
แแแกแแกแแแแแแแแ แแแกแแฅแแ แแแแแแแ แกแแชแฎแแแ แแแแแแ แแแขแแแแ: Chestertown
แแแแแแย แแ แแแฏแแแจแแแ แแแขแแแแ แแฆแญแฃแ แแแแ แฃแแแแแแฃแ แ แแแกแแฅแแ แแแแแแแ แกแแชแฎแแแ แแแแแแ Airbnbโแก แแแจแแแแแแ
แแแกแแฅแแ แแแแแแแ แแแขแแแแแแ แกแแชแฎแแแ แแแแแแ แกแแฃแแแแแกแ แจแแคแแกแแแแ: Chestertown
แแย แแแกแแฅแแ แแแแแแ แแแขแแแแแ แกแแชแฎแแแ แแแแแแก แแแฆแแแฃแแ แแฅแแก แแแฆแแแ แจแแคแแกแแแแแ แแแแแแ แแแแแก, แกแแกแฃแคแแแแแกแย แแ แกแฎแแ แแแฎแแกแแแแแแแแแแก แแฎแ แแ.

Outrange at Blue Heron Farm
Enjoy the peace and tranquillity at โOutrange,โ Blue Heron Farmโs recently updated cabin. This unique and rustic 2 bedroom, 1 bath home was designed by architect Randy Wagner and built in 1978. Tucked away on a 126 acre fourth-generation organic waterfront farm, Outrange is a private getaway situated just 15 minutes from historic Chestertown. With views of the Chester River and access to the farmโs private dock, Outrange is a magical getaway for anyone that loves the beauty of the Eastern Shore.

3 bedroom home with pool and game room
Forget your worries in this spacious and serene space. 5 miles outside of the town of Centreville. 15 miles to Chestertown. Custom built home sits on 4 acres in the middle of a 200 acre farm. First floor master bedroom and master bath. Living room, half bath, kitchen and dining area. Large back porch facing pool. Second story has full bathroom and two bedrooms. Each bedroom has an extra room inside. Also upstairs is a game room with a pool table. 1-king bed 1-full bed 1- queen bed 1- twin

Cass-N-Reel Luxury Houseboat
Kent Narrows Rentals Welcomes you aboard Cass-N-Reel! A 432sqft luxury getaway in the Kent Narrows. With 1 bedroom, 1 bathroom, and a gorgeous covered rear facing deck; this is the ultimate couples retreat! 9 waterfront/waterview bars/restaurants within walking distance! Get a taste of what the eastern shore has to offer. Minutes from the Chesapeake Bay Bridge and a short drive to Annapolis, D.C., St. Michaels, and Ocean City. Come stay and live like a local! NO Fishing/Crabbing on property

Private Suite in 1917 Craftsman 15 min to Harbor
- 5 miles from Inner Harbor, Orioles and Ravens Stadiums, Johns Hopkins Hospital, Fells Point - Free off-street parking in charming safe well-lit neighborhood - Fastest WiFi and Laptop friendly - Pets must be preapproved. Do not book without contacting host - โ5-star experience, just like homeโ Totally private suite including bedroom, bathroom, kitchenette and den, in a quiet, safe neighborhood in Bโmoreโs quaint upper East side. Feel right at home in this friendly and inclusive space

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.

Red, White & Waterview Studio Apt with pool
One bedroom, one full bath, studio apartment. Private off the street parking and entrance. We invite you to enjoy everything our private residence has to offer: private inground pool, seasonal hot tub, lush grounds and outdoor seating. The space is well equipped w/ a queen sized bed, linens, washer/dryer, microwave, fridge, dinette, full size sofa bed, toiletries... everything you could possibly need to escape the hustle and bustle of life. Flat walk to the historic Chestertown waterfront!

Hobbit House, one-of-a-kind home
Take it easy at this unique and tranquil getaway. Located within walkable distance to Cedar Lane Sports Complex (avoid the often-long line of traffic from SR136/SR543) & short drive to Aberdeen IronBirds Stadium, this private home is one of the four homes located on a gentleman's farm. This is an awesome location with close proximity to restaurants, shopping, entertainment and healthcare. Surrounded by luxury homes, you will be hard pressed to find a better neighborhood anywhere nearby.

Cozy Comfort Close to Annapolis & USNA
Private first-floor 2- bedroom guest apartment, a quiet retreat in a lovely residential neighborhood 7.5 miles to Annapolis & USNA. Large living room, mini sit-in kitchen, bathroom, and laundry room. Itโs ideal for travelers who want privacy, and a little more space than the usual stay. Sip your morning coffee in the gazebo and unwind after day trips fireside on the comfy sectional. The kitchen is ideal for enjoying light cooking or take outs. Comfy queen sized beds with crisp linens.

Waterfront historic district 1BR Apartment
Take it easy at this unique and peaceful riverfront getaway. Third floor, one bedroom apartment with its own private rooftop deck and beautiful views of the Chester River. Located at the end of a street on the water, but still in the historic district offering convenience and privacy. A short stroll to everything Chestertown has to offer. Off street parking. Kayaks or canoe available with notice or bring your own. Enjoy coffee and sunrise from deck or Adirondacks. NO CLEANING FEE!

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.

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.
แแแแฃแแแ แฃแแ แกแแงแแคแแชแฎแแแ แแแ แแแขแแแแ แแฆแญแฃแ แแแ แแแกแแฅแแ แแแแแแ แกแแชแฎแแแ แแแแแแจแ: Chestertown
แแแกแแฅแแ แแแแแแแ แแแแแแ แแแขแแแแ

Country Living 3 Bed Historic Cottage Apartment

Relaxing Waterfront Apartment!

DragonflyPeake Studio

Historic Annapolis Rental Minutes from Downtown

Heron Roost

Safe, quiet neighborhood close to downtown!

Waterfront Romantic Studio

114 High Chestertown Lux 1st Floor Apt w/ Patio!
แแแกแแฅแแ แแแแแแแ แกแแฎแแแแ แแแขแแแแ

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

Bโmore Restful 3 Bedroom 2.5 Bath, Townhouse

Two bedroom small ranch with beautiful forest view

Delightful 2BR River View Home!

Bay Breeze - 3BR Waterfront Chester River Retreat

Cording Lodge*Pool*Pickleball/Basketball court

Ruby's Sea Glass Cottage near Betterton Beach

Elegant & Authentic Annapolis
แแแกแแฅแแ แแแแแแแ แแแแแแแแแแฃแแแแ แแแขแแแแ

Historic Loft w/ Park View & Spa Access

Charming Condo, with Private Bedroom & Bathroom

Charming Annapolis Waterfront Condo

Cozy Annapolis Condo

1st Floor Condo in Annapolis

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

Funky Uptown Apt meets Downtown - Hist District

Beach Haven Hideout
แ แแแแก แฏแแแก, แแแแแแแฎแฃแแแ Chestertown?
| แแแ | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| แกแแจ. แคแแกแ | 204$ | 235$ | 228$ | 231$ | 260$ | 250$ | 220$ | 230$ | 242$ | 245$ | 240$ | 217$ |
| แกแแจ. แขแแแ. | 34ยฐF | 37ยฐF | 44ยฐF | 55ยฐF | 64ยฐF | 73ยฐF | 78ยฐF | 76ยฐF | 69ยฐF | 57ยฐF | 47ยฐF | 39ยฐF |
แแแแแ แกแขแแขแแกแขแแแ, Chestertown: แแแกแแฅแแ แแแแแแแ แแแกแแกแแแแแแแแ แกแแชแฎแแแ แแแแแแ แแแขแแแแ

แแแกแแกแแแแแแแแ แแแกแแฅแแ แแแแแแแ แกแแชแฎแแแ แแแแแแแก แฏแแแฃแ แ แ แแแแแแแแ
แแแแชแแแแ แแแกแแกแแแแแแแแ แแแกแแฅแแ แแแแแแ 30ย แกแแชแฎแแแ แแแแแก, แ แแแแแแกแแช Chestertown แแแแแแแแแ

แแ แแ แฆแแแแก แกแแฌแงแแกแ แคแแกแ:
แแแกแแกแแแแแแแแ แแแกแแฅแแ แแแแแแแ แแย แกแแชแฎแแแ แแแแแแแก แคแแกแ, แ แแแแแแ แแแแแแ แแแแแชแแ Chestertown, แแฌแงแแแ แฆแแแแจแ 90$โแแแ (แแแแแกแแฎแแแแแแกแย แแ แแแกแแแ แแแแแแแก แแแแแขแแแแแแ)

แแแแแกแขแฃแ แแแฃแแ แแแแแฎแแแแแแ แกแขแฃแแ แแแแกแแแ
2190โแแย แแแขแ แแแแแกแขแฃแ แแแฃแแ แแแแแฎแแแแ แแแแแฎแแแ แแแแ แแ แฉแแแแแแกย แแแแแแแแแจแ

แแฏแแฎแแแแกแแแแก แจแแกแแคแแ แแกแ แแแกแแกแแแแแแแแ แแแกแแฅแแ แแแแแแแ แกแแชแฎแแแ แแแแแแ
20 แกแแชแฎแแแ แแแแแจแ แแ แแก แแแแแขแแแแแ แกแแแ แชแย แแ แแแแจแแแแแกแแแแก แจแแกแแคแแ แแกแ แกแแงแแคแแชแฎแแแ แแแ แแแ แแแแแ

แจแแแแฃแ แ แชแฎแแแแแแแแกแแแแก แจแแกแแคแแ แแกแ แแแกแแกแแแแแแแแ แแแกแแฅแแ แแแแแแแ แกแแชแฎแแแ แแแแแแ
แแแแชแแแแ 10ย แแแกแแฅแแ แแแแแแ แกแแชแฎแแแ แแแแแก, แ แแแแแแจแแช แจแแแแฃแ ย แชแฎแแแแแแแแแ แแ แแแ แกแขแฃแแ แแแ แแแจแแแแฃแแแ

แแแกแแฅแแ แแแแแแแ แกแแชแฎแแแ แแแแแแ แกแแแฃแจแแ แกแแแ แชแแ
20ย แกแแชแฎแแแ แแแแแจแ แแ แแก แกแแแฃแจแแ แกแแแ แชแ

WiโFiย แแแแจแแ แแก แฎแแแแแกแแฌแแแแแแแ
แแแกแแกแแแแแแแแ แแแกแแฅแแ แแแแแแ 30ย แกแแชแฎแแแ แแแแแจแ, แ แแแแแแกแแช Chestertownย แแแแแแแแแ, แแ แแก WiโFiย แแแแจแแ แ

แแแแฃแแแ แฃแแ แกแแงแแคแแชแฎแแแ แแแ แแแ แแแแแ แกแขแฃแแ แแแแกแแแแก
แกแขแฃแแ แแแก แซแแแแแ แแแกแฌแแแ แกแแแแแ แแฃแแ, Wi-Fiย แแ แแฃแแ แแแกแแฅแแ แแแแแแ แกแแชแฎแแแ แแแแแแจแ, แ แแแแแแกแแช Chestertownย แแแแแแแแแ

แกแแจแฃแแแ แจแแคแแกแแแแ 5
แกแแชแฎแแแ แแแแแแ, แ แแแแแแ แแแแแแ แแแแแชแแ Chestertown, แกแขแฃแแ แแแแกแแแ แแฆแแแก แแแฆแแย แจแแคแแกแแแแกย โ แกแแจแฃแแแแ 5โแกย 5โแแแ!
แกแแแแขแแ แแกแ แแแแแ แแฃแแแแแแ
- Plainviewย แแแกแแกแแแแแแแแ แกแแชแฎแแแ แแแแแแ
- แแแฃ-แแแ แแย แแแกแแกแแแแแแแแ แกแแชแฎแแแ แแแแแแ
- Long Islandย แแแกแแกแแแแแแแแ แกแแชแฎแแแ แแแแแแ
- แแแจแแแแขแแแย แแแกแแกแแแแแแแแ แกแแชแฎแแแ แแแแแแ
- East Riverย แแแกแแกแแแแแแแแ แกแแชแฎแแแ แแแแแแ
- Hudson Valleyย แแแกแแกแแแแแแแแ แกแแชแฎแแแ แแแแแแ
- Jersey Shoreย แแแกแแกแแแแแแแแ แกแแชแฎแแแ แแแแแแ
- แคแแแแแแแคแแย แแแกแแกแแแแแแแแ แกแแชแฎแแแ แแแแแแ
- South Jerseyย แแแกแแกแแแแแแแแ แกแแชแฎแแแ แแแแแแ
- Mount Poconoย แแแกแแกแแแแแแแแ แกแแชแฎแแแ แแแแแแ
- แฐแแแแขแแแแแย แแแกแแกแแแแแแแแ แกแแชแฎแแแ แแแแแแ
- Outer Banksย แแแกแแกแแแแแแแแ แกแแชแฎแแแ แแแแแแ
- แแฏแแฎแแแแกแแแแก แจแแกแแคแแ แแกแ แแแกแแฅแแ แแแแแแแ แกแแชแฎแแแ แแแแแแย Chestertown
- แแแกแแฅแแ แแแแแแแ แกแแชแฎแแแ แแแแแแ แกแแ แแชแฎแย แแแแฅแแแแแ แแย แกแแจแ แแแแย Chestertown
- แแแกแแฅแแ แแแแแแแ แกแแฎแแแแย Chestertown
- แแแกแแฅแแ แแแแแแแ แกแแชแฎแแแ แแแแแแ แแแ แ แแแกแแฏแแแแ แแแแแแแแแย Chestertown
- แแแกแแฅแแ แแแแแแแ แกแแชแฎแแแ แแแแแแ แแแขแแแแย Kent County
- แแแกแแฅแแ แแแแแแแ แกแแชแฎแแแ แแแแแแ แแแขแแแแย แแแ แแแแแแ
- แแแกแแฅแแ แแแแแแแ แกแแชแฎแแแ แแแแแแ แแแขแแแแย แแแแ แแแแก แจแแแ แแแแฃแแ แจแขแแขแแแ
- M&T แแแแแแก แกแขแแแแแแ
- Fortescue Beach
- แแแแแฃแแแก แแแฆแแแ
- แแ แแแแ แแแ แแ แแแแแแ แแแ แแกแจแ
- Betterton Beach
- Hampden
- Sandy Point State Park
- Big Stone Beach
- Caves Valley Golf Club
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- แแแแแแก แแแแแแก แกแแฎแแแแแแก แกแแฎแแแก แกแแฎแแ
- DuPont Country Club
- แกแแกแแแฐแแแแก แกแแฎแแแแฌแแคแ แแแ แแ
- Bulle Rock Golf Course
- แแจแแแแแแแก แแแ แแ
- Breezy Point Beach & Campground
- Lums Pond State Park
- North Beach Boardwalk/Beach
- Chesapeake Beach Water Park
- White Clay Creek Country Club
- Heritage Shores
- แแแแขแแแแ แแก แฎแแแแแแแแแก แแฃแแแฃแแ
- Flounder Pavilion Beach Front - Sandy Point State Park