House in Maryland
10 guests · 3 bedrooms · 2 baths
Reasons to book
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Includes essentials and more
About this house rental
Welcome to Pear Tree Point, a peaceful waterfront retreat near historic Chestertown, Maryland. Perfect for families, couples, and small groups, this relaxing getaway offers beautiful river views, spacious gathering areas, and the perfect setting to unwind, reconnect, and enjoy the Eastern Shore.
The home features comfortable living spaces, modern amenities, and plenty of room for everyone to spread out and relax. The main level includes an open living area, fully equipped kitchen, and water views throughout the home. Step outside to enjoy the peaceful outdoor spaces, morning coffee by the river, or evenings spent relaxing with family and friends.
The walkout lower level offers a second family room with built-in bunk beds and a full bathroom, creating a fun and flexible sleeping and hangout area that’s perfect for kids or additional guests. Two separate living areas make the home especially comfortable for families and groups traveling together.
Guests can enjoy nearby pickleball, basketball, and tennis courts located less than a half-mile away, or explore the shops, restaurants, waterfront, and small-town charm of nearby Chestertown just a short drive away.
Whether you're visiting for a relaxing waterfront escape, a family getaway, boating and outdoor activities, or a peaceful weekend on Maryland’s Eastern Shore, Pear Tree Point provides the perfect place to slow down and make lasting memories.
PROPERTY HIGHLIGHTS
• Waterfront setting with river views
• Spacious indoor and outdoor gathering spaces
• Walkout lower level with bunk bed area and second family room
• Fully equipped kitchen
• Multiple living areas perfect for families and groups
• Less than 1/2 mile to pickleball, basketball, and tennis courts
• Short drive to downtown Chestertown
• Quiet and private setting ideal for relaxing getaways
SLEEPING ARRANGEMENTS
• Bedroom 1 – [King/Queen bed]
• Bedroom 2 – [King/Queen bed]
• Lower level bunk area – Built-in bunk beds located in the lower-level family room
You’ll have full private access to the home during your stay. We’re happy to provide local recommendations to help you enjoy everything Chestertown and Maryland’s Eastern Shore have to offer.
The home features comfortable living spaces, modern amenities, and plenty of room for everyone to spread out and relax. The main level includes an open living area, fully equipped kitchen, and water views throughout the home. Step outside to enjoy the peaceful outdoor spaces, morning coffee by the river, or evenings spent relaxing with family and friends.
The walkout lower level offers a second family room with built-in bunk beds and a full bathroom, creating a fun and flexible sleeping and hangout area that’s perfect for kids or additional guests. Two separate living areas make the home especially comfortable for families and groups traveling together.
Guests can enjoy nearby pickleball, basketball, and tennis courts located less than a half-mile away, or explore the shops, restaurants, waterfront, and small-town charm of nearby Chestertown just a short drive away.
Whether you're visiting for a relaxing waterfront escape, a family getaway, boating and outdoor activities, or a peaceful weekend on Maryland’s Eastern Shore, Pear Tree Point provides the perfect place to slow down and make lasting memories.
PROPERTY HIGHLIGHTS
• Waterfront setting with river views
• Spacious indoor and outdoor gathering spaces
• Walkout lower level with bunk bed area and second family room
• Fully equipped kitchen
• Multiple living areas perfect for families and groups
• Less than 1/2 mile to pickleball, basketball, and tennis courts
• Short drive to downtown Chestertown
• Quiet and private setting ideal for relaxing getaways
SLEEPING ARRANGEMENTS
• Bedroom 1 – [King/Queen bed]
• Bedroom 2 – [King/Queen bed]
• Lower level bunk area – Built-in bunk beds located in the lower-level family room
You’ll have full private access to the home during your stay. We’re happy to provide local recommendations to help you enjoy everything Chestertown and Maryland’s Eastern Shore have to offer.
Amenities at Riverside at Pear Tree Point--Waterfront Escape
Non-smoking
No pets allowed
Family friendly
Map of Maryland
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