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Compare 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 $376
$952 total
includes taxes & fees
Jun 9 - Jun 10
Caribbean Pool Home <1 mile from Matapeake Beach!
Cozy Cape Cod nestled in the heart of Rock Hall, sleeps 10 with pond view!
10.0 out of 10, Exceptional, (2)
"Beautiful property, both inside and out, which was comfortable for two families with numerous children. Hosts were kind enough to make amenities beyond the usual available, including yard games, fishing rods, fire pit, and bicycles. We were VERY comfortable throughout our stay and were appreciative of everything this charming house had to offer. Three out of the four bedrooms had enough space for a crib, and the last still had a queen size bed that fit perfectly in the space with room to move...
Cozy Cape Cod nestled in the heart of Rock Hall, sleeps 10 with pond view!
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (27)
"The house was perfect for our needs. It has a cute, fenced in yard so our 2 dogs could hang outside. It had everything we needed for a wonderful weekend birthday celebration!"
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
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A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
9.8 out of 10, Exceptional, (15)
"My friends, our wives, and kids loved our stay. Everything exceeded expectations. We especially enjoyed the backyard where we played yard games, grilled, and enjoyed the river."
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (18)
"This is a excellent cottage for a short getaway. As the listing states, the cottage is small so only big enough for 1-2 people. There is a nice refrigerator and microwave to heat things up but no facilities for cooking. Paul and Chris are very friendly and helpful. Their dog Vinny is also friendly. We came for a triathlon and the porch was a covered so we could keep our bikes there. The sauna was also great to use after our triathlon."
The price is $175
$272 total
includes taxes & fees
Jun 9 - Jun 10
BAYSIDE BUNGALOW
Entire Townhouse in Rock Hall
10.0 out of 10, Exceptional, (15)
"We have stayed in this neighborhood before on a previous visit, we enjoyed how quiet and friendly the neighborhood is. We will definitely visit again. The house is very, very clean, cozy, and well stocked with all the supplies you could possibly need. We enjoyed sitting out in the evenings and watching the stars!!! Thanks for making our visit complete!!!"
Entire Townhouse in Rock Hall
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!
Peaceful Queenstown Home w/ Deck & Grill!
8.0 out of 10, Very Good, (1)
"The home was clean and lovely."
Peaceful Queenstown Home w/ Deck & Grill!
Travelers Rest! Dock, Pool Eastern Shore Private Retreat St. Michaels / Easton
9.6 out of 10, Exceptional, (66)
"we had a business trip up in MD - had 8 guys up there with the owner of the company and everyone was very comfortable. The rental property let us know that the pool was closed, but it all worked out great cause the weather was awful. The property/house was fantastic for the 8 of us. Space wise and sleeping it was perfect. Thank you."
Travelers Rest! Dock, Pool Eastern Shore Private Retreat St. Michaels / Easton
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
Waterfront, Pool, Dock, Hot Tub.Stunning Views! A Luxury VIP Vacation Rental
9.2 out of 10, Wonderful, (15)
"We were pleasantly surprised that the house is the end of the small road with several private acres. The layout offered main floor bed/bath for my parents, 2nd floor 3b/3b for my brother and his teens, and an attached garage apartment for my husband and I. The pool was fun and well kept. The dock was protected and allowed us to rent a boat and the guys to fish. The kitchen had everything a gourmet chef could imagine. Our main difficulty was that there was no easy place/way to launch kayaks or...
Waterfront, Pool, Dock, Hot Tub.Stunning Views! A Luxury VIP Vacation Rental
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
10.0 out of 10, Exceptional, (111)
"Everything was perfect. House was super clean and comfortable. Excellent location too."
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Grasonville Home w/ Private Pool on the Water
10.0 out of 10, Exceptional, (13)
"We had a wonderful time in Grasonville. The property was very clean and well maintained. Views from the home were serene as most rooms have views of the water which we absolutely loved. Another perk of the home is its proximity to surrounding attractions. Our group felt like we were secluded enough but could easily get something in town if needed. We didn’t need much since the home was well stocked. When we contacted the host about a question, they responded quickly. We would definitely stay...
Grasonville Home w/ Private Pool on the Water
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!
Centreville Waterfront Farm | 170 Acres | Pool | Private Dock | Private Beach |
10.0 out of 10, Exceptional, (3)
"Wonderful rental home for our family with great pool and river view. Swimming every day in the pool was so much fun for everyone, kayaks, and paddle boards were great since we did not have to bring anything. Children fished every night on the dock. We played lots of games inside and out everyday and enjoyed the Nature all around to see, birds, deer, fish, frogs and small animals. Our family felt like they had their own getaway for a wonderful vacation. Thank you for everything."
Centreville Waterfront Farm | 170 Acres | Pool | Private Dock | Private Beach |
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
Stylish Home on the Choptank River (with Tidal Beach)
10.0 out of 10, Exceptional, (25)
"The home is clean, comfortable, and has a gorgeous outdoor living space right on the water. We even had my son's wedding day party prep photos taken here. We would definitely stay here again."
Stylish Home on the Choptank River (with Tidal Beach)
Downtown St. Michaels | Bikes | Kayaks | Private Pier
9.8 out of 10, Exceptional, (20)
"Very clean and large property on scenic river. Only disappointing issues included problems launching kayaks over a tall wall and unfriendly TY cable system. Offset by abundance of great restaurants and peaceful and well maintained home."
Downtown St. Michaels | Bikes | Kayaks | Private Pier
Minutes from Downtown St. Michaels | Waterfront | Pet Friendly | Private Dock
10.0 out of 10, Exceptional, (4)
"It was great! We loved it and would come back. Fyi - we did run out of TP, gas for grill and dishwasher soap."
Minutes from Downtown St. Michaels | Waterfront | Pet Friendly | Private Dock
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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

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
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
9.8 out of 10, Exceptional, (15)
"My friends, our wives, and kids loved our stay. Everything exceeded expectations. We especially enjoyed the backyard where we played yard games, grilled, and enjoyed the river."
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

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