Whitehall Vacation Rentals from CA $533: Short-Term Rentals for 2026

Q: What are some of the best vacation home rentals that Whitehall has to offer?

Private 2 Acre Waterfront Family Retreat with Pool & Pier : This vacation home rental near Whitehall is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

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Our top choices for Whitehall vacation rentals

A living room with two grey sofas, a coffee table, and a ceiling fan.

1. Cambridge Apt in Walkable Neighborhood

Cambridge

LOIS

CA $452 total

includes taxes & fees

Nov 9 - Nov 10

A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

2. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge

Mary Beth S.

CA $533 total

includes taxes & fees

Dec 1 - Dec 2

3. Cambridge Apt in Walkable Neighborhood

Cambridge

Anonymous traveller

CA $442 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

4. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

CA $339 total

includes taxes & fees

Nov 9 - Nov 10

5. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Downtown Cambridge

Kristen S.

CA $519 total

includes taxes & fees

Dec 1 - Dec 2

A wooden interior with a dining area, sofas, and a table.

6. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Cambridge

Anonymous traveller

CA $691 total

includes taxes & fees

Nov 9 - Nov 10

A dining area with a round table, chairs, and a decorative table runner.

7. More, than just a place to sleep - welcome home!

Cambridge

CA $546 total

includes taxes & fees

Nov 11 - Nov 12

A marina with boats docked, a water tower, and residential buildings with balconies.

8. Marina Views | 3BR Downtown Townhouse, Heated Decks, Pool & Gym

Cambridge

mike

CA $694 total

includes taxes & fees

Nov 9 - Nov 10

A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

9. Waterfront Getaway with Dock

Woolford

Mills Family A.

CA $347 total

includes taxes & fees

Nov 9 - Nov 10

A lakeside view from a deck with a wooden railing, a sandy area with a boat, and a dock extending into the water.

10. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.

Cambridge

CA $364 total

includes taxes & fees

Nov 9 - Nov 10

A rustic cabin with a sign reading 'A-M-A-L-G-A-M-A-T-E-D' and a small outdoor seating area with two chairs.

11. Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!

Seaford

Whitney H.

CA $217 total

includes taxes & fees

Nov 22 - Nov 23

12. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

Easton

Lynn G.

CA $565 total

includes taxes & fees

Nov 11 - Nov 12

A spacious living room with a large window, a ceiling fan, and a view of the outdoors.

13. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8

Cambridge

Jill C.

CA $676 total

includes taxes & fees

Dec 2 - Dec 3

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Top Whitehall Hotel Reviews

St Michaels Inn

8/10 Good

"Front desk staff was pleasant and very accommodating. Housekeeping came every day with clean towels, as needed and to straighten up the room. We would definitely stay here again!"

Fairfield Inn & Suites by Marriott Easton

10/10 Excellent

"Excellent hotel. I enjoyed my 2 nights stay in the hotel. The room is spacious and the hotel in general is clean. It’s located in a quiet neighborhood. They found one of belongings I left in the room, kept the item and reached out to me to facilitate the return to me. I will surely return to the hotel anytime I am in Easton."

The Oaks Waterfront

10/10 Excellent

"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10."

Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!

10/10 Excellent

"We had a wonderful stay at this property! It’s tucked away off the beaten path, offering a peaceful atmosphere and fantastic water views right from the house.The house itself is massive, with plenty of bedrooms, a large dining room, and tons of comfortable social areas for everyone to gather. The indoor pool was the absolute highlight of our trip, the kids had an incredible time, and the hot tub was a wonderful bonus. We also really appreciated the screened-in back porch, which allowed us to sit outside and enjoy the view without worrying about bugs.Just a quick tip for future guests: there were quite a few mosquitoes during our stay, so bring some bug spray! That’s just Mother Nature being Mother Nature though, and certainly no fault of the host.Highly recommended for families or large groups. We would definitely stay here again!"

Find out more about Whitehall

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Whitehall. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Whitehall?

Yes, you can find vacation rentals near the most popular local attractions in Whitehall, or you can choose a secluded option if you're looking for relaxation.

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

Private 2 Acre Waterfront Family Retreat with Pool & Pier: This vacation home rental near Whitehall is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

What can I see and do in Whitehall?

Explore the area and family-friendly sights such as Bay Country Shop, or get out into nature at a spot like Long Wharf Park. Choptank River Lighthouse and Harriet Tubman Museum and Educational Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Whitehall?

Vacation rentals are privately owned properties you can stay in for several days or longer in Whitehall. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips.

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Check prices for these dates

Our top choices for Whitehall vacation rentals

1. Cambridge Apt in Walkable Neighborhood

2. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina