Compare best resorts in Chesapeake Bay from 100+ providers!

31 available resort offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Chesapeake Bay resorts
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

31 Best resorts in Chesapeake Bay

Best Chesapeake Bay resorts with air conditioning

Holiday Inn Hotel & Suites Gateway By Ihg - Chesapeake Bay
8.9 2326 reviews
Chesapeake Bay
06/20 – 06/27
$827/nighttotal: $5789 (7 )

Holiday Inn Hotel & Suites Gateway By Ihg

3 13
resort , Williamsburg
The Holiday Inn Hotel & Suites Gateway, An Ihg Hotel, is located in Williamsburg, just 2 miles from the College of William and Mary and the Colonial Williamsburg Historic Area. It has received a very good rating for cleanliness and user experience and an excellent rating for its location.
The hotel is designed for families and offers comfortable rooms with modern amenities. The hotel also features a fitness center, a pool, a restaurant, a bar, and a spa, providing guests with plenty of opportunities for relaxation and recreation.
Club Wyndham Governors Green - Chesapeake Bay
9.4 1692 reviews
Chesapeake Bay
09/12 – 09/16
$196/nighttotal: $784 (4 )

Club Wyndham Governors Green

1 2
resort , Williamsburg
The Club Wyndham Governors Green is located in Williamsburg, Virginia, just three miles from the College of William and Mary and six miles from Camp Peary, offering easy access to the area's historic attractions. This 4-star resort has earned excellent user ratings for its location, cleanliness, and overall experience.
The resort provides spacious apartments with full kitchens, separate living and dining areas, and laundry facilities. Guests can enjoy a variety of on-site amenities, including multiple swimming pools, a fitness center, tennis courts, a spa, and a restaurant and bar.
The Colonies At Williamsburg - Chesapeake Bay
8.9 3361 reviews
Chesapeake Bay
08/23 – 08/28
$155/nighttotal: $775 (5 )

The Colonies At Williamsburg

1 2
resort , Williamsburg
The Colonies at Williamsburg is conveniently located in Williamsburg, Virginia, just a short drive from historical landmarks like Jamestown and Busch Gardens. The resort has consistently earned excellent ratings for location, cleanliness, and overall guest satisfaction.
Each unit provides a comfortable and spacious living area with a kitchen and patio. The resort features a range of amenities including a swimming pool, a fitness center, tennis courts, and a game room, ensuring plenty of activities for everyone.
Rock Creek Resort Retreat - Chesapeake Bay
9.8 37 reviews
Chesapeake Bay
07/20 – 07/27
$326/nighttotal: $2282 (7 )

Rock Creek Resort Retreat

3 4
resort , Riviera Beach
This Pasadena, Md Close To Annapolis/wdc/baltimore resort is located just 20 minutes from Annapolis and Baltimore, 15 minutes from BWI Airport, and a short drive from Washington DC. It's a quiet and relaxing getaway, perfect for a family vacation or a weekend escape. The resort has received excellent user ratings, making it a popular choice for travelers.
This 3-bedroom, 3-bathroom vacation rental spans 1700 square feet and can accommodate up to 6 guests. It features a full kitchen, dining room, outdoor deck with a grill, and a closet full of games, making it perfect for family gatherings and entertaining.

Best Resorts with a Gym in Chesapeake Bay

Maintain your fitness routine at these resorts in Chesapeake Bay, featuring fully equipped fitness centers for a perfect coastal workout.

Kingsmill Resort - Chesapeake Bay
8.7 1648 reviews
Chesapeake Bay
10/01 – 10/05
$242/nighttotal: $968 (4 )

Kingsmill Resort

1 3
resort , Williamsburg
Kingsmill Resort is located in Williamsburg, Virginia, just a short drive from Busch Gardens, Water Country, and the Colonial Williamsburg Historic Area. The resort has received very good ratings for user experience, location, and cleanliness.
The resort offers a variety of rooms and suites, some with full kitchens and living areas. Guests can enjoy a range of amenities, including two 18-hole golf courses, a spa, a fitness center, an indoor pool, and tennis courts.
Bluegreen Vacations Parkside Williamsburg, An Ascend Collection Resort - Chesapeake Bay
9.1 1270 reviews
Chesapeake Bay
08/23 – 08/28
$155/nighttotal: $775 (5 )

Bluegreen Vacations Parkside Williamsburg, An Ascend Collection Resort

1 2
resort , Williamsburg
Bluegreen Parkside Williamsburg, Ascend Resort Collection is located near Busch Gardens, just outside the historic district, making it easy to explore both the theme park and historical landmarks. The resort consistently receives excellent ratings for its location, cleanliness, and overall experience.
The resort offers self-catering villas with spacious living areas and balconies overlooking the surrounding forests. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, fitness center, tennis court, and a restaurant.
Ocean Sands Resort, Oceanfront, Virginia Beach By Vacatia - Chesapeake Bay
8.2 2928 reviews
Chesapeake Bay
10/01 – 10/05
$166/nighttotal: $664 (4 )

Ocean Sands Resort, Oceanfront, Virginia Beach By Vacatia

1 3
resort , Virginia Beach
Ocean Sands Resort by VSA Resorts is located directly on the oceanfront in Virginia Beach, just a half-mile from the amusement park and one mile from the convention center. The resort has received very good user ratings, with an excellent location rating and very good cleanliness rating.
The resort offers a variety of accommodations, including suites with fully equipped kitchens. Guests can enjoy a seasonal restaurant, a gym, tanning facilities, a hot tub, sauna, massage services, a tennis court, and free parking.
Aqua Vista Resort Hotel - Chesapeake Bay
Chesapeake Bay
09/12 – 09/16
$108/nighttotal: $432 (4 )

Aqua Vista Resort Hotel

1 2
resort , Virginia Beach
Aqua Vista Resort Hotel in Virginia Beach offers convenient access to the city center, Seabreeze Beach, 17th Street Park, and Atlantic Fun Park.
This Virginia Beach hotel features a fitness center, outdoor pool, playrooms, free Wi-Fi, and on-site parking, ensuring a comfortable stay with various amenities.

Frequently Asked Questions about resorts in Chesapeake Bay

  • What are the top attractions in Baie de Chesapeake?

    There are so many amazing places to visit! You can't miss the Chesapeake Bay Bridge, it's a beautiful drive. If you're into history, the Fort McHenry National Monument and Historic Shrine in Baltimore is a must-see. And if you're looking for some fun in the sun, Ocean City is the perfect place for a beach day.
  • What are the best resorts with a swimming pool in Chesapeake Bay?

  • Which area in Baie de Chesapeake is good for staying in a resort?

    Ocean City is a popular choice, with lots of resorts along the beach. If you're looking for something a little quieter, the Eastern Shore has some charming resorts, like the Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina in Cambridge.
  • What are the best resorts with jacuzzi in Chesapeake Bay?

  • What time of the year is the best to stay in a resort Baie de Chesapeake?

    Summer is the most popular time to visit, but it can get crowded. If you prefer milder weather and fewer crowds, spring or fall are great options. You can even enjoy some beautiful fall foliage in October.
  • What are the best family friendly resorts in Chesapeake Bay?

  • How easy is it to get to Baie de Chesapeake?

    It's really easy! Baltimore-Washington International Thurgood Marshall Airport (BWI) is a major airport that's easily accessible from most major cities. You can also drive, and there are several major highways that lead to the Bay.
  • What are the best pet friendly resorts in Chesapeake Bay?

  • Where are the best markets in Baie de Chesapeake?

    The Lexington Market in Baltimore is a great place to find fresh seafood and local produce. For a more traditional market experience, check out the Eastern Shore Farmers' Markets, which are held throughout the summer in towns like Easton and St. Michaels.
  • What are the best sports events or competitions happening in and around Baie de Chesapeake?

    The Bay is home to a lot of exciting sporting events! The Baltimore Orioles and the Washington Nationals have baseball games throughout the summer. And if you're a fan of sailing, the Chesapeake Bay Challenge is a big event that happens every August.
  • What are the most romantic attractions in Baie de Chesapeake's?

    A sunset cruise on the Bay is always a good choice. You can also take a romantic stroll along the boardwalk in Ocean City, or enjoy a picnic at one of the many parks along the Bay.

Destinations nearby

Best Chesapeake Bay resorts with a jacuzzi

Among the 31 accommodations in Chesapeake Bay, here are the 4 best resorts with a jacuzzi

Hilton Vacation Club Greensprings Williamsburg - Chesapeake Bay
8.9 3945 reviews
Chesapeake Bay
06/20 – 06/27
$181/nighttotal: $1267 (7 )

Hilton Vacation Club Greensprings Williamsburg

2 2
resort , Williamsburg
Greensprings Vacation Resort is located near the Green Springs National Historic Landmark District in Williamsburg, making it easy to explore the area's rich history. The resort has received very good ratings for user experience, location, and cleanliness.
The resort offers spacious, condo-style accommodations with fully equipped kitchens, fireplaces, and laundry facilities. Guests can enjoy amenities like a swimming pool, a Jacuzzi, a fitness center, a tennis court, and a restaurant, as well as access to the Williamsburg National Golf Course.
Vacation Village At Williamsburg - Chesapeake Bay
8.8 10414 reviews
Chesapeake Bay
10/01 – 10/05
$109/nighttotal: $436 (4 )

Vacation Village At Williamsburg

1 3
resort , Williamsburg
Vacation Village at Williamsburg is located just minutes from Jamestown, six miles from Colonial Williamsburg, and five miles from the College of William and Mary, making it a convenient base for exploring the region's rich history and attractions. The resort consistently receives very good ratings for its cleanliness and overall experience, with an excellent location rating.
The resort offers a range of comfortable apartments and suites, ideal for families or groups. Guests can enjoy amenities like swimming pools, a fitness center, a spa, and a tennis court, ensuring a relaxing and enjoyable stay.
Patriots Inn - Chesapeake Bay
9.1 1871 reviews
Chesapeake Bay
09/12 – 09/16
$138/nighttotal: $552 (4 )

Patriots Inn

1 2
resort , Williamsburg
Patriots Inn is located in Williamsburg, just a short drive from the College of William & Mary and Colonial Williamsburg. The resort boasts excellent user, location, and cleanliness ratings, making it a top choice for travelers. The hotel offers comfortable rooms with private bathrooms and amenities like air conditioning, a TV, and free Wi-Fi. Guests can enjoy a swimming pool, a Jacuzzi, a fitness center, and a garden for relaxation and recreation.
The Atrium Resort, Virginia Beach By Vacatia - Chesapeake Bay
8.3 2876 reviews
Chesapeake Bay
08/23 – 08/28
$226/nighttotal: $1130 (5 )

The Atrium Resort, Virginia Beach By Vacatia

1 2
resort , Virginia Beach
The Atrium Resort by VSA Resorts is located just a 2-minute walk from the Virginia Beach Boardwalk, placing you right in the middle of the action with easy access to the beach, restaurants, and entertainment. The resort consistently receives very good ratings for its location, cleanliness, and overall user experience.
The resort offers spacious suites with fully equipped kitchens and living rooms, perfect for families or groups. Guests can enjoy amenities such as an indoor pool, hot tub, fitness center, and free Wi-Fi, ensuring a comfortable and enjoyable stay.

Best Chesapeake Bay resorts with a pool

Among the 31 accommodations in Chesapeake Bay, here are the 4 best resorts with a pool

Celebrate July 4th At Ocean Sands, Virginia Beach, Virginia - Chesapeake Bay
10 1 review
Chesapeake Bay
07/20 – 07/27
$265/nighttotal: $1855 (7 )

Celebrate July 4th At Ocean Sands, Virginia Beach, Virginia

1 4
resort , Virginia Beach
This family-friendly Virginia Beach resort, offering the "Beautiful 2 Bedroom Unit At Resort, Sleeps 8," is located in Northeast Virginia Beach, steps from Pacific Avenue and the Virginia Beach Boardwalk, with Pirates Paradise Mini Golf and the Old Coast Guard Station within a 5-minute walk.
The two-bedroom condo sleeps eight, features a full kitchen, two bathrooms, a balcony, and access to resort amenities including a pool, jacuzzi, sauna, fitness center, tennis court, and concierge services.
Modern Suite Near Beach W/ Wifi, Gym, Resort Pools & More! - Chesapeake Bay
8.8 8 reviews
Chesapeake Bay
08/23 – 08/28
$477/nighttotal: $2385 (5 )

Modern Suite Near Beach W/ Wifi, Gym, Resort Pools & More!

1 2
resort , Virginia Beach
The "Modern Suite Near Beach W/ Wifi, Gym, Resort Pools & More!" is located directly on the Virginia Beach Boardwalk in Northeast Virginia Beach, steps from the Atlantic Ocean, placing you near attractions like Atlantic Fun Park and Nightmare Mansion. This 1-bedroom, 1-bathroom resort suite offers 580 square feet of space for up to 4 guests, featuring a full kitchen, complimentary Wi-Fi, and access to resort pools, a hot tub, and on-site activities.
1br 1bth - Family Of 4 - Resort Stay 5 Min From Bush Gardens & Water Country Usa - Chesapeake Bay
Chesapeake Bay
08/23 – 08/28
$193/nighttotal: $965 (5 )

1br 1bth - Family Of 4 - Resort Stay 5 Min From Bush Gardens & Water Country Usa

1 2
resort , Williamsburg
This Williamsburg resort is conveniently located just 5 minutes from Busch Gardens and Water Country USA, making it a great base for exploring the area's attractions. The resort is close to other popular spots like Jamestown Settlement and Historic Jamestowne, offering easy access to history and entertainment.
The "1br 1bth - Family Of 4 - Resort Stay 5 Min From Bush Gardens & Water Country Usa" offers spacious accommodations for up to 6 guests, with a full kitchen and a fireplace. Enjoy amenities like a swimming pool, fitness center, and concierge services, perfect for a relaxing and enjoyable stay.
Elegant Family Cottage In Gated Area  Close To Busch Gardens & More - Chesapeake Bay
Chesapeake Bay
09/12 – 09/16
$180/nighttotal: $720 (4 )

Elegant Family Cottage In Gated Area Close To Busch Gardens & More

2 2
resort , Williamsburg
This resort in Williamsburg offers the "Elegant Family Cottage In Gated Area Close To Busch Gardens & More," providing a prime location minutes from Busch Gardens and Colonial Williamsburg, with easy access to Water Country USA and Historic Jamestowne, and is near Newport News/Williamsburg Airport.
This family-friendly accommodation features 500 sq. ft. cottages with 2 bedrooms and 2 bathrooms to accommodate up to 6 guests, offering amenities like a kitchenette, air conditioning, a swimming pool, fitness center, garden, tennis, miniature golf, saunas, daily cleaning, and free parking.

Top-Rated Oceanfront Resorts in Chesapeake Bay

Experience relaxing maritime vibes at seaside resorts in Chesapeake Bay, positioned short distances from the local beach towns.

Holiday Inn Express Annapolis East-kent Island By Ihg - Chesapeake Bay
9.1 1605 reviews
Chesapeake Bay
07/20 – 07/27
$219/nighttotal: $1533 (7 )

Holiday Inn Express Annapolis East-kent Island By Ihg

1 4
resort , Kent Narrows

Our Favorite Luxury Resorts in Chesapeake Bay

Premium comfort and high-end service define these luxury resorts in Chesapeake Bay, chosen for their superior quality and prime settings.

Deluxe 2br Cottage W/ Whirlpool Tub + Deck Near Williamsburg Hotspots - Chesapeake Bay
8.8 3 reviews
Chesapeake Bay
09/12 – 09/16
$180/nighttotal: $720 (4 )

Deluxe 2br Cottage W/ Whirlpool Tub + Deck Near Williamsburg Hotspots

2 2
resort , Williamsburg

Browse Family-Friendly Resorts in Chesapeake Bay

Traveling to Chesapeake Bay with kids? A family-friendly resort makes the trip seamless, with easy beach access and plenty of room to spread out.

Holiday Inn Club Vacations Williamsburg Resort - Chesapeake Bay
9.0 1038 reviews
Chesapeake Bay
07/20 – 07/27
$200/nighttotal: $1400 (7 )

Holiday Inn Club Vacations Williamsburg Resort

1 4
resort , Williamsburg
King's Creek Resort By Endless Resorts - Chesapeake Bay
8.7 54 reviews
Chesapeake Bay
06/20 – 06/27
$492/nighttotal: $3444 (7 )

King's Creek Resort By Endless Resorts

4 2
resort , Williamsburg
Waterfront Family Resort Lodge With Private Pier, Game Room And Bar - Chesapeake Bay
9.6 40 reviews
Chesapeake Bay
10/01 – 10/05
$1871/nighttotal: $7484 (4 )

Waterfront Family Resort Lodge With Private Pier, Game Room And Bar

5 3
resort , Centreville
Beautiful Waterfront Apartment In Broomes Island - Chesapeake Bay
10 46 reviews
Chesapeake Bay
06/20 – 06/27
$242/nighttotal: $1694 (7 )

Beautiful Waterfront Apartment In Broomes Island

1 2
resort , Broomes Island

Traveler-Approved Dog-Friendly Resorts in Chesapeake Bay

A quality pet-friendly resort in Chesapeake Bay means excellent dog-friendly facilities, with no compromise on your own luxury experience.

The Barclay Towers Hotel And Resort - Chesapeake Bay
8.0 7625 reviews
Chesapeake Bay
10/01 – 10/05
$147/nighttotal: $588 (4 )

The Barclay Towers Hotel And Resort

1 3
resort , Virginia Beach

Compare Resorts with Wellness in Chesapeake Bay

For waterside wellness built into your stay, a spa-equipped resort in Chesapeake Bay is the ideal choice for total coastal relaxation.

King’s Creek Resort By Spinnaker - Chesapeake Bay
Chesapeake Bay
06/20 – 06/27
$170/nighttotal: $1190 (7 )

King’s Creek Resort By Spinnaker

1 2
resort , Williamsburg
Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina - Chesapeake Bay
8.7 1999 reviews
Chesapeake Bay
08/23 – 08/28
$357/nighttotal: $1785 (5 )

Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina

1 2
resort , Cambridge
Embassy Suites By Hilton Virginia Beach Oceanfront Resort - Chesapeake Bay
9.1 1214 reviews
Chesapeake Bay
10/01 – 10/05
$365/nighttotal: $1460 (4 )

Embassy Suites By Hilton Virginia Beach Oceanfront Resort

1 3
resort , Virginia Beach
Feriebolig I Nyt Vibe Resort! - Chesapeake Bay
9.2 196 reviews
Chesapeake Bay
10/01 – 10/05
$600/nighttotal: $2400 (4 )

Feriebolig I Nyt Vibe Resort!

4 3
resort , Virginia Beach
©2026 cozycozy.com