
Places to stay near Betterton Beach
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Top-rated holiday rentals near Betterton Beach
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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.

Relaxing Water Views - Mill Creek Cottage
Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

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.

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.

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!

"ON THE ROCKS CABIN" the perfect getaway for 2!
Cabin is very charming, but rustic. Kitchen has full size frig, microwave, toaster oven, hot plate, toaster+ keurig. Coffee, condiments, soap & shampoo provided. There is a gas grill. Guests provide their qs sheets, towels, campfire wood & drinking water. A variety of dvd’s & games, hot water in & outside shower & tub. Tubes for floating provided, swim your own risk. Fire pit, creek is stocked. Steps to deck overlooking the creek.Trash goes home with guests, smoking on the decks only.

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!

Red Point Lighthouse
Recently updated unique lighthouse replica on the northern tip of the Chesapeake Bay. 4 bedrooms & 2 sleeping nooks, the house can sleep up to 14 in 6 beds (3 kings, 1 queen, 2 doubles) and one queen sofa bed. 4 bathrooms - 2 ensuite. Two living rooms, fully equipped kitchen, family style dining area. Wrap around decks on multiple floors. Firepit, Adirondack seating, lawn games for enjoying 1.5 acres with water views. Community sandy beach across the street for strolling & relaxing.

Waterfront Log Cabin with Hot Tub
Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

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.

Long Beach Cottage, Hot Tub,Wood Burning Fireplace
The cottage is waterfront and is a PERFECT spot for a 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...

Delightful 12x16 Glamping Gazebo/Tent
Rustic/Glamping Gazebo/Tent situated privately on our property (backyard) of 1.5 acres in a residential neighborhood. As it says Rustic and “Glamping”..meaning an upgraded camping experience, but by no means can we offer the same comfort temperature wise as an indoor setting. A fun stop for the night, or enjoy a full evening with a movie and firepit. Also, there are plenty of restaurants to choose from in the area, as well several local breweries.
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

Annapolis @Gate 1 steps to the Harbor Free parking

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

Stunning modern 2 BD apt close to Christiana Hosp

1st Floor Condo in Annapolis
Family-friendly house rentals

Entire home walking distance from downtown

Tranquil Carriage House*MCM *Country *Wildlife

Peaceful secluded home w/ heated pool & waterfall

The Mint Cottage in Chesapeake City

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Gunpowder Retreat

Waterfront Chesapeake Bay Sunrises & Fishing Dock!

Kent Island Waterfront Home with Amazing Sunsets
Apartment rentals with air conditioning

Small town getaway- Bel Air

Hygge Haven: A cozy apartment in a canal-side town

The Fisherman's Lodge at the 1858 Monkton Hotel

Brick Hill farm guesthouse

A unique place on sue creek

Heart of Downtown NE Apt!

Lux Suites Spa Retreat/with Sauna

Renovated Historic Apartment with Private Garden
Other great holiday rentals near Betterton Beach

Grandma’s Cottage

Conowingo Creek Casual

Pyle Cottage, circa 1750

The Crab House - a Private, Waterfront Guest House

House On The Hill - Historic Private Second Floor

Historic Gatehouse Master Suite

The Blissful Retreat @theblissfulretreat

The Creek House: Waterfront with Hot Tub & E-bikes
Destinations to explore
- M&T Bank Stadium
- Longwood Gardens
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Dutch Wonderland
- Sandy Point State Park
- Patterson Park
- Johns Hopkins University
- CFG Bank Arena
- Six Flags America
- National Aquarium
- Quiet Waters Park
- University of Delaware
- Dover Motor Speedway
- Baltimore Museum of Art
- Loyola University Maryland
- Merriweather Post Pavilion
- Annapolis City Dock
- United States Naval Academy
- Sight & Sound Theatres
- Elk Neck State Park
- Arundel Mills
- Harbor East
- The Walters Art Museum





