Talbot Area Rentals
From $625 per night (USD)VRBO
Book a week in July\/August & steamed crabs on us!
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: As you head down the tree lined drive you will instantly know you are about to be somewhere special. A perfect ...
From $625 per night (USD)VRBO
From $396 per night (USD)Expedia
NEW LISTING! 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 $396 per night (USD)Expedia
From $571 per night (USD)VRBO
Ferry Bridge House
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 6
Ferry Bridge House is a hidden gem that feels a world away from everyday life. This property is secluded but just a shor ...
From $571 per night (USD)VRBO
From $535 per night (USD)Expedia
Easton \/ St. Michaels Retreat
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
POOL OPEN 3/25/24 Relax with the whole family at this peaceful place to stay. Welcome to Travelers Rest! A quiet and sec ...
From $535 per night (USD)Expedia
From $900 per night (USD)VRBO
Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Talbot County Rental License STRN-23-19 Stunning 22 acre property in prime location on the Tred Avon situated between ...
From $900 per night (USD)VRBO
From $830 per night (USD)VRBO
Enjoy the beautoful 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. Offered for the f ...
From $830 per night (USD)VRBO
From $450 per night (USD)VRBO
Lovely Cottage in St.Michael’s.Dock 7‘ Depth,Pet Friendly. A VIP Vacation Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
License # STN-23-39...(3 night minimum off season.) A long, driveway on two, private acres, leads to this updated and ch ...
From $450 per night (USD)VRBO
From $149 per night (USD)VRBO
Charming House in a Quiet Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This beautiful house has it all. The charm of a 1960s brick ranch with a fully updated interior. All new flooring, new ...
From $149 per night (USD)VRBO
From $236 per night (USD)VRBO
Pet-Friendly Cambridge Home - Walk to River!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Retreat to Cambridge with your loved ones and book this 3-bedroom, 1.5-bath vacation rental, 'The Happy Heron!' This hom ...
From $236 per night (USD)VRBO
From $280 per night (USD)Expedia
Downtown Oxford | Outdoor Dining | Character Filled
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This bright and airy 3BR, 2BA cape cod vacation home in Oxford is designed with your comfort in mind. The free-flowing f ...
From $280 per night (USD)Expedia
From $215 per night (USD)VRBO
Beautiful Home in Historic Waterfront District, Walk to Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
➤ Just 1 block from the water, this Spacious unique Historic Home has been Renovated & Beautifully Furnished for a comfo ...
From $215 per night (USD)VRBO
From $325 per night (USD)VRBO
Discover Your Perfect Getaway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: We've put extra care into creating a welcoming atmosphere for you to relax and make the most of your time in th ...
From $325 per night (USD)VRBO
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Vacation Rental in Historic St. Michaels
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right ab ...
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From $650 per night (USD)VRBO
New St Michaels Waterfront
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: A private waterfront home with coastal chic design, sweeping water views, endless sunsets and luxe amenities al ...
From $650 per night (USD)VRBO
From $820 per night (USD)VRBO
Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
A Tranquil Contemporary St. Michaels Waterfront Cottage featuring a separate 1st floor newly renovated garage apartment ...
From $820 per night (USD)VRBO
From $344 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 $344 per night (USD)Expedia
From $255 per night (USD)VRBO
Spacious Trappe Getaway w\/ Outdoor Pool & Gazebo!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Retreat with family to this quiet and peaceful, 4-bedroom, 2.5-bathroom vacation rental in Trappe, Maryland. Relax on Ox ...
From $255 per night (USD)VRBO
From $3094 per night (USD)Expedia
Minutes from Downtown Easton and St. Michaels | Pool | Hot Tub | Pool House | Lu
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 12
Vacation like a rockstar at this 21+ acre luxury waterfront estate located on a protected cove off the Tred Avon River. ...
From $3094 per night (USD)Expedia
From $1085 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 $1085 per night (USD)VRBO
From $450 per night (USD)Expedia
Charming 4 bedroom in Historic Cambridge\n\n
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy the old world charm of this home, built in 1894 in the historic district of the picturesque and diverse town of Ca ...
From $450 per night (USD)Expedia
From $235 per night (USD)VRBO
B&B - The Lawson
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
This delightful bed & breakfast is the perfect home base for your visit. The property includes a small beach, Adirondack ...
From $235 per night (USD)VRBO
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Upscale Condo in Historic Downtown Cambridge, Maryland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to this fully renovated historic condo nestled in the heart of downtown Cambridge, Maryland, with its fabulous d ...
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From $900 per night (USD)VRBO
Historic and Spacious Stewart House
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 12
The Stewart House is a large, beautiful 18 th century home in located the heart of the historic district of Cambridge on ...
From $900 per night (USD)VRBO
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Cozy 2BR Home near Idlewild Park\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
"Welcome to your cozy retreat in the heart of Easton, Maryland, a small, charming town nestled on Maryland's Eastern Sho ...
Click For PricingExpedia