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St. Michaels Holiday Apartments

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31 rentals in St. Michaels.
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Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, holiday rental in St. Michaels
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, holiday rental in St. Michaels
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, holiday rental in St. Michaels

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Large Luxury Waterfront Home with pool...... 2 1/2 miles from the center of town, holiday rental in St. Michaels
Large Luxury Waterfront Home with pool...... 2 1/2 miles from the center of town, holiday rental in St. Michaels
Large Luxury Waterfront Home with pool...... 2 1/2 miles from the center of town, holiday rental in St. Michaels

Large Luxury Waterfront Home with pool...... 2 1/2 miles from the center of town

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, holiday rental in St. Michaels
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, holiday rental in St. Michaels
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, holiday rental in St. Michaels

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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TRUE IN-TOWN SAINT MICHAELS 6 ACRE WATERFRONT w/POOL!!!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Premier St. Michaels Cottage - T. Blades House -  Walk to Everything in Town, holiday rental in St. Michaels
Premier St. Michaels Cottage - T. Blades House -  Walk to Everything in Town, holiday rental in St. Michaels
Premier St. Michaels Cottage - T. Blades House -  Walk to Everything in Town, holiday rental in St. Michaels

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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Waterfront Property, kayaks, private dock, near town, holiday rental in St. Michaels
Waterfront Property, kayaks, private dock, near town, holiday rental in St. Michaels
Waterfront Property, kayaks, private dock, near town, holiday rental in St. Michaels

Waterfront Property, kayaks, private dock, near town

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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*****Waterfront home w/ pool in St. Michaels, holiday rental in St. Michaels
*****Waterfront home w/ pool in St. Michaels, holiday rental in St. Michaels
*****Waterfront home w/ pool in St. Michaels, holiday rental in St. Michaels

*****Waterfront home w/ pool in St. Michaels

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Premier Cottage in St. Michaels- In Town Location!, holiday rental in St. Michaels
Premier Cottage in St. Michaels- In Town Location!, holiday rental in St. Michaels
Premier Cottage in St. Michaels- In Town Location!, holiday rental in St. Michaels

Premier Cottage in St. Michaels- In Town Location!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Location Location! St Michaels-- In Town Cottage!, holiday rental in St. Michaels
Location Location! St Michaels-- In Town Cottage!, holiday rental in St. Michaels
Location Location! St Michaels-- In Town Cottage!, holiday rental in St. Michaels

Location Location! St Michaels-- In Town Cottage!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Cottage downtown on a quiet street, holiday rental in St. Michaels
Cottage downtown on a quiet street, holiday rental in St. Michaels
Cottage downtown on a quiet street, holiday rental in St. Michaels

Cottage downtown on a quiet street

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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New-Gorgeous Private Waterfront Home, Dock, Huge Deck&Heated Swim Spa, 2 MBR, holiday rental in St. Michaels
New-Gorgeous Private Waterfront Home, Dock, Huge Deck&Heated Swim Spa, 2 MBR, holiday rental in St. Michaels
New-Gorgeous Private Waterfront Home, Dock, Huge Deck&Heated Swim Spa, 2 MBR, holiday rental in St. Michaels

New-Gorgeous Private Waterfront Home, Dock, Huge Deck&Heated Swim Spa, 2 MBR

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Walk to Everything House, holiday rental in St. Michaels
Walk to Everything House, holiday rental in St. Michaels
Walk to Everything House, holiday rental in St. Michaels

Walk to Everything House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, holiday rental in St. Michaels
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, holiday rental in St. Michaels
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, holiday rental in St. Michaels

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 in St. Michaels
Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!, holiday rental in St. Michaels
Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!, holiday rental in St. Michaels

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 in St. Michaels
Large Historic Thomas Harrison House on Harbor in St. Michaels Town, holiday rental in St. Michaels
Large Historic Thomas Harrison House on Harbor in St. Michaels Town, holiday rental in St. Michaels

Large Historic Thomas Harrison House on Harbor in St. Michaels Town

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Luxury Waterfront with pool and deep water dock, minutes from St Michaels., holiday rental in St. Michaels
Luxury Waterfront with pool and deep water dock, minutes from St Michaels., holiday rental in St. Michaels
Luxury Waterfront with pool and deep water dock, minutes from St Michaels., holiday rental in St. Michaels

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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Delightful Close to town, holiday rental in St. Michaels
Delightful Close to town, holiday rental in St. Michaels
Delightful Close to town, holiday rental in St. Michaels

Delightful Close to town

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Crabber's Cove - Charming Waterfront Cottage Near St. Michaels, Kayaks & Bikes!, holiday rental in St. Michaels
Crabber's Cove - Charming Waterfront Cottage Near St. Michaels, Kayaks & Bikes!, holiday rental in St. Michaels
Crabber's Cove - Charming Waterfront Cottage Near St. Michaels, Kayaks & Bikes!, holiday rental in St. Michaels

Crabber's Cove - Charming Waterfront Cottage Near St. Michaels, Kayaks & Bikes!

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 in St. Michaels
 Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!, holiday rental in St. Michaels
 Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!, holiday rental in St. Michaels

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 in St. Michaels
 Waterview Cottage In St. Michaels!, holiday rental in St. Michaels
 Waterview Cottage In St. Michaels!, holiday rental in St. Michaels

Waterview Cottage In St. Michaels!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Riverview Retreat - Charming Waterfront Cottage in St Michaels!, holiday rental in St. Michaels
Riverview Retreat - Charming Waterfront Cottage in St Michaels!, holiday rental in St. Michaels
Riverview Retreat - Charming Waterfront Cottage in St Michaels!, holiday rental in St. Michaels

Riverview Retreat - Charming Waterfront Cottage in St Michaels!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sandy Pines:  Enjoy Harris Creek w/Pool and Boats, holiday rental in St. Michaels
Sandy Pines:  Enjoy Harris Creek w/Pool and Boats, holiday rental in St. Michaels
Sandy Pines:  Enjoy Harris Creek w/Pool and Boats, holiday rental in St. Michaels

Sandy Pines: Enjoy Harris Creek w/Pool and Boats

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Mallard Point Cottage - Relaxing Waterfront Home, Kayaks, Bikes, Pet-Friendly!, holiday rental in St. Michaels
Mallard Point Cottage - Relaxing Waterfront Home, Kayaks, Bikes, Pet-Friendly!, holiday rental in St. Michaels
Mallard Point Cottage - Relaxing Waterfront Home, Kayaks, Bikes, Pet-Friendly!, holiday rental in St. Michaels

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, holiday rental in St. Michaels
Charming 1930's Cottage, holiday rental in St. Michaels
Charming 1930's Cottage, holiday rental in St. Michaels

Charming 1930's Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Captain's Cove - Waterfront Compound, Pool, Grill, Hot Tub, Games & More!, holiday rental in St. Michaels
Captain's Cove - Waterfront Compound, Pool, Grill, Hot Tub, Games & More!, holiday rental in St. Michaels
Captain's Cove - Waterfront Compound, Pool, Grill, Hot Tub, Games & More!, holiday rental in St. Michaels

Captain's Cove - Waterfront Compound, Pool, Grill, Hot Tub, Games & More!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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The Water House - Unique 3600-SqFt Home Near St. Michaels, Pets Welcome!, holiday rental in St. Michaels
The Water House - Unique 3600-SqFt Home Near St. Michaels, Pets Welcome!, holiday rental in St. Michaels
The Water House - Unique 3600-SqFt Home Near St. Michaels, Pets Welcome!, holiday rental in St. Michaels

The Water House - Unique 3600-SqFt Home Near St. Michaels, Pets Welcome!

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 9
Match: Sleeps
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St. Michael's Premier in Town Summer Cottage now with private pool!, holiday rental in St. Michaels
St. Michael's Premier in Town Summer Cottage now with private pool!, holiday rental in St. Michaels
St. Michael's Premier in Town Summer Cottage now with private pool!, holiday rental in St. Michaels

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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Carpenter Alley - Newly-Renovated, Pet-Friendly - Heart of Charming St. Michaels, holiday rental in St. Michaels
Carpenter Alley - Newly-Renovated, Pet-Friendly - Heart of Charming St. Michaels, holiday rental in St. Michaels
Carpenter Alley - Newly-Renovated, Pet-Friendly - Heart of Charming St. Michaels, holiday rental in St. Michaels

Carpenter Alley - Newly-Renovated, Pet-Friendly - Heart of Charming St. Michaels

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Property, Kayaks, Private Dock, Near Town, holiday rental in St. Michaels
Waterfront Property, Kayaks, Private Dock, Near Town, holiday rental in St. Michaels
Waterfront Property, Kayaks, Private Dock, Near Town, holiday rental in St. Michaels

Waterfront Property, Kayaks, Private Dock, Near Town

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Ship's Cove Inn and Resort in St. Michaels, MD, holiday rental in St. Michaels
Ship's Cove Inn and Resort in St. Michaels, MD, holiday rental in St. Michaels
Ship's Cove Inn and Resort in St. Michaels, MD, holiday rental in St. Michaels

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 in St. Michaels
Charming St Michaels Home, holiday rental in St. Michaels
Charming St Michaels Home, holiday rental in St. Michaels

Charming St Michaels Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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