Holiday rentals in Rose Haven

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Top-rated holiday rentals in Rose Haven

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Guest favourite

Cottage in North Beach

4.95 out of 5 average rating, 78 reviews

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!

1–8 Apr

$213 SGD per night

Guest favourite

Flat in North Beach

4.96 out of 5 average rating, 103 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.

6–13 Dec

$183 SGD per night

Superhost

Home in North Beach

4.84 out of 5 average rating, 180 reviews

Warm Home Overlooking the Chesapeake Bay

Sitting on the Chesapeake Bay, North Beach is a town where you are so close to things, yet can feel so far away. Only 45 minutes form Washington, DC, you can sit on one of three decks and gaze into the Chesapeake Bay, enjoying all that small town life has to offer. An open plan, with defined spaces, the house is at once cozy (with a fireplace) and spacious for a family. It is great for couples, adventurers, business travelers, and families. This is not a house for large groups or parties.

6–13 Sep

$378 SGD per night

Guest favourite

Home in North Beach

4.97 out of 5 average rating, 61 reviews

Charming Herrington / Rose Haven Cottage

Come & enjoy a piece of brackish life on the western shore. Relax in this newly remodeled & adorable 3 BR/1 BA cottage located a 5-minute walk from the Herrington on the Bay/HHSouth marina and the Chesapeake Bay. The "Nest at Alder" in the quaint community of Rose Haven is the perfect home base for a weekend wedding or a quiet getaway to the bayside towns of North Beach and Chesapeake Beach, where you can experience the boardwalk, local restaurants, antiquing, gaming, the beach, or fishing.

29 Sep – 6 Oct

$251 SGD per night

Guest favourite

Cottage in North Beach

4.97 out of 5 average rating, 101 reviews

Bell Estates-Brand New Bay View, Beautiful Cottage

Bell Estates is a newly built corner lot across the street from the bay with minimal views of the water from Master bedroom and 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 a 5 min walk to Herrington Harbor, Ketch 22, North Beach Boardwalk & more. Enjoy local accessibility to fishing from the boardwalk dock or rent a boat to go crabbing.

11–18 Nov

$323 SGD per night

Guest favourite

Cottage in California

4.97 out of 5 average rating, 195 reviews

Cozy Little Cottage

The "Cottage" is a cozy vacation rental that has been completely remodeled. The open floor plan allows for easy hanging out or keeping an eye on the kids. The "Cottage" is not on the water, but is close to Solomons Island where you can enjoy their boardwalk & the view! The "Cottage" is close to history, lighthouses, crab and fishing charters and shark tooth hunting! Also nearby is the Calvert Marine Museum and St. Leonard Volunteer Fire Department featuring live concerts by top name bands.

8–15 Aug

$123 SGD per night

Guest favourite

Townhouse in North Beach

4.96 out of 5 average rating, 166 reviews

Plant-Filled Oasis near Beach Town w/Passes, Tips

Welcome to A Haven Away! Relax in a plant-filled oasis which offers the perfect setting to unplug, relax, and connect with loved ones. Its prime location is in walking distance to ice cream, coffee shops, lots of fresh seafood, and wetlands. We can't wait to share our 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 Find us on IG @ahavenaway

2–9 Nov

$438 SGD per night

Guest favourite

Cottage in North Beach

4.95 out of 5 average rating, 125 reviews

Club Carp North Beach - Steps to the Bay!

Welcome to Club Carp North Beach. A charming and cozy cottage just 3 blocks to the Boardwalk/Beach. Renovated throughout with three bedrooms and two full baths. Perfect place for a relaxing, family vacation! This kid-friendly home has a large fenced yard with a swing set, play area for the kiddos, and lots of extra amenities with families in mind. Comfortable outdoor dining area with fire pit and gas grill. Just steps to restaurants, shopping, and bars. (We are at Dayton and 7th st).

30 Aug – 6 Sep

$324 SGD per night

Guest favourite

Guest suite in Tilghman Island

4.96 out of 5 average rating, 114 reviews

Black Walnut Cove Retreat, Tilghman Island

Our waterfront studio retreat is a birdwatchers paradise. Located on beautiful Black Walnut Cove at the southern tip of Tilghman Island, you will be in a quiet neighborhood surrounded by water. Enjoy a quiet walk or bike ride along the Chesapeake Bay shoreline. You will have access to our dock and small boat ramp. Crabbing and fishing are a delight. Please note: 1) There is a 3-nt. minimum on holiday weekends. 2) Children between the ages of 1 and 5 are not permitted

6–13 Aug

$204 SGD per night

Guest favourite

Guest suite in North Beach

4.96 out of 5 average rating, 27 reviews

Brand New Guest Suite - Cozy 1 Bedroom Bungalow

New construction built as an addition; a one bedroom guest suite with a mini bar, a full bathroom and a private separate entrance. 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 all the restaurants, shops and boardwalk pier, beach & Chesapeake Bay.

8–15 Sep

$167 SGD per night

Guest favourite

Guest suite in Chesapeake Beach

4.95 out of 5 average rating, 82 reviews

Nice Guest Suite at Chesapeake Bay

Take it easy at this unique and tranquil getaway. Come and relax in our modern & comfortable guest suite to enjoy a small-town quiet setting with amazing Chesapeake Bay views. A short drive from Washington DC (45 min), Annapolis (30 Min), or Baltimore (1 hr). Groceries, boardwalks, restaurants are all within walking distance. Enjoy cable TV, high-speed Internet, and strong wifi through Xfinity.

27 Dec – 3 Jan

$193 SGD per night

Guest favourite

Home in Tracys Landing

4.99 out of 5 average rating, 166 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.

15–22 Dec

$633 SGD per night