Holiday Homes in Perryville

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Perryville

House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Exterior
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, (90)
"Myself, mom, sister, and friend came down for the weekend to participate in the Mammoth March held at the Fair Hill Park. The house was nice and close, clean, and comfortable."
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Cozy home with fenced in yard-Pet Friendly. 2 block walk to historic downtown!
Property grounds
Cozy home with fenced in yard-Pet Friendly. 2 block walk to historic downtown!
9.6 out of 10, Exceptional, (45)
"Owner very helpful to anything we needed. Was within walking distance to everything in town which has wonderful shops and places to eat."
Cozy home with fenced in yard-Pet Friendly. 2 block walk to historic downtown!
Waterfront house with amazing views. Top of the Chesapeake
On the beach, sun-loungers, beach towels
Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, (89)
"Our Family decided to take a last minute Spring Break trip and had a fantastic time. Matt was a great host and easy to communicate with. We were pleasantly surprised by all of the local dining options. Despite terrible weather that we experienced, we made the best of our trip and had a great time."
Waterfront house with amazing views. Top of the Chesapeake
Rambling Victorian Beach House on Maryland's Eastern Shore
Beach nearby, sun-loungers, beach towels
Rambling Victorian Beach House on Maryland's Eastern Shore
10.0 out of 10, Exceptional, (13)
"Our group of couples + kids enjoyed our getaway to the Eastern Shore. Betterton was a great home base to visit our alma mater, Washington College, in Chestertown. There, we visited the farmers market and waterfront park & playground with the kids. Back in Betterton, the house fit our group well. Plenty of bedrooms, bathrooms and space for each family. The kids & adults enjoyed spending time lounging in the third floor living room. We were pleased that the house had plenty of games, kids toys,...
Rambling Victorian Beach House on Maryland's Eastern Shore
Chesapeake City Overlook: Breathtaking View!
Property grounds
Chesapeake City Overlook: Breathtaking View!
10.0 out of 10, Exceptional, (5)
"Lovely home and hostess! Very clean and responsive. Beautiful water views. Excellent vacation home"
Chesapeake City Overlook: Breathtaking View!
Baseball Lovers Paradise!
Interior
Baseball Lovers Paradise!
10.0 out of 10, Exceptional, (3)
"Clean, easy process, beds very comfortable!"
Baseball Lovers Paradise!
Hobbit House one of a kind home
Property grounds
Hobbit House one of a kind home
The price is AU$477
per night
16 July - 17 July
Hobbit House one of a kind home
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!
Smart TV
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!
The price is AU$578
per night
22 July - 23 July
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!
Tip Of The Town Fresh and New 3 Bedroom Nest
Fridge, microwave, oven, stovetop
Tip Of The Town Fresh and New 3 Bedroom Nest
The price is AU$515
per night
1 July - 2 July
Tip Of The Town Fresh and New 3 Bedroom Nest
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Property grounds
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"House was very clean and in an excellent location. However the grounds were in need of weeding to the point that the advertised upper bay view was blocked or partially blocked from many areas. Host was prompt in responding when I reached out."
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Waterfront Home with Private Dock, Eastern shore, Betterton Chestertown MD.
Property grounds
Waterfront Home with Private Dock, Eastern shore, Betterton Chestertown MD.
9.8 out of 10, Exceptional, (80)
"House was fine. Odd they did not provide sheets. Was difficult for folks who came from far away. But the house was lovely and we enjoyed our time there!!"
Waterfront Home with Private Dock, Eastern shore, Betterton Chestertown MD.
Top of the Chesapeake - Minutes from Historic Charlestown
View from property
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, (128)
"Three generations from PA, CO and VT all converged on the "Top of the Chesapeake" and had a lovely time. This is a stellar place for bird watching since it's between a creek and the upper Bay ("river".) Kayaks were a hit with 12 year olds and their parents. The owner's very reasonable rules and guidelines were so easy and he was available for help. Highly recommend this place!"
The price is AU$994
per night
8 July - 9 July
Top of the Chesapeake - Minutes from Historic Charlestown
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Fridge, microwave, oven, stovetop
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, (28)
"Pretty house with plenty of room. Easy check in and out."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Outdoor pool, a heated pool
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
9.6 out of 10, Exceptional, (155)
"This River property is a little bit of Paradise away from home! It is everything and more as advertised! My husband and I leased the property for 5 nights for a family reunion, ages 1 to 89 years old! My family of 5, my Mom, Dad and Grandmother, my brothers family of 4 and my nieces family of 3. The house was big enough for all of us to be together or everyone could have their own space. We enjoyed the pool, the hot tub, the playground and the sunsets across the river were amazing. My...
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Clean and Cozy 2 BR home blocks away from downtown
Fridge, microwave, oven, stovetop
Clean and Cozy 2 BR home blocks away from downtown
10.0 out of 10, Exceptional, (15)
"Great house, very clean. Only a short few minute walk to restaurants and shops and parks."
Clean and Cozy 2 BR home blocks away from downtown
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
Property grounds
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
9.8 out of 10, Exceptional, (11)
"We had a great time here. House is beautiful and was very peaceful to be right on the lake!"
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
The Chalet is located in the woods of a gated property with a covered porch.
Beach
The Chalet is located in the woods of a gated property with a covered porch.
9.4 out of 10, Exceptional, (20)
"The property is beautiful and every bit as peaceful and serene as the ad implies. Just a short drive away from good food and great fishing. I would definitely book this cabin again and i hope to soon."
The Chalet is located in the woods of a gated property with a covered porch.
Sunset River Cottage encapsulates nautical romance.
Outdoor spa tub
Sunset River Cottage encapsulates nautical romance.
9.8 out of 10, Exceptional, (6)
"This was a perfect getaway and the cottage is exactly as described. Host was able to offer pet friendly accommodations and my dogs loved the water access. A peaceful retreat in a charming character rich cottage."
Sunset River Cottage encapsulates nautical romance.
Large Home on 18 Acres of Private Woods with a Hot Tub
Exterior
Large Home on 18 Acres of Private Woods with a Hot Tub
8.0 out of 10, Very good, (2)
"Joshua was extremely responsive. We all thoroughly enjoyed our getaway. Thank you"
Large Home on 18 Acres of Private Woods with a Hot Tub
Small House on Gentleman’s Farm
Fridge, microwave, oven, stovetop
Small House on Gentleman’s Farm
10.0 out of 10, Exceptional, (5)
"Very quiet neighborhood. Host was very friendly. House was as described. Everything was clean. Will do it again for next graduation."
The price is AU$444
per night
22 July - 23 July
Small House on Gentleman’s Farm
Don't see what you're looking for?
See all available properties in Perryville
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.

Other property types in Perryville

Waterfront house with amazing views. Top of the Chesapeake
On the beach, sun-loungers, beach towels
Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, (89)
"Our Family decided to take a last minute Spring Break trip and had a fantastic time. Matt was a great host and easy to communicate with. We were pleasantly surprised by all of the local dining options. Despite terrible weather that we experienced, we made the best of our trip and had a great time."
Waterfront house with amazing views. Top of the Chesapeake
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Property grounds
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"House was very clean and in an excellent location. However the grounds were in need of weeding to the point that the advertised upper bay view was blocked or partially blocked from many areas. Host was prompt in responding when I reached out."
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Top of the Chesapeake - Minutes from Historic Charlestown
View from property
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, (128)
"Three generations from PA, CO and VT all converged on the "Top of the Chesapeake" and had a lovely time. This is a stellar place for bird watching since it's between a creek and the upper Bay ("river".) Kayaks were a hit with 12 year olds and their parents. The owner's very reasonable rules and guidelines were so easy and he was available for help. Highly recommend this place!"
The price is AU$994
per night
8 July - 9 July
Top of the Chesapeake - Minutes from Historic Charlestown
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.

Perryville Holiday Homes information

Number of reviews
649
Accommodation
86 Holiday Homes
Lowest Price
AU$444
Highest Price
AU$994

Recent Reviews in Perryville
Expedia verified reviews

Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

5/5 Excellent
Extremely welcoming staff
"The place was clean the staff was extremely welcoming and they have a restaurant on site that alone i give them five stars."
A verified traveller stayed at Embassy Suites by Hilton Newark Wilmington South
Posted 2 days ago
Embassy Suites by Hilton Newark Wilmington South