
Resort vacation rentals near Chesapeake Bay
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Top-rated resort rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

Fairway View King Room.
Enjoy this stylish room furnished with a King bed and small sleep sofa. 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.

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

Sun, Sand, and Surf! Kitchen, Onsite Pool
In the heart of the boardwalk area of Virginia Beach, this property offers an ideal location for your beach getaway. Step outside and explore miles of shops and restaurants along the boardwalk. Head to the nearby pier for some fishing. Rent a kayak or or soar over the beach in a parasail. Check out a local museum. Or just spend your day relaxing on the sand, beachside. There’s so much to see and do, and it’s all right outside your door!

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.

Kingsgate Resort- 1 bedroom
You'll want to be as close as possible to the living history that is Colonial Williamsburg®, and Kingsgate is just 2 miles from the historic city. Walk among the shopkeepers, farmers and tradespeople who populated a town on the verge of revolution. Enter their homes and taverns and immerse yourself in their way of life. Whether you choose a guided or self-guided tour, a carriage or a Segway, you'll discover a precious past.

*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.

The Historic Powhatan Resort 2 bdrm
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 Patriots Place | King Bed Studio
Built on the lush grounds of a former golf course, this quiet resort community is surrounded by the stunning landscape and historic spirit of Williamsburg. A great retreat any time of year, its central location also provides convenient access to explore all the area has to offer. Wyndham Patriots Place | King Bed Studio • Size: 380 - 380 • Kitchen: Mini • Baths: 1 • Accommodates: 2 Guests • Beds: King Bed - 1

Stunning Bayview, 2-Room Deluxe 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.

1BR Suite in a lovely Williamsburg resort
The resort is not only closer to historic Williamsburg in proximity, but its décor and atmosphere also embody the region’s Colonial spirit. This peaceful resort retreat is furnished in the style of the period, yet it offers all the modern amenities and activities that will make your stay a very enjoyable experience.

Patriot's Place Resort - 2 Bedroom Lockoff
Guests will discover all the convenient vacation amenities and recreation activities that ensure your travels are unforgettable and stress-free. Stay fit while enjoying recreational sports like swimming, and basketball. Choosing Club Wyndham Patriots' Place will give memories that last a lifetime.
Popular amenities for resort rentals near Chesapeake Bay
Family-friendly resort rentals

Kings Creek Plantation Resort 4 1/2 Star SA-4T

Charming 2BR Colonial Condo at Wyndham Kingsgate

Charming 1BR Colonial Condo at Wyndham Kingsgate

Historic Williamsburg: Do all the things! & Enjoy

02. Charming one-bedroom resort with pool

Charming 1BR Colonial Condo at Wyndham Kingsgate

Ocean Beach - Studio

St. Michaels Harbour Inn - Waterfront King Room
Resort rentals with a pool

Wyndham Patriots Place | King Bed Studio

Charming 1BR Colonial Condo at Wyndham Kingsgate

Charming 1BR Colonial Condo at Wyndham Kingsgate

Wyndham Patriots Place | 1BR/1BA King Bed Suite

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

Charming 3BR Colonial Condo at Wyndham Kingsgate

Wyndham National Harbor|4BR/4BA King Pres Suite

Wyndham Kingsgate Resort | 1BR/1BA King Bed Suite
Resort rentals with a gym

Governor's Green Resort - 2 Bedroom Mobility

Beach Quarters Resort - Ocean Front Studio

The Historic Powhatan Resort 4 bdrm

Charming 1BR Colonial Condo at Wyndham Kingsgate

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

*Historic Powhatan Resort- 2 Bedroom Sleeps 6

The Historic Powhatan Resort- 2 bdrm

Governor's Green Resort - 2 Bedroom Deluxe
Other resort vacation rentals

*Historic Powhatan Resort- 4 bedroom sleeps 12

The Historic Powhatan Resort 1 bdrm

Governor's Green Resort - 3 Bedroom Deluxe

Governor's Green Resort - 2 Bedroom Visual/Hearing

Beautiful Bayview 2-Room Master Suite @ Sandy Cove

Historic Powhatan Resort- 4 bedrooms

Beach Quarters Resort - Ocean Front Studio

Beach Quarters Resort - Ocean Front Studio
Quick stats about resort rentals near Chesapeake Bay
Total rentals
30 properties
Nightly prices starting at
R3,997 ZAR before taxes and fees
Total number of reviews
130 reviews
Rentals with a pool
30 properties have a pool
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
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