Vacation rentals in Rose Haven

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Top-rated vacation rentals in Rose Haven

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Guest favorite

A comfortable living area features a plush blue sofa with pink accent pillows, complemented by a round mirror. Decorative plants add a touch of greenery. A light wooden coffee table supports a floral arrangement, while two poufs create additional seating in a welcoming space.

Townhouse in North Beach

4.96 out of 5 average rating, 216 reviews

Walk to Beach! King Bed & Free Beach Passes

Welcome to Bay Haven at A Haven Away! Relax in a fully-equipped, plant-filled oasis with a king bed primary suite that our guests love. Its prime location is in walking distance to the beach, restaurants, fresh seafood, and wetlands. We’ll share our beach passes and lots of local recommendations so you can enjoy our little slice of heaven. 12 min walk to the beach, boardwalk, restaurants, and kids play areas in cute North Beach, MD 7 min drive to Herrington Harbor 14 min drive to Tacaro Estate

Top guest favorite

A comfortable living area is framed by large windows showcasing a vibrant sunset over the water. Soft furnishings include two chairs with decorative pillows and a coffee table. Plants are positioned thoughtfully, enhancing the serene atmosphere.

Home in North Beach

5 out of 5 average rating, 155 reviews

Waterfront, Dog-friendly, Hot Tub, Peleton

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 winter dates**

Top guest favorite

A dining area is presented with a modern table surrounded by white chairs, offering a casual atmosphere. Natural light pours in through large windows. A beach-themed artwork depicting a tropical scene enhances the setting, while a coffee bar is conveniently located nearby.

Cottage in North Beach

4.96 out of 5 average rating, 174 reviews

Bell Estates*Brand New*Bay View*Corner Cottage*

Bell Estates is a newly built corner lot across the street from the bay with peek-a-boo views of the water from Master bedroom & front yard. Located in the heart of North Beach in the exclusive Holland Point neighborhood, our home provides a cozy get-a-way for a family looking to escape the hustle and bustle of life. Home is 2 minutes away from Herrington Harbor, Ketch 22, North Beach Boardwalk & more. Enjoy local accessibility to fishing from the boardwalk dock or rent a boat to go crabbing.

Top guest favorite

The exterior of the cottage is framed by vibrant flowerbeds filled with blooming roses and lush green shrubs. A well-manicured path leads to the entrance, flanked by tall greenery, with glimpses of the sparkling water visible in the background.

Home in Shady Side

5 out of 5 average rating, 184 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

The Cottage at Silver Water is a serene 5-star retreat for those who value tranquility over spectacle. Nestled along the Chesapeake, it offers front-row seats to mesmerizing sunsets, where golden light shimmers across the water. Inside, Nordic-inspired design pairs with quiet luxury, featuring award-winning mattresses and sumptuous bedding for deeply restorative sleep. Here, time slows, and luxury isn’t just seen—it’s felt. Discover why so many guests long to return by reading our reviews.

Top guest favorite

The image displays a one-room apartment featuring a king bed, kitchen area, and dining table. Soft lighting enhances the modern décor, with decorative rugs and artwork adorning the walls. A window allows natural light to brighten the space, creating a functional and inviting atmosphere.

Apartment in North Beach

4.96 out of 5 average rating, 141 reviews

Bayside Oasis of Southern Maryland

1 1/2 blocks from the beautiful Chesapeake Bay. Walk to boardwalk, restaurants and shopping. Beach opens, with some restrictions, May 28, 2021. Free beach pass provided. Quiet friendly town where everyone knows your name. King bed, private bath with shower (no tub). Free WiFi, private off street parking, 45” TCL-Roku TV, Echo Dot, Keurig w/pods for coffee and tea, full kitchen (no dishwasher), beach chairs, beach towels, dishes, flatware, pots pans. Chesapeake Beach is 1-mile south on Rt 262.

Guest favorite

The exterior of a two-story beach house is shown, featuring white siding and dark shutters. A welcoming front porch is visible, adorned with a small American flag. A pathway leads through green grass to the entrance, surrounded by landscaped shrubs.

Apartment in North Beach

4.89 out of 5 average rating, 92 reviews

Spacious Beach House Top Floors - Walk Everywhere!

This booking is for the entire SECOND story & loft of a DUPLEX-style beach house. Entrance, access, & all indoor spaces of the unit are private, however there are often other guests and families on the first floor. There is also a STAIRCASE to the 2nd floor unit and a STAIRCASE to the loft. Please ensure this home suits your needs. The space has an open floor design with 14' cathedral ceilings for a spacious modern feel with beach-house charm. Walk 2 blocks to the beach, boardwalk, and more!

Top guest favorite

A charming blue exterior of a single-story home is highlighted by a welcoming red front door. A small set of steps leads to the entrance, and a modest yard features landscaped greenery. Adjacent properties are visible, contributing to a neighborhood setting.

Home in Rose Haven

5 out of 5 average rating, 23 reviews

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

Guest favorite

A cozy guest suite features a queen bed with a light quilt and decorative pillow. A large artwork adorns the wall, complemented by a modern light fixture. A flat-screen TV with a blue backlight is mounted above a wooden dresser, with natural light filtering through the window.

Guest suite in North Beach

4.96 out of 5 average rating, 47 reviews

Charming 1BR Bungalow Guest Suite | Close To Water

New construction with separate entrance; 1BR guest suite with a mini bar, a full bathroom with a gorgeous stand up shower & bench. You can see the water from the driveway. Your guest suite was built as a new addition to the classic 1940's bungalows that define North Beach. Tastefully furnished with various artwork displayed throughout the unit. The guest suite is located in North Beach, MD, only several mins walking distance to restaurants, shops, boardwalk pier, beach & Chesapeake Bay.

Guest favorite

The bungalow features a welcoming front porch enclosed by large windows, allowing natural light to fill the space. The exterior showcases white siding complemented by green trim and a simple pathway lined with landscaping stones, leading to the entrance surrounded by a grassy yard.

Bungalow in North Beach

4.87 out of 5 average rating, 113 reviews

Bayside Bungalow: Cozy North Beach Getaway

Sip your morning coffee while overlooking the Bay, hear the waves splashing up on the beach, and smell breakfast being made by the local bakery. Our little bungalow is located at the end of the Boardwalk, making for an easy stroll to the shops, a variety of eateries and ice cream shops, try a little shopping, or just relax on the beach all afternoon. Be on the water AND close to all that the beach has to offer for entertainment. *Beach Passes STAY with the home upon checkout*

Top guest favorite

A dining area features a glass-top table surrounded by rustic chairs. Sunlight filters through large windows, illuminating a vase of colorful flowers. The comfortable seating area, positioned by the windows, offers views of the bay, enhancing the tranquil ambiance.

Home in Tracys Landing

4.99 out of 5 average rating, 231 reviews

The Little Gypsy BoHome

Welcome to our Little Gypsy BoHome on the bay! The house is situated in Southern Anne Arundel County, MD in the quaint waterfront town of Tracy's Landing. Our home sits directly on The Chesapeake Bay with breathtaking views from every window. We offer a saltwater swimming pool, two corn hole game sets, a basketball hoop, beach access, canoe, 2 Paddle Boards, a gas grill, and a steam shower, an outdoor redwood panoramic barrel sauna and a redwood cold plunge!

Guest favorite

The exterior of a charming beach cottage is visible, featuring a sloped roof and multiple windows. A green street sign indicates the intersection of Chesapeake Avenue and 7th Street. Lush green grass and shrubs surround the property's fence.

Cottage in North Beach

4.87 out of 5 average rating, 186 reviews

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.

Guest favorite

A view of the sunset over Chesapeake Bay is captured from the deck, with warm hues reflecting on the water. The scene includes a grassy area leading to the shoreline and a subtle silhouette of a dock in the background.

Cottage in Deale

4.95 out of 5 average rating, 168 reviews

Chesapeake Bay Cottage

Cottage Located directly on the Chesapeake Bay. Includes sandy beach, yard, a screened in porch and deck. Two Kayaks to enjoy. Two bedroom plus den. Two full baths. Fully equipped kitchen.Kurig coffee maker and regular available. Master bedroom -queen size mattress. Second bedroom -a full-size mattress (double) third bedroom -a twin day bed with twin pullout. Both twin size mattresses.