Port Deposit Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

Holiday Rentals in Port Deposit

Quarry Landing - Center of Town & River View - 3 Bedroom
Property grounds

Quarry Landing - Center of Town & River View - 3 Bedroom

9.8 out of 10, Exceptional, (7)
"Great stay in a relaxing community. We loved to be able to walk to places from the house! The hosts were very helpful and easy to communicate with 💙"
The price is HK$1,448
HK$2,156 total
includes taxes & fees
1 Sept - 2 Sept
Quarry Landing - Center of Town & River View - 3 Bedroom
Chesapeake Bay House with Dock & Private Beach
Outdoor dining

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (170)
"Easy check in process. House very clean. Going location. "
Chesapeake Bay House with Dock & Private Beach
Historic Chesapeake City Stay
Marina

Historic Chesapeake City Stay

9.0 out of 10, Wonderful, (13)
"Always a nice get away…."
The price is HK$844
HK$2,178 total
includes taxes & fees
28 Aug - 29 Aug
Historic Chesapeake City Stay
Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!
Property grounds

Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!

10.0 out of 10, Exceptional, (253)
"The pictures does no justice to this listing. It was absolutely beautiful and the stay was awesome. The hostbwas kind and generous. We had everything that we needed. Definitely would book again if I am going to be in the area. "
Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!
Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!
Terrace/patio

Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!

Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!
5-bedroom vacation home 5 minutes from historic Charlestown
Sun-loungers, beach towels

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (142)
"Nice property with amazing views. Celebrated college graduation with family. Young ones had fun looking at ducks. Plenty of room for a large group."
The price is HK$2,524
HK$4,763 total
includes taxes & fees
1 Sept - 2 Sept
5-bedroom vacation home 5 minutes from historic Charlestown
A working horse farm in Southern Lanc Co., nestled in Amish country.
Exterior

A working horse farm in Southern Lanc Co., nestled in Amish country.

2.0 star property
10.0 out of 10, Exceptional, (15)
"Beautiful place , peaceful, just a breathe of fresh air . They were great and responsive "
A working horse farm in Southern Lanc Co., nestled in Amish country.
Charming 2-bedroom cabin close to Fair Hill on horse farm
Interior

Charming 2-bedroom cabin close to Fair Hill on horse farm

9.2 out of 10, Wonderful, (5)
The price is HK$1,559
HK$2,396 total
includes taxes & fees
24 Sept - 25 Sept
Charming 2-bedroom cabin close to Fair Hill on horse farm
Sailor's Sunrise Cottage - Chesapeake Bay
Outdoor spa tub

Sailor's Sunrise Cottage - Chesapeake Bay

9.6 out of 10, Exceptional, (51)
"It was represented very well. I would definitely recommend for getting away from crowds. NEAT place,yes you are at the water! Would give it a 4.7 overall.! "
Sailor's Sunrise Cottage - Chesapeake Bay
Stay & Play at Our Beautiful Retreat
Pool

Stay & Play at Our Beautiful Retreat

10.0 out of 10, Exceptional, (3)
"This property has everything you need for a friends weekend. Pickelball, pool, basketball, even golf hitting net were all used by our group and we enjoyed the TV room and large outdoor space. Takes a little navigating to get there, but the directions were well done and communication with the owner was great. They were very responsive to all of our questions. Would highly recommend this place for groups."
Stay & Play at Our Beautiful Retreat
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Smart TV, books

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (54)
"Lovely cottage, well-equipped, immaculately clean. "
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Smart TV, books

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

10.0 out of 10, Exceptional, (20)
"Very nice cottage, as advertised"
The price is HK$1,368
HK$1,632 total
includes taxes & fees
28 Aug - 29 Aug
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Tip Of The Town Fresh and New 3 Bedroom Nest
Fridge, microwave, oven, stovetop

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (25)
"Was a great clean place located in a nice little town! Would definitely recommend it!"
Tip Of The Town Fresh and New 3 Bedroom Nest
Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!
Outdoor dining

Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!

9.6 out of 10, Exceptional, (61)
"Lovely location"
Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Property grounds

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

10.0 out of 10, Exceptional, (7)
"Can’t say enough about how nice this place is. We had quick friendly responses from owners. Very clean and the water front view was excellent. Highly recommended "
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Beach nearby, sun-loungers, beach towels

Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

9.6 out of 10, Exceptional, (42)
"This is a jewel as it is private, peaceful with lovely setting."
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Marina

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

9.4 out of 10, Exceptional, (30)
"Our group had a great time on the Docside Doghouse. The communication with property owners was excellent and the property was exactly as advertised. Location is ideal"
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
Interior

Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

2.0 star property
9.6 out of 10, Exceptional, (7)
"We had an excellent stay"
The price is HK$1,235
HK$1,828 total
includes taxes & fees
1 Sept - 2 Sept
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
Summer Rustic Camping with AC and King Bed
1 bedroom

Summer Rustic Camping with AC and King Bed

9.6 out of 10, Exceptional, (4)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
The price is HK$719
HK$1,361 total
includes taxes & fees
1 Sept - 2 Sept
Summer Rustic Camping with AC and King Bed
Captivating Chesapeake experience
Beach

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (272)
"Beautiful home and setting!"
Captivating Chesapeake experience
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Port Deposit Hotel Reviews

Find out more about Port Deposit

Find out more about Port Deposit

Search for holiday rentals in Port Deposit on Expedia! You can easily find your home rentals, villas, holiday apartments in Port Deposit using one of the methods below:

  • View our selection of featured holiday rentals in Port Deposit
  • Use the map to find apartments and other holiday homes in the Port Deposit neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Port Deposit while they last

Look no further and take a look at our great range of rental properties in Port Deposit!

Frequently asked questions

Can I find holiday rentals in Port Deposit?

Yes, there are holiday rentals close to the most popular sights in Port Deposit, or you can select a more secluded option if you're looking for a relaxing stay. Port Deposit is known for its waterfront and churches.

What are some of the best holiday rentals that Port Deposit has to offer?

Chesapeake Bay House with Dock & Private Beach: This holiday home rental outside of Port Deposit is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Port Deposit?

Explore the area and family-friendly sights such as Plumpton Park Zoo, or get out into nature at a spot like Garrett Island Beach. In the wider area, you’ll find Susquehanna State Park and Hollywood Casino.

What’s a holiday rental in Port Deposit like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Port Deposit. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips.