Whitehall Vacation Rentals

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Check prices for these dates

Tonight
Dec 5 - Dec 6
Tomorrow
Dec 6 - Dec 7
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Whitehall

Property grounds
Sunset Breezes - quiet waterfront retreat

Vacation Home in Dorchester County

10.0 out of 10, Exceptional, (41)
"Good time with my friends "
United Kingdom
Oleg L.
Sunset Breezes - quiet waterfront retreat
Terrace/patio
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Vacation Home in Cambridge

10.0 out of 10, Exceptional, (80)
"Great for 10 adults and 4 grandchildren!"
United States
Phil S.
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28
Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Vacation Home in Cambridge

9.6 out of 10, Exceptional, (20)
"In town for a family wedding. This worked out perfectly. Would stay there again "
United States
Barbara V.
The price is ￥22,494
￥54,758 total
includes taxes & fees
Dec 8 - Dec 9
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Fridge, microwave, oven, stovetop
The Middle Point Cabin in Saint Michaels

Cottage in Neavitt

9.8 out of 10, Exceptional, (56)
"We had a great stay. The cottage is just like the pictures. Nice area…lots of things to do."
United States
Michael
The Middle Point Cabin in Saint Michaels
Outdoor pool
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

Vacation Home in Cambridge

9.8 out of 10, Exceptional, (7)
"Wow! What an incredible property and house. We were a group of families with small kids, and it was heaven for them playing in the pool, on the dock, on the playground, and in the expansive yard. Lots of beautiful sunsets on the patio for the grown-ups too. We never had to leave. Can't recommend highly enough. "
United States
Lea F.
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
Exterior detail
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cottage in Cambridge

10.0 out of 10, Exceptional, (15)
"Well equipped and super clean; great place!"
United States
Steve S.
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Interior
Beautiful Waterfront Retreat in Cambridge!

Vacation Home in Cambridge

10.0 out of 10, Exceptional, (49)
"Just what we were looking for. Appreciated the little touches such as already baited crab traps and the complimentary smores kit. "
United States
Dan K.
The price is ￥25,123
￥58,685 total
includes taxes & fees
Dec 7 - Dec 8
Beautiful Waterfront Retreat in Cambridge!
Fridge, microwave, oven, stovetop
Amazing views waterfront 3-bedroom home in Madison with a 190 foot pier!

Vacation Home in Madison

9.8 out of 10, Exceptional, (8)
"the place was great. easy access to water and toys."
United States
Allen C.
Amazing views waterfront 3-bedroom home in Madison with a 190 foot pier!
Dining
Short drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou

Vacation Home in Cambridge

9.2 out of 10, Wonderful, (5)
"Great stay"
United States
Jovan J.
Short drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou
Property grounds
Stylish Home on the Choptank River (with Tidal Beach)

Vacation Home in Preston

10.0 out of 10, Exceptional, (44)
"The house was great with a wonderful river view! Easily accommodated 5 adults."
United States
Karen
Stylish Home on the Choptank River (with Tidal Beach)
Exterior
Family and Pet-Friendly, Waterfront with Pier

Cottage in Cambridge

10.0 out of 10, Exceptional, (265)
"The property, house and amenities were exactly as described. Absolutely gorgeous views second only to the hospitality extended by Rob and Clarissa!"
United States
Tom K.
Family and Pet-Friendly, Waterfront with Pier
Private kitchen
The Farm House at Hunting Creek

Vacation Home in Easton

10.0 out of 10, Exceptional, (4)
"Perfect, little farmhouse! Good distance from St. Michael's, Tilghman Island, and Annapolis.We all loved staying here! Clean, fair amount of amenities, and good communication with the caretaker, Jason. "
United States
Brittany I.
The Farm House at Hunting Creek
Smart TV
Minutes from Downtown Easton and St. Michaels | Pool

Vacation Home in 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
Apartment (1 Bedroom) | Interior
Cambridge Apt in Walkable Neighborhood

Apartment in Cambridge

3.0 star property
Cambridge Apt in Walkable Neighborhood
Terrace/patio
Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.

Vacation Home in Cambridge

2.0 star property
9.4 out of 10, Exceptional, (6)
"I looked for a place that was on the water, allowed dogs, and had enough beds for our group. This house met all of our needs, and was very comfortable. The fans on the screened porch were appreciated. "
United States
Stephanie S.
Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.
Smart TV, fireplace, books
Downtown St. Michaels | Bikes | Kayaks | Private Pier

Vacation Home in Saint Michaels

10.0 out of 10, Exceptional, (35)
"We have stayed here multiple times and every time loved it. The house is clean, well-maintained, and ideal for a relaxing time on the water and in town. Highly recommended."
United States
Catherine K.
Downtown St. Michaels | Bikes | Kayaks | Private Pier
Fridge, microwave, oven, stovetop
3 Bedroom St. Michaels Retreat | Walk to town

Vacation Home in Saint Michaels

10.0 out of 10, Exceptional, (2)
"Beautiful house, perfect for our weekend away."
United States
Ben P.
3 Bedroom St. Michaels Retreat | Walk to town
Terrace/patio
Charming Waterfront Stay close to St. Michaels

Vacation Home in Easton

9.8 out of 10, Exceptional, (15)
"Great girls weekend getaway. Wonderful location and spacious accommodations. Enjoyed a relaxing stay and beautiful setting."
United States
Mary Y.
Charming Waterfront Stay close to St. Michaels
Terrace/patio
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Vacation Home in Cambridge

9.8 out of 10, Exceptional, (133)
"This was our second time staying here. Love the location and size of the property. Plenty of space for the kids to play catch, ride bikes, and lots of crabbing and fishing. "
United States
Joe B.
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Fridge, microwave, oven, stovetop
Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)

Vacation Home in Royal Oak

10.0 out of 10, Exceptional, (90)
"5 out of 5. Beautiful, well kept property across aspects. Comfortably accommodated our group of 14. Excellent communication with the Renter and felt as though we were borrowing the property from a family friend. Would recommend to anyone!"
United States
Katie M.
Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)
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

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

10/10 Excellent
"The room was very clean and the staff was very courteous and professional. "
Deidra 2-night trip
Posted 4 days ago
Comfort Inn & Suites Cambridge

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?

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28: This vacation home near Whitehall is located on a river and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Whitehall?

Explore the area and family-friendly sights such as Ruark Boatworks, 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 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.