Search Vacation Homes in Perryville

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

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

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (259)
"The house was perfect. While the weather didn't really cooperate still had time to sit on the dock and the porch watching the eagles, osprey, geese, ducks, birds and fishermen. Location near Charlestiwn and NorthEast us freat fir restaurants and shopping "
Captivating Chesapeake experience

Beautiful Colonial Style Home in Nottingham PA

9.6 out of 10, Exceptional, (10)
"We had a great stay at this house! It was clean, comfortable and "
Beautiful Colonial Style Home in Nottingham PA

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

8.0 out of 10, Very Good, (1)
"Nice and quiet place to stay"
The price is AED 496
AED 1,043 total
includes taxes & fees
1 May - 2 May
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

9.8 out of 10, Exceptional, (37)
"Perfect property with cute details and thoughtful touches. Host is phenomenal. "
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Family Friendly Home w/ Large 1 Acre Backyard & Decks

9.6 out of 10, Exceptional, (13)
"Great propertyVery good communication with ownerVery easyGreat location for us.Would love to stay againHighly recommended"
Family Friendly Home w/ Large 1 Acre Backyard & Decks

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (136)
"Can’t wait to come back during warmer weather. It was a perfect over night stay. "
The price is AED 1,319
AED 2,398 total
includes taxes & fees
1 May - 2 May
5-bedroom vacation home 5 minutes from historic Charlestown

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (14)
"Was a great clean place located in a nice little town! Would definitely recommend it!"
The price is AED 624
AED 1,297 total
includes taxes & fees
28 Apr - 29 Apr
Tip Of The Town Fresh and New 3 Bedroom Nest

Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

9.8 out of 10, Exceptional, (16)
"From the moment we entered the property the relaxation began!! The location and history of the area was interesting. The rooms were comfortable and homey. The screened porch was the central space and the reading knook was never empty. All enjoyed kayaking and paddle boarding in the calm river water. All agreed we would like to revisit the property again. Communication with the owners was prompt and courteous. Thank you"
The price is AED 2,071
AED 4,064 total
includes taxes & fees
27 Apr - 28 Apr
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

Cozy 2-bedroom townhome in charming Elkton

8.0 out of 10, Very Good, (1)
"The house itself was clean. Had everything we needed. It seemed like the back yard was still being cleared of trees and debris. Was too chilly for sitting out though. All and all, was fine."
The price is AED 422
AED 526 total
includes taxes & fees
1 May - 2 May
Cozy 2-bedroom townhome in charming Elkton

Newly renovated single family home with attached guest suite

Newly renovated single family home with attached guest suite

Nancy’s Touch, A Waterfront Paradise!

10.0 out of 10, Exceptional, (159)
"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!

Amazing Waterfront Home on the Bush River

10.0 out of 10, Exceptional, (20)
"We had a wonderful stay at Ted’s property. The basement was cold as they hadn’t figured out to adjust the thermostat yet, so we didn’t spend any time down there. We also encountered challenges with the hot water heater, but overall it was a lovely stay. "
Amazing Waterfront Home on the Bush River

White Clay Creek Cottage

10.0 out of 10, Exceptional, (4)
"We loved our stay here! I would absolutely recommend this place. We brought our two pups who felt right at home. The pictures don't do the house justice! It's much bigger than it looks in the pictures, which was a plus for us. The aesthetics are so cute but simple. Yes, the driveway lol. I'd say out of everything, that was the worst. But we, too, live on a very busy road and so it was nothing new to us."
White Clay Creek Cottage

Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!

9.6 out of 10, Exceptional, (56)
"Lovely location"
Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!

Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!

9.4 out of 10, Exceptional, (33)
"This was the best Christmas yet and on top of that, the home was amazing, great amenities, great view, great time. Thank you to the host! "
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!

*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

9.4 out of 10, Exceptional, (170)
"The lake house was spacious and had a beautiful view. The owner had a lot of amenities in the house available, so there was no need to run out for any supplies. Will book again!"
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

Waterfront house with amazing views. Top of the Chesapeake

10.0 out of 10, Exceptional, (96)
"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

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

9.6 out of 10, Exceptional, (44)
"We enjoyed our Thanksgiving get away at this very cute waterfront cottage. Our stay was a extremely relaxing and enjoyable time. 😊👌👍"
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay

Stay & Play at Our Beautiful Retreat

Stay & Play at Our Beautiful Retreat

Upper Chesapeake Getaway - Newly Renovated

9.8 out of 10, Exceptional, (14)
"Really peaceful. Nice house!"
Upper Chesapeake Getaway - Newly Renovated
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.
Don't see what you're looking for?
See all available properties in Perryville
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Perryville

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (259)
"The house was perfect. While the weather didn't really cooperate still had time to sit on the dock and the porch watching the eagles, osprey, geese, ducks, birds and fishermen. Location near Charlestiwn and NorthEast us freat fir restaurants and shopping "
Captivating Chesapeake experience

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (136)
"Can’t wait to come back during warmer weather. It was a perfect over night stay. "
The price is AED 1,319
AED 2,398 total
includes taxes & fees
1 May - 2 May
5-bedroom vacation home 5 minutes from historic Charlestown

*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

9.4 out of 10, Exceptional, (170)
"The lake house was spacious and had a beautiful view. The owner had a lot of amenities in the house available, so there was no need to run out for any supplies. Will book again!"
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
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.