
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.

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

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.

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

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.

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.

Upper Chesapeake Getaway
Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

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.

Blue Heron Farm Waterfront Chalet
Relax and unwind at the Chalet on Blue Heron Farm, a waterfront rustic retreat on the upper reaches of the Chester River. Tucked away on a 126 acre fourth-generation organic farm, the River Chalet is a peaceful and private getaway situated just 15 minutes from historic Chestertown. This recently restored 3-bedroom, 2 bath home features a giant wrap-around deck overlooking the river and floor-to-ceiling windows with serene waterfront views.

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

Renovated Apt In Historic Dist w 2 Parking Spots

Capts Qrtrs - Awesome downtown Annapolis location!

Historic Federal hills urban lifestyle

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
Family-friendly house rentals

Grandma’s Cottage

* Beautiful Oasis w/ No Detail Spared

Tranquil Carriage House*MCM *Country *Wildlife

Historic Farmhouse Getaway

Stunning Chesapeake Bay views, 5 bedrooms, 3 bath

Cording Lodge*Pool*Pickleball/Basketball court

High Tide & Hound

Sweet Bay Overlook
Apartment rentals with air conditioning

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

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 unique place on sue creek

Retro Downtown One Bedroom at JoRetro

Heart of Downtown NE Apt!
Other great holiday rentals near Betterton Beach

Waterfront Paradise w/ Pier - kayak to Chestertown

Beautiful Waterfront Chestertown Getaway

Chestertown - Eastern Shore Getaway

The Crab House - a Private, Waterfront Guest House

House On The Hill - Historic Private Second Floor

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

Waterfront Romantic Studio

Charming Home w/Great Porch
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




