Chester Springs Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Chester Springs

Cottage on Historic Gentleman's Farm
9.8 out of 10, Exceptional, 195 reviews
"Beautiful historic cottage on tranquil property. This cottage is located near lots of sightseeing options. You can experience the coolness of the morning on the porch as the sun rises over the tree line. Interior is gorgeous with historic features! Bed is very comfortable!!"
Cottage on Historic Gentleman's Farm
Historic Village Retreat Convienient To Everything
9.8 out of 10, Exceptional, 51 reviews
"We loved our brief stay at the property. The house feels warm and cozy. It was perfect to come back to after a busy I have to Alexa to Costco list Costco list day with family. I love the historic community. And we went for a long walk on the local trail. The house was clean. We did not interact with the host as they had everything set up for easy access. Be ready to climb some stairs and the shower is quite quirky. But we’d definitely stay there again."
Historic Village Retreat Convienient To Everything
1800's Restored Log Cabin in Woods - 15 Min. Off Pa Turnpike
10.0 out of 10, Exceptional, 525 reviews
"Perfect getaway to disconnect!"
1800's Restored Log Cabin in Woods - 15 Min. Off Pa Turnpike
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
10.0 out of 10, Exceptional, 127 reviews
"The place was beautiful, clean and very calming and relaxing. Host was friendly and very helpful. Good getaway from the city. Wish it was longer. Compliments to the host for making our stay memorable"
The price is NZ$382
includes taxes & fees
1 July - 2 July
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
Ushmila's Nest - Private suite with 2 rooms & Bathroom.
10.0 out of 10, Exceptional, 17 reviews
"We came in town for the Roots picnic but did not want to stay in the city with all of the traffic and crowds. It’s was perfect and had great restaurants . The train access across the street was a plus."
The price is NZ$289
includes taxes & fees
30 June - 1 July
Ushmila's Nest - Private suite with 2 rooms & Bathroom.
Cozy loft tucked away on the beautiful Chester and Lancaster County line.
10.0 out of 10, Exceptional, 76 reviews
"We had an amazing time with all the beautiful animals. They are all so friendly and made us laugh everyday. The turkey was so welcoming even waiting by our car and door so cute. The happy little goats hop around so cute. My daughter loved the little sweet dog Chica. Great place to relax and see beautiful animals"
Cozy loft tucked away on the beautiful Chester and Lancaster County line.
White Horse Guest Home w/Pool / hot tub
9.8 out of 10, Exceptional, 137 reviews
"Everything about the property was perfect! It was beautiful, had everything we needed, and the location was central to many of the areas we wanted to visit. The hosts were fantastic. This is a beautiful and welcoming place to stay."
White Horse Guest Home w/Pool / hot tub
Guest House on Picturesque Farm near Shady Maple Smorgasbord
10.0 out of 10, Exceptional, 123 reviews
"Excellent location and relaxing quiet environment. Host was more than welcoming and accommodating. Would certainly stay again. Totally recommend"
Guest House on Picturesque Farm near Shady Maple Smorgasbord
The Lodge at Cricklewood...where time melts away....
10.0 out of 10, Exceptional, 57 reviews
"This was perfect for our needs. Great place. Very big, lots of space to spread out. Hot tub was a nice addition. Eric was great to work with"
The Lodge at Cricklewood...where time melts away....
DUTCH COUNTRY COTTAGE, pet friendly and very secluded!
10.0 out of 10, Exceptional, 335 reviews
"I took my 2 dogs over a weekend and even with the rain we couldn't be happier. The covered porch was perfect and it has a nice trail in the property for the dogs to explode. Would definitely come back!"
DUTCH COUNTRY COTTAGE, pet friendly and very secluded!
Country Outback Cozy Home *W/Camp Fire Pit*
9.6 out of 10, Exceptional, 13 reviews
"I was very happy with my stay at the property. My fiancé and my friend and her kids enjoyed our time here. It was our second time staying here and we would love to stay here again in the future."
The price is NZ$306
includes taxes & fees
24 July - 25 July
Country Outback Cozy Home *W/Camp Fire Pit*
Peaceful, country setting on Fountain Hill Farm
10.0 out of 10, Exceptional, 191 reviews
"We truly enjoyed our time with Randy and Wilma. They were not only helpful and kiind but over our time there we became friends. Wilma provides fresh eggs, fresh homemade bread and fresh milk from their farm. The accomodations are great and there is plenty of room to relax inside and out. We enjoyed watching the cows graze as we had our morning coffee on the front porch. We would highly reccomend staying with them. A great and blessed experience."
The price is NZ$267
includes taxes & fees
3 July - 4 July
Peaceful, country setting on Fountain Hill Farm
Country Home In the midst of Amish farm neighborhood
9.2 out of 10, Wonderful, 26 reviews
"Wonderful stay! Seamless check-in and checkout. We booked our stay initially for the Lantern Festival but also visited the Kitchen Kettle Village as suggested by our hosts David and Ester who are both very kind. We were going to visit their farm and buggy ride the following day but we were all tuckered out from exploring and the festival. (It gives us a reason to return!) Instead, we grabbed a bite at the Speckled Hen (which is also kid / family friendly) has cool playground and headed back...
The price is NZ$453
includes taxes & fees
14 July - 15 July
Country Home In the midst of Amish farm neighborhood
Ushmila's Nest- private entrance, bedroom & bathroom
10.0 out of 10, Exceptional, 7 reviews
"We were here for just one night and this place was perfect. Easy access, clean, and very responsive host. My only suggestion is to have more security between the private room and the rest of the house, there was no deadbolt between the door and it would have felt safer as a renter of a private room to have that option. Otherwise great stay."
The price is NZ$301
includes taxes & fees
3 July - 4 July
Ushmila's Nest- private entrance, bedroom & bathroom
House with backyard and patio! Beautiful Rural Farmland Within Minutes
10.0 out of 10, Exceptional, 31 reviews
"This house is HUGE! My family of 13 needed last minute accommodations for a funeral and house was perfect. Wish we were able to better use tie space."
House with backyard and patio! Beautiful Rural Farmland Within Minutes
Stylish Private Suite in the heart of Brandywine Valley
10.0 out of 10, Exceptional, 152 reviews
"Cheryl was very attentive and provided muffins and eggs for my daughter and I have in the morning. It was clean and well decorated to make you feel at home. We enjoyed our short stay and would definitely come back again."
The price is NZ$297
includes taxes & fees
3 July - 4 July
Stylish Private Suite in the heart of Brandywine Valley
Charming & Comfy ☀ Near Trails ☀ Fireplace ☀ Patio
9.8 out of 10, Exceptional, 31 reviews
"We were in the area to visit family and had my dogs with me. The neighborhood is quiet, safe, and family friendly. The backyard is great for pets and was in full bloom during our stay. It was lovely and we're likely going to be staying here again."
The price is NZ$576
includes taxes & fees
25 June - 26 June
Charming & Comfy ☀ Near Trails ☀ Fireplace ☀ Patio
Historic Cottage in West Chester PA - Two miles from town.
10.0 out of 10, Exceptional, 57 reviews
"If possible i would give this cottage a 10 rating. It was not only charming, but beautiful, inside and out. The area is very picturesque and peaceful. The owners Mina, Chad and Zoey, are wonderful hosts. We didnt miss the tv at all. Highly recommend this property. 10 out of 10 in our opinion."
Historic Cottage in West Chester PA - Two miles from town.
Cozy Spring House in Gorgeous Chadds Ford!
10.0 out of 10, Exceptional, 43 reviews
"So much to do in Brandywine Valley and this home was a perfect home base. The location was close to everything - historic sites, antique shops, wineries, great restaurants and Longwood Gardens. It’s advertised as “cozy” and we found it charming and comfortable. Loved the excellent communication, ease of entry and departure, and warm welcome from our hostess. It was a perfect weekend getaway."
The price is NZ$524
includes taxes & fees
15 July - 16 July
Cozy Spring House in Gorgeous Chadds Ford!
Peaceful home in Amish country, 4 bedroom, 10 min from main tourist attractions
10.0 out of 10, Exceptional, 55 reviews
"Very relaxing and a beautiful home. Porches were amazing. This home accommodated all of us and works great for younger or handicapped. Had all essential things plus added touches here and outdoors there and in the refrigerator. Great place to stay and also enjoyed the outdoors area"
Peaceful home in Amish country, 4 bedroom, 10 min from main tourist attractions
Don't see what you're looking for?
See all available properties in Chester Springs
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.

Other types of properties in Chester Springs you may be interested in

Hyatt House Philadelphia/King of Prussia
3.5 star property
9.0 out of 10, Wonderful, 1,012 reviews
"We booked this last minute based on the reviews and so glad we did. The Hyatt is in a nice area, plenty of shopping(High end stores in the mall) and dinning options close by. Plenty of parking even if arriving in the evening. The area felt and looked safe. We stayed in a king suite with sofa bed. Exactly like the photos. Only negative was it needed a door to the sink area so others would bot be bothered by the light while sleeping or trying to. Kitchen has basic items to cook, eat, drink etc....
The price is NZ$273
includes taxes & fees
1 July - 2 July
Hyatt House Philadelphia/King of Prussia
Valley Forge Casino Resort
4.0 star property
8.2 out of 10, Very good, 1,017 reviews
"Check in was easy with very friendly staff. Room was of good size and clean. Bed and pillows a bit soft for my liking. Surprised there was only one expensive steak restaurant and ‘food court’ dining was sub-par with unappealing seating. "
The price is NZ$272
includes taxes & fees
1 July - 2 July
Valley Forge Casino Resort
Parkway Inn
2.0 star property
4.6 out of 10, 1,011 reviews
"Nice location "
The price is NZ$125
includes taxes & fees
25 June - 26 June
Parkway Inn
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.

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?

Ushmila's Nest - Private suite with 2 rooms & Bathroom.: This holiday home rental outside of Chester Springs has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals will I find in Chester Springs?

Choose from 4 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 QVC Studio Park, or get outside and enjoy nature at Marsh Creek State Park. In the wider area, you’ll find The Mill at Anselma and Eagleview Town Center.

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.

Recent reviews of Chester Springs properties
Expedia verified reviews