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Chesapeake Vacation Rentals and Hotels

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Looking for Chesapeake hotels? View all hotels in the Chesapeake area.

We have over 400 properties in the Chesapeake, Virginia area.
Please browse our top 30 properties below
Vacation Rentals in the Chesapeake/Virginia Beach area. (10 miles away)
Spectacular Oceanfront Luxury Home w/ Pool-Hot Tub #1242 From $6,900/week
4 Beds 3.5 Baths Sleeps 20 House 4 photos
Image basking in the luxury of oceanfront living for your next vacation or family gathering! This home is located just south of the Rudee Inlet and the resort beach, close to all major watersport attractions, yet within a quite neighborhood of beachfront homes. Resort beach, restaurants, shopping, museums, ...
2BR/2BA Ocean Front Condo In Virginia Beach #1177 From $950/week, $1,600/month
2 Beds 2 Baths Sleeps 4-6 Condo 4 photos Real-Time Calendar
This two bedroom, two bathroom ocean front condo is only two blocks south of the 24th Street Stage and the Old Coast Guard Station. Kamla Condominiums are in the heart of the Boardwalk at the Virginia Beach oceanfront. Whether you are soaking up the sun on the beach (officially certified as a "2005 ...
Home with boat slip and access to Chespeake Bay #1141 From $1,375/week
3 Beds 2 Baths Sleeps 8 House 4 photos Real-Time Calendar Pet Friendly
Located aon Deep water this ranch style home is the pefect getaway for boaters or famiilies who enjoy being on the water . Fish and crab off your private dock ! The house has 82 feet of blulkhead to accomadate any size boat. The Chespeake bay is only seconds by boat or car! The house comes with kaycks ...
Rental at the Chesapeake Bay, Virginia Beach #1140 From $1,100/week
4 Beds 2 Baths Sleeps 10 House 4 photos Real-Time Calendar Pet Friendly
Steps from the beatiful Chesapeake Bay, this vacation home in Virginia Beach will accommodate your whole family, with sleeping arrangements for 10. Both units can be rented for grups up to 20. A full service kitchen, washer and dryer, dishwasher, outdoor shower, screen porch, and tv/vcr/dvd will make ...
4 to 8 bedroom duplex at the Chespeake Bay Virgini #1139 From $1,200/week
4 Beds 3 Baths Sleeps 12 House 4 photos Real-Time Calendar Pet Friendly
These beautiful duplex style homes in Virginia Beach, Virginia, sleeps 10 to 20. It's pet-friendly, so you can even bring your furry friends along! The units have Centeral air ,Hardwood floors, corian countertops, a screen porch, an outdoor shower, a washer and dryer, and parking for 4 vehicles will ...
1 Luxury Resort Beach Home #2143 From $1,800/week
4 Beds 3 Baths Sleeps 12 House 3 photos
Vacation in this 3100 sq ft luxury townhome located just a few minutes walk from the Va Beach oceanfront. Enjoy the at home relax in style vacationing at this home with the easy access of the resort beach just a few blocks away. 4-5 bedrooms and 3 full baths. 2 living rooms. Home theaters. Loft. Flat ...
Vacation Rentals in the Chesapeake/Williamsburg area. (45 miles away)
Book the Family Reunion at Williamsburg Plantation #1519 From $1,065/week
2-4 Beds 2.5-5 Baths Sleeps 6-12 Condo 12 photos Real-Time Calendar
Surrounded by historical sites, the Williamsburg Plantation is a perfect spot for a family vacation. Modeled after an antebellum plantation, the all-suite resort offers sightseeing in the cobble-stoned streets plus first class sports and recreation facilities. This hotel is less than fifteen minutes ...
Vacation Rentals in the Chesapeake/Chincoteague Island area. (88 miles away)
Assateague area Spinnaker Waterfront Vacation Home #571 From $889/week
4 Beds 2 Baths Sleeps 8 House 9 photos
Current 20% Off Special or Discount- email for detail Ideal romantic getaway, the perfect honeymoon spot! Spinnaker is a Waterfront vacation holiday home in the private Oyster Bay Community on Chincoteague Island, Virginia. Crabbing, boating, and swimming from the private dock; bike along our quiet ...
 
Hotels in the Chesapeake area.
 
Sun Suites of Chesapeake From $53.99/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
Sun Suites is a leading economy, extended stay lodging chain, featuring clean, convenient, quality accommodations, specially designed for the extended
 
Staybridge Suites Chesapeake From $114.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
Staybridge Suites Chesapeake by Holiday Inn is a brand new all-suite extended stay hotel. Deluxe accommodations await your arrival at the Staybridge Suites
 
Savannah Suites Chesapeake From $69.98/nt  
Overview | Map | Hotel
Savannah Suites Chesapeake is conveniently located at the intersection of Battlefield Boulevard and Volvo Parkway just off I-64. Savannah Suites is within
 
Residence Inn by Marriott Chesapeake Greenbrier From $169.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
Hotel is centrally located in Hampton Roads, Virginia and only minutes from other major cities such as Norfolk, Virginia Beach and Williamsburg and all
 
Extended Stay Chesapeake Greenbrier From $94.99/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
OUR HOTEL IS DESIGNED ESPECIALLY FOR LONGER STAYS WITH STUDIOS FEATURING FULLY-EQUIPPED KITCHENS AND PLENTY OF WORK SPACE? AMENITIES YOU WON T FIND IN
 
Country Inn & Suites By Carlson Chesapeake at I-664 From $98.11/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
All new Country Inn & Suites conveniently located off I-664 near JFCOM-Joint Forces Command, Sysco, Lockheed Martin, Portsmouth Coast Guard base, and HUDD
 
Cedar Tree Inn And Suites Chesapeake From $54.99/nt  
Overview | Map | Hotel
Located next to the Chesapeake Convention Center, and only minutes from Virginia Beach. Cedar Tree Inn and Suites is also close to area attractions like
 
Candelwood Suites Chesapeake From $99.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
The Candlewood Suites Chesapeake/Suffolk is in close proximity to Harbour View Commerce Park, Lockheed Martin, Raytheon, SAIC, Northrop Grumman, General
 
Sun Suites of Chesapeake From $53.99/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
Sun Suites is a leading economy, extended stay lodging chain, featuring clean, convenient, quality accommodations, specially designed for the extended
 
Red Roof Inn Chesapeake Conference Center From $64.99/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
Red Roof Inn is renovating all of their inns nationwide. This location now features redesigned rooms with more comfort and added amenities such as T-Mobile
 
Super 8 Chesapeake Churchland From $60.88/nt   A 1 Star Hotel! 1 Star Hotel
Overview | Map | Hotel
This Super 8 Motel is situated in Chesapeake, approximately 20 miles from Virginia Beach, and 15 miles from Norfolk International Airport. Local attractions
 
Comfort Suites Chesapeake From $112.94/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
The Comfort Suites hotel is a popular location for both leisure and business travelers. This Chesapeake, VA hotel is centrally located in Hampton Roads
 
Econo Lodge Chesapeake From $59.95/nt   A 1 Star Hotel! 1 Star Hotel
Overview | Map | Hotel
This Econo Lodge is located approximately five miles from downtown Norfolk and 11 miles from Norfolk International Airport.
 
Days Inn Norfolk Chesapeake From $58.39/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
The Days Inn Norfolk Chesapeake is located ten miles from Norfolk Virginia Beach Airport.
 
Americas Best Value Inn Chesapeake From $69.99/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
From the moment you pass through the doors of Americas Best Value Inn of Chesapeake, you are sure to appreciate the friendly welcome of our staff. We are
 
Super 8 Motel Chesapeake/greenbrier/i-64 From $69.99/nt   A 1 Star Hotel! 1 Star Hotel
Overview | Map | Hotel
Welcome to the Super 8 Chesapeake, conveniently accessible to I-64 and just 14 miles from Norfolk International Airport. Nearby attractions include Chesapeake
 
Extended Stay America Chesapeake-churchland From $69.99/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
OUR HOTEL IS DESIGNED ESPECIALLY FOR LONGER STAYS WITH STUDIOS FEATURING FULLY-EQUIPPED KITCHENS AND PLENTY OF WORK SPACE.
 
Hampton Inn Norfolk/portsmouth/chesapeake Chesapeake From $109.00/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
The Hampton Inn Norfolk/Portsmouth/Chesapeake hotel in Chesapeake, Virginia is located near the intersection of I-664 and US 17 south in the Western Branch
 
Sleep Inn and Suites Chesapeake From $84.95/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
The Sleep Inn & Suites is where you want to be. Nestled in the heart of Hampton Roads you will be just minutes from all seven of the Hampton Roads cities,
 
Econo Lodge Near Chesapeake Square From $52.99/nt   A 1 Star Hotel! 1 Star Hotel
Overview | Map | Hotel
FREE continental breakfast each morning. All rooms equipped with cable TV with Showtime 1, 2 & 3 and in-room safe. Friendlies staff. Pet accommodation
 
Days Inn Chesapeake Portsmouth From $54.95/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
Days Inn, of Chesapeake/Portsmouth is located on the south side of the Hampton Roads area and only thirty miles from the North Carolina line on US 17.
 
Extended Stay America Chesapeake Greenbrier From $69.99/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
Extended Stay America Chesapeake-Greenbrier is designed specifically for people who need more than just a room while away from home.
We have over 400 properties in the Chesapeake, Virginia area.
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