Perry Point Vacation Rentals

Q: What are some of the best vacation rentals that Perry Point has to offer?

Sailor's Sunrise Cottage - Chesapeake Bay : This vacation home rental near Perry Point is located on a lake and has a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

Dates

November 2026

December 2026

Check prices for these dates

In two weeks

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Our top choices for Perry Point vacation rentals

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.

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

Aberdeen

christine

$80 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Port Deposit

jerel p.

$200 nightly

Nov 28 - Nov 29

Total with taxes and fees

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

3. Private 3 room Queen Suite w/Kitchenette

Port Deposit

Lance W.

$288 nightly

Nov 10 - Nov 11

Total with taxes and fees

A bedroom with a bed, a nightstand, and a window overlooking a deck with outdoor furniture.

4. 5-bedroom vacation home 5 minutes from historic Charlestown

Perryville

Teresa M.

$444 nightly

Nov 19 - Nov 20

Total with taxes and fees

A stone building with a sloped roof, a picnic table, and a lighthouse with black and white stripes.

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

Port Deposit

Nimia N.

$205 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

Port Deposit

Don S.

$194 nightly

Nov 10 - Nov 11

Total with taxes and fees

A wooden deck with lounge chairs and a dock extending into calm water.

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

Perryville

Lee Anne K.

$462 nightly

Nov 10 - Nov 11

Total with taxes and fees

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)

Charlestown

Mike F.

$398 nightly

Nov 17 - Nov 18

Total with taxes and fees

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.

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

Charlestown

Laura K.

$408 nightly

Nov 17 - Nov 18

Total with taxes and fees

A house with a curved roof, a garden with various plants and flowers, and a red garage.

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

Darlington

Kevin A.

$129 nightly

Nov 10 - Nov 11

Total with taxes and fees

A fire pit with flames, surrounded by a metal frame, overlooking a body of water with a dock and trees in the background.

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

Aberdeen

Andy W.

$134 nightly

Nov 11 - Nov 12

Total with taxes and fees

A house with a paved walkway leading to the front door, surrounded by a landscaped garden with mulch and plants.

12. Country Get Away Studio Apartment

Elkton

JAMES V.

$88 nightly

Nov 16 - Nov 17

Total with taxes and fees

A living room with a sofa, a coffee table, and a patterned rug. There is a window with curtains, a door, and a small table with chairs.

13. Historic Chesapeake City Stay

Chesapeake City

John P.

$273 nightly

Nov 10 - Nov 11

Total with taxes and fees

A living room with a white sofa, a clock, a dining area with a table and chairs, and a kitchen in the background.

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

Elkton

Barb

$159 nightly

Nov 10 - Nov 11

Total with taxes and fees

A fenced outdoor area with trees and a metal grate.

15. Watch Deer from a Farm Cottage

Bel Air

Claudia L.

$279 nightly

Nov 10 - Nov 11

Total with taxes and fees

A patio with a table and chairs, an umbrella, and a view of a grassy yard and trees.

16. Amish Countryside Escape at Forest Edge Farm

Nottingham

jckglss6 G.

$194 nightly

Dec 1 - Dec 2

Total with taxes and fees

A bedroom with a wooden headboard, striped pillows, a turtle-shaped pillow, and wall-mounted lamps.

17. Turtle Cove Room

Kent County

Jennifer M.

$171 nightly

Nov 23 - Nov 24

Total with taxes and fees

A wooden deck with outdoor furniture, a small shed, and a view of a body of water.

18. Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure

Chesapeake City

John

$253 nightly

Nov 11 - Nov 12

Total with taxes and fees

A covered porch with a wooden floor, a sofa with cushions, a ceiling fan, and a view of a green landscape.

19. Beachcomber Suite

Kent County

"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...

Lisa E.

$184 nightly

Nov 23 - Nov 24

Total with taxes and fees

A rustic dining area with a wooden table and chairs, a patterned rug, and exposed wooden beams.

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

Nottingham

Anastasia T.

$206 nightly

Nov 10 - Nov 11

Total with taxes and fees

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Find vacation rentals that suit your style

Top Perry Point Hotel Reviews

A resort with a large pool, a water slide, and a building with multiple windows.

Great Wolf Lodge Perryville

Perryville

10/10 Excellent

Huong

A hotel entrance with a clear sign reading "LA QUINTA".

City Express by Marriott Aberdeen

Aberdeen

10/10 Excellent

Pamela

An outdoor patio area with wicker furniture, a fire pit, and umbrellas.

Fairfield Inn & Suites by Marriott Aberdeen

Aberdeen

10/10 Excellent

Marianne

A spacious hotel lobby with a large seating area, a television, a fireplace, and a coffee station.

Hampton Inn & Suites Baltimore/Aberdeen

Aberdeen

10/10 Excellent

Anonymous traveler

A modern hotel lobby with a long dining table, several chairs, and a bar area.

Hampton Inn & Suites Edgewood/Aberdeen-South

Edgewood

10/10 Excellent

John

An outdoor patio with a stone fire pit, wicker furniture, and a view of the interior.

Home2 Suites by Hilton Baltimore / Aberdeen, MD

Aberdeen

10/10 Excellent

Terry

A modern restaurant with high ceilings, pendant lighting, and a mix of seating options including tables and booths.

Hilton Garden Inn Bel Air

Bel Air

10/10 Excellent

Ami

An outdoor patio with tables and chairs, a black umbrella, and string lights.

Holiday Inn Express Aberdeen by IHG

Aberdeen

10/10 Excellent

Anna

A modern living room with a fireplace, sofas, and a flat-screen TV.

Courtyard by Marriott Aberdeen at Ripken Stadium

Aberdeen

10/10 Excellent

Ann

A hotel lobby with a reception desk, a coffee station, and a view of the garden through the window.

Hilton Garden Inn Aberdeen

Aberdeen

10/10 Excellent

Anonymous traveler

A spacious living area with a staircase, a fireplace, a sofa, and a dining area.

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Bel Air

10/10 Excellent

Lori

A hotel lobby with a reception desk, seating area, and a fireplace.

Comfort Inn & Suites Aberdeen near APG

Aberdeen

10/10 Excellent

Barbara

A lobby with seating, a reception desk, and a cityscape mural on the wall.

La Quinta Inn & Suites by Wyndham Newark - Elkton

Elkton

10/10 Excellent

Sherry

A modern hotel room with a desk, office chair, sofa, two armchairs, and a large window offering a view of the outdoors.

Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

Edgewood

10/10 Excellent

Heather

Find out more about Perry Point

Everything you need to know about Perry Point vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Perry Point vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Perry Point vacation 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 low season months. For more hustle and bustle, you may prefer to visit Perry Point in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $84 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Perry Point rentals

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

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 vacation rentals in Perry Point?

Yes, we have vacation rentals near well known attractions in Perry Point, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Perry Point has to offer?

Sailor's Sunrise Cottage - Chesapeake Bay: This vacation home rental near Perry Point is located on a lake and has a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a 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 larger area.

What are vacation rentals like in Perry Point?

Vacation rentals are private properties you can book for a couple days or more in Perry Point. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family getaway.