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Hotel holiday rentals near Chesapeake Bay

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Top-rated hotel rentals near Chesapeake Bay

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Guest favourite
A bright bedroom features a spacious bed with white linens and decorative pillows. Two wooden bedside tables are placed on either side, each with a wall-mounted sconce. A plaid accent wall complements the room, while natural light flows in through a window.
Hotel room in Williamsburg
4.96 out of 5 average rating, 101 reviews

Boutique King Room Near Colonial Williamsburg

Discover the newly renovated Rochambeau Roadside Inn at the gateway to Colonial Williamsburg. Our independent boutique property offers 22 bright, design-forward rooms with vaulted ceilings, woven rugs, vintage furnishings, and local art. The lobby is open limited daytime hours for snacks, drinks, local tips, and complimentary weekend breakfast. A perfect mix of nostalgia and comfort just minutes from Colonial Williamsburg and Busch Gardens. Please note our King Rooms are not pet-friendly.

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A well-lit Standard King Room features a spacious bed with crisp white linens and a padded headboard. A large window allows natural light to fill the room, complemented by modern décor and a comfortable chair. Essential amenities are conveniently located nearby.
Hotel room in Glen Allen
4.81 out of 5 average rating, 182 reviews

Comfy King Bed | Free Breakfast. Free Parking

avid hotel Richmond North - Ashland, an IHG Hotel, is located in Glen Allen, just minutes from Kings Dominion Amusement Park and Virginia Commonwealth University. With easy access to I-95 and I-295, it's ideal for exploring attractions like the State Capitol, Richmond Coliseum, and Richmond International Raceway. Business travelers will appreciate proximity to major companies and Richmond International Airport, 30 km away. ✔ Free breakfast ✔ Indoor pool ✔ Pet-friendly ✔ Free parking

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Hotel room in Ballston - Virginia Square
4.76 out of 5 average rating, 66 reviews

Quick DC Access + Indoor Pool + Restaurant On-Site

Make Ballston your easy D.C. base at this Hotel in Arlington, perfectly located steps from the Metro, local dining, and all the fun spots around town. Surrounded by trendy cafés, rooftop bars, and boutique shops, this modern retreat puts you minutes from Washington D.C.’s top landmarks. After exploring, float in the heated indoor pool, fit in a quick workout at the fitness studio, or unwind with bites and cocktails on site, all in one of Arlington’s most walkable and vibrant neighborhoods.

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The image captures a vibrant sunset over the bay, with a railing in the foreground providing a sense of depth. The sun sets on the horizon, casting warm hues across the water's surface, while gentle waves can be seen in the background.
Hotel room in Cumberland County
5.0 out of 5 average rating, 8 reviews

Historic Charlesworth Hotel On The Delaware Bay

The Charlesworth Hotel and Restaurant is a hidden gem located in Fortescue, NJ. We are on the water and boast some of the best sunsets in the world. The original hotel was built in 1924. We have 4 quaint rooms altogether along with a coffee lounge area. Our guest enjoy the view of the bay, sunbathing, sea glass and driftwood hunting, fishing, crabbing, ect. This place is a perfect getaway. Please note each room has to be rented has to separately. Room 1 private bathroom.

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A spacious room features a large king bed with crisp white linens and contemporary furnishings. Floor-to-ceiling windows provide natural light and offer views of the surrounding area. A comfortable chair and desk complement the layout, alongside a modern flat-screen TV and sleek workspace.
Hotel room in Arlington
4.81 out of 5 average rating, 116 reviews

Minutes from Washington, D.C. | Dining. Fitness.

Start your East Coast journey in comfort and style at Hyatt Centric Arlington Adults Only Hotel, just minutes from Washington, D.C.   Perfect for business travelers and vacationers, our hotel offers a variety of dining options, including breakfast packages.   Hyatt Centric Arlington is located less than 200 feet from the Rosslyn Metro Station, which allows you to access charming neighborhoods like Foggy Bottom and Georgetown within minutes.

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Hotel room in Capitol Hill
4.86 out of 5 average rating, 211 reviews

Walk to Navy Yard | Rooftop Bar. Restaurant & Gym

Stay steps from the U.S. Capitol and Navy Yard at AC Hotel Washington DC Capitol Hill. Enjoy rooftop views at Smoke & Mirrors Bar, modern rooms with Smart HDTVs and free Wi-Fi, and European-inspired breakfast at AC Kitchen. Walk to Nationals Park or explore nearby Smithsonian museums via Metro. On-site perks include a fitness center, 2 restaurants, curated retail, hydration stations, and sleek guest rooms designed for productivity.

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Hotel room in Downtown Washington
4.8 out of 5 average rating, 668 reviews

Walk to Smithsonian | Indoor Pool & On-site Dining

Stay just two blocks from the White House at Hilton Garden Inn Washington DC Downtown. With McPherson Square Metro across the street, you’re minutes from the Smithsonian Museums, the National Mall, and Capitol Hill. Reach DCA Airport in about 17 minutes by metro. Enjoy easy access to the Convention Center, Capital One Arena, and Lincoln Memorial, all within two miles, plus an on-site restaurant, fitness center, and indoor pool.

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Hotel room in Tysons Corner
4.81 out of 5 average rating, 260 reviews

Near Wolf Trap National Park + Breakfast. Pool.

Spread out, sleep in, and sip free cocktails at this two-room suite stay near Tysons Corner. Wake up to made-to-order breakfast (hello, omelets), hop on the Metro to explore D.C., or chill by the indoor pool after a day of shopping or sightseeing. With on-site parking, and a separate living room in every suite, it’s the perfect mix of hotel perks and homey space—no tiny rooms or shared kitchens here.

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Hotel room in Ocean City
4.78 out of 5 average rating, 118 reviews

Bayfront oasis for every season

Our rooms offer lots of air space with 9-foot-high ceilings, setting the stage for a no-limits stay. Sleep easy at our hotel with ultra-comfortable, Aloft signature beds. Our fast and free Wi-Fi gives you the bandwidth you need to work easy and play hard. Try our signature coffee blends and free water in all our hotel rooms in Ocean City, Maryland.

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Hotel room in Williamsburg
5.0 out of 5 average rating, 3 reviews

King Suite | SpringHill Suites | Historic Triangle

Settle into a refreshed Williamsburg stay with the space and convenience of an all-suite hotel. Plan a day at Jamestown, Yorktown, or family favorites like Water Country USA. With a kitchenette and complimentary on-site parking, you’ll have a comfortable hub for shopping at the Premium Outlets, The Pottery, and local Virginia tasting rooms.

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Hotel room in Ocean City
New place to stay

Dog friendly room with 2 double beds

Standard room with 2 double beds at Beach Bum Inn on 3rd street & Baltimore Ave. Just 1 block to the beach and the Boardwalk. This room is located on the 1st floor and allows DOGS (no other pets) for a $75 fee (up to 2). Short walk to the 3rd st dog friendly bayside park and playground. Small indoor pool. Grab-n-go breakfast.

The bright suite features a cozy sleeping nook with a spacious bed, complemented by a wooden coffee table stacked with books. A kitchenette with dark cabinetry is equipped with a microwave and sink. Soft lighting illuminates the inviting space, along with warm, neutral walls.
Hotel room in Old Town
4.79 out of 5 average rating, 356 reviews

The Duke Suite and Prince Street Inn

Prince Street Inn is nestled in the heart of Old Town Alexandria, a historic district along the Potomac River marked by cobblestone streets and red brick sidewalks. Located on the quiet side of bustling King Street, stroll through endless indie shops, foodie spots, and open-air eateries by the river.

Popular amenities for hotel rentals near Chesapeake Bay

Quick stats about hotel rentals near Chesapeake Bay

  • Total holiday rentals

    Explore 200 holiday rentals in Chesapeake Bay

  • Nightly prices starting at

    Chesapeake Bay holiday rentals start at $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    200 of Chesapeake Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chesapeake Bay rentals

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