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Compare 193 Vacation Homes in Wye Mills with updated reviews, rates, and availability.

Caribbean Pool Home <1 mile from Matapeake Beach!
10.0 out of 10, Exceptional, (1)
"The house was exactly as promised! We were very happy with the accommodations!"
The price is $224
$752 total
includes taxes & fees
Jun 3 - Jun 4
Caribbean Pool Home <1 mile from Matapeake Beach!
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (26)
"The stay was a perfect location for doing things in downtown St. Michael's, everything is within walking distance. The property managers were prompt with all communications and pleasant to work with on a few questions I had."
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (19)
"We have nothing but great things to say about Adam and his beautiful home! He was so accommodating and the home was comfortable and spacious for our family of 5! Couldn’t have had a better experience :)"
The price is $83
$267 total
includes taxes & fees
Jun 5 - Jun 6
Relax on Kent Island in 3 Bedroom Home w/Waterview
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Peaceful Queenstown Home w/ Deck & Grill!
Peaceful Queenstown Home w/ Deck & Grill!
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (16)
"We have been coming to Rock Hall for years and have stayed at the cottage the last two times and we have really enjoyed it. We will be back again and we will stay at this cottage again. My husband loves the sauna. Bill and Hannah"
The price is $175
$272 total
includes taxes & fees
Jun 2 - Jun 3
BAYSIDE BUNGALOW
Waterfront Annapolis Home: Fire Pit & Fishing Pier
9.2 out of 10, Wonderful, (27)
"Very much just felt like home. Beautiful location. Quiet and relaxing."
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Grasonville Home w/ Private Pool on the Water
10.0 out of 10, Exceptional, (12)
"We were in town for a family wedding. The house was spotless, well-stocked and centrally located for our trip. We recommend the property and would come again!"
Grasonville Home w/ Private Pool on the Water
Grace Cottage, Saint Michaels Walk to everything!
10.0 out of 10, Exceptional, (1)
"Beautiful house. Great location. Host was very responsive to questions. Thanks for a great stay"
Grace Cottage, Saint Michaels Walk to everything!
Pool and Bay Views on wrap around deck in Kent Island
9.6 out of 10, Exceptional, (21)
"Everyone really loved the house and the location. The pool was great"
Pool and Bay Views on wrap around deck in Kent Island
Kent Island Time - Enjoy Kent Island Waterfront-Pet Friendly!
10.0 out of 10, Exceptional, (6)
"My sisters and I (5 total) visited in early November. Kent Island Time was a perfect fit. We were impressed by the cleanliness, spacious rooms, and well-equipped common areas. The best feature was the waterfront location. Even in November, we were able to sit outside on the patio and enjoy a glass of wine as we watched the amazing sunset. We all agreed we would absolutely stay again in the future."
Kent Island Time - Enjoy Kent Island Waterfront-Pet Friendly!
Circa 1700 Chesapeake Colonial home on the National Register.
9.8 out of 10, Exceptional, (44)
"Came for USNA graduation. Great location and very interesting and historical property. Only downside was the mosquitos and ants but that just comes with the territory. Thanks for having us."
Circa 1700 Chesapeake Colonial home on the National Register.
Minutes from Downtown St. Michaels | Pool | Hot Tub | Private Dock
Minutes from Downtown St. Michaels | Pool | Hot Tub | Private Dock
St. Michaels Waterfront Home
10.0 out of 10, Exceptional, (20)
"Beautiful house, perfect for a weekend getaway with young kids. The host was very helpful!"
St. Michaels Waterfront Home
Serene Waterfront Cottage with dock and gorgeous views.
9.6 out of 10, Exceptional, (35)
"Nice place with everything I could want. Would stay there again!"
Serene Waterfront Cottage with dock and gorgeous views.
Minutes from Downtown St. Michaels | Pool | Hot Tub
Minutes from Downtown St. Michaels | Pool | Hot Tub
Thorneton Point Estate
9.8 out of 10, Exceptional, (6)
"We had a great time. The pool was a big hit and all the common areas in the house gave us plenty of room to spread out. The game room was super, also. A few things that would make it even greater: about half a dozen cockroaches and other bugs were found in the house; lack of instruction manuals for appliances and sauna; exterior doors very difficult to lack; comforter in bedroom 1 smelled like dogs. Matt was very helpful and responsive to questions"
Thorneton Point Estate
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown
10.0 out of 10, Exceptional, (85)
"This house is a gem! The property is fantastic, with such a beautiful backyard."
Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown
Minutes from Downtown St. Michaels and Tilghman | Private Dock | Hot Tub
10.0 out of 10, Exceptional, (1)
"This is a great property. It was comfortable, clean and spacious. The amenities of bikes and kayaks and a canoe made our stay very enjoyable. Close to downtown St. Michaels but on a quiet inlet. We really enjoyed our stay. Management company was readily available and highly responsive as well."
Minutes from Downtown St. Michaels and Tilghman | Private Dock | Hot Tub
Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W/D
10.0 out of 10, Exceptional, (39)
"Let me start by saying that this is house is utterly beautiful, comfortable, and convenient. We would absolutely stay here again - however, we did encounter three issues: 1) The door locks are very wonky and frustrating. You are supposed to keep the front door locked and use the back door for entry and exit. There is a code, but you have to pull the door very hard towards you and turn the knob at the perfect angle to get it to work. When we went to check in on the first day, it took us 10...
Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W/D
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See all available properties in Wye Mills
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 Wye Mills

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (26)
"The stay was a perfect location for doing things in downtown St. Michael's, everything is within walking distance. The property managers were prompt with all communications and pleasant to work with on a few questions I had."
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
9.8 out of 10, Exceptional, (14)
"We really enjoyed our (much too short) stay at this waterfront gem!! The property was very clean, had all the amenities that we needed for our time away.... the only complaint is that we didn't have enough time to enjoy it all!! : ) thank you so much, we will be back!"
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, (105)
"This is our third visit. You can’t have a better location! We love St. Michael’s and this historical cottage."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
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.

Wye Mills Vacation Homes information

Number of reviews
319
Accommodation
193 Vacation Homes
Lowest Price
$83
Highest Price
$224

Recent reviews of Wye Mills hotels
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