
Places to stay near Betterton Beach
Book unique holiday rentals, homes and more on Airbnb
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.

Romantic Cabin. Waterview. Hot Tub. Gas Firepit.
Unplug and unwind at this luxury retreat in the hills of Airville, PA - just 1 hour from Baltimore and 40 minutes to Lancaster. Soak in the hot tub, relax by the gas firepit, or dine al fresco on the deck while enjoying the sound of the creek. Complete with a wood-burning firepit for cozy evenings under the stars or morning coffee with a view of the creek. Featuring 3 queen beds, luxury linens, and spa-quality toiletries, it’s your perfect escape - with all the comforts of a boutique hotel.

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)

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.

Long Beach Cottage, Hot Tub,Wood Burning Fireplace
The cottage is waterfront and has a CHRISTMAS TREE, a PERFECT spot for a WINTRY romantic couple's getaway! honeymoon/celebrations Designed with that in mind,a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & 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-Perfect 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

Cabin on the Creek ~ Kayaks and Fire Pit
Unwind in our cabin tucked away on a private lane mins from Chestertown. We are situated on 6.5 wooded acres, perched up on 100’ bluff overlooking Churn Creek, a tributary off the Chesapeake Bay. Idyllic water views framed by a canopy of oak trees. Enjoy nature as you relax outside by the fire pit or stroll down to the ‘point’ to take in wildlife, or take a kayak out to explore the creek and water fowl. Deer come up through the woods and are often spotted on the property.

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.
Popular amenities for holiday rentals near Betterton Beach
Apartment rentals with wifi

New Downtown Annapolis Condo With Free Parking

Renovated Apt In Historic Dist w 2 Parking Spots

Capts Qrtrs - Awesome downtown Annapolis location!

Historic Loft w/ Park View & Spa Access

Annapolis @Gate 1 steps to the Harbor Free parking

Charming Annapolis Waterfront Condo

Stunning modern 2 BD apt close to Christiana Hosp

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
Family-friendly house rentals

Grandma’s Cottage

* Beautiful Oasis w/ No Detail Spared

Two bedroom small ranch with beautiful forest view

Tranquil Carriage House*MCM *Country *Wildlife

Cording Lodge*Pool*Pickleball/Basketball court

High Tide & Hound

Sweet Bay Overlook

Upper Chesapeake Getaway
Apartment rentals with air conditioning

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

Mother-in-law suite with yard

South-Facing Studio Overlooking Union Square Park

hygge haven: hygge= happy + cozy

Butchershill- Clean, Fireplace, King Bed, Parking!

Cozy apartment in a quiet Amish country setting

A place unique on sue creek

Retro Downtown One Bedroom at JoRetro
Other great holiday rentals near Betterton Beach

Waterfront historic district 1BR Apartment

Pyle Cottage circa 1750

Beautiful Waterfront Chestertown Getaway

The Crab House - a Private, Waterfront Guest House

Scenic, private 2 room-guest suite, near Bel Air

Waterfront Romantic Studio

Charming Home w/Great Porch

Harbor View Haven | Waterfront w/ Hot Tub + Dock!
Destinations to explore
- M&T Bank Stadium
- Longwood Gardens
- Fortescue Beach
- Oriole Park at Camden Yards
- Hampden
- Sandy Point State Park
- Patterson Park
- Big Stone Beach
- Caves Valley Golf Club
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- Killens Pond State Park
- DuPont Country Club
- Lums Pond State Park
- Susquehanna State Park
- Quiet Waters Park
- Bulle Rock Golf Course
- Baltimore Museum of Art
- White Clay Creek Country Club
- Flounder Pavilion Beach Front - Sandy Point State Park
- Oxford Beach
- Idlewilde Restoration Project
- Miami Beach Park
- Franklin Manor Community Private Park




