Holiday Rentals in Chester Springs

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Our top choices for Chester Springs holiday rentals

9.8 out of 10, Exceptional, (62)
"It’s a lovely, well stocked, and comfortable home. We would happily rent this property again!"
United States
Kathy T.
Historic Village Retreat Convienient To Everything
10.0 out of 10, Exceptional, (630)
"Clean and very relaxing. Great weekend getaway."
United States
Kim
1800's Restored Log Cabin in Woods - 15 Min. Off Pa Turnpike

Holiday Home in Phoenixville

Charming 2-bedroom house Phoenixville
10.0 out of 10, Exceptional, (11)
"Everything was easy and we love the location!"
United States
Laura R.
The price is €233
includes taxes & fees
16 Dec - 17 Dec
Charming 2-bedroom house Phoenixville
10.0 out of 10, Exceptional, (176)
"This location is beautiful and enjoyable!"
United States
Kimberly M.
The price is €226
includes taxes & fees
16 Dec - 17 Dec
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven

Apartment in Upper Darby

Quaint 3rd Floor Loft
9.4 out of 10, Exceptional, (17)
"Very cute and cozy space! Perfect for a weekend in the Philly area. We especially loved the window seat!"
United States
Michelle D.
The price is €147
includes taxes & fees
15 Jan - 16 Jan 2026
Quaint 3rd Floor Loft
10.0 out of 10, Exceptional, (80)
"Great property!"
United States
David R.
The price is €1,609
includes taxes & fees
17 Dec - 18 Dec
The Lodge at Cricklewood...where time melts away....
9.8 out of 10, Exceptional, (44)
"Perfect house! Host was amazing. "
United States
Gretchen B.
The price is €1,497
includes taxes & fees
17 Dec - 18 Dec
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
10.0 out of 10, Exceptional, (195)
"Great time and friendly people "
United States
Karl
The price is €175
includes taxes & fees
16 Dec - 17 Dec
Stylish Private Suite in the heart of Brandywine Valley
8.4 out of 10, Very good, (32)
"Perfect overnight! Clean, quiet and comfortable- just what we needed!"
United States
Chelsea D.
The price is €243
includes taxes & fees
15 Jan - 16 Jan 2026
2 Bedroom x 2 Bathroom in Malvern, PA
10.0 out of 10, Exceptional, (86)
"This property is the closest one can get to paradise, this side of Heaven. The views are peaceful and idyllic, with plenty of open areas to enjoy the fresh air. Checking in and out were an absolute breeze, and the hosts were very friendly and accommodating. Everything was clean and convenient, and so very cozy. I would recommend this place to anyone looking to get away from the hustle and bustle of city life. "
United States
Jason M.
The price is €198
includes taxes & fees
16 Dec - 17 Dec
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
9.6 out of 10, Exceptional, (10)
"Most AMAZING quiet, beautiful and serene place i have ever stayed! Beautfiul cabin, that we will definitely be staying at again! "
United States
amber
log cabin in the woods 3-bedroom cabin with pool table and WiFi in Honey Brook
10.0 out of 10, Exceptional, (4)
"This plave was great we stayed here for one night on the way to New york, had good food at the pizza place just 2 min walk from the house.The stairs are a little intense for sure but it was an awsome place to stay and will definitely come back when traveling north.10 out of 10 "
United States
Alex L.
4 Beds / 3 Bedrooms / King Beds / Sleeps 8 / Historic Mid-Century Home

Cabin in Narvon

Cozy Cabin happiness
10.0 out of 10, Exceptional, (158)
"ABSOLUTELY gorgeous home and location. The home is in a somewhat secluded location and was very quiet. It has a spacious living room with a working fireplace. 2 bedrooms with bunk beds for the kids. Kitchen, TV, washer/dryer, pool table, hot tub, WiFi, and BEST of all a fireplace outside where we grilled dinner. Looking forward to coming back!"
United States
Yegor I.
Cozy Cabin happiness
10.0 out of 10, Exceptional, (67)
"Comfy, clean and comfortable. Would stay here again. Great location, location, location."
United States
Stephen D.
The price is €300
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Spring House in Gorgeous Chadds Ford!
10.0 out of 10, Exceptional, (237)
"Homemade bread and cereal with fresh milk, does it get any better. Me and my wife had a great stay, My wife a former "farm 'girl' thoroughly enjoyed her walk around the farm. The place was clean and comfortable, would definetly stay again, "
United States
Robert B.
The price is €134
includes taxes & fees
16 Dec - 17 Dec
Peaceful, country setting on Fountain Hill Farm
9.8 out of 10, Exceptional, (45)
"Property was easy access to and from parking . Great location "
United States
David G.
The price is €174
includes taxes & fees
21 Dec - 22 Dec
Ushmila's Nest- private entrance, bedroom & bathroom
9.6 out of 10, Exceptional, (19)
"A great getaway from the city"
United States
Alvin M.
Private INDOOR HEATED POOL + Hot Tub + Game Room - Family Friendly

Holiday Home in West Conshohocken

West Conshohocken escape
9.6 out of 10, Exceptional, (7)
"All the needed amenities-great kitchen! And close to where we were going each day! "
United States
Margaret B.
West Conshohocken escape

Holiday Home in Kennett Square

Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, (85)
"One of the nicest properties we have stayed at. Fantastic amenities. Highly recommend!!"
United States
Stephen
The price is €285
includes taxes & fees
4 Jan - 5 Jan 2026
Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, (152)
"Perfect place to stay!!!"
United States
Rena M.
Guest House on a beautiful farm near Shady Maple
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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Top Chester Springs Hotel Reviews

Find out more about Chester Springs

Everything you need to know about Chester Springs holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester Springs holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester Springs holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chester Springs holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester Springs. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester Springs holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester Springs holiday rentals we have selected for you start as low as €134 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chester Springs rentals

At Expedia, we put the best Chester Springs holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chester Springs rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester Springs holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester Springs. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Chester Springs?

Yes, there are holiday rentals close to the most popular sights in Chester Springs, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chester Springs has to offer?

Stylish Private Suite in the heart of Brandywine Valley: This holiday home rental outside of Chester Springs offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Chester Springs?

Choose from 6 Expedia holiday rentals in Chester Springs for a memorable holiday.

What can I see and do in Chester Springs?

While exploring the area, visit family-friendly sights like Play-A-Round Golf, or get outside and enjoy nature at Upland Farms. While here, The Mill at Anselma and Henrietta Hankin Branch Library are other places worth a visit.

What are holiday rentals like in Chester Springs?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester Springs. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family trip.