Holiday Rentals in St. Michaels
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34 rentals in St. Michaels.
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Large Luxury Waterfront Home with pool...... 2 1/2 miles from the center of town
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
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Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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TRUE IN-TOWN ST MICHAELS 6 ACRE WATERFRONT *HEATED POOL*
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Waterfront Property, kayaks, private dock, near town
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Cottage downtown on a quiet street
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Beautiful Waterfront Home w/ Pool In St. Michaels
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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ST MICHAELS- Private Waterfront Home, Dock, Huge Deck&Heated 19’Swim Spa, 2 MBR
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Location Location! St Michaels-- In Town Cottage!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Premier Cottage in St. Michaels- In Town Location!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Large Historic Thomas Harrison House on Harbor in St. Michaels Town
Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 9
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Luxury Waterfront with pool and deep water dock, minutes from St Michaels.
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Crabber's Cove - Charming Waterfront Near St. Michaels, Kayaks & Bikes!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Riverview Retreat - Charming Waterfront Cottage in St Michaels!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Waterview Cottage In St. Michaels!
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Mallard Point Cottage - Relaxing Waterfront Home, Kayaks, Bikes, Pet-Friendly!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming 1930's Cottage including wide dock with 7 foot depth
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Carpenter Alley - Newly Renovated Cottage in Center of Historic St. Michaels
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Water House - Unique 3600-SqFt Home Near St. Michaels!
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 8
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Captain's Cove - Fantastic Family Compound Just 1/2 Mile to Historic District!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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St. Michael's Premier in Town Summer Cottage now with private pool!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private+Cozy /3br+3ba /1 mile to Historic Downtown Saint Michaels
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Property, Kayaks, Private Dock, Near Town
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Ship's Cove Inn and Resort in St. Michaels, MD
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Charming St Michaels Home
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Fabulous rates, Luxury Flat, Heart of St Michaels!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Waterfront Estate. **WALK TO ST. MICHAELS!**
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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NEW LUXURY COASTAL FARMHOUSE WATERFRONT W/ HEATED POOL
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Eastern Shore Vacation Home on the Water!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Dollhouse in Central Historic St Michaels
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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