Harris Creek Rentals
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VRBO
Minutes from Downtown St. Michaels and Tilghman | Private Dock | Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Eastern Shore Vacation Rentals presents Oyster Cottage. Just a 10-minute drive from historic St. Michaels and Tilghman I ...
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- From $471 per night (USD)
Expedia
Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This newly renovated 3BR, 3BA Sherwood vacation home is designed with your comfort in mind. The free-flowing floor plan ...
From $471 per night (USD)Expedia
- From $1035 per night (USD)
VRBO
Baydream Believer - Eastern Shore MD Luxury Waterfront Home
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
BAYDREAM BELIEVER This home is a waterfront wonderland with plenty to do, from tubing and boating to fishing and crabbi ...
From $1035 per night (USD)VRBO
- From $1479 per night (USD)
Expedia
Waterfront St Michaels Vacation Rental w\/ Fire Pit
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Wake up on the water with a stay at this stylish 3-bedroom, 3.5-bath, St Michaels vacation rental! Relax, recharge, and ...
From $1479 per night (USD)Expedia
- From $287 per night (USD)
VRBO
The Middle Point Cabin in Saint Michaels
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Our Talbot County Short Term Rental License Number is: ST-634-EIN 2019 Talbot County requires a minimum 3 night booking ...
From $287 per night (USD)VRBO
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Expedia
Thorntonwood | an ESVR property
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Talbot County STR License STRN-22-6 Thorntonwood offers a plethora of opportunities for indoor and outdoor fun! The hom ...
Click For PricingExpedia
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VRBO
St. Michaels Area Cottage - Walk to Water & Marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The 'Land of Pleasant Living' awaits your arrival at Blue Bird Cottage, a 2-bedroom, 2-bathroom Neavitt vacation rental ...
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- From $1870 per night (USD)
Expedia
Waterfront-Private 153 acre Historic Estate
- Bedrooms:
- 7
- Bathrooms:
- 11
- Sleeps:
- 12
We open our gates and invite you in to the very exclusive, one of a kind experience at historic Langdon Estate. This pre ...
From $1870 per night (USD)Expedia
- From $688 per night (USD)
VRBO
Minutes from Downtown St. Michaels and Tilghman | Private Dock | Pool | 8.6 Acre
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This beautifully decorated Harris Creek waterfront home is waiting for you! With plenty of room for multiple families to ...
From $688 per night (USD)VRBO
- From $846 per night (USD)
Expedia
Minutes from Downtown St. Michaels | Private Dock | Kayaks
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Easy, One-Level Living Let go of your cares and enjoy the respite of this Covey Creek waterfront home. Let the kids play ...
From $846 per night (USD)Expedia
- From $464 per night (USD)
VRBO
2BR Waterfront Family Escape
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Escape to Your Serene Family Retreat in Saint Michaels! Welcome to a tranquil haven where the waterfront and t ...
From $464 per night (USD)VRBO
- From $647 per night (USD)
Expedia
Celebrate the Season! Cozy Waterfront Escape
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Your Idyllic Retreat in Saint Michaels! Step into an enchanting oasis where rustic charm meets mode ...
From $647 per night (USD)Expedia
- From $209 per night (USD)
VRBO
Cozy getaway! Centrally located between St. Michaels and Tilghman Island\n\n
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in Wittman at this welcoming house. With 3 cozy bedrooms including a queen bed, full bed, and bunk bed, guests wi ...
From $209 per night (USD)VRBO
- From $1045 per night (USD)
Expedia
Minutes from Downtown St. Michaels | Pool | Cabana | Kayaks | Private Dock
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Swan Hollow, a charming 3-bedroom, 2-full bathroom, 2-half bathroom tranquil retreat nestled down a picturesq ...
From $1045 per night (USD)Expedia
- From $844 per night (USD)
VRBO
Fall Weekends Await, Reserve Yours today!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: Welcome to this stunning waterfront retreat, a spacious 6-bedroom home designed for the ultimate getaway. While ...
From $844 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Relaxing Waterfront Cottage Near St Michaels, Maryland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Eastern Shore two bedroom cottage with dock on a quiet creek of the Chesapeake Bay in Wittman, Maryland. Surrounded by ...
From $254 per night (USD)Expedia
- From $373 per night (USD)
VRBO
Easter Weekend open WATERFRONT St Michaels area historic home, dog friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Full renovations completed in 2016 on this historic home. Sleeps four (1 King, 1 Queen, 1 Twin). Kick back, relax and e ...
From $373 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Perfect Waterview Cottage - St. Michaels Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shipwright Cottage is a fully-renovated idyllic getaway located in the Bay Hundred area of the Chesapeake Bay just 8 mil ...
From $275 per night (USD)VRBO
- From $1231 per night (USD)
VRBO
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT\/30 ACRES\/HUGE POLYWOOD PLAYGROUND
- Bedrooms:
- 10
- Bathrooms:
- 8
- Sleeps:
- 12
TREMEZZO STAY - CHEASAPEAKE MANSION Our properties are owned, managed, and hosted by us. We deliver personally hosted l ...
From $1231 per night (USD)VRBO
- From $598 per night (USD)
VRBO
Hurry, reserve your stay for \nSummer & Fall of 2025\nSTR #22-30
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Offering a HOMEY rental on the gorgeous Chesapeake Bay - Leadenham Creek, Bozman, MD. The Gnome Home is nestled on 3 1 ...
From $598 per night (USD)VRBO
- From $1406 per night (USD)
VRBO
SEPT SUMMERS & FREE BUSHEL OF CRABS W\/SEPT\/OCT BOOKING
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Talbot County MD License #STRN-23-16 - The Cove At St. Michaels is a magnificent 15.5 acre estate property with ingrou ...
From $1406 per night (USD)VRBO
- From $1396 per night (USD)
VRBO
Classic Eastern Shore Waterfront Manor House - ST-936
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Quintessential Eastern Shore experience on 30 acres 1.5 miles from downtown St. Michaels. Original house dates to the e ...
From $1396 per night (USD)VRBO
- From $877 per night (USD)
VRBO
Private Retreat with HUGE Water Views!!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Wonderful large family home on Harris Creek. With 6 bedrooms and 3 full bathrooms (including master bedroom suite), th ...
From $877 per night (USD)VRBO
- From $1052 per night (USD)
Expedia
Waterfront Oyster Farmhouse Built 2018 with Pool\/Fence and Dock-23 private acres
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Relax and absorb the beauty of living on the water at our 23 acre waterfront property on Harris Creek, in between histor ...
From $1052 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Eastern Shore Getaway Near St. Michaels
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
PERFECT COUPLE'S GET AWAY OR WRiTERS RETREAT! Dogs welcome to enjoy the private waterfront getaway on sixteen acres. Jus ...
From $318 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Eastern Shore Waterside Cottage Near St. Michaels
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A completely renovated (2023) cottage on private wooded lot in the quaint, water side, historic community of Neavitt MD. ...
From $275 per night (USD)Expedia
- From $959 per night (USD)
VRBO
Chase Away the Chill with Our Winter Stay Specials!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: The Farm at Bald Eagle Point is the great escape! Our guests can settle in and never have to leave this exclusi ...
From $959 per night (USD)VRBO
- From $495 per night (USD)
Expedia
Minutes from Downtown St. Michaels | Pool | Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Brand New Pool and Hot Tub Coming June 2024 This 2-bedroom, 2-bathroom waterfront getaway features a character-filled i ...
From $495 per night (USD)Expedia
- From $882 per night (USD)
VRBO
Heated pool, sandy beach, pier, and playground set punch point apart!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
TREMEZZO STAY - PUNCH POINT Our properties are owned, managed, and hosted by us. We deliver personally hosted luxury re ...
From $882 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Tilghman Island Retreat By Knapps Narrows!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
Furnished Sunroom | Family Friendly | Half-Mi to Marina Make your way to this lovely Tilghman Island vacation rental, i ...
From $237 per night (USD)Expedia
- From $366 per night (USD)
VRBO
Duck Cove Waterfront Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
STR License - STRN-24-52 Come enjoy our charming, fully updated and renovated waterfront cottage located in the Eastern ...
From $366 per night (USD)VRBO
- From $702 per night (USD)
VRBO
Unwind at this Waterfront Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This beautiful home is minutes from historic St Michaels. Enjoy your morning coffee on the covered deck. Days c ...
From $702 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Landon Cottage is in the waterfront village of Sherwood on Eastern Shore of MD
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The village of Sherwood is located on Harris Creek. The cottage, at 21902 Sherwood Landing Rd., is a perfect place to r ...
From $163 per night (USD)VRBO
- From $823 per night (USD)
Expedia
Minutes from Downtown St. Michaels | Pool | Kayaks | Private Dock | Newly Renova
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Talbot County STR License STN-22-32 This impressive 5BR, 4.5BA waterfront home was fully renovated in 2020 and provides ...
From $823 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for an Eastern Shore waterfront retreat that's perfect for a romantic long weekend, a family vacation with the k ...
From $285 per night (USD)VRBO
- From $599 per night (USD)
VRBO
Grandview - Main House
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
GRANDVIEW, which was once known as Grandview at Pleasure Point, is a private estate located on 5¼ acres of Maryland’s f ...
From $599 per night (USD)VRBO
- From $1601 per night (USD)
VRBO
Tilghman Waterfront | Indoor Pool | Private Dock | Pool House
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 12
Talbot County STR License STRN-23-10 This newly renovated coastal 7-bedroom, 6-bathroom waterfront getaway with a spa-l ...
From $1601 per night (USD)VRBO
- From $1524 per night (USD)
Expedia
Luxury Waterfront with pool and deep water dock, minutes from St Michaels.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Licensed by Talbot Co MD STRN-23-11. Mimimum 7 night reservations only - Sat to Sat. Our property is ideally suited for ...
From $1524 per night (USD)Expedia
- From $573 per night (USD)
VRBO
Minutes from Downtown St. Michaels | Waterfront | Pet Friendly | Private Dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Shorely, this is a true outdoor paradise! Originally a waterman's cottage, Neavitt Cottage has been tastefully updated ...
From $573 per night (USD)VRBO
- From $405 per night (USD)
Expedia
Minutes from Downtown St. Michaels and Tilghman | Newly Renovated | Kayaks | Cha
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Eastern Shore Vacation Rentals presents Banyan Cottage. This impressive and simply idyllic 2BR/2BA vacation cottage is t ...
From $405 per night (USD)Expedia
- From $701 per night (USD)
VRBO
Minutes from Downtown St. Michaels | Pool | Pool House | Kayaks | Private Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Talbot County STR License STN-23-31 Welcome to Gratitude Farm, a newly renovated 1890s farmhouse offering the ultimate ...
From $701 per night (USD)VRBO
- From $566 per night (USD)
Expedia
Waterfront Bliss: Ultimate Tilghman Retreat by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
ST-217-FLU Welcome to your dream waterfront getaway just moments away from the charming town of St. Michaels. This met ...
From $566 per night (USD)Expedia
- From $834 per night (USD)
VRBO
Enjoy the beautiful reflections of sunsets and the golden leaves on the water!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
ST-23-30 Just minutes from St Michaels this contemporary home is the perfect waterfront retreat. This home gives i ...
From $834 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Fall Weekends Await!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: This newly built cottage is located in the quaint waterman's community of Tilghman Island. The perfect spot to ...
From $354 per night (USD)VRBO
- From $884 per night (USD)
VRBO
Waterfront - pier & acreage to run & play. Pet friendly Oct\/Nov dates open!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Talbot County MD License #STN-24-6 Water front home nestled in quaint village of Bozman with dock/pier for fishing, cr ...
From $884 per night (USD)VRBO
- From $1268 per night (USD)
VRBO
LUXURY COASTAL FARMHOUSE WATERFRONT W\/ HEATED POOL
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Come slip away and enjoy Perry Point—a custom built nautical farmhouse that provides the best combination of luxury acco ...
From $1268 per night (USD)VRBO
- From $797 per night (USD)
VRBO
Secluded Waterfront Property on 3 acres with swimming pool and dock.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Open floor plan home with ample views of the Leadenham Creek. Salt water swimming pool overlooks 220 feet of shoreline ...
From $797 per night (USD)VRBO
- From $1027 per night (USD)
VRBO
Beautiful Large 3 Bdrm Luxury suites with outdoor pool & spa, close walk to town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Talbot County Short-Term Rental License STN-23-2 Villa estates ...
From $1027 per night (USD)VRBO