Inn at Perry Cabin
Inn in Saint Michaels MD
8.8
Excellent
From $738
From $738
Info
A charming manor house hotel and spa, sitting in wonderful gardens that reach down to the calm waters of Maryland’s Eastern shore.
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Dog Friendly Inn

Inn with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Luxury Inn

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St Michaels Harbour Inn, Marina and Spa
Inn in Saint Michaels MD
8.5
Very Good
From $256
From $256
Info Categories
Dog Friendly Inn

Inn with Swimming Pool

Outdoor Pool  

Inn with Rooms With Jacuzzi / Hot-tub

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Wylder Hotel - Tilghman Island
Hotel in Saint Michaels MD
8.0
Very Good
From $190
From $190
Info Categories
Dog Friendly Hotel

Hotel with Swimming Pool

Outdoor Pool  

Hotel for Honeymoon

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Waterfront St Michaels Vacation Rental with Fire Pit
Vacation Home in Saint Michaels MD
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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28 more hotels nearby!
Waterfront Renovated Farmhouse Pool 18Acres Brick 3.9 mi from Saint Michaels
Vacation Home in Neavitt MD
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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Waterfront Bliss- Ultimate Tilghman Retreat home 7.4 mi from Saint Michaels
Vacation Home in Tilghman Island MD
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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Quality Inn Easton 9.0 mi from Saint Michaels
Hotel in Easton MD
4.6
Rated
From $91
From $91
Info Categories
Dog Friendly Hotel

Hotel with Swimming Pool

Outdoor Pool  

Hotel near Golf Courses

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Hilton Garden Inn Kent Island 12.4 mi from Saint Michaels
Hotel in Grasonville MD
8.3
Very Good
From $210
From $210
Info Categories
Dog Friendly Hotel

Hotel with Swimming Pool

Indoor Pool  

Hotel Taking Steps Towards Sustainability

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Best Western Kent Narrows Inn 12.4 mi from Saint Michaels
Hotel in Grasonville MD
7.5
Good
From $122
From $122
Info Categories
Dog Friendly Hotel

Hotel with Swimming Pool

Indoor Pool  

Hotel with Rooms With Jacuzzi / Hot-tub

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Kent Island Luxury 13.0 mi from Saint Michaels
Vacation Home in Stevensville MD
8.5
Very Good
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Private Pool    Outdoor Pool  

Vacation Home with Parking

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My Chesapeake Retreat Cambridge, Maryland 13.9 mi from Saint Michaels
Vacation Home in Cambridge MD
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Parking

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Bay Poolhouse 15.6 mi from Saint Michaels
Vacation Home in Annapolis MD
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Vacation Home with Free Wi-Fi

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The Morning Watch 16.5 mi from Saint Michaels
Vacation Home in Annapolis MD
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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Updated North Beach Cottage Pet Friendly! 17.5 mi from Saint Michaels
Vacation Home in Deale MD
10
Excellent
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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Saddle Beach Waterfront on the Chesapeake 17.7 mi from Saint Michaels
Villas in Woolford MD
Info Categories
Dog Friendly Villas

Villas with Swimming Pool

Villas with Free Wi-Fi

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Saddle Beach Chesapeake Waterfront Estate w/Pool, Private Beach 17.7 mi from Saint Michaels
Villas in Woolford MD
Info Categories
Dog Friendly Villas

Villas with Swimming Pool

Outdoor Pool  

Villas near Golf Courses

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Anchored Inn at Hidden Harbor 17.7 mi from Saint Michaels
Hotel in Deale MD
9.1
Excellent
From $251
From $251
Info Categories
Dog Friendly Hotel

Hotel with Swimming Pool

Outdoor Pool  

Luxury Hotel

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The Inn at Tacaro Estate 18.2 mi from Saint Michaels
Bed & Breakfast in Deale MD
9.5
Excellent
Info Categories
Dog Friendly Bed & Breakfast

Bed & Breakfast with Swimming Pool

Bed & Breakfast Taking Steps Towards Sustainability

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Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina 18.4 mi from Saint Michaels
Resort in Cambridge MD
8.2
Very Good
From $224
From $224
Info Categories
Resort with Swimming Pool

Indoor Pool    Children's Pool    Pool Water Slide    Outdoor Pool  

Dog Friendly Resort

Beachfront Resort

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Days Inn & Suites by Wyndham Cambridge 19.2 mi from Saint Michaels
Hotel in Cambridge MD
6.1
Rated
From $92
From $92
Info Categories
Dog Friendly Hotel

Hotel with Swimming Pool

Heated Pool  

Hotel with Rooms With Jacuzzi / Hot-tub

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Pool (32)
  •     Dog Friendly (32)
  •     Outdoor Pool (23)
  •     Indoor Pool (5)
  •     Private Pool (2)
  •     Heated Pool (2)
  •     Pool Water Slide (1)
  •     Children's Pool (1)
  •     Parking (28)
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  •     3 Star (12)
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  •     Sustainability Journey (5)
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  •     Small (4)
  •     Romantic (3)
  •     Rooms with Jacuzzi / Hot-Tub (3)
  •     Spa (3)
  •     EV charging stations (3)
  •     Tennis (2)
  •     Beach (1)
  •     5 Star (1)
  •     Rooms with Fireplace (1)
  •     Beachfront (1)
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