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

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.

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 Reagan National Airport + Dining & Shuttle
Stay steps from Washington, D.C. at AC Hotel Arlington National Landing, where modern European-inspired design meets urban comfort. Enjoy craft cocktails and tapas at AC Kitchen & Lounge, energize in the fitness center, or unwind in stylish rooms with sleek décor and premium bedding. Perfectly positioned near the National Mall, The Pentagon, and Reagan National Airport, this stay connects you effortlessly to Arlington’s dining, history, and D.C.’s top 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.

Guest room, 1 King in Washington, DC
Steps from Union Station and Capitol Hill, Washington Marriott Capitol Hill blends elevated design with unbeatable location in DC’s vibrant NoMa district. Explore Smithsonian museums (under 1.5 miles), the National Mall, and top dining spots. Enjoy on-site favorites like the Ciel rooftop lounge, Society Commons, and a massive fitness center with an outdoor HIIT yard—all in a pet-friendly, amenity-rich stay. ✨

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.

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.
Popular amenities for hotel rentals near Chesapeake Bay
Family-friendly hotels

Easy access to DC & just 10 mins from the airport

Quaint sized Queen & laid-back coastal retreat

Iconic Bethesda Stay | Zoo. Fitness Center

Steps to Metro | Free Breakfast. Indoor Pool + Gym

Suite 2C at Maison Dupont, a Dupont Circle Inn

Classic Room #7

Your DC Base | Lounge, Breakfast & Prime Location

Washington Suite at Tides Inn
Hotels with a pool

You Found it! Spacious Unit, Onsite Pool & Parking

HoJo Ocean City | King + Sofa | Walk to Boardwalk

Beach Bum Inn Bayview room with balcony

Close to Audi Field + Bistro, Indoor Pool & Gym

*Greensprings Resort- 4 bedrooms sleeps 12

National Harbor Resort 2 Bedroom Unit with Balcony

Kingsgate Resort- 1 bedroom

Queen Studio w/ Mall-Side Retreat
Hotels with a patio

Studio with breakfast near APG

guesthouse by good neighbor | room 103

One King Room Close to Aberdeen

2BR Getaway near Busch Gardens!

Colonial Style 1BR at Kingsgate

2 BD Condo at Governor's Green!

Two Queen Suite: Beach Views, Balcony, on Atlantic

1 BR at Old Town Alexandria
Other hotel holiday rentals

Scenic Stay | Sightseeing. Free Breakfast!

The Quincy, an Ascend Collection Hotel

Hotel room 1 street off beach!

Club Quarters Hotel White House, Washington Dc

Prime Location in Washington DC| Free Breakfast!

Lord Baltimore, 2 Queen Beds

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

Governor Calvert King | Historic Inns
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 $76 SGD 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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- Hotel rooms United States
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