Hotel holiday rentals near Chesapeake Bay

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Top-rated hotel rentals near Chesapeake Bay

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Guest favourite
A spacious bed is dressed in a light quilt, complemented by two plush white pillows. A nightstand with a lamp sits beside the bed, while soft beige carpet covers the floor. Subtle artwork is displayed on the wall, adding a touch of decor.
Hotel room in Princess Anne
5 out of 5 average rating, 10 reviews

Classic room #9

Located on the inn's south side, Room 9 offers generous space with a large wardrobe closet, queen-sized bed, and a bathroom set up featuring a step-in tub and shower. Natural light floods the room through its windows, offering a splendid in-room view. Guests staying Monday-Friday are served breakfast at Sugar Water Restaurant from 7-11AM, with a delightful brunch available on Saturdays (10AM-4PM) and Sundays (10AM-2PM). One entree per guest, juice and coffee or tea are included in your stay.

Superhost
Hotel room in Williamsburg
4.75 out of 5 average rating, 4 reviews

2BR Getaway near Busch Gardens!

Hoping for an unforgettable getaway in Historic Williamsburg? This is it! This charming 2BR-2BA is a luxury to stay in! It offers everything you need for relaxation & adventure. Enjoy on-site recreation, top-notch amenities, and a serene setting with pristine lakes and lush, manicured lawns. After exploring Colonial Williamsburg, 3 miles away, unwind in this picturesque retreat. Plus, Busch Gardens is only 8 miles away, making it the ideal base for experiencing Williamsburg's top attractions!

Guest favourite
A living area is presented with a large television mounted on the wall, accompanied by a modern entertainment unit. A light-colored sofa and a brown armchair are arranged around a wooden coffee table, which features a small plant. Natural light enters through the nearby window.
Hotel room in Washington
5 out of 5 average rating, 6 reviews

Modern Cap Hill Suite with Balcony - walk to Metro

Located in the heart of historic Capitol Hill, this beautiful 2 bedroom/1 bathroom apartment with two Queen Beds and a Queen pull out sofa is thoughtfully designed for work and play with incredible walkability to all that DC has to offer. Located just a block away from The Roost Food Hall, where guests can enjoy dining and drinks from local restaurants, or a 10 min stroll to the numerous restaurants and bars of the famous Barracks Row and Eastern Market, you’ll never run out of entertainment.

Superhost
A well-appointed bedroom features a spacious bed dressed in crisp white linens, flanked by warm wall-mounted lamps. A simple artwork of three fruits adorns the dark accent wall above the bed, while a sleek wooden bench and textured area rug complete the serene space.
Hotel room in Falls Church
4.59 out of 5 average rating, 34 reviews

Meeting House | Queen

Welcome to Meeting House, a distinctive hotel in the little city of Falls Church, Virginia . As a family-owned establishment, we offer personalized service to ensure you will feel right at home throughout your visit. We take pride in offering boutique accommodations, like rental bikes, environmentally friendly toiletries, well-appointed private meeting rooms, and Illy coffee and a house made pastry each morning from Godfrey's, our elegant bakery café. We're excited to have you as our guest!

Superhost
A well-lit suite features a queen-sized bed draped in soft linens, complemented by a bedside table and a cozy armchair. A television is mounted on the wall opposite the bed, and natural light enters through large windows, accentuating the warm wooden floors.
Hotel room in Washington
4.73 out of 5 average rating, 104 reviews

Suite 5C at Maison Dupont, a Dupont Circle Inn

A former private mansion in the heart of historic Washington, D.C. has been given new life as Maison Dupont, a French inspired boutique hotel (ooh la la!). The hotel is tucked away on a quiet street and is inspired by the fusion of American and French aesthetics which drove much of Washington’s visual history. Visitors will find themselves surrounded by some of the city’s best restaurants, elegant streets, and within walking distance of the White House and a number of world-class museums.

Guest favourite
A bright bedroom features a spacious bed with white linens and decorative pillows. Two wooden bedside tables are placed on either side, each with a wall-mounted sconce. A plaid accent wall complements the room, while natural light flows in through a window.
Hotel room in Williamsburg
4.88 out of 5 average rating, 25 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 coffee. A perfect mix of nostalgia and comfort just minutes from Colonial Williamsburg and Busch Gardens. Please note our King Rooms are not pet-friendly.

Guest favourite
An outdoor swimming pool is surrounded by lounge chairs and a spacious deck. A large clubhouse is visible in the background, complemented by a blue sky and a bright sun overhead. The inviting pool features a gentle undulation along its perimeter.
Hotel room in Williamsburg
4.9 out of 5 average rating, 21 reviews

Relax in Style: 3BR Condo w/ Balcony @ Wyndham GG

Welcome to our beautiful 3BR Condo close to Historic Williamsburg! Everything needed for a memorable getaway to historic Williamsburg is right here. Take advantage of on-site recreation and endless amenities in a picturesque setting. The well-manicured lawns and pristine lakes make a lovely retreat after a day of adventuring in Colonial Williamsburg. Just three miles north of historic Williamsburg, we offer easy access to some of Williamsburg's most popular destinations.

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Hotel room in Washington
4.88 out of 5 average rating, 113 reviews

Spanish farmhouse vibes at Arrels restaurant

The hotel may require a credit card or deposit for incidentals. Resort fee of USD 40.58 per night, per room is collected by the hotel. Immerse yourself in the energy of the city with our City View King room. This room features a comfortable king-sized bed and offers captivating views of Washington, DC, providing a stylish and relaxing space for your stay. Enjoy the essence of the city from the comfort of your room in our City View King accommodation.

Guest favourite
The exterior view showcases a row of charming, two-story buildings with a combination of pointed roofs and large windows. Lush green grass and well-kept shrubbery surround the area, while a vibrant tree adds a pop of color against a backdrop of clear blue skies.
Hotel room in Williamsburg
5 out of 5 average rating, 8 reviews

*Historic Powhatan Resort- 4 bedroom sleeps 12

Peacefully situated amid 256 acres of rolling woodland hills, and boasting all the character of a distinguished manor house, The Historic Powhatan Resort captures the essence of its Colonial surroundings. Sumptuous, spacious accommodations offer a private balcony. Originally built circa 1735, this restored manor house offers a serene getaway during any season.

Superhost
Hotel room in Rehoboth Beach
5 out of 5 average rating, 3 reviews

Bright Beach Hideaway

Unwind in this thoughtfully designed Queen room featuring a comfortable queen-size bed and bright, inviting decor. Enjoy modern comforts like a Smart TV, Keurig coffee maker, mini-fridge, microwave, and fast Wi‑Fi. Perfect for solo travelers or couples, it's a relaxing coastal escape just minutes from the Rehoboth Beach boardwalk.

Superhost
Hotel room in Washington
4.88 out of 5 average rating, 8 reviews

Stylish escape overlooking the Washington Monument

Enjoy exceptional views of the Washington Monument from our 370 sq ft room, featuring two Queen Beds, free Wi-Fi, and a large desk. Relax with handmade bath products, a plush top mattress, bathrobe, and slippers. The room includes a minibar, espresso maker, original artwork, a 55″ HD TV, and a curated micro library.

Superhost
The bright suite features a cozy sleeping nook with a spacious bed, complemented by a wooden coffee table stacked with books. A kitchenette with dark cabinetry is equipped with a microwave and sink. Soft lighting illuminates the inviting space, along with warm, neutral walls.
Hotel room in Alexandria
4.79 out of 5 average rating, 336 reviews

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

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 € 9 per night before taxes and fees

  • Verified guest reviews

    Over 1,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    50 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

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