
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.
4.95 out of 5 average rating, 123 reviews
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
4.81 out of 5 average rating, 196 reviews
Capital City Convenience | Lounge & Fitness Center
Experience European-inspired style at AC Hotel Washington DC Convention Center! Located in Downtown D.C., our hotel puts you steps from the Walter E. Washington Convention Center, Capital One Arena, and CityCenterDC. Unwind in sleek rooms with plush bedding, Smart TVs, and mini-fridges. Enjoy handcrafted drinks at Ciel Social Club rooftop or AC Lounge, train in our spacious 24/7 gym, and stay connected with free Wi-Fi. Pet-friendly hospitality makes this your ultimate capital retreat.
4.84 out of 5 average rating, 110 reviews
Near Reagan Airport | City Views. Sushi Bar + Pool
Stay near Old Town Alexandria, Pentagon City, and DC hotspots at the Hilton Alexandria Mark Center. Located off I-395 beside Winkler Botanical Preserve, we’re just 4 miles from Reagan Airport and King Street Metro. Enjoy pet-friendly rooms, free Wi-Fi, a 24-hour fitness center, seasonal outdoor pool, and award-winning dining, including sushi and cocktails at Finn & Porter. Everything you need for work trips or quick getaways, convenient, connected, and close to it all.
4.77 out of 5 average rating, 140 reviews
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.
4.81 out of 5 average rating, 101 reviews
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.
4.75 out of 5 average rating, 318 reviews
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.
4.81 out of 5 average rating, 124 reviews
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.
4.82 out of 5 average rating, 209 reviews
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.
4.8 out of 5 average rating, 710 reviews
Guest room, 1 King in Washington, DC
✨Experience modern luxury at the Washington Marriott Capitol Hill in DC’s vibrant NoMa neighborhood. Steps from Union Station, the National Mall, and iconic attractions, this sleek retreat offers stylishly appointed rooms with stunning city views. 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. ✨
4.85 out of 5 average rating, 166 reviews
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.
4.83 out of 5 average rating, 301 reviews
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.
5.0 out of 5 average rating, 8 reviewsPopular amenities for hotel rentals near Chesapeake Bay
Family-friendly hotels

Bayfront oasis for every season
4.79 out of 5 average rating, 123 reviews
2 Queen Beds | Free Parking. Free Breakfast. Pool
4.64 out of 5 average rating, 11 reviews
Historic Room #1
4.8 out of 5 average rating, 5 reviews
Steps to Dupont Circle + Rooftop Pool. Bar. Dining
4.61 out of 5 average rating, 33 reviews
Studio Suite Kingbed 2@ SBSS Columbia Baltimore
4.8 out of 5 average rating, 25 reviews
Queen Suite | SpringHill Suites | Colonial Wburg
4.82 out of 5 average rating, 11 reviews
2 Bedroom condo
4.52 out of 5 average rating, 23 reviews
Iconic Landmarks | Georgetown Waterfront. Pool
4.82 out of 5 average rating, 39 reviewsHotels with a pool

Relax in Style: 1BR Condo w/ Balcony at Wyndham GG
4.82 out of 5 average rating, 22 reviews
The Cutty Sark | King Suite, Beach Views, Balcony
4.91 out of 5 average rating, 46 reviews
*Kingsgate - One Bedroom
5.0 out of 5 average rating, 6 reviews
National Harbor Resort 2 Bedroom Unit Downtown
5.0 out of 5 average rating, 10 reviews
Kingsgate Resort- 1 bedroom
4.74 out of 5 average rating, 19 reviews
Arlo Washington DC, City View King
4.86 out of 5 average rating, 219 reviews
Escape To Our Beachfront Oasis | Private Beach
4.62 out of 5 average rating, 698 reviews
*Steps to Metro| Free Breakfast. Indoor Pool + Gym
4.68 out of 5 average rating, 41 reviewsHotels with a patio

Armistead House - Room 101 (First Floor)

Meeting House | Double Full
4.86 out of 5 average rating, 37 reviews
guesthouse by good neighbor | room 202
5.0 out of 5 average rating, 5 reviews
Elite Presidential 2-Bedroom at National Harbor

One Bedroom at the Amazing Oceanaire Resort!

2 BD Condo at Governor's Green!

1 BR Deluxe at Governor's Green

Colonial Style 1BR at Kingsgate
Other hotel holiday rentals

Hotel Washington |Classic King| Near National Mall
4.77 out of 5 average rating, 13 reviews
Suite 3C at Maison Dupont, a Dupont Circle Inn
4.78 out of 5 average rating, 128 reviews
Buzz queen room
4.82 out of 5 average rating, 142 reviews
Cricket Hill House — Waterfront Suite, 2 East
5.0 out of 5 average rating, 7 reviews
Playfully casual DC home base
4.58 out of 5 average rating, 406 reviews
Walk to Bethesda Metro Station + Restaurant & Gym
4.73 out of 5 average rating, 171 reviews
Romantic Retreat | Pet Friendly | Parking Onsite
4.67 out of 5 average rating, 57 reviews
Stay Steps Away from the Convention Center!
4.82 out of 5 average rating, 89 reviewsQuick 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
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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
- Colonial Williamsburg's Merchants Square
- The Mariners' Museum
- Town Point Park
- Nauticus
- Chrysler Museum of Art
- Hampton University
- Virginia Living History Museum
- Cape Henry Light House
- Mount Trashmore Park
- Fort Monroe National Monument
- USS Wisconsin (BB-64)





