Talbot Area Rentals
From $849 per night (USD)VRBO
Waterfront Home with Pool & Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Wake up to waterfront living - toss crab pot off the dock in the morning & steam your catch for dinner. Spend a ...
From $849 per night (USD)VRBO
From $129 per night (USD)Expedia
Charming 1BR cottage w/ WiFi, AC in wonderful Wye Mills
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Wye Mills is waiting for you at this awesome 1-bedroom cottage. With WiFi, heating, a washing machine, and more, guests ...
From $129 per night (USD)Expedia
From $294 per night (USD)VRBO
Cottage #4 Chesapeake Blue down the drive way.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our beautiful waterfront property, open for guests from March 25th to November 1st. We have a minimum stay of ...
From $294 per night (USD)VRBO
From $294 per night (USD)VRBO
#3 Mallard Cottage (located 3rd down drive)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our beautiful waterfront property, open for guests from March 25th to November 1st. We have a minimum stay of ...
From $294 per night (USD)VRBO
From $219 per night (USD)VRBO
Charming 3 Bedroom Cottage – 6 Miles to St. Michaels
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Pot Pie Cottage — your charming, well-priced escape just minutes from the historic town of St. Micha ...
From $219 per night (USD)VRBO
From $1128 per night (USD)Expedia
Minutes from Downtown Easton and St. Michaels | Pool | Private Dock
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Take control of your next vacation. Escape to your dream waterfront vacation at this extraordinary 5-bedroom estate on ...
From $1128 per night (USD)Expedia
From $270 per night (USD)VRBO
Aurora Blue - A Stylish Experience \n
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Stylish experience at the centrally located retreat. New owners purchased East and renovated the entire home both inside ...
From $270 per night (USD)VRBO
From $560 per night (USD)VRBO
Charming, Waterfront 2-bedroom house Royal Oak
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your cozy getaway awaits in Royal Oak at this brilliant house. With 2 bedrooms guests can unwind in comfort. The proper ...
From $560 per night (USD)VRBO
From $979 per night (USD)VRBO
Downtown Oxford | Private Beach | Private Pool | Luxury
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury awaits at The Beach House, a stunning 4-bedroom, 4.5-bathroom vacation extravaganza in the vibrant Oxford neighbo ...
From $979 per night (USD)VRBO
From $880 per night (USD)VRBO
Secluded 1870s farmhouse full of historic charm + breathtaking waterfront views!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
This secluded 1870s farmhouse is full of historic charm and surrounded by natural beauty. Take in breathtaking views of ...
From $880 per night (USD)VRBO
From $366 per night (USD)VRBO
3 Bedroom St. Michaels Retreat | Walk to town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Easy walking and biking distance to the heart of St. Michaels. Enjoy shops, restaurants, and waterfront charm j ...
From $366 per night (USD)VRBO
From $346 per night (USD)Expedia
Charming 3-bedroom in Village of Claiborne \nBOOK 3 NIGHTS GET 4TH FREE STR24-33
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the beauty of Claiborne and feel the calm from this 3-bedroom house. With 2 queen beds, 1 full bed, and 1 twin ...
From $346 per night (USD)Expedia
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Waterfront Farmhouse | Pool, Dock, Pets Welcome
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Imagine waking up to the gentle lapping of water on a quiet inlet, just a short drive from the charming streets ...
Click For PricingVRBO
From $294 per night (USD)Expedia
#2 Egret Cottage Harris Cove
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax with the whole family at this peaceful place to stay. Great Sunset and Sunrises, located on Harris Creek, each cot ...
From $294 per night (USD)Expedia
From $315 per night (USD)VRBO
Cottage #5 White Swan At Water with Deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our beautiful waterfront property, open for guests from March 25th to November 1st. We have a minimum stay of ...
From $315 per night (USD)VRBO
From $348 per night (USD)VRBO
Cottage #8 Herons Nest Lg 2 rooms Under Main House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to our beautiful waterfront property, open for guests from March 25th to November 1st. We have a minimum stay of ...
From $348 per night (USD)VRBO
From $358 per night (USD)VRBO
3Br/1Ba Pondview Langsdale House - A Historic Stay with Heart
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Pondview Langsdale House – A Historic Stay with Heart Step into a piece of Easton’s rich history at The Pondview Lan ...
From $358 per night (USD)VRBO
From $426 per night (USD)Expedia
Downtown Oxford | Character Filled
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ahoy there, mateys! Prepare to be captivated by this newly renovated 3-bedroom, 2-bathroom vacation rental in Oxford, ...
From $426 per night (USD)Expedia
From $378 per night (USD)VRBO
Brand-New Pool! Waterfront Bozman Village Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Pets Welcome w/ Fee | 5 Mi to St. Michaels | Go Kayaking Experience classic Eastern Shore living at this 4-bedroom, 2.5 ...
From $378 per night (USD)VRBO
From $676 per night (USD)Expedia
Beautiful 3-bedroom Miles River waterfront in tranquil Easton - Relax and unwind
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in Easton at this beautiful newly refreshed waterfront home nestled in private cove on 47 acres of river and farm ...
From $676 per night (USD)Expedia
From $393 per night (USD)VRBO
Minutes from Downtown St. Michaels | Character Filled
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
TGIF … Escape to happiness, laughter, and unforgettable moments at The Weekender! This bright and airy 2-bedroom, 2.5- ...
From $393 per night (USD)VRBO
From $180 per night (USD)VRBO
Walk to Park & River: Dog-Friendly Cambridge Gem
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Half-Mi to Historic Downtown | Covered Porch | Yard Space | Great Fishing Area Whether you’re here to explore Cambridge ...
From $180 per night (USD)VRBO
From $409 per night (USD)VRBO
Walk to Waterfront • Cozy Oxford Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Discover the charm of Maryland’s Eastern Shore at our cozy cottage nestled in the heart of Oxford. Just steps f ...
From $409 per night (USD)VRBO
From $994 per night (USD)Expedia
Waterfront Paradise | Pool, Views & Serenity
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Gather your favorite people and escape to a spacious waterfront haven in Royal Oak. From coffee at sunrise on ...
From $994 per night (USD)Expedia
From $2152 per night (USD)VRBO
Waterfront Retreat wth Pool | Perfect for Late Summer & Fall Getaways
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: End your summer in style and welcome fall on Maryland’s Eastern Shore. At Eventide Farm, the seasons unfold bea ...
From $2152 per night (USD)VRBO
From $330 per night (USD)VRBO
The Snuggery Inn & Suites Sea Grass Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This stylish place is within steps of all the shopping, dining, nightlife and museums. The Snuggery Inn & Suites offers ...
From $330 per night (USD)VRBO
From $437 per night (USD)VRBO
The Snuggery Inn & Suites Captain's Quarters
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This stylish place is within steps of all the shopping, dining, nightlife and museums. The Snuggery Inn & Suites offers ...
From $437 per night (USD)VRBO
From $254 per night (USD)VRBO
Charming Victorian Farmhouse on Historic Main St
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Easy US-50 Access | 2 Mi to Choptank River Your Eastern Shore adventure begins at this inviting Victorian farmhouse on ...
From $254 per night (USD)VRBO