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St. Michaels
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St. Michaels, MD Holiday Rentals, Apartments and Villas
Holiday Rentals
USA
Maryland (MD)
Talbot County
St. Michaels, MD Holiday Rentals, Apartments and Villas
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31 rentals
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Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
114 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Large Luxury Waterfront Home with pool...... 2 1/2 miles from the center of town
69 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
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Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
79 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
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TRUE IN-TOWN SAINT MICHAELS 6 ACRE WATERFRONT w/POOL!!!
44 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
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Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
104 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Waterfront Property, kayaks, private dock, near town
130 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
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*****Waterfront home w/ pool in St. Michaels
43 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Premier Cottage in St. Michaels- In Town Location!
15 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Location Location! St Michaels-- In Town Cottage!
24 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Cottage downtown on a quiet street
42 reviews
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
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New-Gorgeous Private Waterfront Home, Dock, Huge Deck&Heated Swim Spa, 2 MBR
16 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Walk to Everything House
28 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
72 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
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Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!
96 reviews
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 9
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Large Historic Thomas Harrison House on Harbor in St. Michaels Town
15 reviews
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.
10 reviews
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
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Delightful Close to town
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Crabber's Cove - Charming Waterfront Cottage Near St. Michaels, Kayaks & Bikes!
12 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!
11 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Waterview Cottage In St. Michaels!
6 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
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Riverview Retreat - Charming Waterfront Cottage in St Michaels!
11 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Sandy Pines: Enjoy Harris Creek w/Pool and Boats
5 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Mallard Point Cottage - Relaxing Waterfront Home, Kayaks, Bikes, Pet-Friendly!
17 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Charming 1930's Cottage
6 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Captain's Cove - Waterfront Compound, Pool, Grill, Hot Tub, Games & More!
4 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
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The Water House - Unique 3600-SqFt Home Near St. Michaels, Pets Welcome!
5 reviews
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 9
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St. Michael's Premier in Town Summer Cottage now with private pool!
2 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Carpenter Alley - Newly-Renovated, Pet-Friendly - Heart of Charming St. Michaels
4 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Waterfront Property, Kayaks, Private Dock, Near Town
1 review
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
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Charming St Michaels Home
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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1
Frequently Asked Questions about St. Michaels
Do any holiday rentals in St. Michaels have a pool?
Yes, here are some popular holiday rentals in St. Michaels that have a pool:\n
\n
Sandy Pines: Enjoy Harris Creek w/Pool and Boats
\n
*****Waterfront home w/ pool in St. Michaels
\n
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
\n
\n
See all holiday rentals with a pool in St. Michaels on Tripadvisor
Do any holiday rentals in St. Michaels have internet access?
Yes, here are some popular holiday rentals in St. Michaels that have internet access:\n
\n
Large Historic Thomas Harrison House on Harbor in St. Michaels Town
\n
Premier Cottage in St. Michaels- In Town Location!
\n
Location Location! St Michaels-- In Town Cottage!
\n
\n
See all holiday rentals in St. Michaels on Tripadvisor
What are the best pet friendly rentals in St. Michaels?
The best pet friendly rentals in St. Michaels are:\n
\n
Large Historic Thomas Harrison House on Harbor in St. Michaels Town
\n
Premier Cottage in St. Michaels- In Town Location!
\n
Location Location! St Michaels-- In Town Cottage!
\n
\n
See all pet friendly holiday rentals in St. Michaels on Tripadvisor
What are some great rentals in St. Michaels that are kid friendly?
Some of the most popular kid friendly rentals in St. Michaels are:\n
\n
Large Historic Thomas Harrison House on Harbor in St. Michaels Town
\n
Premier Cottage in St. Michaels- In Town Location!
\n
Location Location! St Michaels-- In Town Cottage!
\n
\n
See all kid friendly holiday rentals in St. Michaels on Tripadvisor