
Hotel holiday rentals near Chesapeake Bay
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Top-rated hotel rentals near Chesapeake Bay
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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.

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.

Spacious King Bed | Free Breakfast. Free Parking
Stay comfortably at this Virginia hotel, featuring modern rooms with neutral decor, flat-screen TVs, and free Wi-Fi. Guests can enjoy easy access to local attractions like the Rappahannock River and Essex County Museum, just 2 miles away. Business amenities, including a fitness center, business center, and laundry facilities, are available on-site. Guests can enjoy: ✔ Complimentary Breakfast ✔ Free Parking ✔ Indoor Pool ✔ Fitness Center ✔ Complimentary Coffee and Tea Supplies

Iconic Bethesda Stay | Zoo. Fitness Center
Access the vibrant sights, sounds and tastes of downtown Bethesda. Perfectly located minutes from downtown D.C, Hyatt Regency Bethesda Hotel is the ideal destination for business travelers and vacationers alike. Attractions await you: ✔Bethesda Row, one-stop shop for dining, spas, shopping ✔2,000 different animals at the National Zoo ✔Amazing shows at the the Strathmore ✔Downtown Washington DC ✔Waverly Street Gallery, one of the oldest such galleries in the DC area

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.

Historic Capital | Lincoln Memorial. Rooftop bar
From a coffee shop that transforms into a wine bar at night, to a seasonal rooftop pool and bar overlooking the city, to a salon-style lounge featuring the work of local artists, Viceroy Washington DC inspires you to create your own story in one of the world’s most storied cities. Awards: • Top 10 Hotels in Washington D.C.: Reader’s Choice Awards 2023 - Conde Nast Traveler • Gold Badge: Best Hotels in the USA - 2024 U.S. News & World Report Best Hotels Rankings

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.

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
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.

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.

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.

1 BR Platinum Suite/Walk to White House Nat'l Mall
These spacious renovated and upgraded suites with a king-sized bed and 1.5 baths offer ample living space on the enhanced upper floors of this urban high-rise. Living rooms have elegant, upgraded, and contemporary furniture which includes a sofa, comfortable chair and a dining area. Two flat screen TV’s and digital premium cable with HBO.
Popular amenities for hotel rentals near Chesapeake Bay
Family-friendly hotels

Easy access to DC & just 10 mins from the airport

Studio with breakfast near APG

Beach Bum Inn Beach Bum Inn 3rd Deluxe Bayview

Comfy King Bed | Free Breakfast. Free Parking

Suite 5C at Maison Dupont, a Dupont Circle Inn

Classic Room #7

2BR Getaway near Busch Gardens!

Capital City Convenience | Lounge & Fitness Center
Hotels with a pool

Ballston Metro Access + Indoor Pool & Pet-Friendly

Budget-friendly escape on the Boardwalk

You Found it! Spacious Unit, Onsite Pool & Parking

*Historic Powhatan Resort- 4 bedroom sleeps 12

Steps to Metro | Free Breakfast. Indoor Pool + Gym

Journey In The Capital | Sightseeing. Rooftop Pool

Wingate Chantilly | King Bed | Near Dulles

Historic Powhatan Resort- 4 BR
Hotels with a patio

guesthouse by good neighbor | room 103

Williamsburg, VA- Governor's Green-3Bd Dlx

River Edge Inn

1 BR at Old Town Alexandria

Armistead House - Room 101 (First Floor)

2BD Deluxe - Williamsburg, VA!

Wyndham National Harbor 2 bedroom

2 Bedroom Suite Eat, Play, Stay
Other hotel holiday rentals

Upscale Extended Stay Suite Hotel W/Free Breakfast

Pet-Friendly Historic Suite Near Baltimore Gems

Near Reagan National Airport + Dining & Shuttle

Governor Calvert King, Historic Inns, Parking

12 Capsule Spacious Mixed

|1BR| Colonial Ambiance | DC located | Sleeps 4 |

Near Towne Centre at Laurel + On-site Dining & Gym

Walk to Bethesda Metro Station + Restaurant & Gym
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 $13 SGD 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
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