
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.

Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

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.

Luxury Fells Home w/Hot Tub, Poker Room, & Parking
Treat yourself to a luxury getaway with a 6-person hot tub, poker room with record player, and a gorgeously renovated bathroom with a freestanding soaking tub. This opulently decorated, spacious, renovated townhouse is located in the heart of very safe Fells Point. Sleeping arrangements for 6. Blazing fast 1GB Wifi, dedicated work space, 1 street parking permit, 65" Smart TV, and only 3 short blocks (3 min walk) to the bustling Fells Point waterfront. Just far enough to sleep undisturbed!

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!

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.

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...

The Bohemia Charmer
Take it easy at this unique and tranquil getaway. In the Hack's Point Community, on the shores of the Bohemia River, this home will give you plenty of opportunities to relax, no matter the season. This home has the closest proximity to the community beach and pier, and it also exudes historic charm with a stunning 2-story fireplace, hardwood & stone flooring, and built-ins. ***There is no guest access to the pier for storage or day-use of boats***

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.

2 Beds, 2.5 Baths - Perfect Downtown Location
Charming and inviting, this beautifully updated home in historic Chestertown offers the perfect blend of comfort and location. Featuring 2 bedrooms—each with its own en suite bath—plus an additional half bath on the first floor, it comfortably accommodates up to 4 adults. Enjoy bright, thoughtfully designed living spaces throughout. Just a few blocks from downtown shops, restaurants, and waterfront, and an easy walk to Washington College.
Popular amenities for holiday rentals near Betterton Beach
Apartment rentals with wifi

1st Floor Condo in Annapolis

Captains Quarters | Waterfront & Pool

Funky Uptown Apt meets Downtown - Hist District

Anchors Away

Annapolis @Gate 1 steps to the Harbor Free parking

Historic Federal hills urban lifestyle

Annapolis Waterfront Condo - Unit #: A-203

Stunning modern 2 BD apt close to Christiana Hosp
Family-friendly house rentals

Tranquil Carriage House*MCM *Country *Wildlife

Gunpowder Retreat

12 M to Naval Academy | Waterfront Paradise

The Mint Cottage in Chesapeake City

Annapolis 3 BR Sleeps 8 Waterfront Dock & Firepit

Nautical Retreat 6 Guests • 3 BDR • 2 Baths

Top of the Chesapeake - Private Waterfront Home

Sunset River Cottage
Apartment rentals with air conditioning

A unique place on sue creek

Bright, new apartment in the heart of Chestertown

The Fisherman's Lodge at the 1858 Monkton Hotel

Renovated Historic Apartment with Private Garden

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

A Sweet Escape

RIVER WATCH

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

Watch Deer from a Farm Cottage

Waterfront historic district 1BR Apartment

Waterfront cabin home - 9+ private wooded acres

Carriage House

Beautiful Waterfront Chestertown Getaway

Studio apartment with off street parking

The Crab House - a Private, Waterfront Guest House

The Blissful Retreat @theblissfulretreat
Destinations to explore
- M&T Bank Stadium
- Longwood Gardens
- Baltimore Convention Center
- Johns Hopkins University
- Oriole Park at Camden Yards
- Federal Hill Park
- Dutch Wonderland
- CFG Bank Arena
- Merriweather Post Pavilion
- Amish Village
- University of Delaware
- Dover Motor Speedway
- Patterson Park
- National Aquarium
- Sight & Sound Theatres
- Arundel Mills
- Harbor East
- Elk Neck State Park
- United States Naval Academy
- Six Flags America
- Baltimore Museum of Art
- Downtown Annapolis Partnership
- Franklin & Marshall College
- Annapolis City Dock





