
Hotel holiday rentals near Chesapeake Bay
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Top-rated hotel rentals near Chesapeake Bay
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Classic room #9
Located on the inn's south side, Room 9 offers generous space with a large wardrobe closet, queen-sized bed, and a bathroom set up featuring a step-in tub and shower. Natural light floods the room through its windows, offering a splendid in-room view. Guests staying Monday-Friday are served breakfast at Sugar Water Restaurant from 7-11AM, with a delightful brunch available on Saturdays (10AM-4PM) and Sundays (10AM-2PM). One entree per guest, juice and coffee or tea are included in your stay.

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.

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 Potomac Mills | Indoor Pool + On‑Site Dining
Enjoy a modern, convenient stay at Courtyard Potomac Mills Woodbridge, ideally located just off I-95 and minutes from Potomac Mills Outlet Mall. Perfect for business, weekend getaways, or family trips, the hotel offers newly updated rooms with plush bedding, HDTVs, and workspaces, plus great amenities like an indoor pool, restaurant, and 24-hour fitness center. Only 25 miles south of Washington, D.C., you’ll be close to shopping, dining, and top regional attractions.

Near Washington, D.C. | Breakfast. Bar. Wi-Fi.
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.

Steps to Dupont Circle + Rooftop Pool. Bar. Dining
Stay in the heart of DC at The Ven Embassy Row, where boutique vibes meet Dupont Circle’s energy. Just steps from Embassy Row, indie coffee shops, and the Metro, you’ll be exploring Smithsonian museums, monuments, and nightlife in minutes. Between adventures, cool off at the rooftop pool with epic city views, grab dinner and cocktails on-site, or sweat it out in the 24/7 gym. Pet-friendly rooms mean your furry sidekick is welcome too!

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.

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.

Elegant DC Escape | European Breakfast & Lounge
Welcome to AC Hotel Washington DC Convention Center, your stylish home base in the heart of D.C. Relax in sleek, modern rooms designed for comfort, enjoy delightful European-inspired breakfasts, or unwind with craft cocktails at AC Lounge. Stay energized at our 24-hour fitness center. Steps from museums, landmarks, dining, and events at Capital One Arena, it's the perfect spot for your memorable capital city adventure.

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.

Brand New Modern 3BR | Stylish, Comfortable
Stylish, Comfortable & Fully Equipped Enjoy a stay in this brand-new 3-bedroom apartment designed for comfort, style, and convenience. Perfect for families, couples, or business travelers, the space features modern finishes, comfortable furnishings, and everything you need for a relaxing stay. The apartment includes a fully equipped kitchen, three bedrooms with TVs, and a clean modern bathroom.

The Waypoint
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 vibrant Rehoboth Beach dining and shopping scene, it's your perfect seaside escape.
Popular amenities for hotel rentals near Chesapeake Bay
Family-friendly hotels

Easy access to DC & just 10 mins from the airport

Close to Audi Field + Bistro, Indoor Pool & Gym

Comfy King Bed | Free Breakfast. Free Parking

Iconic Landmarks | Georgetown Waterfront. Pool

Oceanfront Property in VA Beach

Arlo Washington DC

Suite 5A at Maison Dupont, a Dupont Circle Inn

Near TSA Headquarters + Breakfast. Kitchen. Pool.
Hotels with a pool

Ballston Metro Access + Indoor Pool & Pet-Friendly

Onsite art gallery & rooftop bar with views

Beach Bum Inn Bayview room with balcony

*Historic Powhatan Resort- 4 bedroom sleeps 12

Studio Suite Kingbed 2@ SBSS Columbia Baltimore

National Harbor Resort 2 Bedroom Presidential

Dunes Court Motel

Door-to-door shuttle service to/from Dulles
Hotels with a patio

Studio with breakfast near APG

guesthouse by good neighbor | room 103

CW Kingsgate 3BR condo for 10

Marriott Manor Club Resort 2 Bedroom Williamsburg

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

Colonial Style 1BR at Kingsgate

1 BR at Old Town Alexandria

Armistead House - Room 101 (First Floor)
Other hotel holiday rentals

The Quincy, an Ascend Collection Hotel

Hotel room 1 street off beach!

Lord Baltimore, 2 Queen Beds

Sixty Dc

Near Reagan National Airport + Dining & Shuttle

Governor Calvert King | Historic Inns

Playfully casual DC home base

Reside Navy Yard | 2BR Deluxe | Full Kitchen
Quick stats about hotel rentals near Chesapeake Bay

Total holiday rentals
Explore 160 holiday rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 1,420 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
160 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
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