Holiday Rentals in Whitehall

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Check prices for these dates

Tonight
10 Jul - 11 Jul
Tomorrow
11 Jul - 12 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Holiday Rentals in Whitehall

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Boats docked at the marina, offering scenic views of the calm water.

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.6 out of 10, Exceptional, (10)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is €456
includes taxes & fees
13 Jul - 14 Jul
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Relax by the serene pool surrounded by lush greenery and a comfortable bench.

Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks

10.0 out of 10, Exceptional, (133)
"Great location and property. And epic crabbing to top it off!"
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Family and Pet-Friendly, Waterfront with Pier
Escape to a serene forest retreat with a cozy cabin-style lodge featuring a sheltered front porch and breathtaking natural views.

Family and Pet-Friendly, Waterfront with Pier

10.0 out of 10, Exceptional, (248)
"Our stay was great and Rob and Clarissa were very welcoming!"
Family and Pet-Friendly, Waterfront with Pier
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Guests can enjoy serene waterfront views from the end of the pier, where two Adirondack chairs await.

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

9.8 out of 10, Exceptional, (127)
"We had a wonderful long weekend here. Perfect weather let us swim and kayak and fish all weekend. House was spacious enough for two families of five plus our dog. The views were perfect!"
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Beautiful Waterfront Retreat in Cambridge!
Relax in this cozy room with a bar area featuring a large window offering a view of the outdoors.

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (39)
"The house was so cute and the fact that we were able to do early check in was amazing!"
The price is €415
includes taxes & fees
14 Jul - 15 Jul
Beautiful Waterfront Retreat in Cambridge!
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Enjoy waterfront dining at Snapple, where tables and chairs are arranged under a covered awning with umbrellas for shade.

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 €450
includes taxes & fees
13 Jul - 14 Jul
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Stylish entrance with a wooden staircase and a mailbox.

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

10.0 out of 10, Exceptional, (4)
"Perfect house for a long weekend. Clean, cozy and great communication with Maxine. Would definitely stay here again when I return to Cambridge. "
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
St. Michaels Waterfront Home
Relax by the serene lake with a dock and a small boat, surrounded by lush greenery and comfortable Adirondack chairs.

St. Michaels Waterfront Home

9.8 out of 10, Exceptional, (29)
"We had a wonderful stay. Check in and out was very easy. The place was clean and well maintained. Very peaceful spot on the water. "
St. Michaels Waterfront Home
The Blackwater refuge country house on a quiet 12 acres
Relax in a tranquil setting under the gazebo's open design with a sloped roof.

The Blackwater refuge country house on a quiet 12 acres

9.8 out of 10, Exceptional, (10)
"Very happy with this place, quiet, clean, all good. "
The Blackwater refuge country house on a quiet 12 acres
Eagle Haven - Waterfront Estate on the Choptank with Pool and Pier - Sleeps 18
Enjoy cooking in this well-equipped kitchen with a central island, sink, stove, and ample storage.

Eagle Haven - Waterfront Estate on the Choptank with Pool and Pier - Sleeps 18

10.0 out of 10, Exceptional, (76)
"We were very impressed with the property and your place was very clean and had just about everything we needed. The location is wonderful and close to the event that we stayed in Cambridge for. I would definitely recommend this for others and will likely be renting again"
Eagle Haven - Waterfront Estate on the Choptank with Pool and Pier - Sleeps 18
Waterfront Getaway with Dock
Compact kitchen with a sink, toaster, microwave, oven, and refrigerator.

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (44)
"We appreciated the cleanliness of the home and the location was beautiful and convenient to the state/national park, town and Harriet Tubman museum."
The price is €243
includes taxes & fees
24 Jul - 25 Jul
Waterfront Getaway with Dock
Private 9 acre Family Retreat on the Chesapeake Bay
Relax in this spacious living room with a high ceiling, featuring a large sliding glass door leading to an outdoor patio with a view.

Private 9 acre Family Retreat on the Chesapeake Bay

10.0 out of 10, Exceptional, (9)
"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
Charming 3-bedroom Midcentury modern home, retro vibe and stylish furnishings.
Enjoy cooking in this well-equipped kitchen with a large window offering a view of the surrounding area.

Charming 3-bedroom Midcentury modern home, retro vibe and stylish furnishings.

9.6 out of 10, Exceptional, (5)
"We had a great week in Cambridge. The Retro House has everything you need. It’s neat, clean, bright and very easy to stay in. It’s in a quiet neighborhood just short drive from the center of town. This was our second stay in the Retro House, we love it & will be coming back in the spring for another week!"
The price is €359
includes taxes & fees
21 Jul - 22 Jul
Charming 3-bedroom Midcentury modern home, retro vibe and stylish furnishings.
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Enter a serene space with a large mirror and a small table featuring a bowl and flowers.

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

8.4 out of 10, Very good, (5)
"Large house with in law suite and 2nd entrance. Clean, rustic cabin feel. Plenty of room to stretch out. Game room and bar area is nice with big tv. Hot tub fairly new. Weather didnt permit using kayaks, but they are there for use on creek to river. Anyone who would pay for 3 or 4 rooms at the resort next door is crazy. Great place for a family get together. Bathrooms all updated. Plenty of stuff you need in bath and kitchen. Laundry room even had pods and dryer sheets."
The price is €729
includes taxes & fees
22 Jul - 23 Jul
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.
Relax on the covered porch with a sofa, bench, and table, surrounded by a beautiful view.

Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.

2.0 star property
9.6 out of 10, Exceptional, (4)
"The place is tucked away and totally private, beautiful view, comfortable and clean. The owners were very accommodating to one issue that we had with the house resolved quickly. House is equipped with a ton of amenities and a 6seater limo style golf cart to carry everyone and their things to the fishing pier. We wish we had stayed longer. "
Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.
Private waterfront cottage with pool on Church Creek
Enjoy cooking in this well-equipped kitchen with a stainless steel stove, microwave, and sink.

Private waterfront cottage with pool on Church Creek

10.0 out of 10, Exceptional, (61)
"Very clean, comfortable, and cozy property with gorgeous view of the water. Would definitely stay here again. Just wish we spent more time on the property this stay, but obligations in Fishing Creek kept us away most of the time. Thank you for sharing your lovely cottage!!"
Private waterfront cottage with pool on Church Creek
Waterfront Property, kayaks, private dock, near town
Relax in a serene lakeside setting with Adirondack chairs overlooking a calm lake and a tranquil tree-lined area.

Waterfront Property, kayaks, private dock, near town

9.8 out of 10, Exceptional, (151)
"Very nice place! Everything was perfect! Lisa is a great host! Our plane was cancelled so she let us extend our stay free of charge! We will be back!! Thanks Lisa!"
Waterfront Property, kayaks, private dock, near town
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Stylish hallway with white doors and a small table and chair.

Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

2.0 star property
9.6 out of 10, Exceptional, (4)
"House was spacious plenty of room, great amenities, and very clean! "
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Stylish Home on the Choptank River (with Tidal Beach)
Enjoy a peaceful retreat on the deck overlooking the calm water, with a wooden table and chairs beneath a shaded area.

Stylish Home on the Choptank River (with Tidal Beach)

10.0 out of 10, Exceptional, (34)
"A beautiful and serene setting mapping the contours of nature, tranquility & relaxation. Steven is an exceptional host."
Stylish Home on the Choptank River (with Tidal Beach)
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Relax in this open-plan living space with a ceiling fan, sliding glass door, and comfortable seating areas.

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

10.0 out of 10, Exceptional, (12)
"very serene, peaceful home on the bay! Amazing getaway! "
The price is €555
includes taxes & fees
22 Jul - 23 Jul
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
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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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 Bay Country Shop, 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.