Chester, PA Cottage Rentals from $262

A bridge over a river with a sunset sky.

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Our top choices for Chester cottages

A covered porch with a brick wall, a bench, a hanging chair, and potted plants.

1. Walkable Neighborhood: Updated Morton Home!

Morton

KEREN

$248 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bedroom with a bed, nightstands, a ceiling fan, a mirror, and a bathroom visible through an open door.

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

Swarthmore

$237 nightly

Nov 17 - Nov 18

Total with taxes and fees

A wooden deck leading to a house surrounded by dense trees.

3. Cozy Spring House in Gorgeous Chadds Ford!

Chadds Ford

ken s.

$306 nightly

Nov 15 - Nov 16

Total with taxes and fees

A small, single-story building with a blue exterior and a metal roof, surrounded by a gravel driveway and a wooden fence.

4. Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens

Kennett Square

Sarah S.

$287 nightly

Nov 10 - Nov 11

Total with taxes and fees

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Top Chester Hotel Reviews

Wyndham Philadelphia Historic District

10/10 Excellent

"Staff was great. Very friendly and very helpful."

The Windsor Suites

8/10 Good

"From the moment my husband and I arrived at The Windsor Suites, we were treated like royalty! The hospitality, warmth, and genuine care we received throughout our stay truly made our experience memorable. Everyone made us feel welcomed and valued, but I have to give a special shout-out to Cat, the concierge. She was absolutely exceptional! Her attentiveness, professionalism, and willingness to go above and beyond did not go unnoticed. She made sure we were comfortable and taken care of, and her warm personality added such a special touch to our stay. Although our room was not as updated as we would have liked, it was clean, comfortable, and well maintained. Ultimately, what made our experience stand out was the outstanding customer service and the people who made us feel so special. A beautiful hotel experience is about more than just the room; it’s about how you are treated, and The Windsor Suites certainly delivered in that regard. We left feeling appreciated and well taken care of. We would absolutely recommend this hotel and look forward to returning. Thank you, Cat, and the entire Windsor Suites team, for making our stay so wonderful!"

Embassy Suites by Hilton Philadelphia Airport

10/10 Excellent

"After our flight from MIA to PHL arrived four hours late, we didn't get to the hotel until 3:00 AM. Embassy Suites saved the night by sending a prompt shuttle to pick us up. By the time we checked in after 4:00 AM, we were exhausted and had decided to take a later connecting flight just to sleep in. The front desk clerk was incredibly honest and warned us that a fire alarm test was scheduled for 8:00 AM. While we weren't thrilled at the prospect, the hotel must have handled it perfectly because the alarm never actually went off, allowing us to get some much-needed, uninterrupted rest. Our room was wonderfully clean and comfortable. The only minor downside was that the complimentary breakfast closes at 9:30 AM. Because we slept in, it barely gave me enough time to grab food for my wife and myself—they were actually shutting it down as I was plating our meals! I do wish it stayed open just a bit longer for late arrivals. Still, with an 11:00 AM checkout and another seamless, free shuttle ride back to the airport, this hotel turned a stressful travel delay into a great stay. We would absolutely stay here again!"

Sonesta Select Philadelphia Airport

10/10 Excellent

"Front desk was great. Reservation had no problems. Delighted you have ESPN —I’m a huge Chicago Bears fan and didn’t want to miss the game. First thing i checked on was the TV working properly. Happy to say yes it was, and the Bears won big time. The bed was very comfortable. Overall the stay was short but satisfying. Thank you ( and Go Bears)!!"

DoubleTree by Hilton Philadelphia Center City

10/10 Excellent

"Such a nice greeting with a warm cookie. Room was comfortable & it was so nice being able to grab a drink or snack in the lobby. Friends staying across the street at a much more expensive hotel had to come to my/this hotel to get food and drinks as theirs had nothing for their diabetic guest."

Find out more about Chester

Chester Cottages information

Number of reviews	104
Accommodation	36 Cottages
Lowest Price	$262
Highest Price	$339

Frequently asked questions

Why book your cottage in Chester with Expedia?

Expedia has some great cottages in Chester, so start packing your bags for an unforgettable vacay on nature's doorstep. If you have a set budget, choose how much you're willing to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with a hot tub or free WiFi. We'll help you find the perfect pad whatever your plans or style of travel.

How can I find cheap cottages in Chester?

A good way to uncover cheap cottages in Chester is with Expedia's user-friendly filter tool. Narrow your search results by amenities, budget and star rating to take advantage of unbeatable prices in a few clicks.

What is there to do in Chester near my cottage?

Once you've checked in to your hotel, venture out and discover the awesome things Chester has to offer. Subaru Park is a top attraction to add to your must-see list.

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Things to do in Philadelphia

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Upfront pricing

Check prices for these dates

Our top choices for Chester cottages

1. Walkable Neighborhood: Updated Morton Home!

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

3. Cozy Spring House in Gorgeous Chadds Ford!

4. Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens

Find vacation rentals that suit your style

Top Chester Hotel Reviews

Wyndham Philadelphia Historic District

Element by Marriott Philadelphia Downtown

W Philadelphia

The Windsor Suites

Embassy Suites by Hilton Philadelphia Airport

Sonesta Select Philadelphia Airport

Comfort Inn Philadelphia International Airport West

DoubleTree by Hilton Philadelphia Center City

Find out more about Chester

Chester Cottages information

Frequently asked questions

Explore a world of travel with Expedia

Search Chester Cottages

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Chester cottages

1. Walkable Neighborhood: Updated Morton Home!

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

3. Cozy Spring House in Gorgeous Chadds Ford!

4. Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens

Find vacation rentals that suit your style

Top Chester Hotel Reviews

Wyndham Philadelphia Historic District

Find out more about Chester

Chester Cottages information

Frequently asked questions

Explore a world of travel with Expedia