Port Deposit Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Port Deposit holiday rentals

A room with a wooden floor, a ceiling fan, a refrigerator, a chair, a lamp, and a window with curtains.

1. Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
10.0 out of 10, Exceptional, (33 reviews)
"The Port Deposit area is a favorite "mini-vacation" location with great bars/restaurants and beautiful walks. We've stayed at this property a number of times and we've found the rooms to be perfect for our needs. "
United States
Lance W.
The price is NZ$564
includes taxes & fees
10 Nov - 11 Nov
Private 3 room Queen Suite w/Kitchenette
A kitchen with white cabinets, a wooden countertop, a built-in oven, and a window.

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

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (18 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is NZ$392
includes taxes & fees
28 Nov - 29 Nov
Quarry Landing - Center of Town & River View - 3 Bedroom
A stone building with a sloped roof, a picnic table, and a lighthouse with black and white stripes.

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

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Port Deposit
9.8 out of 10, Exceptional, (60 reviews)
"Unique charming place to relax."
United States
Nimia N.
The price is NZ$400
includes taxes & fees
10 Nov - 11 Nov
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior

4. Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland

Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland
Port Deposit
10.0 out of 10, Exceptional, (3 reviews)
"Renee & Pat were excellent hosts and we will definitely try to book again when in the area. Everything was as advertised and much more. Being pet friendly was a plus. We enjoyed two restaurants in the area while there, Lee's Landing and Old South Smokehouse, highly recommend!"
United States
Don S.
The price is NZ$346
includes taxes & fees
10 Nov - 11 Nov
Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland
A house with a curved roof, a garden with various plants and flowers, and a red garage.

5. Cozy 1-bedroom bungalow in quaint Darlington with AC

Cozy 1-bedroom bungalow in quaint Darlington with AC
Darlington
10.0 out of 10, Exceptional, (12 reviews)
"Excellent host, property, and experience. We enjoyed our stay, and we will be back."
United States
Kevin A.
The price is NZ$252
includes taxes & fees
10 Nov - 11 Nov
Cozy 1-bedroom bungalow in quaint Darlington with AC
A wooden deck with lounge chairs and a dock extending into calm water.

6. Waterfront house with amazing views. Top of the Chesapeake

Waterfront house with amazing views. Top of the Chesapeake
Perryville
10.0 out of 10, Exceptional, (115 reviews)
"Host was very communicative."
United States
Lee Anne K.
The price is NZ$904
includes taxes & fees
10 Nov - 11 Nov
Waterfront house with amazing views. Top of the Chesapeake
A lakeside view with a grassy area, a sandy beach, and a row of white chairs.

7. 5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown
Perryville
9.8 out of 10, Exceptional, (165 reviews)
"Family friendly, clean, quiet and great place to relax and watch the birds."
United States
Teresa M.
The price is NZ$887
includes taxes & fees
1 Dec - 2 Dec
5-bedroom vacation home 5 minutes from historic Charlestown
A room with a large sliding glass door leading to a balcony with a view of the sea and a wooden deck.

8. Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (8 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is NZ$870
includes taxes & fees
17 Nov - 18 Nov
Long Beach Cottage, (romantic couple’s getaway)
A residential house with a brick exterior, a dark roof, and a front porch with a bench.

9. Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Elkton
10.0 out of 10, Exceptional, (15 reviews)
"It is in a lovely neighborhood and the hosts were very welcoming of us and my 2 dogs. We were all very comfortable."
United States
Barb
The price is NZ$312
includes taxes & fees
10 Nov - 11 Nov
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
A spacious room with a large sliding glass door leading to a deck, a dining area with a white table, and a cozy seating area with a view of the water.

10. Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge

Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge
Charlestown
10.0 out of 10, Exceptional, (6 reviews)
"Had a wonderful stay. They really thought of everything. Had everything we could have possibly needed. It's a beautiful place and it was very clean and cared for."
United States
Laura K.
The price is NZ$792
includes taxes & fees
17 Nov - 18 Nov
Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge
A rustic dining area with a wooden table and chairs, a patterned rug, and exposed wooden beams.

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

Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
Nottingham
9.6 out of 10, Exceptional, (29 reviews)
"What a great stay and a beautiful farm. We really enjoyed visiting the animals and hiking to the vinery."
United States
Anastasia T.
The price is NZ$418
includes taxes & fees
10 Nov - 11 Nov
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
A living room with teal walls, a black sofa, a patterned rug, a flat-screen TV on a wooden stand, and a painting on the wall.

12. Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
7.6 out of 10, Good, (19 reviews)
"Nice place"
United States
christine
The price is NZ$173
includes taxes & fees
16 Nov - 17 Nov
Charming 2-bedroom house in Aberdeen with WiFi and AC
A fire pit with flames, surrounded by a metal frame, overlooking a body of water with a dock and trees in the background.

13. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Aberdeen
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful location, nicely decorated. The host thought of everything you may need including a free snack basket, washer/dryer with detergent and dryer sheets, BBQ grill with utensils, board games and cards, kayaks and life vests, hot tub, firetable etc."
United States
Andy W.
The price is NZ$262
includes taxes & fees
11 Nov - 12 Nov
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
A patio with a table and chairs, an umbrella, and a view of a grassy yard and trees.

14. Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
Nottingham
9.2 out of 10, Wonderful, (5 reviews)
"Property was close enough to stores and restaurants if needed. House is located in the rural area of the county (very peaceful). Property had all of the necessary kitchen utensil, pots, pans, and dishes that was needed for this trip. "
United States
jckglss6 G.
The price is NZ$356
includes taxes & fees
1 Dec - 2 Dec
Amish Countryside Escape at Forest Edge Farm
A single-story white house with a front porch, a mailbox, and a number '715' on the door.

15. Watch Deer from a Farm Cottage

Watch Deer from a Farm Cottage
Bel Air
10.0 out of 10, Exceptional, (7 reviews)
"Pet friendly."
United States
Claudia L.
The price is NZ$534
includes taxes & fees
10 Nov - 11 Nov
Watch Deer from a Farm Cottage
A riverside dock with boats, a covered seating area, and a bridge in the background.

16. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (31 reviews)
"Cute place. Clean, comfortable, and convenient to the soccer complex. I wasn’t familiar with Chesapeake City but we had a great time at the waterfront restaurants."
United States
John P.
The price is NZ$537
includes taxes & fees
10 Nov - 11 Nov
Historic Chesapeake City Stay
A two-story house with a deck, a barbecue grill, and a covered patio area.

17. Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (25 reviews)
"Great place to get away! Peaceful, serene with amenities to boast!"
United States
Arthur B.
The price is NZ$892
includes taxes & fees
16 Nov - 17 Nov
Thunder Hill Retreat - Spacious/Deck/Hot tub
A bar area with a long counter, stools, and a dog.

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

Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses
Nottingham
9.6 out of 10, Exceptional, (25 reviews)
"Great rustic setting for a perfect weekend getaway!"
United States
Emily D.
The price is NZ$433
includes taxes & fees
10 Nov - 11 Nov
Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses
A wooden cabin with a porch, surrounded by dense forest.

19. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (52 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is NZ$185
includes taxes & fees
16 Nov - 17 Nov
Country Get Away Studio Apartment
Living area

20. 2 Bd/1ba Apt for the price 1 Room at the Hilton

2 Bd/1ba Apt for the price 1 Room at the Hilton
Bel Air
The price is NZ$472
includes taxes & fees
15 Nov - 16 Nov
2 Bd/1ba Apt for the price 1 Room at the Hilton
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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Find out more about Port Deposit

Everything you need to know about Port Deposit holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Port Deposit holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Port Deposit holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Port Deposit holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Port Deposit. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Port Deposit holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Port Deposit holiday rentals we have selected for you start as low as NZ$987 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Port Deposit rentals

At Expedia, we put the best Port Deposit holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Port Deposit rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Port Deposit holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port Deposit. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in Port Deposit?

Yes, there are holiday rentals in Port Deposit close to Community Connecting - Labyrinth, 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?

Sailor's Sunrise Cottage - Chesapeake Bay: This holiday home rental outside of Port Deposit is located on a lake, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

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 North East Beach Area. In the wider area, you’ll find Community Connecting - Labyrinth and Susquehanna State Park.

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.