
Chestertown рдореЗрдВ рдЫреБрдЯреНрдЯрд┐рдпрд╛рдБ рдмрд┐рддрд╛рдиреЗ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдордХрд╛рди
Airbnb рдкрд░ рдЕрдиреЛрдЦреЗ рдордХрд╛рди рдвреВрдБрдврд╝реЗрдВ рдФрд░ рдмреБрдХ рдХрд░реЗрдВ
Chestertown рдореЗрдВ рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдмреЗрд╣рддрд░реАрди рд░реЗрдЯрд┐рдВрдЧ рд╡рд╛рд▓реЗ рдШрд░
рдореЗрд╣рдорд╛рди рд╕рд╣рдордд рд╣реИрдВ : рдЗрди рдордХрд╛рдиреЛрдВ рдХреЛ рд▓реЛрдХреЗрд╢рди, рд╕рд╛рдлрд╝-рд╕реЮрд╛рдИ рдХреЗ рдЕрд▓рд╛рд╡рд╛ рдФрд░ рднреА рдХрдИ рдЪреАрдЬрд╝реЛрдВ рдХреЗ рд▓рд┐рдП рдКрдБрдЪреА рд░реЗрдЯрд┐рдВрдЧ рдорд┐рд▓реА рд╣реБрдИ рд╣реИред

River Front house / dock/hot tub
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on MarylandтАЩs eastern shore. Great crab houses and restaurants minutes away.

Historic home near town center with NFL Sun Ticket
19th century home. NFL Sun Ticket! 55тАЭ TV in family room, 2 more. 1st floor primary with full bath. Hi speed internet. Pets welcome! In the historic district of Chestertown, 3 block walk from Wash College and the waterfront. 2 primary bedroom suites (one on 2nd floor with king ) 2 bedrooms with queens. 100% cotton, 1000 thread count sheets and luxury mattresses. Loft connected to a 2nd story bedroom with queen bed. Fenced yard, acre of gardens. Fire pit. Weber grill

Cozy 3-bedroom home w/ Hot tub & firepit
This cozy, recently renovated home has the charm of days gone by. It is located with-in a 5 minute walk to the grounds of Washington College and a fifteen minute walk to Historic Downtown. There is an abundance of food and other conveniences close by. A perfect place to unwind and relax. A 20 minute drive to Rock Hall. Take in the beautiful Chester River and Chesapeake Bay area. Fishing, hiking and other outdoor activities to be enjoyed. Newly furnished rooms and fully stocked kitchen.

The Patriot House-Chestertown, MD
Welcome to the Patriot House in Chestertown, Maryland. We recently renovated this beautiful home with a "Mad Men" Mid-Century modern vibe throughout. This is Two Units that combine together with connecting door for a total of 6 bedrooms and 3 remodeled bathrooms. You are renting entire first and second floors. Two kitchen and two living rooms. Wide front porch is perfect for cocktails or morning coffee. 2 blocks to Washington College and Downtown. We do not rent to undergrad students.

Waterfront Farmhouse Meets Modern Luxury
Enjoy all that the Eastern Shore has to offer while staying at the neoclassical 19th-century "Osprey's Reach" farmhouse. Osprey's Reach blends the original character of Kent Island with modern comforts of a full house restoration, all while enjoying stunning sunsets over the Chesapeake, from the private dock or poolside. Kent Island is centrally located for short day trips to Annapolis, Easton, St. Michael's or Chestertown, with family-friendly dining and shopping options on-island.

Gunpowder Retreat
Unwind and relax with friends & family at this peaceful mid-century modern home. Nestled along the Gunpowder Falls State Park you can enjoy long summer days lounging in the pool under a canopy of trees or take an adventure along the hiking trails easily accessible from the back yard. Although there is no reason to leave this oasis, shopping and restaurants are only a five-minute drive away. Enjoy the beauty of nature without giving up modern comforts in this 4 bedroom, 3 bath home.

AbingdonBB
Enjoy easy access to everything from this perfectly located home base. Close to downtown Bel Air as well as 95! Fully appointed space that is dog friendly w a fenced yard! Stocked kitchenette, private bedroom and designated work space w wifi. Wifi & wifi speaker, smoke detectors, Co2 detectors, electric fireplace. Although the kitchenette doesnтАЩt have a sink/water there is a Deer Park water cooler with hot & cold water, and supplies under bathroom sink to use for dish washing.

Cozy 2 bedroom home on wooded private lane
Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

Cozy 1920's Bungalow Near Water/Local Attractions
Updated 1920's bungalow near all Rock Hall has to offer. Blocks away from the Bay, marinas and center of town. Coffee shop, grocery and other shops 2 blocks away. Walk to several restaurants. Cozy and very comfortable. Quiet street, and peaceful at night. This house is an ideal Rock Hall location. This home is well stocked, so most condiments, coffee, tea, sodas and water are included. There are also many toiletry and first aid products. No need to bring soap or shampoo.

Classic Victorian in Chestertown
A delightful hideaway all to yourself! Completely remodeled Victorian row house, with four bedrooms, two and a half-bathrooms, a gourmet kitchen, two porches, antiques, rugs, and several writing spaces. Dual zone HVAC, washer & dryer, high-speed internet. Plenty of on-street parking. Professional cleaning before every visit (alcohol and/or bleach solution), combined with complete ventilation of the house 24 hours ahead of arrival.

Historic Downtown in-law suite
This special place is close to everything. One block to the Naval Academy and one block to all the historic and downtown attractions. This in-law suite has a queen bed, full bath, sauna, kitchenette, seating area, and desk/dining table. Welcoming separate, quiet entrance with access to a lovely patio with seating and firepit.

Duchess of Kent: Walk to downtown & College
Location location location! We absolutely love the proximity of our house to campus, the historic district, and the river. Chestertown is charming and there are fun little shops and restaurants around every corner. Our home is cozy and perfect for entertaining. We hope you enjoy it as much as we do!
Chestertown рдореЗрдВ рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдордХрд╛рдиреЛрдВ рдХреЗ рд▓рд┐рдП рд▓реЛрдХрдкреНрд░рд┐рдп рд╕реБрд╡рд┐рдзрд╛рдПрдБ
рдкреВрд▓ рдХреА рд╕реБрд╡рд┐рдзрд╛ рд╡рд╛рд▓реЗ рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдордХрд╛рди

Creek Cottage at Reed Creek | an ESVR property

Waterfront Escape with Pool Nature Lover Paradise

Bay Breeze Retreat

Cording Lodge*Pool*Pickleball/Basketball court

Entire Beach House with Pool and Hot Tub

Kent Island Waterfront Retreat

Bay Bliss House

Waterfront Poolside Escape
рдкреВрд░реЗ рд╕рдкреНрддрд╛рд╣ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдордХрд╛рди

GrandmaтАЩs Cottage

114 High - Lux Home Downtown Chestertown Sleeps 11

Two bedroom small ranch with beautiful forest view

The Blue Jimmy

Pet Friendly Cozy Fall Getaway- Hot Tub & Firepit

Sweet Bay Overlook

Ruby's Sea Glass Cottage near Betterton Beach

Goose Haven, new waterfront house on Fairlee Creek
рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдирд┐рдЬреА рдордХрд╛рди

The Bay House - just a few steps to the bay!

Eastern Neck Water Paradise w/Brick oven & Beach

Connection PointeтАвRiver viewsтАвQuietтАвPeaceful

Waterfront Villa , 3 bedroom & theater/Game room

In Town Chestertown Rancher (1 Block to College)

Kent Island Escape

Baybreeze Cottage

Rock Creek Cottage, Waterfront
Chestertown рдХреЗ рд╣рд╛рдЙрд╕ рд░реЗрдВрдЯрд▓ рдХреЗ рдЖрдБрдХрдбрд╝реЛрдВ рдкрд░ рд╕рд░рд╕рд░реА рдирдЬрд╝рд░
рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдХреБрд▓ рдЬрдЧрд╣реЗрдВ
20 рдкреНрд░реЙрдкрд░реНрдЯреА
рдиреНрдпреВрдирддрдо рдкреНрд░рддрд┐ рд░рд╛рдд рдХрд┐рд░рд╛рдпрд╛
рдЯреИрдХреНрд╕ рдФрд░ рд╢реБрд▓реНрдХ рд╢рд╛рдорд┐рд▓ рдХрд░рдиреЗ рд╕реЗ рдкрд╣рд▓реЗ тВ╣7,921
рд╕рдореАрдХреНрд╖рд╛рдУрдВ рдХреА рдХреБрд▓ рд╕рдВрдЦреНрдпрд╛
1.6┬ард╣рдЬрд╝рд╛рд░ рд╕рдореАрдХреНрд╖рд╛рдПрдБ
рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдлрд╝реИрдорд┐рд▓реА-рдлрд╝реНрд░реЗрдВрдбрд▓реА рдЬрдЧрд╣реЗрдВ
20 рдкреНрд░реЙрдкрд░реНрдЯреА рдкрд░рд┐рд╡рд╛рд░реЛрдВ рдХреЗ рд▓рд┐рдП рд╕рд╣реА рд╣реЛрддреА рд╣реИрдВ
рдХрд╛рдо рдХрд░рдиреЗ рдХреЗ рд▓рд┐рдП рдЦрд╛рд╕рддреМрд░ рдкрд░ рдмрдирд╛рдИ рдЧрдИ рдЬрдЧрд╣реЛрдВ рд╡рд╛рд▓реА рд▓рд┐рд╕реНрдЯрд┐рдВрдЧ
10 рдкреНрд░реЙрдкрд░реНрдЯреА рдореЗрдВ рдХрд╛рдо рдХрд░рдиреЗ рдХреЗ рд▓рд┐рдП рдЦрд╛рд╕рддреМрд░ рдкрд░ рдмрдирд╛рдИ рдЧрдИ рдЬрдЧрд╣ рдореМрдЬреВрдж рд╣реИ
рд╡рд╛рдИрдлрд╝рд╛рдИ рдХреА рдЙрдкрд▓рдмреНрдзрддрд╛
20 рдкреНрд░реЙрдкрд░реНрдЯреА рдореЗрдВ рд╡рд╛рдИрдлрд╝рд╛рдИ рдХрд╛ рдРрдХреНрд╕реЗрд╕ рд╢рд╛рдорд┐рд▓ рд╣реИ
рдШреВрдордиреЗ-рдлрд┐рд░рдиреЗ рдХреЗ рд▓рд┐рд╣рд╛рдЬрд╝ рд╕реЗ рд╕рд╣реА рдбреЗрд╕реНрдЯрд┐рдиреЗрд╢рди
- Plainview┬ардЫреБрдЯреНрдЯрд┐рдпрд╛рдБ рдмрд┐рддрд╛рдиреЗ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдЬрдЧрд╣реЗрдВ
- рдиреНрдпреВрдпреЙрд░реНрдХ рд╕рд┐рдЯреА┬ардЫреБрдЯреНрдЯрд┐рдпрд╛рдБ рдмрд┐рддрд╛рдиреЗ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдЬрдЧрд╣реЗрдВ
- Long Island┬ардЫреБрдЯреНрдЯрд┐рдпрд╛рдБ рдмрд┐рддрд╛рдиреЗ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдЬрдЧрд╣реЗрдВ
- рд╡реЙрд╢рд┐рдВрдЧрдЯрди┬ардЫреБрдЯреНрдЯрд┐рдпрд╛рдБ рдмрд┐рддрд╛рдиреЗ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдЬрдЧрд╣реЗрдВ
- East River┬ардЫреБрдЯреНрдЯрд┐рдпрд╛рдБ рдмрд┐рддрд╛рдиреЗ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдЬрдЧрд╣реЗрдВ
- Hudson Valley┬ардЫреБрдЯреНрдЯрд┐рдпрд╛рдБ рдмрд┐рддрд╛рдиреЗ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдЬрдЧрд╣реЗрдВ
- рдлрд╝рд┐рд▓рд╛рдбреЗрд▓реНрдлрд╝рд┐рдпрд╛┬ардЫреБрдЯреНрдЯрд┐рдпрд╛рдБ рдмрд┐рддрд╛рдиреЗ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдЬрдЧрд╣реЗрдВ
- Mount Pocono┬ардЫреБрдЯреНрдЯрд┐рдпрд╛рдБ рдмрд┐рддрд╛рдиреЗ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдЬрдЧрд╣реЗрдВ
- Jersey Shore┬ардЫреБрдЯреНрдЯрд┐рдпрд╛рдБ рдмрд┐рддрд╛рдиреЗ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдЬрдЧрд╣реЗрдВ
- Outer Banks┬ардЫреБрдЯреНрдЯрд┐рдпрд╛рдБ рдмрд┐рддрд╛рдиреЗ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдЬрдЧрд╣реЗрдВ
- Ocean City┬ардЫреБрдЯреНрдЯрд┐рдпрд╛рдБ рдмрд┐рддрд╛рдиреЗ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдЬрдЧрд╣реЗрдВ
- рдж рд╣реИрдореНрдкреНрдЯрдиреНрд╕┬ардЫреБрдЯреНрдЯрд┐рдпрд╛рдБ рдмрд┐рддрд╛рдиреЗ рдХреЗ рд▓рд┐рдП рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдЬрдЧрд╣реЗрдВ
- рдмрд╛рд╣рд░ рдмреИрдардиреЗ рдХреА рд╕реБрд╡рд┐рдзрд╛ рд╡рд╛рд▓реА рдХрд┐рд░рд╛рдпреЗ рдкрд░ рдЙрдкрд▓рдмреНрдз рд▓рд┐рд╕реНрдЯрд┐рдВрдЧ┬аChestertown
- рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдлрд╝реИрдорд┐рд▓реА-рдлрд╝реНрд░реЗрдВрдбрд▓реА рд▓рд┐рд╕реНрдЯрд┐рдВрдЧ┬аChestertown
- рд╡реЙрд╢рд░ рдФрд░ рдбреНрд░рд╛рдпрд░ рдХреА рд╕реБрд╡рд┐рдзрд╛ рд╡рд╛рд▓реА рдХрд┐рд░рд╛рдпреЗ рдкрд░ рдЙрдкрд▓рдмреНрдз рд▓рд┐рд╕реНрдЯрд┐рдВрдЧ┬аChestertown
- рдХрд┐рд░рд╛рдпреЗ рдкрд░ рдЙрдкрд▓рдмреНрдз рдмрд░рд╛рдорджреЗ рд╡рд╛рд▓реА рд▓рд┐рд╕реНрдЯрд┐рдВрдЧ┬аChestertown
- рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдордХрд╛рди┬аKent County
- рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдордХрд╛рди┬ардореИрд░реАрд▓реИрдВрдб
- рдХрд┐рд░рд╛рдП рдкрд░ рдЙрдкрд▓рдмреНрдз рдордХрд╛рди┬ард╕рдВрдпреБрдХреНрдд рд░рд╛рдЬреНрдп рдЕрдореЗрд░рд┐рдХрд╛
- рдПрдо рдПрдВрдб рдЯреА рдмреИрдВрдХ рд╕реНрдЯреЗрдбрд┐рдпрдо
- Fortescue Beach
- Longwood Gardens
- рдУрд░рд┐рдУрд▓ рдкрд╛рд░реНрдХ рдПрдЯ рдХреИрдореНрдбреЗрди рдпрд╛рд░реНрдбреНрд╕
- Betterton Beach
- Hampden
- рд╕реИрдВрдбреА рдкреЙрдЗрдВрдЯ рд╕реНрдЯреЗрдЯ рдкрд╛рд░реНрдХ
- Caves Valley Golf Club
- Big Stone Beach
- Crystal Beach Manor, Earleville, MD
- рд╕рд┐рдХреНрд╕ рдлреНрд▓реИрдЧреНрд╕ рдЕрдореЗрд░рд┐рдХрд╛
- рдкреИрдЯрд░рд╕рди рдкрд╛рд░реНрдХ
- Killens Pond State Park
- DuPont Country Club
- Breezy Point Beach & Campground
- рд╢рд╛рдВрдд рдЬрд▓ рдкрд╛рд░реНрдХ
- Bulle Rock Golf Course
- рд╕рд╕реНрдХреЗрд╣рд╛рдирд╛ рд╕реНрдЯреЗрдЯ рдкрд╛рд░реНрдХ
- рд▓рдореНрд╕ рдкреЛрдВрдб рд░рд╛рдЬреНрдп рдЙрджреНрдпрд╛рди
- Chesapeake Beach Water Park
- White Clay Creek Country Club
- Heritage Shores
- Gerry Boyle Park
- Rose Haven Memorial Park