Whitehall Vacation Rentals from ￥82,547: Search Short-Term Rentals

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Our top choices for Whitehall vacation rentals

1. Pet-Friendly Pond Cottage • Nature Escape Near Beaches

Seaford

￥25,010 total

includes taxes & fees

Sep 17 - Sep 18

2. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

￥40,556 total

includes taxes & fees

Aug 25 - Aug 26

1 bedroom, iron/ironing board, WiFi, bed sheets

3. Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing

Downtown Cambridge

￥41,571 total

includes taxes & fees

Sep 1 - Sep 2

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

Cambridge

Robert

￥82,547 total

includes taxes & fees

Sep 8 - Sep 9

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

Cambridge

Anonymous traveler

￥108,142 total

includes taxes & fees

Aug 20 - Aug 21

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

Downtown Cambridge

Kristen S.

￥83,224 total

includes taxes & fees

Aug 26 - Aug 27

7. Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Downtown Cambridge

Sylvie G.

￥100,377 total

includes taxes & fees

Sep 1 - Sep 2

8. Brand New Waterfront Home • Pool • Walk Downtown & Events • Sleeps 8

Cambridge

Melissa

￥69,924 total

includes taxes & fees

Aug 26 - Aug 27

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Top Whitehall Hotel Reviews

Best Western Plus Easton Inn & Suites

10/10 Excellent

"Everything was great! Breakfast was good, pool clean, staff helpful and friendly."

The Tidewater Inn

10/10 Excellent

"This is a lovely hotel in the heart of Easton. The location was perfect for walking to all the shops and restaurants. We were able to lock up our bikes in one of the two racks we saw on the property. I was even offered the use of a shed if I was worried about leaving them outside, which I wasn't. The room was clean, bed was comfortable, bathroom spacious with a beautiful shower, and amenities were all good. We chose to stay on a Saturday night since there is live outdoor music In Easton throughout the summer, and it is right outside the Tidewater. It was a perfect evening all the way around."

Private 2 Acre Waterfront Family Retreat with Pool & Pier

10/10 Excellent

"Wonderful home with plenty of space. Large bedrooms made it easy to accommodate our family of 19. We had a few hiccups with pool and air conditioning but Ginger was super responsive and very helpful in getting everything fixed as quickly as possible. The dock was great. The pool was a nice feature for our family. Everything is a bit worn and I think a deep cleaning would be helpful, (especially the high up areas where dust accumulates) but we will stay here again!"

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

10/10 Excellent

"Everyone in our family had a wonderful time. The adults enjoyed the private location to get away from our busy daily lives. We enjoyed the expansive kitchen with large table nearby for eating with the children and as a craft table. The room was bright and cheerful, perfect for doing jigsaw puzzles. The children were very excited to explore the many rooms. With 3 levels and many extra rooms, it was ideal for hide-and-seek or to get some quiet time for resting. Last but not least, the backyard exceeded our expectations. We enjoyed the beautiful views of the large yard, mature trees and water in the distance while also enjoying the idyllic patio/pool area. The pool was the perfect size for my 5 grandchildren. We could sit with the infant on the steps while the older ones enjoyed the deeper end. Jennifer was an amazing host. She replied quickly and provided updates before and during the stay. Josie, the caretaker, was especially welcoming and friendly. Everyone agreed they would like to return next year!"

The Oaks Waterfront

10/10 Excellent

"The Oaks Waterfront was exactly the kind of getaway we were looking for. Tucked away in a quiet, secluded setting, it feels like you’re escaping from everything, yet St. Michaels is only a short ride away thanks to their beautiful shuttle. It really gives you the best of both worlds. What stood out most to us was the family-owned and operated feel. Everyone was genuinely friendly, and there was a warmth about the property that made it feel less like a hotel and more like staying with incredibly hospitable friends. It has a relaxed, welcoming atmosphere that makes it easy to settle in. We stayed in one of the cottages, and it was beautifully appointed with comfortable bedding and thoughtful touches that made it feel luxurious without trying too hard. The entire property is impeccably maintained, and you can tell the owners take great pride in every detail. We also traveled with our two dogs, and they were just as welcome as we were. They loved the cottage, and we appreciated the dog beds, bowls, and bottled water waiting for them. Those little touches made all the difference. The food was fresh and delicious, and the complimentary breakfast each morning was another example of the attention to detail they put into the guest experience. A special thank you to Kathie, Brad, Linda, and the entire team, including housekeeping. Their kindness and genuine hospitality are what make The Oaks such a special place."

Find out more about Whitehall

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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?

Cottage with Private Water Access | Pet-Friendly | Near St. Michaels: This vacation home rental near Whitehall offers a balcony, a selection of games, and air-conditioning to help you feel perfectly comfortable 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. Choptank River Lighthouse and Gerry Boyle Park at Great Marsh 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.

Room 1

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Treat yourself

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Check prices for these dates

Our top choices for Whitehall vacation rentals

1. Pet-Friendly Pond Cottage • Nature Escape Near Beaches

2. Sailwinds Loft at Cambridge Creek

3. Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing

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

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

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

7. Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

8. Brand New Waterfront Home • Pool • Walk Downtown & Events • Sleeps 8

9. Waterfront Getaway with Dock

10. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

11. Sunset Breezes - quiet waterfront retreat

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

Find vacation rentals that suit your style

Top Whitehall Hotel Reviews

Best Western Plus Easton Inn & Suites

Hyatt Regency Chesapeake Bay

Hampton Inn Easton

Quality Inn

Holiday Inn Express Easton by IHG

The Tidewater Inn

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

The Oaks Waterfront

Find out more about Whitehall

Frequently asked questions

Go further with the Expedia app

Whitehall Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Whitehall vacation rentals

1. Pet-Friendly Pond Cottage • Nature Escape Near Beaches

2. Sailwinds Loft at Cambridge Creek

3. Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing

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

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

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

7. Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

8. Brand New Waterfront Home • Pool • Walk Downtown & Events • Sleeps 8

9. Waterfront Getaway with Dock

10. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

11. Sunset Breezes - quiet waterfront retreat

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

Find vacation rentals that suit your style

Top Whitehall Hotel Reviews

Best Western Plus Easton Inn & Suites

Find out more about Whitehall

Frequently asked questions

Go further with the Expedia app

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