W/Camp Fire Pit*
9.8 out of 10, Exceptional, (17)
"Very nice place , quiet, very clean, perfect for 2 couples would stay there again. If you are going to sound and site theatre they are about 15 minutes from the theatre. We noticed no tv but was a refreshing change ."
The price is AU$262
includes taxes & fees
23 Oct - 24 Oct
Country Outback Cozy Home *W/Camp Fire Pit*
Cottage By The Pines
10.0 out of 10, Exceptional, (2)
"We absolutely loved this cottage! Especially the inspirational touches throughout. It had all of the comforts of home! We will definitely return!"
Cottage By The Pines
Historic Kennett Square
9.4 out of 10, Exceptional, (39)
"We had a very pleasant stay. The property was clean & as pictured. "
Historic Kennett Square
Charming & Comfy ☀ Near Trails ☀ Fireplace ☀ Patio
9.8 out of 10, Exceptional, (34)
"My senior parents and children stayed here for my wedding near the area. We were from out of state and coming and going and this was a lovely home away from home. It is small, but luckily we are a close family! The back yard and patio is lovely and everything was clean."
Charming & Comfy ☀ Near Trails ☀ Fireplace ☀ Patio
The Lodge at Cricklewood...where time melts away....
10.0 out of 10, Exceptional, (60)
"Hello, If you're planning a small family reunion and need plenty of space for your party of 15, this house is well appointed and very spacious on a quiet lot in suburban Philadelphia. We wanted somewhere close to Longwood Garden that was wheelchair accessible. I might recommend some grab bars in the ground floor bathroom, but otherwise we had a great stay."
The Lodge at Cricklewood...where time melts away....
Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, (50)
"Super cute and within walking distance of a plethora of places to eat."
The price is AU$496
includes taxes & fees
2 Oct - 3 Oct
Homey Retreat in Historic Kennett Square!!
Quiet Family Home - Firepit- Kids Toy Area
9.8 out of 10, Exceptional, (12)
"Fine house. Grounds are grand. Nice neighborhood. Close to many attractions."
Quiet Family Home - Firepit- Kids Toy Area
Small family home close to Lancaster Attractions + kids toy room
9.8 out of 10, Exceptional, (7)
"My daughter and I came to the area for an Eventing clinic at Windurra in Chochranville. The house was as pictured, the beds were comfortable and shower water pressure good. Overall, a comfortable home to come back to at the end of the day. "
Small family home close to Lancaster Attractions + kids toy room
This house is a 4 bedroom(s), 3 bathrooms, located in Honey Brook, PA.
10.0 out of 10, Exceptional, (6)
"What a beautiful property in a serene location! We loved time on the porch watching the buggies go by. We also enjoyed time out back by the pool, watching the cows and people working on the farm. A rare bonus that we appreciated --- individual temperature controls in every bedroom. When you have 4 women -- all in their 50s/60s -- it's important that we all have the ability to set a comfy temperature setting for sleeping. Perfect for a stay in Amish Country! Will definitely stay there...
This house is a 4 bedroom(s), 3 bathrooms, located in Honey Brook, PA.
Charming Kennett Square Retreat Historic Downtown
9.6 out of 10, Exceptional, (4)
"We stayed here while visiting family in the area. "
Charming Kennett Square Retreat Historic Downtown
Family Home w/ WiFi, 14 Mi to Dutch Wonderland!
9.8 out of 10, Exceptional, (73)
"Very surprised how nice this house was. Host was fast at coming over to the house and she ate care of our needs"
Family Home w/ WiFi, 14 Mi to Dutch Wonderland!
Morgan Hughes Homestead with Game Room and Pool!
10.0 out of 10, Exceptional, (41)
"This property is amazing! It is a historical gem that makes you feel not only comfortable but in awe of the history that surrounds this beautiful, well kept home. "
Morgan Hughes Homestead with Game Room and Pool!
Historic Village Retreat Convienient To Everything
9.8 out of 10, Exceptional, (53)
"Historical area, beautiful and quiet neighborhood. Nice clean comfortable house for a short stay. One note: WiFi doesn’t work, the manager on the record is no longer in charge. Used my personal hotspot. "
Historic Village Retreat Convienient To Everything
Wayne Home w/ Spacious Yard ~ 20 Mi to Philly!
9.8 out of 10, Exceptional, (21)
"A very comfortable property in a great location!"
Wayne Home w/ Spacious Yard ~ 20 Mi to Philly!
Family-Friendly Coatesville House w/ Fire Pit
9.6 out of 10, Exceptional, (19)
"We enjoyed staying at this house. Great for a family get together. We loved cooking in the spacious kitchen and spending time together in the dining /living room. The kids loved the basement and the pingpong table very much."
Family-Friendly Coatesville House w/ Fire Pit
Downtown Heaven!
8.6 out of 10, Excellent, (4)
"A good location in proximity to Philly but near the River on Hector across from apartments where occupants gathered until the late hours. Parking was tough to find on the busy street in the evenings. The home was older but generally clean. A bit musty smelling with a few screw ends here and there sticking out in places. Plenty of space and everyone had their own room. Beds are firm which we like. Plenty of fresh towels. Booking is unforgiving with 1/2 non refundable immediately (even if...
The price is AU$717
includes taxes & fees
1 Oct - 2 Oct
Downtown Heaven!
Creekside Cottage with beautiful patio and hot tub!!
9.8 out of 10, Exceptional, (21)
"This home was delightful. We were in the area visiting with friends who live nearby and we loved our stay at the cottage. The beds were super comfortable! Every room was as shown online. We enjoyed sipping coffee in the morning by the creek and sitting in the hot tub after a long day. We will definitely stay at the cottage whenever we are in the area."
Creekside Cottage with beautiful patio and hot tub!!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Chester Springs

Cottage on Historic Gentleman's Farm
9.8 out of 10, Exceptional, (201)
"Very peaceful and relaxing setting. "
Cottage on Historic Gentleman's Farm
Historic Village Retreat Convienient To Everything
9.8 out of 10, Exceptional, (53)
"Historical area, beautiful and quiet neighborhood. Nice clean comfortable house for a short stay. One note: WiFi doesn’t work, the manager on the record is no longer in charge. Used my personal hotspot. "
Historic Village Retreat Convienient To Everything
1800's Restored Log Cabin in Woods - 15 Min. Off Pa Turnpike
10.0 out of 10, Exceptional, (544)
"Great experience the cabin was wonderful and the Host was absolutely amazing! Cannot say enough about this little gem! "
1800's Restored Log Cabin in Woods - 15 Min. Off Pa Turnpike
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.