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St. Michaels
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Vacation Rentals
>
World
>
USA
>
Maryland
>
Chesapeake Bay
>
St. Michaels
4
BR /
3
BA /
Sleeps
8
From $727/nt
Featured
3
BR /
3
BA /
1
HF BA /
Sleeps
8
From $300/nt
Featured
3
BR /
2
BA /
Sleeps
8
From $675/nt
Featured
4
BR /
3
BA /
Sleeps
6
From $340/nt
Featured
6
BR /
6
BA /
2
HF BA /
Sleeps
12
From $4,900/wk
Featured
St. Michaels with Hot Tub
(15)
sort by
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Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
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Price: Low to High
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Special Offers First
Ultimate family vacation home! Pool, dock, games barn, hot tub and more!
5 Bedrooms,
4
Bathrooms
, Sleeps 10
$1,118 - $1,185
per night
Ultimate family vacation home! Pool, dock, games barn, hot tub and more!
2 - 7 night Minimum Stay
5
BR,
4
BA,
Sleeps
10
Chesapeake Bay
>
St. Michaels House
#922712
(15)
Compare
Luxury Waterfront Home, Sunsets, Pool, 2 miles from Town Center!
5 Bedrooms,
4
Bathrooms
, Sleeps 10
$650 - $800
per night
Luxury Waterfront Home, Sunsets, Pool, 2 miles from Town Center!
2 - 7 night Minimum Stay
5
BR,
4
BA,
Sleeps
10
Chesapeake Bay
>
St. Michaels House
#233398
(13)
Compare
Waterfront getaway cottage near St. Michaels, hot tub, kayaks
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$425 - $550
per night
Waterfront getaway cottage near St. Michaels, hot tub, kayaks
2 - 7 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Chesapeake Bay
>
St. Michaels Cottage
#448997vb
(25)
Compare
2 Weeks Still Open in June - $2000 Off $6300/Week!
6 Bedrooms,
6
Bathrooms
,
2
Half Baths
, Sleeps 12
$4,900
per week
2 Weeks Still Open in June - $2000 Off $6300/Week!
2 night Minimum Stay
6
BR,
6
BA,
2
HF BA,
Sleeps
12
Chesapeake Bay
>
St. Michaels House
#272472
Compare
Premium Waterfront Estate Property - $7,500/Week -
5 Bedrooms,
7
Bathrooms
, Sleeps 10
Premium Waterfront Estate Property - $7,500/Week -
5
BR,
7
BA,
Sleeps
10
Chesapeake Bay
>
St. Michaels Estate
#388823
(8)
Compare
Endless Waterfront Sunsets on Eastern Bay!!
3 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 8
$300 - $550
per night
Endless Waterfront Sunsets on Eastern Bay!!
2 - 3 night Minimum Stay
3
BR,
3
BA,
1
HF BA,
Sleeps
8
Chesapeake Bay
>
St. Michaels House
#246578
(6)
Compare
Luxury home with pool and deep water dock.
4 Bedrooms,
4
Bathrooms
, Sleeps 8
Luxury home with pool and deep water dock.
4
BR,
4
BA,
Sleeps
8
Chesapeake Bay
>
St. Michaels Estate
#336403
(4)
Compare
New listing with rural country charm, pool, and a deep water dock
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 10
$350 - $550
per night
New listing with rural country charm, pool, and a deep water dock
2 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
10
Chesapeake Bay
>
St. Michaels Estate
#3021814
(5)
Compare
Great amenities---close to town, pool, dock, hot tub!
4 Bedrooms,
3
Bathrooms
, Sleeps 8
$640 - $790
per night
Great amenities---close to town, pool, dock, hot tub!
2 - 7 night Minimum Stay
4
BR,
3
BA,
Sleeps
8
Chesapeake Bay
>
St. Michaels House
#448999vb
(18)
Compare
Premier Waterfront Vacation Home/St. Michaels (August Availability)
4 Bedrooms,
4
Bathrooms
, Sleeps 8
$250 - $350
per night
Premier Waterfront Vacation Home/St. Michaels (August Availability)
Book it Now!
3 night Minimum Stay
4
BR,
4
BA,
Sleeps
8
Chesapeake Bay
>
St. Michaels House
#3177402
(8)
Compare
Europa on the Beach - Architectural contemporary home on the Chesapeake Bay
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$500 - $650
per night
Europa on the Beach - Architectural contemporary home on the Chesapeake Bay
3 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Chesapeake Bay
>
St. Michaels House
#234151
(3)
Compare
St. Michaels Premier Waterfront estate close to town, golfcourse, Harbor,Museum
6 Bedrooms,
5
Bathrooms
,
1
Half Bath
, Sleeps 12
St. Michaels Premier Waterfront estate close to town, golfcourse, Harbor,Museum
6
BR,
5
BA,
1
HF BA,
Sleeps
12
Chesapeake Bay
>
St. Michaels Estate
#113980
Compare
BOAT HOUSE: New Luxury pool on the water in St. Michaels -
4 Bedrooms,
2
Bathrooms
, Sleeps 9
$380 - $900
per night
BOAT HOUSE: New Luxury pool on the water in St. Michaels -
Book it Now!
2 - 3 night Minimum Stay
4
BR,
2
BA,
Sleeps
9
Chesapeake Bay
>
St. Michaels House
#410948vb
(5)
Compare
St. Michaels Cozy Waterfront Cottage, Spa, Dock, Pet Friendly
2 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 6
St. Michaels Cozy Waterfront Cottage, Spa, Dock, Pet Friendly
2
BR,
1
BA,
1
HF BA,
Sleeps
6
Chesapeake Bay
>
St. Michaels House
#94139vb
(6)
Compare
Heron Cove *Private Family Retreat* Summer $4000/wk
7 Bedrooms,
5
Bathrooms
, Sleeps 20
Heron Cove *Private Family Retreat* Summer $4000/wk
7
BR,
5
BA,
Sleeps
20
Chesapeake Bay
>
St. Michaels House
#89088vb
(6)
Compare
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