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Perry Point Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Perry Point holiday rentals

Outdoor dining

1. 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 AU$283
includes taxes & fees
13 Oct - 14 Oct
Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland
A room with a wooden floor, a ceiling fan, a refrigerator, a chair, a lamp, and a window with curtains.

2. Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
10.0 out of 10, Exceptional, (33 reviews)
"This is a very nice apt. The owner was very receptive to any questions we had, even allowed an early checkin."
United States
Kathleen B.
The price is AU$474
includes taxes & fees
5 Oct - 6 Oct
Private 3 room Queen Suite w/Kitchenette
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
9.6 out of 10, Exceptional, (55 reviews)
"Very unique property, with lots of history. We enjoyed our short stay."
United States
Terry R S.
The price is AU$302
includes taxes & fees
5 Oct - 6 Oct
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
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.

4. 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 AU$146
includes taxes & fees
5 Oct - 6 Oct
Charming 2-bedroom house in Aberdeen with WiFi and AC
A lakeside view with a grassy area, a sandy beach, and a row of white chairs.

5. 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, (163 reviews)
"Family friendly, clean, quiet and great place to relax and watch the birds."
United States
Teresa M.
The price is AU$745
includes taxes & fees
13 Oct - 14 Oct
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.

6. 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 AU$797
includes taxes & fees
22 Oct - 23 Oct
Long Beach Cottage, (romantic couple’s getaway)
A riverside dock with boats, a covered seating area, and a bridge in the background.

7. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (30 reviews)
"The rental was perfect for what we needed. The bed and living room furniture were very comfortable and the kitchen well stocked. The host was quick to respond to questions I had. I will definitely see if this rental if available the next time I’m in the area."
United States
Martha J.
The price is AU$405
includes taxes & fees
5 Oct - 6 Oct
Historic Chesapeake City Stay
A fire pit with flames, surrounded by a metal frame, overlooking a body of water with a dock and trees in the background.

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

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Aberdeen
9.8 out of 10, Exceptional, (10 reviews)
"The host was incredibly friendly and communicative. The place was a lot bigger than I expected, and it was beautiful to sit out by the fire pit and look at the river nearby. And, she left us snacks and smores for the stay! A nice quiet spot to spend a night."
United States
Matthew
The price is AU$224
includes taxes & fees
1 Nov - 2 Nov
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
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, (13 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is AU$267
includes taxes & fees
5 Oct - 6 Oct
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
A wooden cabin with a porch, surrounded by dense forest.

10. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (49 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is AU$163
includes taxes & fees
14 Oct - 15 Oct
Country Get Away Studio Apartment
A patio with a table and chairs, an umbrella, and a view of a grassy yard and trees.

11. Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
Nottingham
9.0 out of 10, Wonderful, (4 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 AU$328
includes taxes & fees
2 Nov - 3 Nov
Amish Countryside Escape at Forest Edge Farm
A narrow hallway with a kitchen area on one side, featuring a microwave, oven, and cabinets. There are three black bar stools along the hallway, and a potted plant on the counter.

12. Abingdon Haven Hideaway

Abingdon Haven Hideaway
Abingdon
7.0 out of 10, Good, (2 reviews)
"We made good use of this rental, it was convenient to all our family & activities. Host is very kind & quickly helpful on request. The main problem with a basement apt is that the thermostat is usually upstairs in the main house, but host was most accommodating about temperature control. We rested well here and had a nice week."
United States
Pam L.
The price is AU$536
includes taxes & fees
5 Oct - 6 Oct
Abingdon Haven Hideaway
A rustic dining area with a wooden table and chairs, a patterned rug, and exposed wooden beams.

13. 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)
"Relaxing place to stay! Winery was great, had fun!"
United States
Anonymous traveller
The price is AU$342
includes taxes & fees
5 Oct - 6 Oct
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
A kitchen with wooden cabinets, a microwave, a stove, and a coffee maker.

14. HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC

HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC
Chesapeake City
10.0 out of 10, Exceptional, (2 reviews)
"A charming cottage with an amazing backyard overlooking the canal. Communication was exceptional."
United States
Deb D.
The price is AU$420
includes taxes & fees
7 Oct - 8 Oct
HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC
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15. Sunset River Shack -amazing waterfront view

Sunset River Shack -amazing waterfront view
Elkton
9.6 out of 10, Exceptional, (14 reviews)
"This is our 3rd year in a row renting Jessica’s property. We truly enjoyed our stay. Highly recommend staying here. Beautiful backyard looking out to the bay! It has been a highlight staying here visiting for UD graduations. We hope to be back!"
United States
Natasha G.
The price is AU$647
includes taxes & fees
8 Oct - 9 Oct
Sunset River Shack -amazing waterfront view
A single-story white house with a red door, a front porch, and a brick pathway leading to the entrance.

16. 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 AU$487
includes taxes & fees
7 Oct - 8 Oct
Watch Deer from a Farm Cottage
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

17. Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
9.8 out of 10, Exceptional, (6 reviews)
"Nothing fancy but extremely functional! House was clean, had what we needed in kitchen, beds were comfy. Would highly recommend!"
United States
Shana G.
The price is AU$513
includes taxes & fees
13 Oct - 14 Oct
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
A compact kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a stove.

18. Cozy 1-bedroom apartment in Lincoln University

Cozy 1-bedroom apartment in Lincoln University
Lincoln University
10.0 out of 10, Exceptional, (2 reviews)
"My girlfriend and I were in town for a wedding and the VRBO was perfect. Great privacy, lovely decor, and comfortable bed. A full use kitchen was great to have. Cheech (the pig!!) was so friendly and the host even dropped off carrots for us to feed him. The host responded to every question in a timely manner and check in and check out were painless."
United States
Zachary Z.
The price is AU$278
includes taxes & fees
6 Oct - 7 Oct
Cozy 1-bedroom apartment in Lincoln University
A bunk bed room with white bedding and blue throw blankets.

19. Bohemia Manor Farm

Bohemia Manor Farm
3.5 star property
Chesapeake City
The price is AU$477
includes taxes & fees
19 Oct - 20 Oct
Bohemia Manor Farm
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 Perry Point Hotel Reviews

Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

10/10 Excellent
"I loved everything very nice clean and they were very kind"
Beriuska 1-night trip
Posted 11 hours ago
Great Wolf Lodge Perryville

Find out more about Perry Point

Everything you need to know about Perry Point 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 Perry Point 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 Perry Point holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Perry Point holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Perry Point. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Perry Point 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 Perry Point holiday rentals we have selected for you start as low as AU$163 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Perry Point rentals

At Expedia, we put the best Perry Point 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 Perry Point 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 Perry Point 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 Perry Point. 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

Are there holiday rentals in Perry Point?

Yes, there are holiday rentals close to the most popular sights in Perry Point, 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 Perry Point has to offer?

Sailor's Sunrise Cottage - Chesapeake Bay: This holiday home rental outside of Perry Point 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 can I see and do in Perry Point?

While exploring the area, visit family-friendly sights like Plumpton Park Zoo, or get outside and enjoy nature at North East Beach Area. Perryville Railroad Museum and Concord Point Lighthouse are a couple of places you'll find in the wider area.

What are holiday rentals like in Perry Point?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Perry Point. Holiday rentals feature extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips or small group gatherings.