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Compare 128 Vacation Homes in Perryville with updated reviews, rates, and availability.

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (260)
"Such a hidden gem of a spot! Pictures were exactly like the house and the owners were super responsive!"
Captivating Chesapeake experience

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (18)
"Was a great clean place located in a nice little town! Would definitely recommend it!"
Tip Of The Town Fresh and New 3 Bedroom Nest

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (160)
"The property was great, clean and spacious. The views were remarkable and amenities exactly what we needed while we are working a major event."
Chesapeake Bay House with Dock & Private Beach

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

9.4 out of 10, Exceptional, (3)
"Nice and quiet place to stay"
The price is AEDĀ 540
AEDĀ 1,067 total
includes taxes & fees
16 Jun - 17 Jun
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Cozy 2-bedroom townhome in charming Elkton

8.8 out of 10, Excellent, (3)
"This home wss a perfect stay for me and my friends, spacious, clean, and as described "
The price is AEDĀ 422
AEDĀ 526 total
includes taxes & fees
30 Jun - 1 Jul
Cozy 2-bedroom townhome in charming Elkton

Waterfront house with amazing views. Top of the Chesapeake

10.0 out of 10, Exceptional, (97)
"From booking to check out Matt was great! Property was clean and felt like home. The water view was beautiful and just sitting out and enjoying the water from the deck, the kids were in the water our entire stay or fishing off the pier. We definitely will be booking again!"
Waterfront house with amazing views. Top of the Chesapeake

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

9.8 out of 10, Exceptional, (17)
"Wonderful experience, thank you for having us!! "
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

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

9.6 out of 10, Exceptional, (39)
"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

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

10.0 out of 10, Exceptional, (244)
"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!

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

9.8 out of 10, Exceptional, (38)
"The place is well cared and cute. "
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Summer Rustic Camping with AC and King Bed

10.0 out of 10, Exceptional, (3)
"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 AEDĀ 270
AEDĀ 569 total
includes taxes & fees
4 Jun - 5 Jun
Summer Rustic Camping with AC and King Bed

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (18)
"Everyone in our family ages 8, 10, 17, 18, 38, 64, and 71 thought the house and location were perfect and we had a great stay."
Chesapeake City Quiet Overlook

Modern cozy get-away* game room-amish country

Modern cozy get-away* game room-amish country

The Cozy Corner, 2-bedroom townhome in charming Newark with WiFi, and parking

10.0 out of 10, Exceptional, (1)
"Mohammed was such an amazing host to us, even before we checked in! We were a little early & saw him prior to check-in, he assured us whatever we may need don’t hesitate to give him a call. The location was great, very easy to get to other places in a nice quiet neighborhood. The entire house was comfortable and nicely decorated. Mohammed is such a great host that at checkout we were still cleaning a little and he let us stay until 1pm free of charge even with another guest coming after us!!!...
The Cozy Corner, 2-bedroom townhome in charming Newark with WiFi, and parking

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

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

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (138)
"Can’t wait to come back during warmer weather. It was a perfect over night stay. "
The price is AEDĀ 1,319
AEDĀ 2,398 total
includes taxes & fees
4 Jun - 5 Jun
5-bedroom vacation home 5 minutes from historic Charlestown

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

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

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

9.4 out of 10, Exceptional, (46)
"We enjoyed our Thanksgiving get away at this very cute waterfront cottage. Our stay was a extremely relaxing and enjoyable time. šŸ˜ŠšŸ‘ŒšŸ‘"
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay

Spacious North East Home w/ Fenced Yard & Fire Pit

10.0 out of 10, Exceptional, (8)
"Very nice house and well suited for the four adult couples on this trip."
Spacious North East Home w/ Fenced Yard & Fire Pit

Stay & Play at Our Beautiful Retreat

10.0 out of 10, Exceptional, (1)
"This property has everything you need for a friends weekend. Pickelball, pool, basketball, even golf hitting net were all used by our group and we enjoyed the TV room and large outdoor space. Takes a little navigating to get there, but the directions were well done and communication with the owner was great. They were very responsive to all of our questions. Would highly recommend this place for groups."
Stay & Play at Our Beautiful Retreat
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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