Holiday Rentals in Whitehall

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Holiday Rentals in Whitehall

Station House East: Upscale Loft in the Historic District Cambridge, MD
The price is €309
includes taxes & fees
27 Oct - 28 Oct
Station House East: Upscale Loft in the Historic District Cambridge, MD
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
9.6 out of 10, Exceptional, (16)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is €322
includes taxes & fees
20 Oct - 21 Oct
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Sailwinds Loft at Cambridge Creek
9.8 out of 10, Exceptional, (18)
"The location and apartment were perfect. "
The price is €224
includes taxes & fees
27 Oct - 28 Oct
Sailwinds Loft at Cambridge Creek
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
10.0 out of 10, Exceptional, (12)
"Really nice property. Relaxing weekend. Stayed here with my daughter for two nights. We had a great time. "
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Family and Pet-Friendly, Waterfront with Pier
10.0 out of 10, Exceptional, (259)
"It is a perfect spot to relax and enjoy the water. We will book again if we are back that way. "
Family and Pet-Friendly, Waterfront with Pier
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
9.8 out of 10, Exceptional, (74)
"We sought a large home for a special family birthday, with multiple bedrooms, roomy eating and living areas, and water access for recreation. This house met all our requirements and more. Our grandchildren, from teen to preschool, loved the multiple kayaks, the crab traps, roasting marshmallows at the fire pit, swimming in the heated pool, finding oyster shells along the shoreline. We visited Annapolis for a sail and sightseeing, even though it meant driving back over the Bay bridge, and we...
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
8.8 out of 10, Excellent, (5)
"The place was very clean and in the most perfect spot in downtown Cambridge. We had a wedding walking distance from this place. Jen is a very responsive and accommodating host!"
The price is €277
includes taxes & fees
16 Oct - 17 Oct
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
9.8 out of 10, Exceptional, (132)
"I booked this house for the property, the backyard, the dock, and it didn't disappoint. It's also about 20 mins from the main town (Cambridge) which was exactly what we wanted - a break from crowds and the bustle. We had such a relaxing few days just reading, fishing from the dock, and kayaking. We were four people, but this would easily fit two families. A wonderful stay overall."
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
9.8 out of 10, Exceptional, (7)
"Great House "
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
Charming Waterfront Stay close to St. Michaels
9.8 out of 10, Exceptional, (14)
"Great girls weekend getaway. Wonderful location and spacious accommodations. Enjoyed a relaxing stay and beautiful setting."
Charming Waterfront Stay close to St. Michaels
RANCH AT ROYAL OAK- Exclusive waterfront pool pier
10.0 out of 10, Exceptional, (27)
"Wow, what a homerun of a vacation house - it had everything we needed and more. We had the best time and hope to be back soon."
RANCH AT ROYAL OAK- Exclusive waterfront pool pier
Short drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou
9.2 out of 10, Wonderful, (5)
"Great stay"
Short drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
9.4 out of 10, Exceptional, (20)
"This property is beautiful and perfect for large groups. There is plenty of room and very inviting. We had a great time!"
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
2.0 star property
9.8 out of 10, Exceptional, (9)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
The price is €311
includes taxes & fees
20 Oct - 21 Oct
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)
10.0 out of 10, Exceptional, (90)
"This property is even prettier in person!! We have a huge extended family and there was plenty of space for everyone. The host and property manager both made themselves available to answer any questions and responded very quickly. Excellent trip - we would love to stay again in the future!"
Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)
"Belle Aire Landing" a Large Beautiful Waterfront Estate! Under New Management!
3.0 star property
10.0 out of 10, Exceptional, (2)
"Clean, well-appointed kitchen. Loved the crab shack!! Would highly recommend. Used the kayaks and canoe. The pool was perfect! The property is beautiful. Highly reccomend"
"Belle Aire Landing" a Large Beautiful Waterfront Estate! Under New Management!
Waterfront Getaway with Dock
10.0 out of 10, Exceptional, (51)
"Great location with everything you may need. It is close to restaurants and Emily’s produce.2nd time staying and will be back again. "
The price is €238
includes taxes & fees
28 Oct - 29 Oct
Waterfront Getaway with Dock
Minutes from Downtown Easton and St. Michaels | Pool
10.0 out of 10, Exceptional, (2)
"House was perfect for 5 adults and infant. Everyone had ample space but could come together. Property was spotless. Pool and dock were wonderful. Landscaping needs attention and it would have been nice to have a fire pit for the evenings. Otherwise a great place and space!!"
Minutes from Downtown Easton and St. Michaels | Pool
St. Michaels Waterfront Home
9.8 out of 10, Exceptional, (31)
"What a great place to stay!! Close to town and very well equipped. We’ll be back!!"
St. Michaels Waterfront Home
Private 9 acre Family Retreat on the Chesapeake Bay
10.0 out of 10, Exceptional, (12)
"House was loaded with activities for all ages. So much to do and see. Host was outstanding! Friendly and extremely accommodating."
Private 9 acre Family Retreat on the Chesapeake Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Whitehall Hotel Reviews

Find out more about Whitehall

Everything you need to know about Whitehall holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Whitehall holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Whitehall holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Whitehall holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Whitehall. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Whitehall holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Whitehall holiday rentals we have selected for you start as low as €224 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Whitehall rentals

At Expedia, we put the best Whitehall holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Whitehall rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Whitehall holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Whitehall. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Whitehall?

Yes, there are holiday rentals close to the most popular sights in Whitehall, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Whitehall has to offer?

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina: This holiday home rental outside of Whitehall is located in the city centre, and has a garden, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Whitehall?

Explore the area and family-friendly sights such as Easton Cycle and Sport, or get out into nature at a spot like Long Wharf Park. Dorchester County Visitors Center and Choptank River Lighthouse are a couple of places you'll find in the wider area.

What are holiday rentals like in Whitehall?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Whitehall. Holiday rentals feature extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for small groups.