Holiday Rentals in Perryville

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Find properties with these dates

Tonight
May 13 - May 14
Tomorrow
May 14 - May 15
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Holiday Rentals in Perryville

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
Exterior
PERUSE OUR INCREDIBLE REVIEWS! Creekside Cottage Awaits Your Visit!
10.0 out of 10, Exceptional, (220)
"This is our 5th stay at creekside cottage, love love love this beautiful little hideaway. Carol is great and is always a text away if we need anything. If you like winery's there is 3 within 15-20mins away . If you want a great experience book you won’t regret it ."
PERUSE OUR INCREDIBLE REVIEWS! Creekside Cottage Awaits Your Visit!
Interior
Historic home in the heart of Main Street- walkable to shops and restaurants
10.0 out of 10, Exceptional, (7)
"Minutes from our job site. Thank you for your hospitality."
Historic home in the heart of Main Street- walkable to shops and restaurants
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Property grounds
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
10.0 out of 10, Exceptional, (65)
"We had a great get-away for a few days with our friends. The cabin was in a quiet neighborhood with amazing views. We especially enjoyed using the fire pit while sitting in the comfortable Adirondack chairs overlooking the Chesapeake Bay. The owners were friendly and great to work with. Highly recommend!"
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
Property grounds
Family-Friendly Cottage, Walk to the Beach!
10.0 out of 10, Exceptional, (13)
"The cottage exceeded our expectations. Everything is as pictured. The place is sparkling clean and stocked with everything you need and more. Communication was excellent. Loved the location and the private beach access was a real plus. Great location to use as home base and take day trips in the area."
Family-Friendly Cottage, Walk to the Beach!
Aerial view
Thunder Hill Retreat - Peaceful - sleeps 12
10.0 out of 10, Exceptional, (4)
"Fantastic property, one the the best hosts we have ever had. I would recommend this house and this host to anyone. Above and beyond, we appreciate everything our host did in order for us to enjoy our stay."
The price is €533
per night
20 May - 21 May
Thunder Hill Retreat - Peaceful - sleeps 12
Fridge, microwave, oven, stovetop
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
10.0 out of 10, Exceptional, (18)
"Betty Ann’s property was exactly as described. The personal touches of full ice trays, cooler, a well-stocked kitchen and welcome snacks really show the care and thought Betty Ann takes in her rental. The sunsets are even more gorgeous than described- and literally 20 steps away. We loved our stay so much, we booked our next stay while we were there :) Keep in mind you are above the owners garage, so you make hear their use of it at any time!"
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Property grounds
Quarry Landing - Center of Town & River View - 3 Bedroom
10.0 out of 10, Exceptional, (5)
"What a beautiful home. The host was attentive to the small details in the house, and my friend and I greatly enjoyed our stay."
The price is €292
per night
28 May - 29 May
Quarry Landing - Center of Town & River View - 3 Bedroom
Exterior
Pet-Friendly Delta Cabin w/ Private Hot Tub!
10.0 out of 10, Exceptional, (11)
"This was the perfect location for a quick get away to relax and recharge. The house was super clean and exactly as pictured"
Pet-Friendly Delta Cabin w/ Private Hot Tub!
Exterior
Stunning waterfront villa with indoor pool and kids swing set and play area.
10.0 out of 10, Exceptional, (3)
"Great weekend with friends in this beautiful home. Plenty of space for the 14 of us. Indoor pool/bar area was the perfect space for us to hang out together."
Stunning waterfront villa with indoor pool and kids swing set and play area.
Private kitchen
Charming Rustic Retreat
10.0 out of 10, Exceptional, (1)
"We were a group of eight, up for a birthday party. We all had a great time! Everyone was impressed with the place and location. The two separate living areas worked well with our group. We especially enjoyed the chalkboard and pool table. We loved every minute of our stay. Jeff is a great host, with great communication. This was a great find! We will definitely look to stay again in the future."
Charming Rustic Retreat
Exterior
Private Carriage House Retreat on a 33 Acre Historic Working Estate
10.0 out of 10, Exceptional, (8)
"It was me, my son and my sister staying. The grounds were beautiful, and we fed the goats too! It was late season, so no pool or any relaxing outdoors. Brrr. Traffic is light in the area so it was easy to get in a 2+ mile walk and see the local neighborhoods. As it was mentioned in the listing (but not obvious in the photos), you have to walk through the bunk room to get to the master bedroom, and the door to the upstairs bath doesn't offer total privacy. No place is perfect, and we would...
Private Carriage House Retreat on a 33 Acre Historic Working Estate
Exterior
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
10.0 out of 10, Exceptional, (49)
"Dennis’s property was everything we needed. We had plenty of room for our 14 people. The separate houses were nice to give the infants and their parents a place to retreat to. The older kids loved the great room with the juke box where they could look out for boats. The house was well stocked which made it perfect for preparing our Thanksgiving dinner! Thanks Dennis!!"
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
Property grounds
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
9.8 out of 10, Exceptional, (34)
"Great view awesome living space and easy access. Thank you."
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
View from property
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, (126)
"This house setting was a little slice of paradise. We saw a beaver swimming, blue herons, eagles, ducks in the water and yard. Would definitely come back again."
The price is €623
per night
15 May - 16 May
Top of the Chesapeake - Minutes from Historic Charlestown
Beach nearby, sun-loungers
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Property grounds
River Haven with Hot Tub | 4 Bed, 3.5 Bath
9.8 out of 10, Exceptional, (17)
"The house was great and had a ton to do! Which was awesome for us because it rained while we were there. The foosball, ping pong and air hockey tables provided a ton of entertainment."
River Haven with Hot Tub | 4 Bed, 3.5 Bath
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.
Exterior
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, (85)
"Such a comfortable place to stay! Fully stocked kitchen, big rooms with comfortable beds and linens. Everything is clean and the appliances are new. Sweet welcome gift of pastries and water. Quiet neighborhood. Easy to access and property host was very responsive."
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Fridge, microwave, oven, stovetop
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, (27)
"This location was perfect for our stay during a bass tournament on the upper bay. boa parking was great and very secure compared to hotels. SAhelly was very accomadating"
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
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 types of properties in Perryville you may be interested in

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
Property grounds
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
9.8 out of 10, Exceptional, (34)
"Great view awesome living space and easy access. Thank you."
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
View from property
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, (126)
"This house setting was a little slice of paradise. We saw a beaver swimming, blue herons, eagles, ducks in the water and yard. Would definitely come back again."
The price is €623
per night
15 May - 16 May
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.

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?

Top of the Chesapeake - Minutes from Historic Charlestown: This highly rated holiday home rental in Perryville is located on a river, and has a balcony, 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. Make the most of games in this rental home to help you unwind. Some other homes for rent in Perryville include Waterfront house with amazing views. Top of the Chesapeake and Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay.

How many holiday rentals are there in Perryville?

Expedia has 7 holiday rentals for your stay in Perryville.

What can I see and do in Perryville?

Susquehanna River and Garrett Island Beach are a couple of lovely local spots to get outside and enjoy nature. Hollywood Casino and Concord Point Lighthouse are a couple of places you'll find in the wider area.

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.