
Hotel holiday rentals near Chesapeake Bay
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Top-rated hotel rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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

Iconic Landmarks | Georgetown Waterfront. Pool
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

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.

Steps to Nationals Park + Bistro, Pool & Gym
Experience the best of D.C. at Courtyard Capitol Hill/Navy Yard. Located steps from Nationals Park and the Navy Yard Metro, we offer a prime home base for exploring Capitol Hill and The Wharf. Relax in modern rooms with plush bedding, stay active in our fitness center, or take a dip in the indoor pool. Enjoy seasonal dining and Starbucks® coffee at The Bistro. Whether visiting for business or a ballgame, our stylish hotel puts you in the center of the action.

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.

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.

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 at 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

2 Queen Beds | Free Parking. Free Breakfast. Pool

Historic Charlesworth Hotel On The Delaware Bay

King Suite | SpringHill Suites | Historic Triangle

Historic Room #1

Beachfront high-rise with stunning views

The Cutty Sark | King Suite, Beach Views, Balcony

Suite 2A at Maison Dupont, a Dupont Circle Inn

Iconic Bethesda Stay | Zoo. Fitness Center
Hotels with a pool

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

Easy access to DC & just 10 mins from the airport

Studio Suite Kingbed 2@ SBSS Columbia Baltimore

*Kingsgate - One Bedroom

Along Embassy Row + Rooftop Pool. Bar. Restaurant.

Kingsgate Resort- 1 bedroom

National Harbor Resort 2 Bedroom Unit Downtown

Poolside 2 doubles
Hotels with a patio

Meeting House | Double Full

guesthouse by good neighbor | room 202

Armistead House - Room 101 (First Floor)

National Harbor 1‑Bedroom — Waterfront Retreat

1 Bedroom Condo @ Historic Powhatan, Williamsburg!

One Bedroom at the Amazing Oceanaire Resort!

Deluxe 1 BR at Old Town Alexandria

Chic 1-Bedroom Deluxe in National Harbor.
Other hotel holiday rentals

Buzz queen room

Playfully casual DC home base

Walk to Bethesda Metro Station + Restaurant & Gym

Governor Calvert King | Historic Inns

The Quincy, an Ascend Collection Hotel, Selecte...

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

Near Old Town | Fitness + On-Site Dining

Hotel room 1 street off beach!
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 €60 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
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