Best price vacation rentals in St Michaels, MD 21663, USA • 64 Listings
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St Michaels, MD 21663, USA Vacation Rentals | 

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5.0 (7)
Captain's Cove - Fantastic Family Compound Just 1/2 Mile to Historic District!
Up to 10 guests
Vrbo$935
Airbnb$1,042
Average Nightly Rate
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5.0 (7)
The Landing - Peaceful Waterfront Home, BBQ, Kayak & Fire Pit!
Up to 8 guests
Vrbo$575
Airbnb$696
Average Nightly Rate
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5.0 (45)
Walk to Everything House
Up to 6 guests
Vrbo$280
Airbnb$346
Average Nightly Rate
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5.0 (9)
Carpenter Alley - Newly Renovated Cottage in Center of Historic St. Michaels
Up to 6 guests
Vrbo$457
Airbnb$470
Average Nightly Rate
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5.0 (96)
Waterfront Cottage, Private Hot Tub, Fire Pit - perfect Romantic Getaway
Up to 4 guests
Airbnb$368
Vrbo$368
Average Nightly Rate
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5.0 (114)
TRUE IN-TOWN ST MICHAELS 6 ACRE WATERFRONT *HEATED POOL*
Up to 8 guests
Vrbo$1,162
Airbnb$1,199
Average Nightly Rate
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4.9 (25)
Dollhouse in Central Historic St Michaels
Up to 4 guests
Vrbo$254
Airbnb$307
Average Nightly Rate

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4.9 (156)
Carpenter St. Cottage In The Heart Of St. Michaels Village - Large Porch
Up to 5 guests
Vrbo$299
Airbnb$381
Average Nightly Rate
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4.9 (183)
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Up to 5 guests
Vrbo$275
Airbnb$344
Average Nightly Rate

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4.9 (147)
Location, location, location! - W Melson House - Beautiful - In the town of S...
Up to 5 guests
Vrbo$237
Airbnb$316
Average Nightly Rate
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4.9 (35)
Osprey Point - Tranquil Waterfront Cottage w/ Pool & Kayaks - Pets Welcome!
Up to 8 guests
Airbnb$622
Vrbo$701
Average Nightly Rate
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4.8 (133)
John Bruff Waterview Cottage - on the harbor and in the park - in the town of...
Up to 5 guests
Vrbo$269
Airbnb$341
Average Nightly Rate
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4.8 (15)
Crabber's Cove - Charming Waterfront Near St. Michaels, Kayaks & Bikes!
Up to 6 guests
Vrbo$490
Airbnb$508
Average Nightly Rate
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4.8 (12)
Riverview Retreat - Charming Waterfront Cottage in St Michaels!
Up to 6 guests
Vrbo$644
Airbnb$681
Average Nightly Rate
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4.7 (47)
Caulk's Cove - Waterfront Near St. Michaels, Bikes, Kayaks!
Up to 6 guests
Vrbo$331
Airbnb$441
Average Nightly Rate
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4.7 (133)
Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!
Up to 9 guests
Vrbo$559
Airbnb$693
Average Nightly Rate
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4.7 (8)
The Water House - Unique 3600-SqFt Home Near St. Michaels!
Up to 9 guests
Vrbo$655
Airbnb$1,009
Average Nightly Rate
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4.6 (45)
Countryside Manor/3br+2ba/1 mile to Historic Downtown St. Michaels, MD
Up to 6 guests
Vrbo$350
Airbnb$550
Average Nightly Rate
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4.5 (17)
Mallard Point Cottage - Relaxing Waterfront Home, Kayaks, Bikes, Pet-Friendly!
Up to 8 guests
Vrbo$488
Airbnb$566
Average Nightly Rate
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4.4 (49)
Bushey Heath Farm - A Private 90 Acre Farm with Wraparound Water Views, Screened
Up to 8 guests
Vrbo$644
Airbnb$988
Average Nightly Rate
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4.4 (12)
Sunrise Cove - Pet-Friendly Waterfront Home, Hot Tub, Pool & Grill!
Up to 8 guests
Vrbo$510
Airbnb$571
Average Nightly Rate
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4.0 (14)
Chesapeake Pines - Sprawling Cottage, Hot Tub Under the Stars & Gorgeous Suns...
Up to 8 guests
Vrbo$350
Airbnb$430
Average Nightly Rate
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0.0 (0)
Pines at Barrett Cove - Exquisitely Renovated, Pool, Hot Tub, Outdoor Kitchen!
Up to 6 guests
Vrbo$645
Airbnb$719
Average Nightly Rate
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0.0 (0)
Thorntonwood - Family Fun on Broad Creek
Up to 8 guests
Vrbo$750
Airbnb$887
Average Nightly Rate
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0.0 (0)
Grace Escape - Relax in the pool and enjoy the view!
Up to 4 guests
Vrbo$448
Airbnb$480
Average Nightly Rate
  1. United States
  2. Maryland
  3. St Michaels Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in St Michaels, MD 21663, USA

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