Perryville Vacation Rentals

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Vacation Rentals in Perryville

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (268)
"This place is the definition of the perfect getaway for a quick weekend. The home is immaculate, the scenery is beautiful and we feel instantly relaxed here. "
Captivating Chesapeake experience

Waterfront house with amazing views. Top of the Chesapeake

10.0 out of 10, Exceptional, (98)
"The water views, sunrises, and many local birds, including a nearby osprey nest, were all spectacular. The whole back of the house is a bank of windows (living room and master bedroom). It feels private as your view is just your outdoor lounge area, dock, and the water. No big downsides (minorly need space for tooth brushes as the sinks are mostly the sink bowls). Everything was clean,and comfortable. In similar off the beaten path vrbo's we've had lower cleanliness or ants, but not here! ...
Waterfront house with amazing views. Top of the Chesapeake

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (139)
"Can’t wait to come back during warmer weather. It was a perfect over night stay. "
The price is ¥48,081
¥90,717 total
includes taxes & fees
Jul 23 - Jul 24
5-bedroom vacation home 5 minutes from historic Charlestown

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (164)
"Great place for a long weekend. Easy travel to surrounding areas to explore."
Chesapeake Bay House with Dock & Private Beach

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

10.0 out of 10, Exceptional, (6)
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Charming 2-bedroom cabin close to Fair Hill on horse farm

9.2 out of 10, Wonderful, (5)
The price is ¥64,435
¥87,703 total
includes taxes & fees
Aug 3 - Aug 4
Charming 2-bedroom cabin close to Fair Hill on horse farm

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

10.0 out of 10, Exceptional, (249)
"The pictures does no justice to this listing. It was absolutely beautiful and the stay was awesome. The hostbwas kind and generous. We had everything that we needed. Definitely would book again if I am going to be in the area. "
Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!

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

10.0 out of 10, Exceptional, (15)
"Was a charming place to stay close to everything"
The price is ¥25,869
¥30,546 total
includes taxes & fees
Aug 4 - Aug 5
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

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

9.4 out of 10, Exceptional, (28)
"We were a group of all ages and everyone had a good time. It was quiet, peaceful and very relaxing. We were there for a baseball tournament and would definitely stay again."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

Nancy’s Touch, A Waterfront Paradise!

10.0 out of 10, Exceptional, (164)
"Fully stocked. Clean. Well maintained B-U-TEE-FULL property. Great, quite, private location close to anything you may need. The views are amazing. The hosts are great..."
Nancy’s Touch, A Waterfront Paradise!

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

9.6 out of 10, Exceptional, (41)
"This is the second time my husband and I have stayed here. Despite a mixed bag of weather ranging from snow, rain, winds, and sunshine, the visit did not disappoint. We were still able to walk on the beach, view the resident bald eagle, immerse ourselves in the ever changing water views and visit surrounding towns.The house was warm and welcoming."
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (52)
"This was our second time staying at the property with our two kids and the accommodations continue to impress. We will happily stay again."
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

10.0 out of 10, Exceptional, (83)
"We had a wonderful stay! Really enjoyed the eagles and osprey. The hot tub was amazing and the fire pit was nice to enjoy in the cold weather. All amenities were there that we needed, the location is great and the town is really cute. We will be back! "
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

Historic Chesapeake City Stay

9.0 out of 10, Wonderful, (11)
"Always a nice get away…."
The price is ¥15,919
¥41,092 total
includes taxes & fees
Jul 25 - Jul 26
Historic Chesapeake City Stay

Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6

10.0 out of 10, Exceptional, (1)
"Property is beautiful, host answered our questions in a timely manner. Would stay again "
Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6

Nature's Haven Tiny Home

10.0 out of 10, Exceptional, (2)
"Enjoyed"
The price is ¥27,859
¥34,272 total
includes taxes & fees
Aug 4 - Aug 5
Nature's Haven Tiny Home

Waterfront Retreat with Private Dock and Beach

10.0 out of 10, Exceptional, (21)
"I stayed with 3 friends and it was lovely! The apartment was clean and tidy. The view was spectacular. The host was very communicative and kind leading up to and during our stay. There are great restaurants and things to do in the area as well. "
The price is ¥33,165
¥55,490 total
includes taxes & fees
Jul 28 - Jul 29
Waterfront Retreat with Private Dock and Beach

Summer Rustic Camping with AC and King Bed

9.6 out of 10, Exceptional, (4)
"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."
The price is ¥13,348
¥25,431 total
includes taxes & fees
Jul 26 - Jul 27
Summer Rustic Camping with AC and King Bed

Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

9.6 out of 10, Exceptional, (4)
"This property was amazing! My family of six, really enjoyed the pool, large yard, for one including a balcony, toys for the kids, and many more! Will definitely be staying again in the future"
The price is ¥90,536
¥163,637 total
includes taxes & fees
Jul 23 - Jul 24
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

Walk to Town & River: Charming Home in North East!

10.0 out of 10, Exceptional, (2)
"Great stay and responsive host. So definitely stay again. "
Walk to Town & River: Charming Home in North East!
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

Frequently asked questions

Can I find vacation rentals in Perryville?

Yes, we have vacation rentals close to popular attractions in Perryville, or you can go with a more remote option if you're looking for relaxation. Our travelers 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 vacation rentals that Perryville has to offer?

*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay: This Perryville vacation home rental is located on a lake and has a patio, 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 dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub. Our travelers also rate Waterfront house with amazing views. Top of the Chesapeake as a favorite home for rent in Perryville.

How many vacation rentals are there in Perryville?

Expedia has 8 vacation rentals for your stay in Perryville.

What can I see and do in Perryville?

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

What are vacation rentals like in Perryville?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Perryville. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.