A covered bridge with a sign indicating a 10-foot clearance.

Chester Springs Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chester Springs holiday rentals

1. Spacious 1-bedroom suite surrounded by nature in charming Downingtown.

Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
Downingtown
The price is NZ$281
includes taxes & fees
23 Aug - 24 Aug
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.

2. Quaint 3rd Floor Loft

Quaint 3rd Floor Loft
Upper Darby
9.4 out of 10, Exceptional, (28 reviews)
"This property was unique, clean, and friendly service."
United States
Lori
The price is NZ$290
includes taxes & fees
23 Aug - 24 Aug
Quaint 3rd Floor Loft

3. Spacious, bright, renovated and on the Main Line!

Spacious, bright, renovated and on the Main Line!
Ardmore
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic stay!! Incredible hosts! We loved staying at this property and will be back! "
United States
Laura M.
The price is NZ$1,084
includes taxes & fees
19 Aug - 20 Aug
Spacious, bright, renovated and on the Main Line!

4. Great location for college visits/move-in, parents weekend, Merion Golf, Phila!

Great location for college visits/move-in, parents weekend, Merion Golf, Phila!
Ardmore
8.2 out of 10, Very good, (10 reviews)
"This was our second stay here. It meets our needs for location and number of bedrooms, plus we enjoy the outside area, ample parking, and historic aspects of the house."
United States
Karl H.
The price is NZ$4,198
includes taxes & fees
17 Aug - 18 Aug
Great location for college visits/move-in, parents weekend, Merion Golf, Phila!

5. Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
3.0 star property
Morton
10.0 out of 10, Exceptional, (1 review)
"Homey, quiet and perfectly located property. Easy to communicate with John. Will definitely be back!"
United States
KEREN
The price is NZ$468
includes taxes & fees
17 Aug - 18 Aug
Walkable Neighborhood: Updated Morton Home!

6. Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
Morton
9.8 out of 10, Exceptional, (6 reviews)
"Great experience while staying here"
United States
Gianni G.
The price is NZ$472
includes taxes & fees
17 Aug - 18 Aug
Walkable Neighborhood: Updated Morton Home!

7. Bryn Mawr Has It All

Bryn Mawr Has It All
Bryn Mawr
8.8 out of 10, Excellent, (10 reviews)
"We had a nice stay at Dave's place. It was small but suited our needs fine. The kitchen had enough of the things we needed for our short time there. Everything was clean but the bathroom was a bit dated and didn't feel sparkling clean. Definitely on a busy road, but the traffic noises weren't particularly bad and each room had a white noise machine (which we didn't even need to use). Overall a good place to land!"
United States
Nomi M.
The price is NZ$750
includes taxes & fees
26 Aug - 27 Aug
Bryn Mawr Has It All

8. Come See The Main Line

Come See The Main Line
Bryn Mawr
9.6 out of 10, Exceptional, (15 reviews)
"Great stay with the kids, everything was as advertised, host very accommodating and responsive "
United States
Jeff D.
The price is NZ$811
includes taxes & fees
23 Aug - 24 Aug
Come See The Main Line

9. Convenience, Space, and Charm!

Convenience, Space, and Charm!
Conshohocken
8.8 out of 10, Excellent, (22 reviews)
"Great location in good space with nice furnishings"
United States
R Preston W.
The price is NZ$867
includes taxes & fees
23 Aug - 24 Aug
Convenience, Space, and Charm!

10. 5 Beds 1500 Sq ft Walkable Kitchen 1 and a half Bath

5 Beds 1500 Sq ft Walkable Kitchen 1 and a half Bath
Conshohocken
7.2 out of 10, Good, (9 reviews)
"Was a lovely little place to stay "
United States
Chris K.
The price is NZ$587
includes taxes & fees
27 Aug - 28 Aug
5 Beds 1500 Sq ft Walkable Kitchen 1 and a half Bath

11. Bryn Mawr Spacious Grnd Floor Apt Free Parking

Bryn Mawr Spacious Grnd Floor Apt Free Parking
Bryn Mawr
10.0 out of 10, Exceptional, (3 reviews)
"Great apartment and location for a quick tournament trip (Prooving Grounds) with my son. Location to shops and restaurants was great for an early morning or late night meal. Nice opportunity to see local colleges too. Host was responsive and helpful."
United States
Jen J.
The price is NZ$540
includes taxes & fees
20 Aug - 21 Aug
Bryn Mawr Spacious Grnd Floor Apt Free Parking

12. 2mins DT/Patio+Parking/50” Roku TV/400 Mbps

2mins DT/Patio+Parking/50” Roku TV/400 Mbps
Bryn Mawr
9.8 out of 10, Exceptional, (16 reviews)
"Stay was great "
United States
Melissa M.
The price is NZ$599
includes taxes & fees
27 Aug - 28 Aug
2mins DT/Patio+Parking/50” Roku TV/400 Mbps

13. Tranquil 2 BR Grnd Fl Near Bryn Mawr College

Tranquil 2 BR Grnd Fl Near Bryn Mawr College
Bryn Mawr
10.0 out of 10, Exceptional, (2 reviews)
"Great location, easy to walk into town with shopping, restaurants, bars etc. 2 separate bedrooms easy access with off street parking"
United States
JIm B.
The price is NZ$571
includes taxes & fees
24 Aug - 25 Aug
Tranquil 2 BR Grnd Fl Near Bryn Mawr College

14. Huge 5BR Historic Home•Town Center

Huge 5BR Historic Home•Town Center
Swarthmore
10.0 out of 10, Exceptional, (2 reviews)
"We had a brief but wonderful stay. It was very clean and comfortable. The kids loved the layout of the house and I loved the front sitting room over looking the shops and the bed :) It was more than we wanted to spend for one night but it was a great experience for all of us, and the host was very quick to respond to questions. If we didn’t have to leave so early it was as excellent location for exploring the town. We would definitely stay there again."
United States
Emily W.
The price is NZ$1,217
includes taxes & fees
14 Sept - 15 Sept
Huge 5BR Historic Home•Town Center

15. Colorful King Bed Apt | Large Kitchen | Game Room

Colorful King Bed Apt | Large Kitchen | Game Room
West Conshohocken
9.0 out of 10, Wonderful, (2 reviews)
"Clean colorful space"
United States
Anonymous traveller
The price is NZ$405
includes taxes & fees
18 Aug - 19 Aug
Colorful King Bed Apt | Large Kitchen | Game Room

16. Cozy 1BR End Cottage W/D • Parking •Walk to Train

Cozy 1BR End Cottage W/D • Parking •Walk to Train
Swarthmore
The price is NZ$494
includes taxes & fees
20 Aug - 21 Aug
Cozy 1BR End Cottage W/D • Parking •Walk to Train

17. Charming 1BR End Cottage•Private Entrance •Parking

Charming 1BR End Cottage•Private Entrance •Parking
Swarthmore
9.6 out of 10, Exceptional, (7 reviews)
"Our host Nicole was very responsive, the place was just as pictured, clean and convenient to restaurants, coffee shops, quaint stores and even a Christmas street fair. "
United States
Carol G.
The price is NZ$458
includes taxes & fees
14 Sept - 15 Sept
Charming 1BR End Cottage•Private Entrance •Parking

18. Ground-Level 2B/2B Apt in Bryn Mawr w/ Parking

Ground-Level 2B/2B Apt in Bryn Mawr w/ Parking
Radnor
8.4 out of 10, Very good, (13 reviews)
"I enjoyed the close proximity to Bryn Mawr College and easy access to many places to eat and shop."
United States
Michelle B.
The price is NZ$598
includes taxes & fees
19 Aug - 20 Aug
Ground-Level 2B/2B Apt in Bryn Mawr w/ Parking

19. Cozy 1-bedroom apartment with WiFi, AC in enchanting Lansdale

Cozy 1-bedroom apartment with WiFi, AC in enchanting Lansdale
Lansdale
8.0 out of 10, Very good, (5 reviews)
"Everything was very easy and convenient. Spacious with all amenities that I could have wanted. Lovely host and would stay there again."
United States
tarotjilly
The price is NZ$223
includes taxes & fees
26 Aug - 27 Aug
Cozy 1-bedroom apartment with WiFi, AC in enchanting Lansdale

20. Mainline Retreat with view 3 bdrm private home

Mainline Retreat with view 3 bdrm private home
Radnor
8.0 out of 10, Very good, (3 reviews)
"The home was clean but definitely has some foundation issues. The king bed was very comfortable, and the shower had great pressure and was very nice"
United States
Erik B.
The price is NZ$866
includes taxes & fees
17 Aug - 18 Aug
Mainline Retreat with view 3 bdrm private home
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chester Springs Hotel Reviews

Find out more about Chester Springs

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chester Springs holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chester Springs. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chester Springs. Seeing all the best attractions is bound to make you fall in love with Chester Springs. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chester Springs short-term rentals, that won’t be hard to do.

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?

Expansive Modern Farm House On 8 Park-Like Acres: This holiday home rental outside Chester Springs offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Chester Springs?

Choose from 5 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.