Port Deposit Holiday Rentals

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Holiday Rentals in Port Deposit

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

9.8 out of 10, Exceptional, (7)
"On a small hillside. Very quaint accommodation. Close to restaurants and river. Parking a little difficult to figure out, train is a bit loud and frequent but everything else was as advertised and nice. "
The price is AU$362
includes taxes & fees
1 Dec - 2 Dec
Quarry Landing - Center of Town & River View - 3 Bedroom

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

10.0 out of 10, Exceptional, (236)
"This was our second time staying at the property in Drumore. Everyone had a great time and enjoyed our stay. "
Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!

Waterfront house with amazing views. Top of the Chesapeake

10.0 out of 10, Exceptional, (94)
"Cute, up-to-date house, peaceful location, beautiful views. Well supplied kitchen, including sharp knives! Excellent communication with owner – prompt and helpful. Fast internet. Could use more bathroom surface areas; a few more hooks to hang clothes and towels; and an additional umbrella or two outside for shade. My mom, sister, and I thoroughly enjoyed our stay."
Waterfront house with amazing views. Top of the Chesapeake

Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay

9.8 out of 10, Exceptional, (40)
"Very quaint and cute cottage really enjoyed sleeping on the porch , The sound of the waves because it was windy was so soothing. I felt We were on a sailboat."
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

9.8 out of 10, Exceptional, (33)
"The house is cute and clean small house perfect for 9. Comfortable clean linens were provided. Easy to get to. Close to food and easy to get to University of Delaware. Host was easy to get in touch with. The only thing was no TV at all but we enjoyed our time."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Pet-Friendly Delta Cabin w/ Private Hot Tub!

10.0 out of 10, Exceptional, (22)
"My husband and I wanted a private location we could relax at and were not disappointed. The cabin was very clean, nicely furnished, and was everything we were looking for. The coffee bar was a very nice addition. The hot tub was clean and extremely relaxing as well. We had never played pickle ball but how can you say no to a private court! We would definitely stay again and would highly recommend!!"
Pet-Friendly Delta Cabin w/ Private Hot Tub!

Historic home in the heart of Main Street- walkable to shops and restaurants

10.0 out of 10, Exceptional, (9)
"We really enjoyed the property. The location was within walking distance to the downtown area providing many food and shopping options. We were in MD for a lacrosse tournament which was minutes away from the house. The house was recently renovated, clean and bright. We had more than enough space for our group of 8."
The price is AU$710
includes taxes & fees
25 Nov - 26 Nov
Historic home in the heart of Main Street- walkable to shops and restaurants

Stunning waterfront villa with indoor pool and kids swing set and play area.

9.8 out of 10, Exceptional, (10)
"Couple little things were annoying. Overall a place/property we love. This was our third visit and plan for another."
Stunning waterfront villa with indoor pool and kids swing set and play area.

Beautiful Colonial Style Home in Nottingham PA

9.8 out of 10, Exceptional, (6)
"Loved the preserved historic quality of the property. So tastefully furnished and lovely. Nice and quiet neighborhood. The exposed beams certainly let you know when someone was in the room over your head but so worth it for the character."
Beautiful Colonial Style Home in Nottingham PA

Amazing Waterfront Home on the Bush River

10.0 out of 10, Exceptional, (18)
"Wonderful place to stay!"
Amazing Waterfront Home on the Bush River

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (44)
"it being off season,very quiet. the people in the surrounding neighborhood were very friendly, we had a great time, ash and christine were awsome host. we will deffinately go back again!"
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Historic Chesapeake City Stay

9.0 out of 10, Wonderful, (8)
"Property was clean and close to everything in Chesapeake City"
The price is AU$795
includes taxes & fees
25 Nov - 26 Nov
Historic Chesapeake City Stay

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

9.6 out of 10, Exceptional, (35)
"This house had the most amazing views and was clean and tidy. It was perfect for us and the dogs. The yard was clean and mowed and provided plenty of room for frisbee play which is part of my german shepherd's job. The kitchen was very adequate for our needs! As expected, the upstairs bedrooms were "historic" and the staircase was steep also "historic". The showers were perfect. We had a great visit and would love to come back here!"
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

Lancaster co. farmhouse in the heart of amish country

10.0 out of 10, Exceptional, (132)
"Our trip to the Lancaster area wouldnt have been as great without this amazing place to stay. Our host was great and the property was beautiful. Lots of time and places to take a deep breath and relax. We went to Sight and Sound which wasnt far from the farm and also went to a concert in Baltimore one night just over an hour away. It was great to meet our new farm friends and give them treats (ask permission). If you are looking for a home base in the Lancaster area, this is it. Kids would...
Lancaster co. farmhouse in the heart of amish country

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (12)
"This home was absolutely magnificent! Location and scenery were wonderful. Just so much to keep our attention and kept us in awe. This was a family trip with siblings and soooo many wonderful memories were made. We are older now and it means more than ever before. Thank you to our host Jane who kept in touch and was so very attentive. Most gracious. We are already talking about going back. Cannot say enough it thank you from the bottom of our hearts.♥️"
Chesapeake City Quiet Overlook

BEACH WITHOUT THE BUSTLE

10.0 out of 10, Exceptional, (26)
"We enjoyed our stay. Condo was comfortable and very clean. It provided convenient access for our weekend plans in Kennedyville and Chestertown."
BEACH WITHOUT THE BUSTLE

Country Thanksgiving - just 250 a night for 4 nights. Florida room & fire pit

10.0 out of 10, Exceptional, (58)
"Our family of 7 (five kids from 7-18) enjoyed our week in this wonderful cabin. Secluded but not far from stores and attractions. The house was very comfortable and accommodating. The kids really enjoyed the pool! Thanks for a wonderful stay. "
Country Thanksgiving - just 250 a night for 4 nights. Florida room & fire pit

Historic Ox Bow House c.1800 "The Cabin at Muddy Creek"

10.0 out of 10, Exceptional, (100)
"House was great, directions were clear and host provided excellent info, property was absolutely beautiful."
Historic Ox Bow House c.1800 "The Cabin at Muddy Creek"

River Haven with Hot Tub | 4 Bed, 3.5 Bath

9.8 out of 10, Exceptional, (22)
"Very secluded and a great house for a family reunion."
River Haven with Hot Tub | 4 Bed, 3.5 Bath

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

9.4 out of 10, Exceptional, (22)
"Decided to try something different, and luckily found the Dockside Doghouse. Very comfortable, incredibly relaxing."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
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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Other types of properties in Port Deposit you may be interested in

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

9.8 out of 10, Exceptional, (7)
"On a small hillside. Very quaint accommodation. Close to restaurants and river. Parking a little difficult to figure out, train is a bit loud and frequent but everything else was as advertised and nice. "
The price is AU$362
includes taxes & fees
1 Dec - 2 Dec
Quarry Landing - Center of Town & River View - 3 Bedroom

Quality Inn & Suites Bel Air I-95 Exit 77A

2.5 star property
7.2 out of 10, Good, (1001)
"The breakfast was very basic, no meat, eggs juice or danish etc."
The price is AU$87
includes taxes & fees
1 Dec - 2 Dec
Quality Inn & Suites Bel Air I-95 Exit 77A

Red Roof Inn & Suites Newark - University

2.0 star property
5.6 out of 10, (1006)
"Good place"
The price is AU$114
includes taxes & fees
24 Nov - 25 Nov
Red Roof Inn & Suites Newark - University
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Waterfront house with amazing views. Top of the Chesapeake: This holiday home rental outside of Port Deposit is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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

Explore the area and family-friendly sights such as Havre de Grace Maritime Museum, or get out into nature at a spot like Susquehanna State Park. In the wider area, you’ll find Hollywood Casino and Bulle Rock Golf Course.

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.