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Compare 92 Vacation Homes in Perryville with updated reviews, rates, and availability.

Tip Of The Town Fresh and New 3 Bedroom Nest
9.8 out of 10, Exceptional, (7)
"Loved the convenience to the town of South East and Blue Elk Vineyard. The property was very clean. Having an EV charger was so helpful."
The price is SAR 601
SAR 1,294 total
includes taxes & fees
7 Nov - 8 Nov
Tip Of The Town Fresh and New 3 Bedroom Nest
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, (100)
"Great stay - we were hardly there but the convenience of the location was great and everything was just as described. Thank you!"
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Sweet Little Home Away From Home, North East, MD
10.0 out of 10, Exceptional, (3)
"The house was perfect in every way. The location was convenient, quiet and private. It really was a home away from home. We would like to stay here again for the next MD 5-star. Next time please provide a roll of paper towels. That is all I can say - we sincerely appreciate the meticulous effort that made out stay perfect!"
Sweet Little Home Away From Home, North East, MD
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!
9.6 out of 10, Exceptional, (55)
"Porch is filled with cobwebs. Steps inside need a lot of improvement. Inside was very clean, if dated. However I was pleased with the updated shower, refrigerator, kitchen. No tv made the down time lonely. Netflix did not work, nor did dvd player. For me I needed a much more closer bathroom on the second floor. Getting up 3 times a night to use bathroom & navigating those poorly constructed stairs was scary. I did not want to stay in the single bed right by front door. SUZANNE was very...
Cozy home with fenced in yard-Pet 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, (32)
"We had a great time in the pool, fishing off dock, paddle boarding, kayaking and swimming. The kids (5 under 8) loved playing in the bAsement."
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, (33)
"The house is cute and clean small house perfect for 9. Comfortable clean linens were provided. Easy to get to. Close to food and easy to get to University of Delaware. Host was easy to get in touch with. The only thing was no TV at all but we enjoyed our time."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Chesapeake City Quiet Overlook
10.0 out of 10, Exceptional, (12)
"This home was absolutely magnificent! Location and scenery were wonderful. Just so much to keep our attention and kept us in awe. This was a family trip with siblings and soooo many wonderful memories were made. We are older now and it means more than ever before. Thank you to our host Jane who kept in touch and was so very attentive. Most gracious. We are already talking about going back. Cannot say enough it thank you from the bottom of our hearts.♥️"
Chesapeake City Quiet Overlook
Amazing Waterfront Home on the Bush River
10.0 out of 10, Exceptional, (17)
"We stayed here for our wedding weekend leading up to the big day with our families and this couldn't have asked for a better location and place to relax."
Amazing Waterfront Home on the Bush River
Sunset River Cottage encapsulates nautical romance.
9.0 out of 10, Wonderful, (11)
"This place was so perfect and exactly what we were looking for. Everything was exactly as described, loved the set up, and the hot tub was so easy to use. Communication was prompt for the few questions I had and checkout was wildly easy! We will def be coming back! "
Sunset River Cottage encapsulates nautical romance.
Ultimate Retreat @ Papermill Rd
8.8 out of 10, Excellent, (5)
"Great weekend stay"
Ultimate Retreat @ Papermill Rd
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!
9.4 out of 10, Exceptional, (3)
"Great place, Great host ! Will definitely stay here again. Highly recommended."
The price is SAR 657
SAR 1,167 total
includes taxes & fees
6 Nov - 7 Nov
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!
Luxurious and spacious townhome with all necessary amenities awaits your stay.
10.0 out of 10, Exceptional, (2)
"This was one of the most cleanest good smelling place I’ve been to in a long time! I travel a lot too!! "
Luxurious and spacious townhome with all necessary amenities awaits your stay.
Chesapeake Retreat with hot tub. Charming 2 Bed, 1 Bath Home in Chesapeake City
2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great time staying here. The inside is so cute and comfortable. Location is great and the host is very quick to respond and accommodate requests. 10/10 "
Chesapeake Retreat with hot tub. Charming 2 Bed, 1 Bath Home in Chesapeake City
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
9.6 out of 10, Exceptional, (35)
"This house had the most amazing views and was clean and tidy. It was perfect for us and the dogs. The yard was clean and mowed and provided plenty of room for frisbee play which is part of my german shepherd's job. The kitchen was very adequate for our needs! As expected, the upstairs bedrooms were "historic" and the staircase was steep also "historic". The showers were perfect. We had a great visit and would love to come back here!"
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, (134)
""Oh, down in Chesapeake Catching rock around fishing creek The soft-shell crabs play hide and seek Down in Chesapeake." We LOVE the Chesapeake area and have stayed up and down the bay, mostly midway and lower. This area on the upper bay is so close to Philadelphia and, although there are tourists around like us, it doesn't feel touristy unless you go into North East, downtown (which is still worth eating a meal or getting ice cream in that cute little town)! Our stay felt private, and we had...
The price is SAR 1,348
SAR 2,453 total
includes taxes & fees
6 Nov - 7 Nov
Top of the Chesapeake - Minutes from Historic Charlestown
Beautiful Colonial Style Home in Nottingham PA
9.8 out of 10, Exceptional, (6)
"Loved the preserved historic quality of the property. So tastefully furnished and lovely. Nice and quiet neighborhood. The exposed beams certainly let you know when someone was in the room over your head but so worth it for the character."
Beautiful Colonial Style Home in Nottingham PA
Historic Ox Bow House c.1800 "The Cabin at Muddy Creek"
10.0 out of 10, Exceptional, (99)
"Absolutely gorgeous. Adam and Jodi make certain everything is perfect for your stay. Ideal for nature lovers and those who need to get away and relax. "
Historic Ox Bow House c.1800 "The Cabin at Muddy Creek"
This house is a 3 bedroom(s), 1.5 bathrooms, located in Port Deposit, MD.
9.4 out of 10, Exceptional, (3)
"Loved it here! Highly recommend. "
The price is SAR 394
SAR 1,154 total
includes taxes & fees
12 Nov - 13 Nov
This house is a 3 bedroom(s), 1.5 bathrooms, located in Port Deposit, MD.
Charming 3-bedroom house with AC and WiFi in fabulous Newark
2.0 star property
10.0 out of 10, Exceptional, (1)
"This was a perfect place for family to stay during our wedding. The house was very clean and very well maintained. Would definitely recommend to anyone. Thanks again for letting us use your home. "
Charming 3-bedroom house with AC and WiFi in fabulous Newark
River Haven with Hot Tub | 4 Bed, 3.5 Bath
9.8 out of 10, Exceptional, (22)
"Very secluded and a great house for a family reunion."
River Haven with Hot Tub | 4 Bed, 3.5 Bath
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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Other property types in Perryville

Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, (94)
"Cute, up-to-date house, peaceful location, beautiful views. Well supplied kitchen, including sharp knives! Excellent communication with owner – prompt and helpful. Fast internet. Could use more bathroom surface areas; a few more hooks to hang clothes and towels; and an additional umbrella or two outside for shade. My mom, sister, and I thoroughly enjoyed our stay."
Waterfront house with amazing views. Top of the Chesapeake
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
9.8 out of 10, Exceptional, (40)
"Very quaint and cute cottage really enjoyed sleeping on the porch , The sound of the waves because it was windy was so soothing. I felt We were on a sailboat."
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, (134)
""Oh, down in Chesapeake Catching rock around fishing creek The soft-shell crabs play hide and seek Down in Chesapeake." We LOVE the Chesapeake area and have stayed up and down the bay, mostly midway and lower. This area on the upper bay is so close to Philadelphia and, although there are tourists around like us, it doesn't feel touristy unless you go into North East, downtown (which is still worth eating a meal or getting ice cream in that cute little town)! Our stay felt private, and we had...
The price is SAR 1,348
SAR 2,453 total
includes taxes & fees
6 Nov - 7 Nov
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.