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Compare 67 Vacation Homes in Perryman with updated reviews, rates, and availability.

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

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

9.6 out of 10, Exceptional, (43)
"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

Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

9.6 out of 10, Exceptional, (36)
"We had a great time at the house with friends from our apartment building and neighborhood for the long Thanksgiving weekend. Debbie and Bob had everything we needed to cook with, the porch overlooking the Bay was amazing, and the living room, TV room and dining room were all used frequently. We also played games, and had a nice fire in the portable fire pit outside. Weather got coooold but the house was always warm and cozy. It was a really fun stay. The bedrooms were great, too. They've taken...
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

Waterfront Oasis w/ Private Dock, 3BR/2BA

9.6 out of 10, Exceptional, (29)
"We stayed here over the weekend and had a great time. The home is located about twenty mins from lots of great restaurants and things to do for kids! The arcade machine was a huge hit with my kids. The view of the river was amazing. We sat in the house and watched the sunset and sunrise every day. The host was also very responsive. "
Waterfront Oasis w/ Private Dock, 3BR/2BA

Very nice house with everything you need

9.8 out of 10, Exceptional, (7)
"This location was within a reasonable distance from our activities of checking our colleg students into their new housing. Free parking for 2 vehicles. Sleeping arrangements worked for our party of 3 parents and 3 students. Adequate kitchen ammenities to cook a nice meal. Quiet neighborhood. Would stay here again. "
Very nice house with everything you need

Amazing Waterfront Home on the Bush River

10.0 out of 10, Exceptional, (19)
"We live in FL and host a small family gathering for Thanksgiving every year. The house was perfect for us and received tons of compliments for location, size and amenities. Thanks for helping us make some wonderful memories!"
Amazing Waterfront Home on the Bush River

Baseball Lovers Paradise!

9.4 out of 10, Exceptional, (6)
"Difficult getting in touch with and not timely responses with host. The house was clean….but the bedspreads and throw pillows need washing. They smell and are very dirty. There were no wash clothes to shower with. The house was not dirty itself. Bathrooms, bedrooms, and kitchen were clean. The location was great for our needs and very close to Ripken. Directions and address to the location need to be better communicated. Overall, I would stay there again and we do travel there a lot. I would...
Baseball Lovers Paradise!

Quiet Bird River Bungalow and Nature Retreat Pet Friendly

10.0 out of 10, Exceptional, (10)
"This was the perfect escape from the city. I was in town for medical appointments and after a long day away, it was nice to come back to a cozy place. The yard was full of beautiful flowers and fun little surprises (we saw frogs, turtles, birds and a groundhog!). The house came fully equipped for anything you might need. Will was very responsive and communicated well. We will definitely put this cute vintage house on the list for our next visit to Maryland."
Quiet Bird River Bungalow and Nature Retreat Pet Friendly

Upper Chesapeake Getaway - Newly Renovated

9.8 out of 10, Exceptional, (13)
"This home is beautifully decorated, making it most inviting and pleasant. The view of the bay was magical! Sitting on the sun porch was so wonderful! The kitchen was the most well equipped kitchen I’ve had the pleasure to use! Thank you for an amazing stay!!"
Upper Chesapeake Getaway - Newly Renovated

Your perfect Maryland escape awaits!

10.0 out of 10, Exceptional, (4)
"Property was as described and according to photos. Children’s toys only consisted of card games, and there was no children’s dinnerware which was listed as provided. Kitchen was not well stocked, as there were no baking supplies and we needed to use the oven. Beds were comfortable and there was ample bedding, pillows, blankets, and towels. There was ample parking. Ceiling fans were amazingly quiet and appreciated in each room. Was difficult to use showers only for children’s baths. Property...
Your perfect Maryland escape awaits!

Brand New, Waterfront House on Beautiful Fairlee Creek

Brand New, Waterfront House on Beautiful Fairlee Creek

Tip Of The Town Fresh and New 3 Bedroom Nest

9.8 out of 10, Exceptional, (8)
"We had a great stay at this property. Communication was seamless, the property was well taken care of, clean, and well decorated. "
The price is AED 698
AED 1,394 total
includes taxes & fees
30 Dec - 31 Dec
Tip Of The Town Fresh and New 3 Bedroom Nest

A Spacious Haven For Ultimate Comfort 3 Bedroom Home by RedAwning

3.0 star property
A Spacious Haven For Ultimate Comfort 3 Bedroom Home by RedAwning

The Riverside Oasis waterfront with hot tub

10.0 out of 10, Exceptional, (3)
"We arrived to a cozy and warm home decorated beautifully for the holidays. Saturday we went for walks along the water and the kids did some biking. Dinner with our group was enjoyable at the large dining table where everyone had a seat- no need for a kiddy table in this house. Resting our heads down on luxurious bedding and waking up to beautiful water views was a delight. We can’t wait to come back with our clan."
The Riverside Oasis waterfront with hot tub

River Haven with Hot Tub | 4 Bed, 3.5 Bath

9.8 out of 10, Exceptional, (23)
"My family stayed here during the week of Thanksgiving. The property is in a very lovely setting, especially in the fall. The size of the house is perfect for a family gathering. Thank you for a lovely stay."
River Haven with Hot Tub | 4 Bed, 3.5 Bath

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!

350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock

10.0 out of 10, Exceptional, (61)
"Great!"
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock

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

Waterfront Home & Dock, sleeps 8 Max. Eastern shore, Betterton Chestertown MD.

9.8 out of 10, Exceptional, (87)
"The house and location on Still Pond Maryland was great!! House was clean and tiddy. Caught perch, catfish and bass off their dock!! Area is beautiful and quiet! "
Waterfront Home & Dock, sleeps 8 Max. Eastern shore, Betterton Chestertown MD.

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (135)
"we had a short stay but wished it was longer, the views from the house and peacefulness of the location were incredible"
The price is AED 731
AED 1,678 total
includes taxes & fees
23 Jan - 24 January 2025
5-bedroom vacation home 5 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.
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Other property types in Perryman

Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

10.0 out of 10, Exceptional, (75)
"We had a great two days here! House has everything you need. We really enjoyed the hot tub! We were lucky the weather was so warm and we could just sit outside all day looking at the water and end the day with gorgeous sunsets. We would definitely come back!"
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (44)
"it being off season,very quiet. the people in the surrounding neighborhood were very friendly, we had a great time, ash and christine were awsome host. we will deffinately go back again!"
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

9.6 out of 10, Exceptional, (36)
"We had a great time at the house with friends from our apartment building and neighborhood for the long Thanksgiving weekend. Debbie and Bob had everything we needed to cook with, the porch overlooking the Bay was amazing, and the living room, TV room and dining room were all used frequently. We also played games, and had a nice fire in the portable fire pit outside. Weather got coooold but the house was always warm and cozy. It was a really fun stay. The bedrooms were great, too. They've taken...
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
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.