
Talbot Area Rentals

- From $1191 per night (USD)
VRBO
Minutes from Downtown Easton and St. Michaels | Pool | Kayaks | Private Dock
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
A breathtaking waterfront estate that seamlessly combines luxury and nature. Welcome to Miles End, a breathtaking water ...
From $1191 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Charming 1-bedroom cottage on the water, minutes from St Michaels MD
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
King Size Comfort. The ambience of each cottage is one of relaxed comfort. Fashionable cottage décor is enhanced with co ...
From $188 per night (USD)VRBO
- From $247 per night (USD)
VRBO
Waterfront cottage, 1 bd 1 bath, Perfect for your next getaway!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The perfect couples’ getaway. The ambience of each cottage is one of relaxed comfort. Fashionable cottage decor is enhan ...
From $247 per night (USD)VRBO
- From $227 per night (USD)
VRBO
Charming 2-bedroom cottage, waterfront, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The perfect, small family, getaway. The ambience of each cottage is one of relaxed comfort. Fashionable cottage decor is ...
From $227 per night (USD)VRBO
- From $770 per night (USD)
VRBO
Stunning Chesapeake Waterfront Home
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Spectacular new waterfront home in beautiful historic Oxford, comfortably sleeps 10 with perfect set up for 2 families. ...
From $770 per night (USD)VRBO
- From $445 per night (USD)
Expedia
The Farm House at Hunting Creek
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Experience the charm of this stunning, gated estate carriage house, nestled on 80 acres of breathtaking land. With panor ...
From $445 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Walk to Dtwn: Waterfront Eastern Shore Townhome!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Game Room | Scenic Waterfront Deck | Community Pool | Pet Friendly w/ Fee | EV Charger Experience life in the heart of ...
From $335 per night (USD)VRBO
- From $844 per night (USD)
Expedia
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 $844 per night (USD)Expedia
- Click For Pricing
VRBO
Spacious Family Getaway – Summer Ready!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Summary: Pack your bags and gather the crew—this bright and welcoming 4-bedroom, 4.5-bath home is everything a summer ge ...
Click For PricingVRBO
- From $1003 per night (USD)
Expedia
Minutes from Downtown St. Michaels | Pool | Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Location , Location, Location Escape to this stunning cedar Lindal home on the Eastern Shore, just a short drive from h ...
From $1003 per night (USD)Expedia
- From $102 per night (USD)
VRBO
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 $102 per night (USD)VRBO
- 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 $222 per night (USD)
Expedia
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 $222 per night (USD)Expedia
- From $1114 per night (USD)
VRBO
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 $1114 per night (USD)VRBO
- From $269 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 $269 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 $980 per night (USD)
Expedia
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 $980 per night (USD)Expedia
- 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 $364 per night (USD)
Expedia
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 $364 per night (USD)Expedia
- From $346 per night (USD)
VRBO
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)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $294 per night (USD)
VRBO
#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)VRBO
- 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 $366 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 $366 per night (USD)VRBO
- From $454 per night (USD)
VRBO
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 $454 per night (USD)VRBO
- From $339 per night (USD)
Expedia
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 $339 per night (USD)Expedia
- From $676 per night (USD)
VRBO
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)VRBO
- From $391 per night (USD)
Expedia
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 $391 per night (USD)Expedia
- 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 $402 per night (USD)
Expedia
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 $402 per night (USD)Expedia
- From $979 per night (USD)
VRBO
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 $979 per night (USD)VRBO
- From $2146 per night (USD)
Expedia
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 $2146 per night (USD)Expedia