
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.

The Barn at Locustwood Farm
Come enjoy your stay in our 1900 sq ft 19thcentury restored stone barn. We’re 15 minutes from Sight and Sound and the shops at Strasburg. With lots of trails and the Susquehanna River close by, your family can spend many hours hiking in southern Lancaster County. Experience the local Britain Hill Vineyard,coffee,and ice cream shops nearby. The charming city of Lancaster with its many authentic restaurants is only a 20 minute drive. We would love to have you come and enjoy the barn stay with us

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

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

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.

Bright, new apartment in the heart of Chestertown
Flooded with light and in the center of all Chestertown has to offer. Have a front seat to Chestertown’s festivals. The apartment spans the entire front of the second floor of the recently restored building, built in 1877. Open living room/dining area/kitchen. Historic character with all modem conveniences, including dishwasher, washer/dryer, Smart TV and high speed wifi internet access. Off-street parking for one car on first come first served basis with ample street parking.

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.

Conowingo Creek Casual
Kick back and relax in this handicap accessible, clean and stylish country charm efficiency apartment, complete with two outdoor seating spaces, walking paths and beautiful scenery located in rural southern Lancaster County. The area is surrounded by country and Amish charm, with nearby hiking trails, while a 30 minute drive will have you in downtown historic Lancaster City where you can stroll, shop and on Tuesday, Friday and Saturday visit the historic Central Market.

Waterfront-View of Bay from your Bed- Steamy Sauna
Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

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.

Historic Gatehouse Master Suite
Discover the historic charm of Maryland's scenic horse country! Our Master Suite, part of a Tudor-style gatehouse on an elegant estate, offers luxury and convenience. Minutes from Hunt Valley and Baltimore, indulge in a Carrera marble bathroom, a private deck with sweeping views, a full-size tennis court, a refreshing pool, and more. Immerse yourself in elegance and history.
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

Historic Federal hills urban lifestyle

Annapolis @Gate 1 steps to the Harbor Free parking

2-Story Spa-Like Condo w/ parking, gym, steam room

Charming Annapolis Waterfront Condo

Stunning modern 2 BD apt close to Christiana Hosp

Cozy Private Condo in Mt. Vernon with Rooftop
Family-friendly house rentals

Grandma’s Cottage

Two bedroom small ranch with beautiful forest view

2 Beds, 2.5 Baths - Perfect Downtown Location

Cording Lodge*Pool*Pickleball/Basketball court

High Tide & Hound

Sweet Bay Overlook

Historic Downtown in-law suite

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

Blue Tranquility-Pvt Apt for Quiet Rest

Butchershill- Clean, Fireplace, King Bed, Parking!

Mid Century 2 Bedroom at JoRetro with a King Bed

Cozy apartment in a quiet Amish country setting

A unique place on sue creek
Other great holiday rentals near Betterton Beach

Beautiful Waterfront Chestertown Getaway

Chestertown - Eastern Shore Getaway

Historic Farmhouse Getaway

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

Cass-N-Reel Luxury Houseboat

Waterfront Romantic Studio

Charming Home w/Great Porch

Coastal Waterfront 1 Bedroom Cottage
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
- Susquehanna State Park
- Lums Pond State Park
- Bulle Rock Golf Course
- Quiet Waters Park
- Baltimore Museum of Art
- White Clay Creek Country Club
- Flounder Pavilion Beach Front - Sandy Point State Park
- Miami Beach Park
- Franklin Manor Community Private Park
- Idlewilde Restoration Project
- Oxford Beach




