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Cottages in Chester

Our top choices for Chester cottages

Charming 3 Bedroom/2 Bathroom Carriage House, Kids & Pet Friendly
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (32)
"Lovely setting, wonderful hostCottage was comfortable and so well equipped. We had a great time ! "
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

10.0 out of 10, Exceptional, (34)
"Booked and stayed it was a great little place to have while visiting family"
$404 nightly
The price is $446
Aug 24 - Aug 25
Total includes taxes and fees
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, (83)
"This cottage is charming as all get out! Immaculate, comfortable, and conveniently located to everything we wanted to do."
Historic Cottage in West Chester PA - Two miles from town.
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, (22)
"Property was not exactly as described. Comfortable beds. Great location. Would recommend. Only issue was parking. Free lot was full and couldn’t fit our larger vehicle anyways. Paid lot was expensive. "
Saint Davids Cottage: Walk to Train, Main Street in the heart of Manayunk
Cozy Spring House in Gorgeous Chadds Ford!
Outdoor dining

Cozy Spring House in Gorgeous Chadds Ford!

10.0 out of 10, Exceptional, (62)
"We were in town for a wedding nearby and this cozy cottage fit the bill for our needs. It's certainly a quirky little property, but that adds to the charm. Plenty of everything you would need for your stay."
$314 nightly
The price is $341
Aug 24 - Aug 25
Total includes taxes and fees
Cozy Spring House in Gorgeous Chadds Ford!
Eagleville Home w/ Porch, Near Valley Forge Casino
House (6 Bedrooms) | Interior

Eagleville Home w/ Porch, Near Valley Forge Casino

3.0 star property
Eagleville Home w/ Porch, Near Valley Forge Casino
Private, Fully Renovated 1 bedroom Carriage House
Exterior

Private, Fully Renovated 1 bedroom Carriage House

9.8 out of 10, Exceptional, (24)
"We loved how close the carriage house is to Valley Forge. We enjoyed our stay. The carriage house was comfortable and our hosts were friendly and responded quickly to questions. "
Private, Fully Renovated 1 bedroom Carriage House
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, (18)
"This was a great place to stay. It was conveniently located, and everything was as-advertised. The host was very communicative and great to work with!"
Shurs Lane Cottage, EV Charging, Free Parking, in the heart of Manayunk
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

10.0 out of 10, Exceptional, (11)
"This house was the perfect location for easy access to main street and all that the area has to offer! Check in process was easy and we had great communication with the host! Would stay here again!"
Trinity Cottage in Manayunk, Walk to Main Street, in the heart of Manayunk
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!
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
Alpaca Cottage
Fireplace

Alpaca Cottage

2.0 star property
Alpaca Cottage
House w/ Pellet Smoker & Grill, 1 Mi to Lake!
House (3 Bedrooms) | 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!
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
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
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
Suburban Home w/ Backyard Patio < 7 Miles to Dtwn!
House (3 Bedrooms) | Interior

Suburban Home w/ Backyard Patio < 7 Miles to Dtwn!

3.0 star property
Suburban Home w/ Backyard Patio < 7 Miles to Dtwn!
4 Mi to Center City: Philly Home w/ Rooftop Deck
Property grounds

4 Mi to Center City: Philly Home w/ Rooftop Deck

3.0 star property
4 Mi to Center City: Philly Home w/ Rooftop Deck
Philadelphia Home Rental Near Center City!
Interior

Philadelphia Home Rental Near Center City!

3.0 star property
Philadelphia Home Rental Near Center City!
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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Top Chester Hotel Reviews

Hilton Garden Inn Philadelphia Center City

Hilton Garden Inn Philadelphia Center City

10/10 Excellent
"Lovely clean and quiet hotel. They need to do something about the slippery bathtub though. I would def stay again. "
Orlee 1-night trip
Posted 14 hours ago
Hilton Garden Inn Philadelphia Center City