Search Vacation Homes in St. Michaels

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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec
Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
9.6 out of 10, Exceptional, (17)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
United States
Aaron N.
The price is HK$1,165
HK$2,792 total
includes taxes & fees
22 Oct - 23 Oct
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Marina
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
9.6 out of 10, Exceptional, (31)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is HK$571
HK$1,997 total
includes taxes & fees
22 Oct - 23 Oct
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Fridge, microwave, oven, stovetop
Bayside Cottage steps from Rock Hall Harbor
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!"
United States
Dorothy R.
The price is HK$1,577
HK$2,997 total
includes taxes & fees
26 Oct - 27 Oct
Bayside Cottage steps from Rock Hall Harbor
Interior
Beautiful Waterfront Retreat in Cambridge!
Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, (48)
"Property was as listed. We enjoyed are stay."
United States
Jennifer S.
The price is HK$1,398
HK$3,104 total
includes taxes & fees
27 Oct - 28 Oct
Beautiful Waterfront Retreat in Cambridge!
Beach nearby, sun-loungers, beach towels
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
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. "
United States
Vicki K.
The price is HK$831
HK$3,267 total
includes taxes & fees
22 Oct - 23 Oct
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Beach nearby
Walk to Beach! King Bed & Free Beach Passes
Walk to Beach! King Bed & Free Beach Passes
10.0 out of 10, Exceptional, (16)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
The price is HK$764
HK$2,695 total
includes taxes & fees
22 Oct - 23 Oct
Walk to Beach! King Bed & Free Beach Passes
Marina
Relax on Kent Island in 3 Bedroom Home w/Waterview
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (41)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is HK$938
HK$2,435 total
includes taxes & fees
16 Nov - 17 Nov
Relax on Kent Island in 3 Bedroom Home w/Waterview
Fridge, microwave, oven, stovetop
Cute bungalow blocks to Stadium
Cute bungalow blocks to Stadium
10.0 out of 10, Exceptional, (5)
"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"
United States
Tammy L.
The price is HK$1,119
HK$4,040 total
includes taxes & fees
27 Oct - 28 Oct
Cute bungalow blocks to Stadium
Property grounds
Sunset Breezes - quiet waterfront retreat
Sunset Breezes - quiet waterfront retreat
10.0 out of 10, Exceptional, (40)
"Good time with my friends "
United Kingdom
Oleg L.
The price is HK$1,554
HK$1,963 total
includes taxes & fees
18 Nov - 19 Nov
Sunset Breezes - quiet waterfront retreat
Terrace/patio
HGTV quality, private guest suite, country getaway with hot tub & fire pit
HGTV quality, private guest suite, country getaway with hot tub & fire pit
10.0 out of 10, Exceptional, (7)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is HK$1,517
HK$3,445 total
includes taxes & fees
3 Nov - 4 Nov
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Interior
Historic Row Home 1 Block from Gate 1 at USNA!
Historic Row Home 1 Block from Gate 1 at USNA!
10.0 out of 10, Exceptional, (2)
"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "
United States
Tracie B.
The price is HK$948
HK$5,376 total
includes taxes & fees
22 Oct - 23 Oct
Historic Row Home 1 Block from Gate 1 at USNA!
Marina
Cozy 2br home w/ parking in downtown Annapolis
Cozy 2br home w/ parking in downtown Annapolis
10.0 out of 10, Exceptional, (71)
"The house was clean and all amenities were provided. It was also very walkable to many restuarants and the dock street location in town. Would highly recomment this house for your next stay"
United States
Vincent W.
The price is HK$909
HK$2,400 total
includes taxes & fees
3 Nov - 4 Nov
Cozy 2br home w/ parking in downtown Annapolis
Pool
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
9.0 out of 10, Wonderful, (6)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is HK$1,321
HK$3,431 total
includes taxes & fees
18 Nov - 19 Nov
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Exterior
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
10.0 out of 10, Exceptional, (3)
"Very comfortable bedrooms and sitting area. Perfect location for the event we were attending. Very clean. Friendly host. "
United States
Mark E.
The price is HK$1,119
HK$3,330 total
includes taxes & fees
22 Oct - 23 Oct
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Exterior
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.6 out of 10, Exceptional, (12)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is HK$1,942
HK$3,195 total
includes taxes & fees
31 Oct - 1 Nov
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Microwave, oven, stovetop, dishwasher
Annapolis Retreat - 7 mins from downtown Annapolis!
Annapolis Retreat - 7 mins from downtown Annapolis!
10.0 out of 10, Exceptional, (4)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is HK$1,359
HK$4,198 total
includes taxes & fees
22 Oct - 23 Oct
Annapolis Retreat - 7 mins from downtown Annapolis!
Terrace/patio
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
10.0 out of 10, Exceptional, (10)
"Very clean - well equipped - perfect for our relaxing weekend."
United States
Chris J.
The price is HK$1,573
HK$3,821 total
includes taxes & fees
3 Nov - 4 Nov
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Fridge, microwave, oven, stovetop
Waterfront Getaway with Dock
Waterfront Getaway with Dock
10.0 out of 10, Exceptional, (51)
"Great location with everything you may need. It is close to restaurants and Emily’s produce.2nd time staying and will be back again. "
United States
Edna L.
The price is HK$1,787
HK$2,166 total
includes taxes & fees
28 Oct - 29 Oct
Waterfront Getaway with Dock
Fridge, microwave, oven, stovetop
Edgewater/Mayo Gateaway w/ Hot Tub
Edgewater/Mayo Gateaway w/ Hot Tub
9.8 out of 10, Exceptional, (23)
"Very clean, had everything we needed for our stay!"
United States
Jackie R.
The price is HK$1,414
HK$4,327 total
includes taxes & fees
22 Oct - 23 Oct
Edgewater/Mayo Gateaway w/ Hot Tub
Property grounds
New! Stylish downtown home w/awesome outdoor area!
New! Stylish downtown home w/awesome outdoor area!
9.8 out of 10, Exceptional, (25)
"The house was spacious, clean, and in a great location. The owners were available, and easy to communicate with."
United States
Marjorie N.
The price is HK$2,136
HK$4,414 total
includes taxes & fees
7 Nov - 8 Nov
New! Stylish downtown home w/awesome outdoor area!
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

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"The 2 bedroom suite was wonderful, and loved the fact that each room had its own bathroom. The kitchenette was great also. Only drawback was getting back later in the evening after a concert, was a bit sketchy as there was a woman just hanging around outside the building, unsure if homeless or not but more security in the evenings would be a good thing"
Patricia 2-night trip
Posted 3 days ago
Sonesta ES Suites Annapolis

Find out more about St. Michaels

St. Michaels Vacation Homes information

Number of reviews
427
Accommodation
694 Vacation Homes
Lowest Price
HK$1,963
Highest Price
HK$5,376