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Chesapeake Bay Accommodation by the Lake

Island Resort
Island Resort
2.0 out of 5.0 4391 Main Street, Chincoteague, VA
4.8/5 (14 reviews)

The views from the balcony over the water were terrific. Very good location for downtown exploring.

Reviewed on Jan 18, 2020
At Island Resort, guests enjoy features like an indoor pool, a fitness center, and free WiFi in public areas. Front-desk staff can help with tours or tickets, ...
Inn at Perry Cabin
Inn at Perry Cabin
5.0 out of 5.0 308 Watkins Ln, St. Michaels, MD
4.6/5 (23 reviews)

Great place. Beautiful, well maintained. Friendly staff, good food on site.

Reviewed on Nov 10, 2019
Inn at Perry Cabin features a golf course, a marina, and a full-service spa. If you drive, put free valet parking to good use. The 24-hour front desk has multilingual ...
The Historic Powhatan Resort by Diamond Resorts
The Historic Powhatan Resort by Diamond Resorts
3.5 out of 5.0 3601 Ironbound Rd, Williamsburg, VA
$59
4.4/5 (85 reviews)

I love staying here at the Powhatan Resort. The view of the property is amazing.

Reviewed on Aug 12, 2020
The Historic Powhatan Resort by Diamond Resorts features an indoor pool, an outdoor pool, and a 24-hour fitness center. If you plan to drive, free parking is ...
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
4.0 out of 5.0 80 Compromise St, Annapolis, MD
$152
4.2/5 (12 reviews)

Nice view, Great location, friendly and helpful staff

Reviewed on Oct 18, 2020
Annapolis Waterfront Hotel, Autograph Collection offers a 24-hour fitness center, a rooftop terrace, and free WiFi in public areas. Valet parking is available ...
The Founders Inn and Spa, Tapestry Collection by Hilton
The Founders Inn and Spa, Tapestry Collection by Hilton
4.0 out of 5.0 5641 Indian River Rd, Virginia Beach, VA
$87
4.1/5 (40 reviews)

The indoor pool was closed due to maintenance and it was to cold for us to use the outdoor pool

Reviewed on Sep 20, 2020
Guests staying at The Founders Inn and Spa, Tapestry Collection by Hilton enjoy access to a full-service spa, a fitness center, and outdoor tennis courts. You ...
Super 8 by Wyndham Alexandria/Washington D.C. Area
Super 8 by Wyndham Alexandria/Washington D.C. Area
2.0 out of 5.0 110 B South Bragg St, Alexandria, VA
$57
3.0/5 (18 reviews)

Me and my wife like the place and the price for days

Reviewed on Jul 19, 2019
Super 8 by Wyndham Alexandria/Washington D.C. Area features free WiFi in public areas, a business center, and a seasonal outdoor pool. There's free parking and ...
Seashire Inn & Suites
Seashire Inn & Suites
2.0 out of 5.0 1112 Pacific Ave, Virginia Beach, VA
$45
2.4/5 (19 reviews)

There were insects on beds and in the room and bathrooms I ended up booking another room at a different hotel. I would like a refund for this stay I can provide photos if needed as proof of how bad the room was

Reviewed on Aug 27, 2019
Seashire Inn & Suites features free WiFi in public areas, a seasonal outdoor pool, and express check-out. A stay here includes free parking. The 24-hour front ...
360° Water Views, Hoopers Island Vacation Studio, Fishing Creek
360° Water Views, Hoopers Island Vacation Studio, Fishing Creek
Fishing Creek, MD
Guests staying at this apartment have access to a garden and barbecue grills.
Seascair. Bucolic Beach Living. Sweeping Views. Steps to and
Seascair. Bucolic Beach Living. Sweeping Views. Steps to and
Scotland, MD
$199
This cottage is a smoke-free cottage.
Map

Houseboats

Book a houseboat in Chesapeake Bay
Take command of your next vacation…by taking the helm of a houseboat! Why debate over whether to stay home or go to the coast? A Chesapeake Bay houseboat rental lets you do both. It’s especially ideal if you’re traveling with a bunch of people, whether it’s family or friends, because it blends all the comfort of a “staycation” at home with adventure on the high seas. When you book through Orbitz, you’ll have everything you need to captain your new vacation home.

Chesapeake Bay houseboat vacations for everyone
Gather everyone you know, because most houseboats can sleep over 10 people while maintaining a cozy, small-house feel—without feeling cramped. There are showers and kitchens on almost every house boat, and some vessels come with hot tubs, wet bars and multiple TVs. Take your houseboat out to a particular spot in the water, or kick off a proper Chesapeake Bay adventure and travel from port to port. Your on-board crew will be so impressed with this unique vacation, they’ll probably start calling you “Skipper.” 

They’ll be even more impressed with the luxury house boats that are available. Think stunning décor, gorgeous artwork and even fireplaces for cool evenings on the water. Some even have glass bottoms so you can look right into the water beneath you.

When you want to give your sea legs a break, come ashore and do some sightseeing in Chesapeake Bay. Snap up a meal at one of the local restaurants, or do a little grocery shopping so you can cook once you’re back on the water. And don’t forget to look into fishing permits—there’s nothing like cooking up fresh-caught fish to really complete your houseboat experience. 

Hotel Options in Chesapeake Bay

See all 7,046 Properties in Chesapeake Bay
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.