
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 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.

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.

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.

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.

SpringHill Suites | Queen Suite | Busch Gardens
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.

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 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
Family-friendly hotels

Easy access to DC & just 10 mins from the airport

Beachfront high-rise with stunning views

2BR Plat Suite 2 Bath/ Walk to White House

Washington Hotel Suite #3-4

Arlo Washington DC

Quick DC Access + Indoor Pool + Restaurant On-Site

2 Queen Beds | Free Parking. Free Breakfast. Pool

Historical Sites | Capitol Hill. Outdoor patio
Hotels with a pool

You Found it! Spacious Unit, Onsite Pool & Parking

HoJo Ocean City | King + Sofa | Walk to Boardwalk

Onsite art gallery & rooftop bar with views

Near Reagan Airport | City Views. Sushi Bar + Pool

The Bay Resort Waterfront Hotel

Studio Suite Kingbed 2@ SBSS Columbia Baltimore

*Kingsgate - One Bedroom

National Harbor Resort 2 Bedroom Unit Downtown
Hotels with a patio

Studio with breakfast near APG

Two Queen Beds Near Aberdeen Proving Ground

CW Kingsgate 3BR condo for 10

Marriott Manor Club Resort 2 Bedroom Williamsburg

Gorgeous Studio at Patriots' Place

Colonial Style 1BR at Kingsgate

2 BD Condo at Governor's Green!

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

The Quincy, an Ascend Collection Hotel

Inn Room # 13 - Two double beds

Iconic Bethesda Stay | Zoo. Fitness Center

Sixty Dc

Governor Calvert King | Historic Inns

12 Capsule Spacious Mixed

Capital City Convenience | Lounge & Fitness Center

Playfully casual DC home base
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 £52 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
Destinations to explore
- Beach house rentals Chesapeake Bay
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- Hotel rooms United States
- Chincoteague Island
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- First Landing Beach
- Neptune's Park
- Chrysler Museum of Art
- Colonial Williamsburg's Merchants Square
- The Mariners' Museum
- Nauticus
- Town Point Park
- Hampton University
- Virginia Living History Museum
- Cape Henry Light House
- Mount Trashmore Park
- USS Wisconsin (BB-64)
- Chrysler Hall




