Resort vacation rentals near Chesapeake Bay

Boardwalk Resort 1 Bdrm

Boardwalk Resort and Villas is located in the heart of the resort district, in the center of Virginia Beach’s famous boardwalk – named one of the “Top Ten Boardwalks in America.” The 3-mile long boardwalk has more than enough shops, restaurants and cafés to entertain the whole family. For beachside fun, you can rent beach chairs, umbrellas, and even cabanas. There’s no need to lug around toys for the kids, there are several parks and playgrounds right on the beach, including JT’s Grommet Island.

Fairway View King Room.

Enjoy this stylish room furnished with a comfortable King bed . Amenities include a private bath, mini fridge and Keurig coffee. Relax sipping coffee on the private porch overlooking the 9th Fairway of the famous River Course. A swimming pool on-site is available in season. Our unit is not enrolled in the Kingsmill Resort Program. The private club amenities such as golf & sports center are not available. You will have access to "The Mill" Coffee shop , The SPA and Marina/Beach areas.

Club Wyndham Governor’s Green One-Bedroom Suite

This conveniently located resort is the perfect place to access the best attractions and activities in Williamsburg. Unwind in your quaint one-bedroom resort suite that offers a private bedroom, fully equipped kitchen, living/dining area and a washer/dryer that will enhance your stay. Take the children to play at one of two playgrounds and enjoy three swimming pools, three hot tubs, a day spa, miniature golf, a billiards room, fitness center, massage, a tour desk and activities program.

St. Michaels Harbour Inn - Waterfront King Room

Indulge in history by staying at St. Michaels Harbour Inn- a full-service resort in downtown St. Michaels, MD. Amenities include a restaurant & bar, day spa, car service, bicycles & unbeatable views. Our Waterfront Spa Tub Rooms provide comfort & relaxation amidst the historic backdrop of the St. Michaels harbor featuring a king bed, jacuzzi tub & floor-to-ceiling windows overlooking the harbor. *Please note that occupancy tax (4%) will be collected in addition to your nightly rate.

Kingsmill Resort Hotel room with 2 queen beds

Hotel room with queen bed and queen sofa bed on the 9th green of the river course. No smoking unit and property . Walkable to the convention center, fitness center and pools . Only 3 mile drive to William and Mary College and next door to Bush Gardens . The mill is a short walk for coffee and sandwiches. . The Kingsmill resort pools, courses, the resort Health Club, Lazy River, and the full-service restaurants are restricted to Kingsmill Members only. Inquire access from host

Hilton Virginia Beach 3BR Penthouse with oceanview

Furnished 2 level condo, 3 BR Penthouse suite with ocean views. Each bedrooms have balcony, full kitchen with dishwasher and garbage disposal, a dining room balcony with table and seats for outdoor dining (which makes a total of 4 balconies), a washer and dryer in the room, a fireplace in the living room, a 2 story window in the living room, a beautiful spiral staircase, high speed internet, DVD player, and TV's in each bedroom and living room. Comes with two free parking spaces.

1 Bedroom Suite Oceanfront with ocean view

"Stay for the whole week and receive 15% discount" (covers more than Airbnb fee). The timeshare I own is week 24 (Sat-Sat) a 1 bedroom suite oceanfront ocean view from the balcony, free parking attached to the resort building (overflow & Large vehicles parking across the street). Free in room WiFi, game room, tennis court, daily activities, boardwalk. Walk out the door straight to the beach. You need room key to access the building.

Estate-Style Stay with Plush King Bed & Tub

Experience a perfect getaway with family-friendly luxury accommodations just minutes from thrilling Busch Gardens and historic Colonial Williamsburg. Enjoy activities like tennis, miniature golf, and relaxing in saunas. A short drive from Newport News/Williamsburg Airport, this gem offers easy access to Water Country USA and captivating Historic Jamestowne. Ideal for families, history buffs, and adventure seekers.

*Historic Powhatan Resort- 2 Bedroom Sleeps 6

Turn back the pages of time and become immersed in the Colonial spirit of Williamsburg, a historic city steeped in tradition and forever preserved as part of our nation’s history. Discover this 170-acre Early American town featuring 18th-century English architecture restored to its original condition, historic museums, monuments and fascinating battlefields which tell the dramatic story of our country’s birth.

Wyndham National Harbor | 2BR/2BA King Bed Suite

Along the banks of the Potomac is the innovative National Harbor, a perfect springboard to experience the best of U.S. capital. This resort puts you right at the center of Maryland’s thriving waterfront district. Wyndham National Harbor | 2BR/2BA King Bed Suite • Size: 1052 - 1108 • Kitchen: Full • Baths: 2 • Accommodates: 8 Guests • Beds: Double Bed - 2 King Bed - 1 Queen Sleeper Sofa - 1

Comfy 1-Room Suite @ Sandy Cove

Guests refer to Sandy Cove's 220 acres as the most peaceful, relaxing, breathtaking place on the headwaters of the Chesapeake Bay. Leave your cares behind as each night includes deluxe lodging & fun activities. Recipient of TripAdvisor's Certificate of Excellence, we offer a unique blend of Christian hospitality & amazing lodging with endless opportunity to meet your vacation needs.

One Bed Two Bath Apt - King w/ Sofa bed - Balcony

This fully-equipped one-bedroom condo sleeps up to four guests and features a Queen bed, Queen sofa bed, two bathrooms, and a private balcony, perfect for enjoying fresh ocean breezes. Just steps from the beach, this retreat is ideal for families, couples, or solo travelers seeking comfort and convenience.