Holiday houses in Rose Haven

Quiet Coastal Cottage Escape with Water Views

Want to get away? Come relax and escape in our updated bay view cottage. You'll enjoy stunning sunsets, warm surroundings, and all the amenities you could want in our cozy, peaceful cottage home. You'll find plenty of comfortable spots to relax, inside and out. Located on a quiet street, while still close to the small-town charm and offerings of North Beach, Chesapeake Beach, and Herrington Harbor. Walk along the bay, enjoy the local restaurants, and get ready to relax. Stay a week and save!

Bay Views - Walk to Beach

Wake up above the Chesapeake Bay at this cozy North Beach retreat with sweeping wetland and water views from the private third-story deck. “Above the Bay” is the perfect spot to relax, sip morning coffee at sunrise, and enjoy the peaceful coastal vibe. Located just steps from North Beach Boardwalk, restaurants, shops, and the beach, this charming getaway offers the best of small-town waterfront living with all the comforts of home. Perfect for couples, solo travelers, or a quiet weekend escape.

Charming Historic 2 Bedrooms on the Chesapeake Bay

Come visit North Beach, Maryland! Enjoy year-round activities, crab houses, and great restaurants. Our quaint 100-year-old cottage sits directly on the Chesapeake Bay. Relax on the front porch and watch the sunrise. Take a short walk to the charming shops and eateries. The comfortable cottage has everything you need for a getaway. Just a stone’s throw away from the half-mile-long boardwalk and bike trails. Stroll to the Saturday morning Farmer’s Market, First Fridays, and movies on the beach!

Chesapeake Escape

Chesapeake Escape is a completely rehabbed home within walking distance of Herrington Harbor, Ketch 22, and the Chesapeake Grill/Deli. Not far to Annapolis,DC,&Calvert County; which has a boardwalk,public beaches,water park,boat rentals(crab/fish) & casino! Our 4 bedroom, 2 bath home accommodates up to 14 people with a completely stocked kitchen. There are 4 tv's inside the home plus games for children, as well as adults. Nice size back yard has a tiki bar with a tv and dining area. STR00986

8 Acre Waterfront Oasis! Pets are Free! 140ft Pier

Waterfront Enjoyment: A 3-bedroom, 2-bathroom home! This charming one-story house in Churchton, Maryland, is perfect for families. It includes 8 acres of land and over 700 feet of waterfront on Broadwater Creek, ideal for fishing, crabbing, paddleboarding, and kayaking. Discover the charming town of Deale, Maryland, with its easy entry to the Chesapeake Bay. Relax and enjoy this property! There's a brand-new 140-foot dock with beautiful views of the bay, ideal for catching crabs and fish!

Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces

A spectacular, spacious 2 bed, 2.5 bath, pet friendly, waterfront home with stunning, unobstructed views located directly on the Chesapeake Bay. Short walk to beach and pier and several bars and restaurants. A large gourmet kitchen provides everything you'lli need. Workout on the in-house Peleton bike & treadmill. Two cruising bikes are yours to explore town or bike to dinner. Enjoy the private hot tub and 2 gas fireplaces. Solo stove on back deck. **Message host for add’l dates**

Waterfront-View of Bay from your Bed

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.

The Blue Crab Beach House - Free beach passes

Welcome to The Blue Crab Beach House just a few blocks from the Chesapeake Bay. You will enjoy staying at our newly renovated luxury cottage. Located on the very popular 7th Street where you can walk to the beach and boardwalk, restaurants and shops. We have FREE beach passes for up to 4 guests. We are also dog and family friendly. Conveniently located near Herrington Harbor South. You will fall in love with this small beach town. ✅🦀

The Licorne Beach Cottage

Welcome to "La Licorne" Waterfront Cottage! Escape to our cozy waterfront cottage, a perfect getaway for families and friends looking to unwind by the water. It is a quick getaway from the hustle and bustle of Washington, D.C, and it is nestled just steps away from the Chesapeake Bay. This newly renovated beach cottage blends the vintage character with modern comforts, creating an inviting and relaxing atmosphere. No pets allowed.

Huge 4 BR Beach House | Fire Pit | Fenced Yard

Welcome to A Haven Away! Our home has 4 bedrooms (2 king beds + 2 queen beds). 2 mins to the beach, restaurants, and wetlands. We have a private, landscaped backyard perfect for dining and lounging. We provide beach passes, beach gear, games, a Pack & Play, and tips for jet ski rentals and day trips. The shed has a huge Smart TV. Fully-equipped kitchen. Single-story living with 2 bedrooms, accessible shower on the ground floor.

Cozy Waterfront Cottage - Pet Friendly

Original waterfront cottage in North Beach is perfect for a small family or two couples. Beautiful sunrises and moonrises over the boardwalk from the front deck. Walk to restaurants and nightlife, stroll the boardwalk, chill on the beach or go to the spa or charter fishing in Chesapeake Beach. Pet friendly. Beach Passes, umbrella and chairs included. 2 bedrooms plus a twin daybed that pulls out to queen bed.

Full house rental in Twin Beach. 1 bk from the Bay

A block from the Chesapeake Bay and North Beach boardwalk, this charming beach cottage is the perfect place for a weekend away by the water but still close to the activities of the DMV. Great location for groups who have booked fishing excursions on the bay or families in town for a wedding celebration. During the week, enjoy easy access to commuter busses to DC, with pickup only steps away.