
Hotel vacation rentals near Chesapeake Bay
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Top-rated hotel rentals near Chesapeake Bay
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Deluxe King Suite in Boutique Hotel
SCH is Fredericksburg’s newest luxury boutique hotel offering the comfort of a First Class hotel with the ease of a fully automated check-in experience. Perfect for those guests needing an Extended Stay in the Fredericksburg area as every guest suite is a welcoming residential style retreat featuring a spacious living room - a separate well appointed bedroom - full kitchen equipped with Whirlpool appliances including a full size refrigerator - range - dishwasher - microwave - as well as a washer and dryer. At SCH our guests have exclusive access to our 16000 square foot Clubhouse offering complimentary daily continental breakfast and shared coworking spaces equipped with all the essentials you will need for on-the-road productivity. Our Clubhouse access includes state-of-the-art fitness center - resort style pool - game room - spa area with steam and sauna as well as a massage room. Amenity offerings can change due to the COVID19- pandemic.

All In One!
This stylish and spacious place to stay is perfect for a home away from home! Private entry! Everything you need is here! There’s a tv in the bedroom and living room. There’s a pool table if you want to play a fun game! If you need space to study or do some work, there’s a desk area. Personal washer & dryer is also available in the unit. Unit has neighbors above so you may hear noise/children occasionally during daytime hours. We do not accept inquiries with no complete profiles & no 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.

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!

Sea Grass Room - Pool, Hot Tub, Sauna
No kids, no pets. The Sea Grass Room is a luxury bedroom decorated in coastal style with a queen-size bed, and ensuite bathroom. Includes mini-fridge, 4k UHD smart TV, Mar Bella robes and more. Enjoy the large in-ground pool, huge jetted spa/hot tub and Himalayan salt sauna. 10 minutes to the Rehoboth Beach boardwalk, just minutes from a wide array of great dining and 130 outlet stores, a short hop to Cape Henlopen State Park, Lewes, Dewey beach and much more. It's time to hit the beach!

“Pretty In Pink” at the Terry House !
This stylish and unique place sets the stage for a memorable trip. We purchased The Terry House, in January of 2023 and have been renovating the home for the last two years. This room is on the 2nd floor inspired by Jackie Kennedy featuring antique and historic art work. This private room is spacious, with a queen bed as well as private baths and a mini fridge in the room. There is a common area space called the parlor room on the first floor with a Keurig and microwave for you to use.

Kingsmill Resort Hotel room with 2 queen beds
Hotel room with queen bed and queen sofa bed on the 9th green of the river course. No smoking unit and property . Walkable to the convention center, fitness center and pools . Only 3 mile drive to William and Mary College and next door to Bush Gardens . The mill is a short walk for coffee and sandwiches. . The Kingsmill resort pools, courses, the resort Health Club, Lazy River, and the full-service restaurants are restricted to Kingsmill Members only. Inquire access from host

The Laughing King Retreat, Cobb Island Suite
The Laughing King Retreat is an adults-only, organic waterfront farm situated directly on the peaceful waters of Chesapeake Bay. Your private guest suite will enjoy breathtaking sunrises and sunsets, private waterfront pool, private beach, hiking trails, miles of soft sugar sand sandbars to explore and enjoy. Private Chesapeake Bay water access for boating, swimming, paddle boarding, fishing or just soaking. Dig for clams, collect wild oysters, or just sit and marvel at the beauty.

Maurice Inn and Fusion Bistrot Yellow Room
Beautiful Boutique Inn in beautiful Onancock. Close to everything with a fine dining fusion restaurant on premises offering fresh local produce prepared with international flair. Nearby is Onancock Wharf where you can kayak, paddle board or take a trip to unique Tangier Island in the middle of The Chesapeake Bay. A short drive away is international tourist destination Assateague National Wildlife Refuge with its beautiful beach and wild ponies. Come unwind for a day or a week!!

“Out to Sea” at the Terry House !
The Terry House, a Federal Townhouse circa 1860, is located in historic New Castle, Delaware. This room is on the 2nd floor, featuring a historical nautical theme in one room and historical classic cars in the other room. This suite features, a queen and a full beds as well as private baths and a mini fridge in each room. There is a common area space called the parlor room on the first floor to work, hangout, or play games. ** Not serving breakfast at the moment.

The "Cookie B", Private, Cozy and One of a Kind
The "Cookie B" is easily accessible from our adjacent parking lot via our newly lighted stairs and ramp and her position in the marina offers maximum indoor and outdoor privacy. Her bow deck is huge so catch some rays by day and star gaze by night. Then enjoy morning coffee on a covered aft deck. And the view!!!The "Cookie B" enjoys one of the most beautiful, unobstructed and unique sights to be found at any place along the James River.

King Studio Accessible | 2500 Penn by Placemakr
Once an established hotel, this building has been reimagined as residential apartment living. These are hospitality-infused homes, with amenities such as complimentary wi-fi & cable, a la carte cleaning services, and on-site support all at your disposal. You'll get a professionally managed, dynamic space, in an interesting neighborhood that feels part-residential, part-hotel - the best of both. You've never lived in a space like this.
Popular amenities for hotel rentals near Chesapeake Bay
Family-friendly hotel rentals

Easy access to DC & just 10 mins from the airport

Boutique Inn in the heart of scenic Deltaville, VA

2BR Platinum Suite / Walk to White House

The Hearth Room - Strawberry Hill Petersburg

Charming 1BR Colonial Condo at Wyndham Kingsgate

★Historic Harrison Room -The George of Old Town★

Fairway View King Room.

Bayfront oasis for every season
Hotel rentals with a pool

Ballston Metro Access + Indoor Pool & Pet-Friendly

Luxury 1 Bedroom 1 Bath Kingsmill Resort

Walk to beach and boardwalk from this cozy room

Historic Powhatan Resort- 1 bedroom sleeps 4

*Historic Powhatan Resort- 2 Bedroom Sleeps 6

The Homestead B&B - Cottage

Stunning Bayview, 2-Room Deluxe Suite @ Sandy Cove

Beach Quarters Resort - Ocean Front Studio
Hotel rentals with a patio

Studio with breakfast near APG

Cozy Santorini Room at Grandiflora Wine Garden!

Armistead House - Room 203 (2nd Floor)

The Bangor D.C., Cozy Basement Apartment w/Kitchen

Club Wyndham Governor’s Green One-Bedroom Suite

2BR Getaway near Busch Gardens!

1BD. Deluxe Suite. Full Kitchen

One Bedroom at the Amazing Oceanaire Resort!
Other hotel vacation rentals

Single Capsule in 18 Pod with Balcony Female only

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Governor Calvert King, Historic Inns, Parking

Classic room #9

4-story tropical atrium & Olympic-size indoor pool

Near Union Market + Rooftop Bar & Dining

Anna Herr Room

Walk to Smithsonian | Indoor Pool & On-site Dining
Quick stats about hotel rentals near Chesapeake Bay
Total rentals
160 properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
50 properties have a pool
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- Hotel rentals United States
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