
Hotel holiday rentals near Chesapeake Bay
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Top-rated hotel rentals near Chesapeake Bay
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Studio Suite Kingbed 2@ SBSS Columbia Baltimore
Nothing is too far now. Enjoy easy access to popular places from this charming place to stay. Beautiful Room, hot breakfast to kick start your day, fitness center to keep you fit, pool to keep the summer heat at bay, fire up some steak's at the grill, take a lazy stroll in the courtyard, play some ball at the basket ball court, Catch Up On Work, sit down and read some books or watch some TV in the guest lounge/business center, Catch Up on laundry in the Guest laundry. Come and get it all here!
4.8 out of 5 average rating, 25 reviews
Historic Room #1
A spacious, homey room with an equally luxurious, large bathroom. The bathroom has a step-in bathtub and shower and plenty of storage space under the sink. Both the bedroom and bathroom offer stunning views of the historic town below, rich with centuries of history. The room features a full canopy bed, multiple drawers, and a fireplace. Guests staying Monday-Friday are served breakfast at Sugar Water Restaurant from 8-11AM, with brunch available on Saturdays (10AM-4PM) and Sundays (10AM-2PM).
4.8 out of 5 average rating, 5 reviews
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, 127 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, 197 reviews
Elegant DC Escape | European Breakfast & Lounge
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!
4.86 out of 5 average rating, 198 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.
4.8 out of 5 average rating, 108 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, 322 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.
4.82 out of 5 average rating, 132 reviews
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!
4.64 out of 5 average rating, 36 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, 217 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, 168 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, 10 reviewsPopular amenities for hotel rentals near Chesapeake Bay
Family-friendly hotels

2 Queen Beds | Free Parking. Free Breakfast. Pool
4.58 out of 5 average rating, 12 reviews
Queen Suite | SpringHill Suites | Colonial Wburg
4.87 out of 5 average rating, 15 reviews
The Charlesworth Hotel and Restaurant on the Bay
4.74 out of 5 average rating, 19 reviews
Meeting House | Double Full
4.86 out of 5 average rating, 37 reviews
Iconic Landmarks | Georgetown Waterfront. Pool
4.83 out of 5 average rating, 41 reviews
The Quincy, an Ascend Collection Hotel, Selected .
4.76 out of 5 average rating, 107 reviews
Suite 4A at Maison Dupont, a Dupont Circle Inn
4.79 out of 5 average rating, 122 reviews
Downtown Bethesda Stay + On-site Dining & Gym
4.78 out of 5 average rating, 371 reviewsHotels with a pool

Near Reagan Airport | City Views. Sushi Bar + Pool
4.77 out of 5 average rating, 140 reviews
The Cutty Sark | King Suite, Beach Views, Balcony
4.92 out of 5 average rating, 51 reviews
Arlo Washington DC, City View King
4.86 out of 5 average rating, 228 reviews
Close to White House + Rooftop Terrace. Pool. Gym.
4.67 out of 5 average rating, 124 reviews
The Spinnaker, Ocean view efficiency
4.33 out of 5 average rating, 18 reviews
Queen Bed | Wingate Salisbury | Near Universities
5.0 out of 5 average rating, 4 reviews
Excellent Choice! Enjoy Outdoor & Indoor Pools!
4.59 out of 5 average rating, 97 reviews
Look No More! Kitchen, Onsite 2 Pools, Parking!
4.71 out of 5 average rating, 108 reviewsHotels with a patio

guesthouse by good neighbor | room 204
5.0 out of 5 average rating, 3 reviews
Armistead House - Room 101 (First Floor)
4.67 out of 5 average rating, 3 reviews
*Kingsgate - One Bedroom
5.0 out of 5 average rating, 6 reviews
Historic Powhatan Resort- 4 BR
5.0 out of 5 average rating, 15 reviews
One Bedroom at the Amazing Oceanaire Resort!

Elite Presidential 2-Bedroom at National Harbor

Governor's Green Resort 2 Bedroom Unit

2 BD Condo at Governor's Green!
Other hotel holiday rentals

Selected by hotel
4.6 out of 5 average rating, 432 reviews
Romantic Retreat | Pet Friendly | Parking Onsite
4.68 out of 5 average rating, 60 reviews
Prime Location in Washington DC| Free Breakfast!
4.76 out of 5 average rating, 188 reviews
Governor Calvert King | Historic Inns
4.57 out of 5 average rating, 44 reviews
Hotel Arlington, 2 double beds (non-smoking)
4.67 out of 5 average rating, 3 reviews
Kellogg Conference Hotel Capitol Hill at Gallaude.
5.0 out of 5 average rating, 3 reviews
Sonesta Select Arlington Rosslyn in Arlington, Vi.
4.81 out of 5 average rating, 26 reviews
King Suite Minutes From The Metro + Free Breakfast
5.0 out of 5 average rating, 4 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 €61 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
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