Hotel holiday rentals near Chesapeake Bay

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Top-rated hotel rentals near Chesapeake Bay

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Guest favourite
A living area is presented with a large television mounted on the wall, accompanied by a modern entertainment unit. A light-colored sofa and a brown armchair are arranged around a wooden coffee table, which features a small plant. Natural light enters through the nearby window.
Hotel room in Washington
5 out of 5 average rating, 7 reviews

Modern Cap Hill Suite with Balcony - walk to Metro

Located in the heart of historic Capitol Hill, this beautiful 2 bedroom/1 bathroom apartment with two Queen Beds and a Queen pull out sofa is thoughtfully designed for work and play with incredible walkability to all that DC has to offer. Located just a block away from The Roost Food Hall, where guests can enjoy dining and drinks from local restaurants, or a 10 min stroll to the numerous restaurants and bars of the famous Barracks Row and Eastern Market, you’ll never run out of entertainment.

Superhost
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
4.82 out of 5 average rating, 159 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

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
4.91 out of 5 average rating, 34 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.

Superhost
An outdoor pool is surrounded by a spacious pool deck, featuring numerous lounge chairs arranged in rows. A clubhouse with a welcoming facade is visible in the background, along with various shaded seating areas. Clear blue skies and scattered clouds enhance the inviting environment.
Hotel room in Williamsburg
4.82 out of 5 average rating, 22 reviews

Relax in Style: 1BR Condo w/ Balcony at Wyndham GG

Welcome to our beautiful 1BR Condo close to Historic Williamsburg! Everything needed for a memorable getaway to historic Williamsburg is right here. Take advantage of on-site recreation and endless amenities in a picturesque setting. The well-manicured lawns and pristine lakes make a lovely retreat after a day of adventuring in Colonial Williamsburg. Just three miles north of historic Williamsburg, we offer easy access to some of Williamsburg's most popular destinations.

Superhost
Hotel room in Washington
4.83 out of 5 average rating, 161 reviews

Near Dupont Circle | Free Daily Cocktail Hour. Gym

Find your calm in the capital at Hotel Madera, an award-winning boutique escape in the heart of Dupont Circle. Winner of the Condé Nast Traveler’s 2024 Readers’ Choice Award, this urban retreat offers an unexpectedly serene stay steps from D.C.'s iconic landmarks, museums, and buzzing food scene. Nestled on a quiet, tree-lined street, the hotel strikes the perfect balance of tranquility and connectivity, just a short walk from Dupont Circle and the National Mall.

Guest favourite
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
4.82 out of 5 average rating, 78 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.

Superhost
Hotel room in Washington
4.83 out of 5 average rating, 170 reviews

Walk to U.S. Capitol | Rooftop Bar. Gym + Dining

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.

Arlo Washington Dc
4.87 out of 5 average rating, 172 reviews

Arlo Washington Dc

Enjoy a stylish room with a comfortable bed and captivating city views. Unwind with thoughtful amenities like a nespresso coffee machine, mini cooler, and bath products. The room features a closet system, hair dryer, and clothing steamer for added convenience. Stay connected with free wifi and make use of a smart tv, bedside usb charging, and wireless charging. This space is perfect for a relaxing and memorable stay in the city.

Superhost
Hotel room in Ocean City
4.57 out of 5 average rating, 124 reviews

Beach Bum Inn Beach Bum Inn 3rd Deluxe Bayview

Not a cookie- cutter hotel room experience- enjoy a clean, simple room just steps away from the beach and the Boardwalk. Small indoor pool. Featuring private balconies facing bayside with unforgettable sunsets, mini fridge, microwave, and hair dryer in each guest room. Sit your beach chairs right outside your door. Light continental breakfast included for each registered guest. Kick back and relax... you're on beach time!

Superhost
The hotel exterior is illuminated against a dusky blue sky, showcasing a modern, multi-story building. The entrance features large glass doors, with subtle lighting highlighting the building's name. Flags are positioned on either side, and a well-maintained parking area is visible.
Hotel room in Vienna
4.84 out of 5 average rating, 164 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.

Guest favourite
Hotel room in Rehoboth Beach
4.95 out of 5 average rating, 42 reviews

Coastal Studio King

This charming Studio King offers a plush king bed and modern coastal décor, ideal for couples or solo travelers seeking comfort by the sea. With a cozy seating area, flat-screen TV, mini-fridge, and complimentary Wi‑Fi, it combines style and convenience seamlessly. Just steps away from the courtyard, pool, and vibrant Rehoboth Beach dining and shopping scene, it's your perfect seaside escape.

Superhost
Hotel room in Washington
5 out of 5 average rating, 4 reviews

Close to Union Station + Free Yoga, Dining, & Bar

Stay in the heart of NoMa at The Morrow, steps from Union Market and the metro. Enjoy a rooftop terrace, 24-hour fitness center, onsite dining, and free yoga classes. Stylish rooms offer premium amenities and city views. A daily destination fee includes premium Wi-Fi, F&B credit, lobby refreshments, bike rentals, and bottled water. Pet-friendly with valet parking available.

Popular amenities for hotel rentals near Chesapeake Bay

Quick stats about hotel rentals near Chesapeake Bay

  • Total holiday rentals

    Explore 140 holiday rentals in Chesapeake Bay

  • Nightly prices starting at

    Chesapeake Bay holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 1,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    140 of Chesapeake Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chesapeake Bay rentals

Destinations to explore