
Places to stay near Betterton Beach
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Top-rated holiday rentals near Betterton Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Outrange at Blue Heron Farm
Enjoy the peace and tranquillity at “Outrange,” Blue Heron Farm’s 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 farm’s private dock, Outrange is a magical getaway for anyone that loves the beauty of the Eastern Shore.

Cozy, clean & spacious lower level of a new home
This is a spacious lower level of a newly built home. This private guest area has a lounge, dinning, and kitchenette in addition to a bedroom and a bathroom. Guests share only the main entrance of the townhouse with owners who live upstairs. This private decorated space includes a smart TV, comfortable seating, dining for 4, microwave, coffee maker, full refrigerator, toaster/air fryer, queen bed, wardrobe & dresser. Washer/dryer available upon request. Please review house rules before booking

House On The Hill - Historic Private Second Floor
This Guest Space is the full second floor. Have the second floor to yourself, w/private bathroom, sitting area, and two bedrooms. NOTE: host live on the first floor. The family cat Andy might pay a visit (friendly). You use the front door and go right up the steps to your space. The shared part is you can see our space on the stairs and thus may here us but we are quiet. Walking distance to town! Hang out outside & enjoy chairs and a fire-pit if you wish, or take the 5 min walk downtown.

Beautiful Waterfront Chestertown Getaway
Lovely three room waterfront guest suite conveniently located less than 10 minutes from historic Chestertown and Washington College. Beautiful views of our tidal creek, full kitchen, wooded lot, quiet neighborhood, bird watching, kayaking, great biking & running options. Friendly pets (indoor cats and dogs who can share the yard with us and our dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice.

Chestertown - Eastern Shore Getaway
This century-old three-story home is in the beautiful historic district of Chestertown on the majestic, unspoiled Chester River, on Maryland's famous Eastern Shore. We are right across the street from Washington College and just blocks from the quaint ambiance of High Street. The commercial district is equally accessible, with banks, grocery and liquor stores, restaurants, and more, a few blocks up Washington Avenue. (NOTE - Airbnb adjusts our rate according to the current demand for rooms)

Long Beach Cottage, Hot Tub,Wood Burning Fireplace
The cottage is waterfront and a PERFECT spot for a romantic couples getaway! honeymoon/celebrations Designed with that in mind, it has a hot tub,kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed,a chandelier & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity,a large soaking tub,a tile shower with a soothing 3 function rain shower, is complete with luxury linens, cozy robes & soft towels

Watch Deer from a Farm Cottage
Farm Animals, Wildlife, Country Living close to all conveniences. Located within 5 minutes of I-95 in Bel Air, Maryland in an upscale neighborhood, within walking distance to Cedar Lane Sports Complex and short drive to Hospitals, Restaurants, Theatres etc. Quaint, freshly cleaned & sanitized interior amenities like Comfort Grande Beds, Egyptian cotton linens, ultra quiet HVAC and other features of a quality home in a modest exterior awaits you in this primitive gentleman's farm setting.

Chestertown Private cottage with NFL Sun Ticket
Escape to a secluded, romantic studio hideaway in the middle of Chestertown. Private parking, and over 1 acre of gardens to call your own. Relax in front of the fire with views of gardens in the windows. Kitchenette has extra large toaster oven, two burner hot plate, microwave, fridge, and Keurig/drip coffee makers. King bed with 100% cotton 1000 thread count linens and deluxe mattress, kitchenette, and washer dryer. We also host ‘Wren Retweet”, a house in front of the carriage house.

Countryside-Stable House-Open Studio-Quiet for 2
Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

A unique place on sue creek
Enjoy your private apartment and deck on the water or come sit down by the waterfront and watch the Ospreys, herons, ducks and the occasional eagle. Fishing off the pier and possible small boat docking available. We are close to Rocky Point golf club, Baltimore yacht club, 20 minutes from Camden Yards and M&T stadium. We are 38 minutes from BWI. You will have private parking in a quiet safe neighborhood. Sorry, no pets allowed.

Quarry Landing • River Views in Historic Town
Enjoy easy access to everything from this perfectly located home. Quarry Landing is a turn-of-the-century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.

Syd Acres
Unplugged retreat. Great for birders, piano players, gardening fans, antiquers. Twenty minutes from historic Havre de Grace. Nearby gardens include: Longwood Gardens; Chanticleer Garden; Winterthur Museum, Garden, and Library; and LaDew Topiary Gardens. Small kitchen with microwave, sink, fridge, and coffee maker. Private entrance. Smoke detectors, hair dryer. No WiFi. No stove.
Popular amenities for holiday rentals near Betterton Beach
Apartment rentals with wifi

New Downtown Annapolis Condo With Free Parking

1 Bedroom Condo in Trolley Square

Renovated Apt In Historic Dist w 2 Parking Spots

Historic Federal hills urban lifestyle

Charming Annapolis Waterfront Condo

Modern 1BR w/ amazing shower, work station, lounge

Stunning modern 2 BD apt close to Christiana Hosp

Spacious 1 Bedroom Condo in Trolley Sq w/ Parking!
Family-friendly house rentals

Grandma’s Cottage

Private room, outside entrance

Cozy Cottage at Oakley Acre

Price Cottage

Cording Lodge*Pool*Pickleball/Basketball court

Sweet Bay Overlook

Ruby's Sea Glass Cottage near Betterton Beach

Room Near BWI & Baltimore NO Cleaning Fee!
Apartment rentals with air conditioning

Stunning 1BR Apt. in Historic Row Home w/ Parking

Mother-in-law suite with yard

Butchershill-Private Clean Cozy King Bed Parking.

The Penthouse at Park Place- King bed-

Urban 1-Bedrm. Apt. Overlooking Union Square Park

Stay in a Former Fells Point Bar! - Private Studio

Charming Studio near Hopkins

Bright, new apartment in the heart of Chestertown
Other great holiday rentals near Betterton Beach

Two bedroom small ranch with beautiful forest view

Delightful 2BR River View Home!

Waterfront Retreat with Private Dock and Beach

Tilton Park Loft Studio

Charming Home w/Great Porch

Waterfront w/ Hot Tub + Dock | Harbor View Haven

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

Elliott House Historic Home Near Chesapeake Bay
Destinations to explore
- M&T Bank Stadium
- Fortescue Beach
- Longwood Gardens
- Oriole Park at Camden Yards
- Hampden
- Sandy Point State Park
- Big Stone Beach
- Caves Valley Golf Club
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- Killens Pond State Park
- DuPont Country Club
- Susquehanna State Park
- Bulle Rock Golf Course
- Quiet Waters Park
- Lums Pond State Park
- White Clay Creek Country Club
- Baltimore Museum of Art
- Flounder Pavilion Beach Front - Sandy Point State Park
- Miami Beach Park
- Flying Point Park
- Bellevue State Park
- Franklin Manor Community Private Park
- Idlewilde Restoration Project