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Vacation Homes in Perryville

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (25)
"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

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

10.0 out of 10, Exceptional, (255)
"This house is beautiful! Such an awesome set-up and the ideal spot for individuals that like the outdoors. Very spacious, homey vibe! The wrap around porch was so nice to hangout on!"
Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!

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

9.6 out of 10, Exceptional, (62)
"The wife and myself agreed this was a great place to stay with 2 French bulldogs fenced in yard and nice and cool and nice and clean"
Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!

Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

2.0 star property
9.6 out of 10, Exceptional, (9)
"We had an excellent stay"
The price is SAR 594
SAR 868 total
includes taxes & fees
8 Oct - 9 Oct
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

Sailor's Sunrise Cottage - Chesapeake Bay

9.4 out of 10, Exceptional, (53)
"It was represented very well. I would definitely recommend for getting away from crowds. NEAT place,yes you are at the water! Would give it a 4.7 overall.! "
Sailor's Sunrise Cottage - Chesapeake Bay

Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!

10.0 out of 10, Exceptional, (1)
"The property is exactly as you see in the pictures/description. We were 4 adults, 4 kids (9 months to 13 years). Plenty of room for all of us. Hosts were quick to respond to any messages sent.Had a great 3 days here."
Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

9.8 out of 10, Exceptional, (41)
"The house was perfect for 6 young adults! We were only 5 minutes from Anchor Marina which was perfect for our group. The fire pit and outdoor set up was nice and we had plenty of space for everyone. "
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Chesapeake Point | Waterfront w/ HOT TUB + Beach!

9.8 out of 10, Exceptional, (18)
"Enjoyed our stay. Location is beautiful and peaceful! Great place for a large group."
Chesapeake Point | Waterfront w/ HOT TUB + Beach!

Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!

7.4 out of 10, Good, (3)
"The house is amazing. Very clean and accessible. Carrie and Mike were amazing host . The backyard is truly an oasis. "
Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (21)
"We had a wonderful stay in Chesapeake City! The property was very clean, well stocked, and perfect for our family. The kitchen is gorgeous with a beautiful view of the water, and everything is labeled so items are easy to find and put away. Just a short walk to dinner at Schaefer’s Canal House and the trail. Highly recommend!"
Chesapeake City Quiet Overlook

Waterfront Lodge packed with Amenities

10.0 out of 10, Exceptional, (2)
"Beautiful home. Gorgeous views of Bohemian River. Well maintained House and fully supplied. Our families and friends just loved it. They were already speaking about wanting to return again. "
Waterfront Lodge packed with Amenities

Waterfront house with amazing views. Top of the Chesapeake

10.0 out of 10, Exceptional, (100)
"Everything about this rental was easy, from check in to departure. We had one challenge with the TV and the host answered my text immediately and solved the issue for us. House was clean and as described in the listing. Highly recommend. "
Waterfront house with amazing views. Top of the Chesapeake

Luxury Waterfront Home Built for Entertaining!

6.8 out of 10, (3)
"We had such a wonderful stay! The house was spotless, comfortable, and beautifully maintained. The surrounding area was peaceful and welcoming, and perfect for a relaxing weekend. Highly recommend!"
The price is SAR 1,857
SAR 3,117 total
includes taxes & fees
1 Oct - 2 Oct
Luxury Waterfront Home Built for Entertaining!

Summer Rustic Camping with AC and King Bed

9.6 out of 10, Exceptional, (5)
"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 SAR 311
SAR 615 total
includes taxes & fees
1 Oct - 2 Oct
Summer Rustic Camping with AC and King Bed

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
The price is SAR 506
SAR 1,280 total
includes taxes & fees
6 Oct - 7 Oct
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Spacious 4 bedroom house with 2 and a half baths in Kennedyville, Maryland.

2.0 star property
8.6 out of 10, Excellent, (4)
"Would I stay here again? No. Would I recommend it to a friend? Also no.While the unit was clean, it felt quite tired and in need of a refresh. The kitchen was minimally equipped, with very few pots and pans, making it difficult to cook meals. Additionally, there were air fresheners and purifiers in every room, which made us wonder if they were masking an underlying issue. Overall, the space could benefit from some updates and better preparation for guests."
Spacious 4 bedroom house with 2 and a half baths in Kennedyville, Maryland.

River Haven with Hot Tub | 4 Bed, 3.5 Bath

9.8 out of 10, Exceptional, (29)
"I had such a peaceful stay at John's place. The setting was incredibly tranquil, perfect for a relaxing getaway. The garden was beautiful, and I loved sipping my morning Tea on the patio. Highly recommend for anyone looking to unwind."
River Haven with Hot Tub | 4 Bed, 3.5 Bath

Luxurious and spacious townhome with all necessary amenities awaits your stay.

9.4 out of 10, Exceptional, (9)
"Great experience all around! "
Luxurious and spacious townhome with all necessary amenities awaits your stay.

Modern and Cozy Home in Bel Air with a Home Office and Fireplace

10.0 out of 10, Exceptional, (2)
"I appreciated how clean and pleasant it smelled! Then it was a beautiful location with lots of places to eat nearby. My only improvement would have been window curtains, especially in the master bath. "
The price is SAR 844
SAR 1,205 total
includes taxes & fees
2 Oct - 3 Oct
Modern and Cozy Home in Bel Air with a Home Office and Fireplace

Quiet house heated pool & waterfall open all year

10.0 out of 10, Exceptional, (5)
"We stayed there over valentines weekend. Home was very well taken care out. Very clean. The heated pool is amazing. We were able to swim with snow on the ground. Plenty of room. Bathroom is beautiful. Homeowner communicated well and I can’t express enough how much we loved this place e and hope to come back again soon. It’s only 15 minutes away from Conowingo Dam to see all the bald eagles. Also within 10 minutes of grocery stores and food establishments. "
Quiet house heated pool & waterfall open all year
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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Top Perryville Hotel Reviews