Chester Springs Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Just Like Home, brand new 2 bedroom rancher with full kitchen.

Just Like Home, brand new 2 bedroom rancher with full kitchen.
Mohnton
10.0 out of 10, Exceptional, (2)
"The house is beautiful, newly renovated or newly built. The rooms are spacious. The views from the deck were spectacular!! The screen door was tricky to open but the owner was quick to come over to help us out. Although we went to shocktober fest which was 25 min away, I would definitely stay there again. "
United States
Sarah P.
The price is NZ$492
includes taxes & fees
1 Jan - 2 Jan 2026
Just Like Home, brand new 2 bedroom rancher with full kitchen.

Peaceful, country setting on Fountain Hill Farm

Peaceful, country setting on Fountain Hill Farm
Gap
10.0 out of 10, Exceptional, (238)
"Enjoyed our stay at the farm! Peaceful, safe and relaxing. Out of the hustle and bustle but close to attractions, restaurants etc. Randy and Wilma are wonderful hosts and it was nice knowing they could be reached easily if any problems. Wilma’s homemade bread, fresh eggs, butter and milk made for delicious breakfasts. Hope to return soon!"
United States
Bob F.
The price is NZ$243
includes taxes & fees
4 Jan - 5 Jan 2026
Peaceful, country setting on Fountain Hill Farm

2 bedroom apartment - Mt Penn

2 bedroom apartment - Mt Penn
Mt Penn
9.6 out of 10, Exceptional, (38)
"My husband and I enjoyed our night here. It was beautifully decorated, quiet, and clean! Marc was very responsive when we had to change our reservation date. "
United States
Christina R.
The price is NZ$268
includes taxes & fees
29 Dec - 30 Dec
2 bedroom apartment - Mt Penn

Country Outback Cozy Home *W/Camp Fire Pit*

Country Outback Cozy Home *W/Camp Fire Pit*
Parkesburg
9.8 out of 10, Exceptional, (42)
"Nice quiet place to stay and enjoy beautiful Lancaster county!"
United States
April J.
The price is NZ$322
includes taxes & fees
29 Dec - 30 Dec
Country Outback Cozy Home *W/Camp Fire Pit*

Peaceful 2BR w/ Zen Room

Peaceful 2BR w/ Zen Room
Shillington
9.6 out of 10, Exceptional, (5)
"Very good stay. Quiet neighborhood. Excellent accommodations. We would stay again. "
United States
Edward S.
The price is NZ$389
includes taxes & fees
5 Jan - 6 Jan 2026
Peaceful 2BR w/ Zen Room

Welcome to the Mushroom Capital of the World!

Welcome to the Mushroom Capital of the World!
Kennett Square
10.0 out of 10, Exceptional, (11)
"Loved the property, had everything we needed and more.Plush towels, comfortable bed, wonderful environment filled with really cool art. "
United States
Valerie H.
The price is NZ$256
includes taxes & fees
27 Dec - 28 Dec
Welcome to the Mushroom Capital of the World!

King's Country Suite

King's Country Suite
Narvon
9.8 out of 10, Exceptional, (97)
"This property is beautiful and so clean! Susan is so kind and very accommodating and welcoming. We loved staying here and cannot wait to come again! "
United States
Lindsey S.
The price is NZ$300
includes taxes & fees
4 Jan - 5 Jan 2026
King's Country Suite

Stylish Private Suite in the heart of Brandywine Valley

Stylish Private Suite in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (195)
"Great time and friendly people "
United States
Karl
The price is NZ$344
includes taxes & fees
3 Jan - 4 Jan 2026
Stylish Private Suite in the heart of Brandywine Valley

Therapeutic 2 King Bedroom Apartment in Downtown Conshohocken

Therapeutic 2 King Bedroom Apartment in Downtown Conshohocken
Conshohocken
10.0 out of 10, Exceptional, (2)
"Spent only one night, but the accommodations were perfect for 4 of us. Close to everything we needed and immaculately clean."
United States
Kevin C.
The price is NZ$445
includes taxes & fees
1 Jan - 2 Jan 2026
Therapeutic 2 King Bedroom Apartment in Downtown Conshohocken

Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven

Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
Parkesburg
10.0 out of 10, Exceptional, (177)
"This location is beautiful and enjoyable!"
United States
Kimberly M.
The price is NZ$440
includes taxes & fees
1 Jan - 2 Jan 2026
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven

Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
3.0 star property
Morton
The price is NZ$530
includes taxes & fees
29 Dec - 30 Dec
Walkable Neighborhood: Updated Morton Home!

Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!

Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
Honey Brook
10.0 out of 10, Exceptional, (86)
"We came into town for a soccer tournament and this was perfect for my daughter and I. Everything we needed was available. Would definitely stay here again. "
United States
Justin M.
The price is NZ$427
includes taxes & fees
6 Jan - 7 Jan 2026
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!

Lovely Private Guesthouse with AC & WiFi in Shillington

Lovely Private Guesthouse with AC & WiFi in Shillington
Shillington
10.0 out of 10, Exceptional, (15)
"Property was perfect for my stay, hope to book again."
United States
Scott
The price is NZ$264
includes taxes & fees
4 Jan - 5 Jan 2026
Lovely Private Guesthouse with AC & WiFi in Shillington

Ushmila's Nest- private entrance, bedroom & bathroom

Ushmila's Nest- private entrance, bedroom & bathroom
Wayne
9.8 out of 10, Exceptional, (45)
"Property was easy access to and from parking . Great location "
United States
David G.
The price is NZ$340
includes taxes & fees
4 Jan - 5 Jan 2026
Ushmila's Nest- private entrance, bedroom & bathroom

Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (29)
"Great little gem! Convenient location and a nice yard for the dog to play."
United States
Joanne S.
The price is NZ$551
includes taxes & fees
4 Jan - 5 Jan 2026
Underground Railroad Barn

Quaint 3rd Floor Loft

Quaint 3rd Floor Loft
Upper Darby
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 NZ$256
includes taxes & fees
30 Dec - 31 Dec
Quaint 3rd Floor Loft

Discover the perfect blend of simplicity and comfort in this uptown apartment

Discover the perfect blend of simplicity and comfort in this uptown apartment
2.0 star property
Reading
The price is NZ$610
includes taxes & fees
11 Jan - 12 Jan 2026
Discover the perfect blend of simplicity and comfort in this uptown apartment

Historic Farmhouse in Chester County

Historic Farmhouse in Chester County
Downingtown
10.0 out of 10, Exceptional, (13)
"This property was historic but maintained so well it felt very comfortable!"
United States
David B.
The price is NZ$493
includes taxes & fees
4 Jan - 5 Jan 2026
Historic Farmhouse in Chester County

The Travelers Havens

The Travelers Havens
2.0 star property
Parkesburg
The price is NZ$378
includes taxes & fees
28 Dec - 29 Dec
The Travelers Havens

Firepit - Foosball - King Suite - 500Mbps - Office

Firepit - Foosball - King Suite - 500Mbps - Office
Pennsburg
8.8 out of 10, Excellent, (3)
"We had a good visit for a family celebration that was centered around a visit to the Mercer museums. The house is spacious and clean. We cooked and the kitchen was well-equipped. "
United Kingdom
Barbara R.
The price is NZ$842
includes taxes & fees
14 Jan - 15 Jan 2026
Firepit - Foosball - King Suite - 500Mbps - Office
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

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, 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 NZ$243 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?

The Lodge at Cricklewood...where time melts away....: This holiday home rental outside of Chester Springs is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 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 garden, a selection of games and 1 hot tub 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.