Holiday Rentals in Perryville

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Holiday Rentals in Perryville

Holiday Home in Perryville

10.0 out of 10, Exceptional, (20)
"Great waterfront home with sunset views! Plenty of space for our group, very clean, and the hot tub was a perfect bonus. Peaceful, relaxing, and just as described. We’d definitely come back!"
United States
Kaylyn G.
Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Holiday Home in Perryville

9.8 out of 10, Exceptional, (146)
"Beautiful home right on the North East River. Comfortable and peaceful. We would definitely stay here again."
United States
Cara R.
The price is €531
includes taxes & fees
1 Dec - 2 Dec
5-bedroom vacation home 5 minutes from historic Charlestown

Holiday Home in Perryville

10.0 out of 10, Exceptional, (279)
"Nothing more beautiful than staying by the water at Joe’s place!Such a wonderful place to unwind and refuel!"
United States
Doreen H.
Captivating Chesapeake experience

Holiday Home in Perryville

9.2 out of 10, Wonderful, (181)
"An amazing time and great family memories it simply was a delight and was very relaxing. So many things around to do. Definitely would stay again. "
United States
Stacey W.
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

Holiday Home in Perryville

10.0 out of 10, Exceptional, (103)
"Everything was as advertised. Upon arrival, the house was clean and all in order ready for our stay. Will definitely stay again."
United States
Rick G.
Waterfront house with amazing views. Top of the Chesapeake

Holiday Home in Elkton

10.0 out of 10, Exceptional, (178)
"We loved this house and had the best time!!"
United States
Laura C.
Chesapeake Bay House with Dock & Private Beach

Holiday Home in Abingdon

8.0 out of 10, Very good, (5)
"Quite lovely house with a gorgeous view over the water. It is definitely a good spot to stay with a large family or friends for a few days with plenty to do (relaxing on the dock, play games inside, not too far from Baltimore and other nice towns, etc). The host was great and very communicative as well.The only downsides were details around cleanliness and the check-out procedures. The house itself was overall fine, but there dishes left in the dishwasher that we had to put away, the bottom...
United States
Benjamin J.
The price is €734
includes taxes & fees
30 Nov - 1 Dec
Luxury Waterfront Home Built for Entertaining!

Cabin in Elkton

9.6 out of 10, Exceptional, (14)
"Good experience"
United States
Thomas Z.
Charming 2-bedroom cabin close to Fair Hill on horse farm

Cottage in Port Deposit

10.0 out of 10, Exceptional, (30)
"Wow such a wonderful place, clean, warm, and full of everything you need."
United States
Oswaldo S.
The price is €186
includes taxes & fees
30 Nov - 1 Dec
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Holiday Home in Elkton

2.0 star property
The price is €118
includes taxes & fees
1 Dec - 2 Dec
Room #3 in Elkton, MD – Easy Access to I-95

Holiday Home in Drumore

10.0 out of 10, Exceptional, (261)
"Excellent property set out in the country. Second time we have stayed at this cottage and was amazing both times."
United States
Eric K.
Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!

Cottage in Elkton

9.8 out of 10, Exceptional, (14)
"It was a lovely home and we very much enjoyed our stay. Clean, comfortable beds and great location. "
United States
Deborah M.
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Holiday Home in Havre de Grace

9.8 out of 10, Exceptional, (6)
"Beautiful home and property. The house was clean and welcoming and the pool was an absolute delight. Would definitely stay again! "
United States
Julia B.
The price is €1,190
includes taxes & fees
30 Nov - 1 Dec
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

Cottage in Earleville

9.8 out of 10, Exceptional, (59)
"Lovely cottage, well-equipped, immaculately clean. "
United States
Mary
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Holiday Home in Chesapeake City

10.0 out of 10, Exceptional, (72)
"Great house close to canal and downtown Chesapeake City!"
United States
Michael M.
Fall Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal

Mobile Home in Bear

The price is €214
includes taxes & fees
30 Nov - 1 Dec
Tiny Home Tranquil Oasis

Cabin in Chesapeake City

9.0 out of 10, Wonderful, (18)
"This place was very cute and clean, also convenient to Shaefers Marina. It was a perfect place for us to spend a weekend on the bay. "
United States
Benay N.
The price is €246
includes taxes & fees
30 Nov - 1 Dec
Historic Chesapeake City Stay

Holiday Home in Elkton

9.6 out of 10, Exceptional, (5)
"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."
United States
Rees L.
The price is €135
includes taxes & fees
30 Nov - 1 Dec
Summer Rustic Camping with AC and King Bed

Holiday Home in Elkton

9.8 out of 10, Exceptional, (43)
"This was our second time staying here and we really love it! It has everything needed and is very close &convenient to any outing we did, The house layout works great for our group of six. Already planning our next trip!! "
United States
Susan G.
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Cottage in Port Deposit

10.0 out of 10, Exceptional, (11)
"Very clean, spacious, comfortable house. Would stay there again. Great communication with the hosts."
United States
Courtney W.
The price is €188
includes taxes & fees
30 Nov - 1 Dec
Quarry Landing - Center of Town & River View - 3 Bedroom
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 Perryville Hotel Reviews

Find out more about Perryville

Everything you need to know about Perryville 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 Perryville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Perryville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Perryville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Perryville. 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 Perryville 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 Perryville holiday rentals we have selected for you start as low as €118 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Perryville rentals

At Expedia, we put the best Perryville 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 Perryville 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 Perryville 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 Perryville. 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 Perryville?

Yes, there are holiday rentals close to the most popular sights in Perryville, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Perryville has a good selection of restaurants. Make sure you have time to check out the riverfront and shopping during your trip.

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

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront: This highly rated holiday home rental in Perryville is located on a river, and has a patio, a garden 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 can relax into your holiday with a selection of games and 1 hot tub. Some other homes for rent in Perryville include 5-bedroom vacation home 5 minutes from historic Charlestown and *** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay.

How many holiday rentals are there in Perryville?

Expedia has 9 holiday rentals for your stay in Perryville.

What can I see and do in Perryville?

Garrett Island Beach and Northern Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. While here, Hollywood Casino and Susquehanna River are other places worth a visit.

What are holiday rentals like in Perryville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Perryville. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.