Holiday Homes in St. Michaels

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Featured Holiday Homes in St. Michaels

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (39)
"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."
The price is AU$391
includes taxes & fees
10 Sept - 11 Sept
Relax on Kent Island in 3 Bedroom Home w/Waterview

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

10.0 out of 10, Exceptional, (6)
"This rental is amazing and highly recommended!! Beautiful decor! Very clean! Great outside hang out area! Awesome hosts!! Thank you so much for a great stay! "
The price is AU$683
includes taxes & fees
22 Sept - 23 Sept
HGTV quality, private guest suite, country getaway with hot tub & fire pit

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

10.0 out of 10, Exceptional, (30)
"Absolutely beautiful and spacious home perfectly located in North Beach. Very peaceful area and close to the beach, restaurants and shopping. We really enjoyed our stay and hope to visit again in the future. "
The price is AU$718
includes taxes & fees
10 Sept - 11 Sept
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.6 out of 10, Exceptional, (13)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is AU$621
includes taxes & fees
7 Oct - 8 Oct
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Beach Front, Bay View, Fishing, chesapeake,Family Getaway

9.0 out of 10, Wonderful, (6)
"Very clean and nice property"
The price is AU$612
includes taxes & fees
16 Sept - 17 Sept
Beach Front, Bay View, Fishing, chesapeake,Family Getaway

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

9.6 out of 10, Exceptional, (30)
"Nice and peaceful stay for a quick local getaway. "
The price is AU$391
includes taxes & fees
10 Sept - 11 Sept
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Holly Hill Haven - Sleeps 10

10.0 out of 10, Exceptional, (3)
"House was clean and comfortable. Great layout. "
The price is AU$818
includes taxes & fees
29 Sept - 30 Sept
Holly Hill Haven - Sleeps 10

Charming Pet-Friendly Stay - Near Bay & Beaches.

10.0 out of 10, Exceptional, (3)
"Tons of space with lots of amenities! Super nice neighbor hood and neighbors. Very clean as well!"
The price is AU$775
includes taxes & fees
10 Sept - 11 Sept
Charming Pet-Friendly Stay - Near Bay & Beaches.

Wright's Cottage- Pet's Welcome & EV Charging

9.0 out of 10, Wonderful, (12)
"This was a wonderful peaceful stay and the host was great. Loved it!!! "
The price is AU$573
includes taxes & fees
29 Sept - 30 Sept
Wright's Cottage- Pet's Welcome & EV Charging

Edgewater/Mayo Gateaway w/ Hot Tub

9.8 out of 10, Exceptional, (21)
"We had a very good time. Fenced backyard for the pet was a great added value. We could relax and visit the beach and the towns around. We really enjoyed our stay."
The price is AU$845
includes taxes & fees
15 Sept - 16 Sept
Edgewater/Mayo Gateaway w/ Hot Tub

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

8.6 out of 10, Excellent, (8)
"Spacious, orderly interior, lovely setting, great amenities: kayaks, fire pit, creek feeds into Chop tank, close to Saint Michaels and Secretary.Big bedrooms with new comfy beds, plenty of bathrooms and showers.Just a lovely place and excellent communication from host."
The price is AU$987
includes taxes & fees
10 Sept - 11 Sept
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Bayside Cottage steps from Rock Hall Harbor

10.0 out of 10, Exceptional, (2)
"Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!"
The price is AU$558
includes taxes & fees
30 Sept - 1 Oct
Bayside Cottage steps from Rock Hall Harbor

Walk to Beach! King Bed & Free Beach Passes

10.0 out of 10, Exceptional, (16)
"Property was beautiful and provided all the essentials."
The price is AU$587
includes taxes & fees
14 Sept - 15 Sept
Walk to Beach! King Bed & Free Beach Passes

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

9.8 out of 10, Exceptional, (11)
"Great overnight stay for a wedding nearby. Would highly recommend!"
The price is AU$642
includes taxes & fees
19 Sept - 20 Sept
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (45)
"Beautifully decorated home, clean and spacious. We really enjoyed the private waterfront and kayak. Would love to come back. "
The price is AU$685
includes taxes & fees
15 Sept - 16 Sept
Beautiful Waterfront Retreat in Cambridge!

Neptune by the Water - Pet Friendly Fenced Yard

9.6 out of 10, Exceptional, (10)
"Very nice home, location, close to our family and activities. Enjoyed our stay and would recommend to other renters looking for spaciousness and holiness that a hotel cannot provide! "
The price is AU$764
includes taxes & fees
10 Sept - 11 Sept
Neptune by the Water - Pet Friendly Fenced Yard

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

10.0 out of 10, Exceptional, (9)
"Very clean - well equipped - perfect for our relaxing weekend."
The price is AU$735
includes taxes & fees
10 Sept - 11 Sept
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Waterfront House: Hot Tub, Fire Pit, & Views

9.4 out of 10, Exceptional, (3)
"Our stay was great! The convenience to nearby restaurants and stores worked really well for oir quick weekend trip! "
The price is AU$1,018
includes taxes & fees
10 Sept - 11 Sept
Waterfront House: Hot Tub, Fire Pit, & Views

Sunset Breezes - quiet waterfront retreat

10.0 out of 10, Exceptional, (40)
"Good time with my friends "
The price is AU$648
includes taxes & fees
14 Sept - 15 Sept
Sunset Breezes - quiet waterfront retreat

Annapolis Retreat - 7 mins from downtown Annapolis!

10.0 out of 10, Exceptional, (2)
"The house was roomy, perfect for a large group and it was very clean and cozy. They also provided everything that was needed to have a comfortable stay."
The price is AU$833
includes taxes & fees
10 Sept - 11 Sept
Annapolis Retreat - 7 mins from downtown Annapolis!
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 St. Michaels Hotel Reviews

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St. Michaels Holiday Homes information

Number of reviews
Accommodation
716 Holiday Homes
Lowest Price
AU$531
Highest Price
AU$2,410