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

The Creek House: Waterfront with Hot Tub & E-bikes
Featured on Magnolia Network’s “In with the Old” Season 1, Ep. 2 (HBO Max), The Creek House is a hidden gem in the heart of Railroad, PA. Nestled between the NCR Rail Trail and two flowing creeks, this location offers both adventure and relaxation at its finest. Explore the over 40 mile bike trail via E-bike, soak in the hot tub while you enjoy sounds of the creek, or ride the train right through the front yard! This idyllic cabin features professionally designed spaces that are sure to please!

Hygge Haven: A cozy apartment in a canal-side town
Chesapeake City is a historic town located on the C & D Canal; it's not unusual to be greeted by locals as you explore the town. The apartment is a bedroom with sitting area, fully equipped kitchen & bath. It's in the heart of the town & walkable to all the boutiques, restaurants & nightlife! It comes equipped with a Nespresso machine, coffee pods,sparkling water, wifi & tv if you just want to chill. It's steps from the canal for lovely sunrise/sunsets! There are bike/walking paths nearby.

Harbor View Haven | Waterfront w/ Hot Tub + Dock!
BNB Breeze Presents Harbor View Haven This exquisite waterfront property offers a captivating retreat to relax and recharge with stunning views and an array of desirable features! With a serene waterfront location, this idyllic home provides a picturesque setting for unplugging and experiencing outdoor enjoyment. Your extensive amenity list includes: 💦 Hot Tub 🔥 Outdoor Gas Fireplace ☕️ Jura Espresso Machine 🚤 Private Dock + Kayaks 🚴 Bikes for Exploring 🏓 Ping-Pong Table 🌅 Bay Views

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!

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!

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, Beachfront
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...

The Crab House - a Private, Waterfront Guest House
Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

Bohemia Bungalow
Experience this charming 1940's cottage nestled on bustling Bohemia Avenue in the heart of picturesque Chesapeake City. Enjoy porch-sitting "on the Avenue", or visit numerous local eclectic shops, restaurants, a brew pub, and even a yoga studio, all only steps away. Marvel at massive cargo ships navigating the C&D Canal, just a 2-minute walk from your doorstep. Private off street parking for 2 cars.

Weems Creek Cottage, Annapolis Waterfront
(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.
Popular amenities for holiday rentals near Betterton Beach
Apartment rentals with wifi

New Downtown Annapolis Condo With Free Parking

Capts Qrtrs - Awesome downtown Annapolis location!

Historic Federal hills urban lifestyle

Annapolis @Gate 1 steps to the Harbor Free parking

Anchors Away

Spacious 2-story apt w/parking, steam shower, more

Stunning modern 2 BD apt close to Christiana Hosp

1st Floor Condo in Annapolis
Family-friendly house rentals

Nautical Retreat 6 Guests • 3 BDR • 2 Baths

River front cottage with private dock & water fun

Cheerful & Spacious Shore Life Beauty!

Two bedroom small ranch with beautiful forest view

Red Point Lighthouse

Cozy 3-bedroom home w/ Hot tub & firepit

Secluded home pool & waterfall - Amish community

The Mint Cottage in Chesapeake City
Apartment rentals with air conditioning

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

The Fisherman's Lodge at the 1858 Monkton Hotel

Safe, quiet neighborhood close to downtown!

Butchershill-Clean, KingBed, Parking, next to Park

A unique place on sue creek

Heart of Downtown NE Apt!

Renovated Historic Apartment with Private Garden

Lux Suites Spa Retreat/with Sauna
Other great holiday rentals near Betterton Beach

Grandma’s Cottage

Conowingo Creek Casual

A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.

Beachcomber Suite at Still Pond Inn

Sweet Bay Overlook

Ruby's Sea Glass Cottage near Betterton Beach

The Blissful Retreat @theblissfulretreat

Waterfront-View of Bay from your Bed
Destinations to explore
- M&T Bank Stadium
- Longwood Gardens
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Federal Hill Park
- Johns Hopkins University
- Dutch Wonderland
- Sandy Point State Park
- CFG Bank Arena
- Dover Motor Speedway
- Patterson Park
- University of Delaware
- Merriweather Post Pavilion
- National Aquarium
- Amish Village
- Six Flags America
- Sight & Sound Theatres
- Baltimore Museum of Art
- Franklin & Marshall College
- Annapolis City Dock
- Harbor East
- Elk Neck State Park
- Loyola University Maryland
- United States Naval Academy





