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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in Chester

Cozy Spring House in Gorgeous Chadds Ford!
Outdoor dining

Cozy Spring House in Gorgeous Chadds Ford!

10.0 out of 10, Exceptional, (57)
"We used this cute house as headquarters for a long weekend exploring the area. Loved the location and historical significance of the house. Very cozy and clean."
The price is SARĀ 743
SARĀ 1,281 total
includes taxes & fees
17 Jun - 18 Jun
Cozy Spring House in Gorgeous Chadds Ford!
Trinity Cottage in Manayunk, Walk to Main Street, in the heart of Manayunk
Smart TV, fireplace, books

Trinity Cottage in Manayunk, Walk to Main Street, in the heart of Manayunk

9.8 out of 10, Exceptional, (10)
"The property is very well kept and offers amazing charm. Walkable to many great restaurants and shops. The host was very easy to work with for check -in/out."
Trinity Cottage in Manayunk, Walk to Main Street, in the heart of Manayunk
Saint Davids Cottage: Walk to Train, Main Street in the heart of Manayunk
Property grounds

Saint Davids Cottage: Walk to Train, Main Street in the heart of Manayunk

9.4 out of 10, Exceptional, (20)
"Property was not exactly as described. Comfortable beds. Great location. Would recommend. Only issue was parking. Free lot was full and couldnā€™t fit our larger vehicle anyways. Paid lot was expensive. "
Saint Davids Cottage: Walk to Train, Main Street in the heart of Manayunk
Charming 3 Bedroom/2 Bathroom Carriage House, Kids & Pet Friendly
Fridge, microwave, oven, stovetop

Charming 3 Bedroom/2 Bathroom Carriage House, Kids & Pet Friendly

9.8 out of 10, Exceptional, (29)
"It was exactly what we needed while we were in town, close to restaurants. Host was very kind and quick to respond. "
Charming 3 Bedroom/2 Bathroom Carriage House, Kids & Pet Friendly
Charming Carriage House in the Heart of Kennett
Outdoor dining

Charming Carriage House in the Heart of Kennett

9.8 out of 10, Exceptional, (30)
"Booked and stayed it was a great little place to have while visiting family"
The price is SARĀ 770
SARĀ 1,647 total
includes taxes & fees
17 Jun - 18 Jun
Charming Carriage House in the Heart of Kennett
Historic Cottage in West Chester PA - Two miles from town.
Exterior

Historic Cottage in West Chester PA - Two miles from town.

10.0 out of 10, Exceptional, (80)
"Beautiful and comfortable home, perfect for a couples weekend get away."
Historic Cottage in West Chester PA - Two miles from town.
Private, Fully Renovated 1 bedroom Carriage House
Exterior

Private, Fully Renovated 1 bedroom Carriage House

9.8 out of 10, Exceptional, (22)
"The owner is extremely communicative and the property is exactly as advertised! Lovely place to stay near Valley Forge, with everything needed."
Private, Fully Renovated 1 bedroom Carriage House
NEW LISTING! Historic cottage in Center City
Interior

NEW LISTING! Historic cottage in Center City

9.0 out of 10, Wonderful, (2)
"Loved the location "
NEW LISTING! Historic cottage in Center City
Shurs Lane Cottage, EV Charging, Free Parking, in the heart of Manayunk
Exterior

Shurs Lane Cottage, EV Charging, Free Parking, in the heart of Manayunk

9.8 out of 10, Exceptional, (16)
"We enjoyed our stay here, super cute place within walking distance to Main Street Manayunk. Would stay here again!"
Shurs Lane Cottage, EV Charging, Free Parking, in the heart of Manayunk
Eagleville Home w/ Porch, Near Valley Forge Casino
House (6 Bedrooms) | Interior

Eagleville Home w/ Porch, Near Valley Forge Casino

2.0 star property
Eagleville Home w/ Porch, Near Valley Forge Casino
Quaint Lansdowne Getaway Near Downtown Philly!
Interior

Quaint Lansdowne Getaway Near Downtown Philly!

3.0 star property
Quaint Lansdowne Getaway Near Downtown Philly!
Charming 1-bedroom cottage on Wissahickon Park in Chestnut Hill
Property grounds

Charming 1-bedroom cottage on Wissahickon Park in Chestnut Hill

10.0 out of 10, Exceptional, (1)
"We had our hearts set on renting the cottage as soon as we saw the description and photos. When we arrived,our hosts welcomed us like family,introduced us to the adorable family pets,and took us on a tour. Photos cannot fully capture the beauty and peacefulness here,it is truly lovely. The cottage is absolutely beautiful,tastefully designed and decorated,immaculate,comfortable and luxurious,with a fabulous kitchen and lots of natural light. The front porch is large and great for...
Charming 1-bedroom cottage on Wissahickon Park in Chestnut Hill
Historic Home w/ Garden: Walk to Center City!
House (2 Bedrooms) | Interior

Historic Home w/ Garden: Walk to Center City!

3.0 star property
Historic Home w/ Garden: Walk to Center City!
Alpaca Cottage
Fireplace

Alpaca Cottage

2.0 star property
Alpaca Cottage
20 Mi to Philly: Inviting Home w/ Yard in Wayne!
House (3 Bedrooms) | Interior

20 Mi to Philly: Inviting Home w/ Yard in Wayne!

3.0 star property
20 Mi to Philly: Inviting Home w/ Yard in Wayne!
House w/ Pellet Smoker & Grill, 1 Mi to Lake!
Interior

House w/ Pellet Smoker & Grill, 1 Mi to Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Friendly neighbors, Shopping nearby."
House w/ Pellet Smoker & Grill, 1 Mi to Lake!
Spacious King of Prussia Home w/ 2 Game Rooms
House (2 Bedrooms) | Interior

Spacious King of Prussia Home w/ 2 Game Rooms

3.0 star property
Spacious King of Prussia Home w/ 2 Game Rooms
Wilmington Home ~ 28 Mi to Downtown Philadelphia!
Interior

Wilmington Home ~ 28 Mi to Downtown Philadelphia!

3.0 star property
Wilmington Home ~ 28 Mi to Downtown Philadelphia!
Family-friendly Getaway: 11 Mi to Dtwn Philly
House (2 Bedrooms) | Interior

Family-friendly Getaway: 11 Mi to Dtwn Philly

3.0 star property
Family-friendly Getaway: 11 Mi to Dtwn Philly
Family Vacation Rental: 18 Mi to Philadelphia
Interior

Family Vacation Rental: 18 Mi to Philadelphia

3.0 star property
Family Vacation Rental: 18 Mi to Philadelphia
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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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 natureā€™s doorstep. If you have a set budget, choose how much youā€™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. Weā€™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 Expediaā€™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.