Hotel vacation rentals in Maryland

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Top-rated hotel rentals in Maryland

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Superhost

Hotel room in Crisfield

5 out of 5 average rating, 3 reviews

The Cove - 9 Rooms and Conference center

Breathtaking summer, sunset view from the deck, overlooking Somers Cove Marina and the Little Annemessex River. Relax and enjoy the beauty of a small rustic town. In the heart of Crisfield MD - “The Crab Capital of the World” the Tyler family has owned and operated this property since 1980. This six bed, six bath whole house rental property is great for Family Reunions, Friends Get Together, Small Weddings, Business Meetings, etc. First floor is social area and bedrooms are on the second floor.

Superhost

Hotel room in Havre de Grace

5 out of 5 average rating, 5 reviews

The Cockburn Room at the Vandiver Inn

Experience the style of a downtown boutique hotel, with the comfort of a country inn. Stay and play in a beautiful waterfront town at the award-winning Vandiver Inn, located just blocks from the Chesapeake Bay in historic Havre de Grace, Maryland. Surrounded by historic homes, museums, and close to golf, shopping, antique stores, marinas and water-oriented activities, the Inn consists of the Historic Vandiver Mansion, the adjacent Kent & Murphy Houses, the year-round Pavilion and our Gardens.

Top guest favorite

Hotel room in Charlestown

4.89 out of 5 average rating, 47 reviews

The Avalon at the Cooper House

Gorgeous 1 bed/1 bath suite offering incredible waterfront views of the North East River. King size bed, a convertible single bed, seating and tv area, outdoor seating with unmatched water front views and private entrance. Walk to marinas, fishing, restaurants, parks, tennis, and kayak launch, excellent porch sitting, and picture perfect sunrises. The Avalon is one of three suites available at The Cooper House and can be combined to accommodate larger groups, or kept separated, if desired.

Guest favorite

Hotel room in Oxford

4.92 out of 5 average rating, 136 reviews

Water View with Beach, Walk to restaurants & shops

Sandaway Suites & Beach is located in the historic district of Oxford, MD where you can walk to several restaurants and shops. With stunning waterfront views and a private sandy beach on the Eastern Shore of MD rests our boutique hotel. We invite you to stay in one of our beautifully restored water view rooms. Experience in-room comforts and in-town conveniences. Take a day trip to St. Michaels, Easton, or Cambridge. At the end of the day, see an awesome sunset at Sandaway's private beach.

Top guest favorite

Casa particular in Chestertown

4.92 out of 5 average rating, 143 reviews

Red, White & Waterview Studio Apt with pool

One bedroom, one full bath, studio apartment. Private off the street parking and entrance. We invite you to enjoy everything our private residence has to offer: private inground pool, seasonal hot tub, lush grounds and outdoor seating. The space is well equipped w/ a queen sized bed, linens, washer/dryer, microwave, fridge, dinette, full size sofa bed, toiletries... everything you could possibly need to escape the hustle and bustle of life. Flat walk to the historic Chestertown waterfront!

Superhost

Hotel room in Ocean City

4.79 out of 5 average rating, 14 reviews

Downtown location, on the Bayside ~ 1 Queen Bed

The Madison Beach Motel is sure to satisfy your vacation needs. All of our rooms include Mini-Refrigerators, Microwaves, and 32” flat-screen TVs. We offer complimentary Wi-Fi, daily housekeeping service, & coffee. Last but not least, you can enjoy our outdoor Pool or relax on our spacious sun deck. It is very important to note that to ensure a smooth check-in, the guest named on the reservation must be present with a valid photo ID. Otherwise, access to the room will be denied.

Superhost

Hotel room in North Beach

4.87 out of 5 average rating, 23 reviews

Guest Quarters at the Inn - 103

The Guest Quarters at the Inn is a vacation rental site situated one block from the Chesapeake Bay in the historic and charming town of North Beach MD. The Guest Quarters are partnered with The Westlawn Inn, an award-winning fine dining restaurant with early-evening live music on the weekends. The five-unit building is in the Arts and Crafts style of the 1920s and boasts special hand-crafted detailed trim work that fits the historic charm of days gone by in the coastal town.

Guest favorite

Hotel room in Oakland

4.88 out of 5 average rating, 8 reviews

Cove Creek Lodge 213: Dog Friendly Standard

Escape to this quiet respite featuring two queen beds. Equipped with a kitchenette, Smart TV, and a luxurious bathroom with walk-in shower and quality bath products. Walk right out to the deck where you have two chairs to take in the morning air and go for a walk down to the lake. Bring your canine companion on your lake adventure and reside in one of our designated Dog Friendly rooms where easy access to grass and trees are right outside your door.

Guest favorite

Hotel room in Ocean City

4.9 out of 5 average rating, 21 reviews

Maryland’s largest oceanfront resort

Set within one full ocean front block, the Princess Royale Oceanfront Resort make you feel right at home. With a spacious living area and a sofa that can be transformed into a bed come evening, these suites are ideal for family getaways. All 300 suites are complete with full kitchenettes, living rooms and private balconies. The resort of choice for those who like to travel in comfort and style.

Resort in Oxon Hill

4.74 out of 5 average rating, 19 reviews

Wyndham National Harbor | 2BR/2BA King Bed Suite

Along the banks of the Potomac is the innovative National Harbor, a perfect springboard to experience the best of U.S. capital. This resort puts you right at the center of Maryland’s thriving waterfront district. Wyndham National Harbor | 2BR/2BA King Bed Suite • Size: 1052 - 1108 • Kitchen: Full • Baths: 2 • Accommodates: 8 Guests • Beds: Double Bed - 2 King Bed - 1 Queen Sleeper Sofa - 1

Hotel room in Ocean City

4.75 out of 5 average rating, 8 reviews

Freshly renovated loft at fun resort with pool

Completely renovated loft at Ocean City's charming boutique resort. Fun onsite restaurant and pool bar with live island style music and delicious food named Shaka Pool Bar and Grill. Close proximity to many main attractions in Ocean City including beach, boating, boardwalk, amazing restaurants and much much more! Be one of the first to stay in this beautiful freshly renovated spot!

Superhost

Resort in North East

4.86 out of 5 average rating, 22 reviews

Breathtaking Beauty | Deluxe Room @ Sandy Cove

The private bedroom with 3 beds with comfortable 3-inch memory foam topper for a great night sleep. Leave your cares behind as each night includes standard deluxe lodging & fun activities. Recipient of TripAdvisor's Certificate of Excellence, we offer a unique blend of Christian hospitality & amazing lodging with endless opportunity to meet your vacation needs.