Wye Mills Vacation Rentals

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Check prices for these dates

Tonight
Jul 28 - Jul 29
Tomorrow
Jul 29 - Jul 30
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Vacation Rentals in Wye Mills

Floating 2 bed 2 bath condo stunning views of the bay
Guests can access the marina from this dock, where several boats are moored.

Floating 2 bed 2 bath condo stunning views of the bay

2.0 star property
8.0 out of 10, Very Good, (4)
"Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby. "
Floating 2 bed 2 bath condo stunning views of the bay
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Relax in a serene outdoor space with a comfortable seating area and picturesque views of the surrounding forest.

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

10.0 out of 10, Exceptional, (49)
"This was our 2nd time at the house and it was just as relaxing as we hoped. Nice, quiet location and beautiful home!"
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Relax on Kent Island in 3 Bedroom Home w/Waterview
Overlooking the marina, the city skyline shines brightly.

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (38)
"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."
$304 nightly
The price is $322
Aug 11 - Aug 12
Total includes taxes and fees
Relax on Kent Island in 3 Bedroom Home w/Waterview
Chesapeake Houseboat Getaway on Kent Island, Maryland
Boats docked at the marina, surrounded by calm waters and a picturesque view.

Chesapeake Houseboat Getaway on Kent Island, Maryland

9.8 out of 10, Exceptional, (35)
"Such a cute and unique place to stay. Very peaceful. "
Chesapeake Houseboat Getaway on Kent Island, Maryland
The Private Pool is OPEN with Bay Views & Steps from The Kentmorr Beach Bar and Grill
Relax by the pool surrounded by lush greenery and vintage bicycles.

The Private Pool is OPEN with Bay Views & Steps from The Kentmorr Beach Bar and Grill

9.2 out of 10, Wonderful, (25)
"Was the perfect spot for a nice weekend getaway with some friends."
The Private Pool is OPEN with Bay Views & Steps from The Kentmorr Beach Bar and Grill
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Overlooking the marina, the city skyline reflects off the calm water, offering a serene urban experience.

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

9.6 out of 10, Exceptional, (28)
"Nice and peaceful stay for a quick local getaway. "
$288 nightly
The price is $305
Aug 3 - Aug 4
Total includes taxes and fees
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Relax by the serene pool surrounded by lush greenery and a comfortable bench.

Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks

10.0 out of 10, Exceptional, (133)
"Great location and property. And epic crabbing to top it off!"
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Relax in a serene park setting surrounded by lush greenery and a central gazebo.

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

9.8 out of 10, Exceptional, (183)
"Great spot for a weekend visit. Second time staying. Great communication with owner. Will stay again"
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
St. Michaels Waterfront Home
Relax by the serene lake with a dock and a small boat, surrounded by lush greenery and comfortable Adirondack chairs.

St. Michaels Waterfront Home

9.8 out of 10, Exceptional, (31)
"We had a wonderful stay. Check in and out was very easy. The place was clean and well maintained. Very peaceful spot on the water. "
St. Michaels Waterfront Home
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a skylight above.

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

10.0 out of 10, Exceptional, (11)
"Very clean beautiful house! We stayed there for a wedding weekend and it was perfect. Great location. The hosts were wonderful and got back to us right away! Would love to go back one day."
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
BAYSIDE BUNGALOW
Relax in a serene sauna with a wooden bench and natural ambiance.

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (42)
"Wonderful quiet night in Rock Hall. Quick walk to Blue Heron Oyster for dinner. "
$282 nightly
The price is $299
Jul 29 - Jul 30
Total includes taxes and fees
BAYSIDE BUNGALOW
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Boats docked at the marina, surrounded by trees and buildings.

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

10.0 out of 10, Exceptional, (11)
"The home was so well appointed and walking distance to stores, restaurants, quaint museums and beautiful nature. The host was so friendly and helpful with quick responses. We had high winds and lots of rain, but stayed cozy and warm. What a friendly Island of people!!"
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
Kitchen features a stove, oven, microwave, and large island with seating.

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

10.0 out of 10, Exceptional, (39)
"Loved the location and the pristine condition of the house. "
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Kitchen features oven, microwave, and dishwasher, along with a stainless steel sink and range hood.

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

10.0 out of 10, Exceptional, (124)
"Nice big home with lots of room to be together"
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Relax in this serene outdoor seating area with a glass-top table and wicker chairs, surrounded by a wooden deck and large windows offering views of the surrounding landscape.

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

10.0 out of 10, Exceptional, (188)
"We all had wonderful stay at Love point! "
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
RELAX- Eastern Shore Creek Home - 6 Guests
Cozy up by the fireplace in this inviting living room with a stunning view of the outdoors.

RELAX- Eastern Shore Creek Home - 6 Guests

10.0 out of 10, Exceptional, (2)
"Great property that is well kept. It is a short drive to several wonderful restaurants and an outlet shopping center."
RELAX- Eastern Shore Creek Home - 6 Guests
Studio in Downtown – Walk to Everything!
Relax on the deck with a single bed and comfortable seating area.

Studio in Downtown – Walk to Everything!

10.0 out of 10, Exceptional, (20)
"This was the perfect spot for a long weekend. Excellent location and the unit itself was more than we expected. "
Studio in Downtown – Walk to Everything!
Heated pool, sandy beach, pier, and playground set punch point apart!
Relax in Adirondack chairs along the serene lakeside, with a boat available for recreation.

Heated pool, sandy beach, pier, and playground set punch point apart!

10.0 out of 10, Exceptional, (7)
"Beautifully decorated, peaceful, well appointed home for our girls bday celebration. Highly recommend."
Heated pool, sandy beach, pier, and playground set punch point apart!
Cass-N-Reel Luxury Houseboat
Enjoy waterfront views from the dock, surrounded by boats and a marina.

Cass-N-Reel Luxury Houseboat

10.0 out of 10, Exceptional, (32)
"We really enjoyed our stay. Looking forward to staying again!"
Cass-N-Reel Luxury Houseboat
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Relax in a serene hot tub under a covered pergola with a breathtaking view of the surrounding landscape.

HGTV quality, private guest suite, country getaway with hot tub & fire pit

10.0 out of 10, Exceptional, (6)
"Was looking for an upscale beautiful place to stay for a family wedding. Found it! Tammy has tended to every detail at this VRBO. Gorgeous farmhouse chic. Very attentive to our texts. And always good to return to Centreville to see friends and family. "
$420 nightly
The price is $445
Jul 29 - Jul 30
Total includes taxes and fees
HGTV quality, private guest suite, country getaway with hot tub & fire pit
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 Wye Mills Hotel Reviews

The Wildset

The Wildset

10/10 Excellent
"Perfect from arrival to departure. We did happy hour at the restaurant which was high value and delicious. They also have a luxurious garden fire pit and smores experience included during summer. Continental breakfast also included. It’s such a well-run, generous experience that reminds me of Sonoma but without feeling gouged ;)"
Suzanne 1-night trip
Posted 21 hours ago
The Wildset

Frequently asked questions

Can I find a vacation rental in Wye Mills?

Yes, we have vacation rentals near the most popular attractions in Wye Mills, or you can go with a secluded option if you want a relaxing place to stay. Wye Mills is known for its waterfront.

What are some of the best vacation home rentals that Wye Mills has to offer?

Relax on Kent Island in 3 Bedroom Home w/Waterview: This vacation home rental outside of Wye Mills offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Wye Mills?

While exploring the area, visit family-friendly sights like Chesapeake Bay Maritime Museum, or get outside and enjoy nature at Chesapeake Bay Environmental Center. Wye Landing and Wye Oak State Park are other places to visit while you're in town.

What are vacation rentals like in Wye Mills?

Vacation rentals are private properties you can reserve for several days or more in Wye Mills. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.