Whitehall Holiday Rentals

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Holiday Rentals in Whitehall

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge
9.6 out of 10, Exceptional, (19)
"Great well-furnished townhouse in a great location and a super responsive host. What’s not to like?!?!"
United States
Lynn
The price is NZ$631
includes taxes & fees
17 Nov - 18 Nov
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cambridge
10.0 out of 10, Exceptional, (14)
"Really nice property. Relaxing weekend. Stayed here with my daughter for two nights. We had a great time. "
United States
Dara M.
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

Cambridge
9.8 out of 10, Exceptional, (7)
"The property was perfect for our family get together. We had a baby, toddler, preschooler, elementary and teens, moms, dads and grandparents. There was a place for everyone. Having a pack n’ play available would have been nice, but we procured one elsewhere. The property was large and felt very private, but Cambridge was just a quick drive."
United States
Jacqueline M.
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

Family and Pet-Friendly, Waterfront with Pier

Cambridge
10.0 out of 10, Exceptional, (262)
"Our stay was great and Rob and Clarissa were very welcoming!"
United States
Allison L.
Family and Pet-Friendly, Waterfront with Pier

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford
9.6 out of 10, Exceptional, (21)
"The house was very nice, the host was very responsive! The outside was nice, only down side lots of mosquitos but that’s expected. "
United States
Elizabeth M.
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Cambridge
10.0 out of 10, Exceptional, (79)
"Good stay overall"
United States
Bill C.
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

Woolford
9.8 out of 10, Exceptional, (74)
"As beautiful as the photos appear, they do NOT do this place justice! Just a beautiful place, incredibly peaceful, well-appointed and equipped for families, groups, or any type of rental. Loved our time here!"
United States
Michael E.
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Cambridge
9.8 out of 10, Exceptional, (133)
"Beautiful property with gorgeous view. The owner was helpful and accommodating. Everything was clean and the amenities were superb. An evening of kayaking on the water was amazing. Great location for the half Ironman as well! "
United States
Lynn R.
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Warwick Farms Waterfront Retreat! Solitude and relaxation on the Warwick River

East New Market
10.0 out of 10, Exceptional, (14)
"Great House, perfect for a group retreat in a peaceful location. The pool is fantastic on a hot day and the house has good AC to keep you cool.Would happily stay again"
United States
Ed L.
Warwick Farms Waterfront Retreat! Solitude and relaxation on the Warwick River

Thorneton Point Estate

Easton
9.6 out of 10, Exceptional, (21)
"The house and property were beautifully maintained. We had 3 generations and everyone was able to get quiet moments and yet be able to be all together. The dining table was well used with lunches/dinner/games. "
United States
Natalia R.
Thorneton Point Estate

Station House East: Upscale Loft in the Historic District Cambridge, MD

Downtown Cambridge
10.0 out of 10, Exceptional, (2)
"The apartment was exceptionally clean and comfortable."
United States
Beth T.
The price is NZ$466
includes taxes & fees
20 Nov - 21 Nov
Station House East: Upscale Loft in the Historic District Cambridge, MD

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Downtown Cambridge
8.8 out of 10, Excellent, (5)
"Should provide assigned parking space. The location is not near the water or close to the water compared to the photo you see when booking. "
United States
Felicia
The price is NZ$515
includes taxes & fees
19 Nov - 20 Nov
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Short drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou

Cambridge
9.2 out of 10, Wonderful, (5)
"Great house with an outstanding view. We enjoyed our stay and the communication with the management group was great. "
United States
Donna S.
Short drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou

St. Michaels Waterfront Home

New comb
9.8 out of 10, Exceptional, (31)
"What a great place to stay!! Close to town and very well equipped. We’ll be back!!"
United States
Craig W.
St. Michaels Waterfront Home

Amazing views waterfront 3-bedroom home in Madison with a 190 foot pier!

Madison
9.8 out of 10, Exceptional, (7)
"What a wonderful family get away! The house was perfectly appointed with everything we needed. It was spotlessly clean, smelled great and felt comfortable from the get-go. It’s in a quiet location with a really nice view and much larger beach area than we expected. We even got to witness turtles nesting from a distance, saw lots of geese and a bald eagle. Very comfortable beds and wonderful new furnishings. The master bath blew us away! Thank you for such a nice stay! We loved it! "
United States
Sue P.
Amazing views waterfront 3-bedroom home in Madison with a 190 foot pier!

Waterfront Getaway with Dock

Woolford
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. "
United States
Edna L.
The price is NZ$492
includes taxes & fees
16 Nov - 17 Nov
Waterfront Getaway with Dock

Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)

Royal Oak
10.0 out of 10, Exceptional, (90)
"This is a wonderfully appointed property with loads of fun activities for adults and children alike."
United States
Lawrence G.
Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)

Minutes from Downtown Easton and St. Michaels | Pool

Easton
10.0 out of 10, Exceptional, (3)
"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!!"
United States
Judi K.
Minutes from Downtown Easton and St. Michaels | Pool

Private 9 acre Family Retreat on the Chesapeake Bay

Cambridge
10.0 out of 10, Exceptional, (13)
"We came together, 3 generations, to celebrate a birthday The house easily accommodated all of us, our 2 sons with their wives, children (2 each), and ourselves. We had plenty of space to find solitude and to be together. The extra large and spacious deck and generous living space made being together indoors and outside easy. The house is super well equipped for family visits with kids. Plenty of games and toys for kids of all ages. Kate was extremely responsive and welcoming. from the...
United States
Leah K.
Private 9 acre Family Retreat on the Chesapeake Bay

A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels

Easton
10.0 out of 10, Exceptional, (24)
"Second time we stayed there in a month. Came back because it is a clean, bright, tranquil setting."
United States
Scott B.
A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels
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, 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 NZ$466 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?

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock: This holiday home rental outside of Whitehall is located on a river, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room.

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. Bill Burton Fishing Pier State Park and Dorchester County Visitors Center 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.