search location
Travel Dates:
Reset Dates
222 Rentals In Talbot Area
United States
Maryland
Talbot Area
Filters
Sub Areas
Tred Avon River
(1)
Peachblossom Creek
(1)
Maxmore Creek
(1)
Choptank River
(1)
Guests
Guests
1
2
3
4
5
6
7
8+
Price
Per Night:
Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Minutes from Downtown Oxford and Easton | Pool | Private Dock | Pet Friendly | K
4
5.0
8
Oxford Maryland Private vacation home
From $869 per night
(USD)
The Middle Point Cabin in Saint Michaels
3
1.0
4
Neavitt Maryland Cottage
From $350 per night
(USD)
Minutes from Downtown Easton and St. Michaels | Pool | Private Dock | Luxury
5
6.0
10
Royal Oak Maryland Private vacation home
From $1785 per night
(USD)
Waterfront Estate. **WALK TO ST. MICHAELS!**
6
6.0
12
Saint Michaels Maryland Private vacation home
From $1500 per night
(USD)
Thorntonwood | an ESVR property
4
3.0
8
Bozman Maryland Private vacation home
Click For Pricing
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
2
2.0
5
St Michaels Maryland Cottage
From $341 per night
(USD)
RANCH AT ROYAL OAK- Exclusive waterfront pool pier
6
6.0
12
Royal Oak Maryland Private vacation home
From $849 per night
(USD)
St. Michaels Area Cottage - Walk to Water & Marina
2
2.0
4
Neavitt Maryland Private vacation home
Click For Pricing
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
2
2.0
5
Saint Michaels Maryland Cottage
From $386 per night
(USD)
Waterfront-Private 153 acre Historic Estate
11
7.0
12
Sherwood Maryland Private vacation home
From $2500 per night
(USD)
Minutes from Downtown St. Michaels and Tilghman | Private Dock | Pool | 8.6 Acre
4
4.0
8
Wittman Maryland Private vacation home
From $489 per night
(USD)
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
3
3.0
6
St. Michaels Maryland Private vacation home
From $454 per night
(USD)
Minutes from Downtown Oxford and Easton | Pool | Private Dock | Kayaks
4
3.0
8
Oxford Maryland Private vacation home
From $606 per night
(USD)
Minutes from Downtown Easton | Pool | Hot Tub | Kayaks
5
4.0
10
Wye Mills Maryland Private vacation home
From $765 per night
(USD)
Relax or Play on the Choptank River!
1
2.0
2
Trappe Maryland Bed & breakfast
From $210 per night
(USD)
Minutes from Downtown St. Michael's | Game Room | Pool | Hot Tub | Pickle Ball C
5
5.0
10
Saint Michaels Maryland Private vacation home
From $875 per night
(USD)
Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining
3
3.0
6
Bozman Maryland Private vacation home
From $336 per night
(USD)
Minutes from Downtown St. Michaels | Private Dock | Kayaks | 1000 Ft of Shorelin
5
6.0
9
St. Michaels Maryland Private vacation home
From $690 per night
(USD)
Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly
3
3.0
6
St. Michaels Maryland Private vacation home
From $561 per night
(USD)
Tilghman | Pool | Private Dock | Pet Friendly
3
3.0
6
Tilghman Maryland Private vacation home
From $400 per night
(USD)
Downtown Oxford | Charming | Pet Friendly
3
2.0
6
Oxford Maryland Private vacation home
From $356 per night
(USD)
Minutes from Downtown St. Michaels | Private Dock | Kayaks
4
3.0
8
Saint Michaels Maryland Private vacation home
From $509 per night
(USD)
Minutes from Downtown Easton and St. Michaels | Pool | Hot Tub | Private Dock |
3
2.0
6
Saint Michaels Maryland Private vacation home
From $656 per night
(USD)
Dollhouse in Central Historic St Michaels
2
2.0
4
St Michaels Maryland Private vacation home
From $286 per night
(USD)
Downtown St. Michaels | Bikes | Kayaks | Private Pier
3
3.0
6
Saint Michaels Maryland Private vacation home
From $658 per night
(USD)
Large Waterfront Home 2 miles from town
5
4.0
8
St. Michaels Maryland Private vacation home
From $1100 per night
(USD)
Downtown Oxford | Charming | Pet Friendly | Bikes
4
4.0
8
Oxford Maryland Private vacation home
From $249 per night
(USD)
Minutes from Downtown Easton and St. Michaels | Hot Tub | Private Dock | Kayaks
4
4.0
8
Easton Maryland Private vacation home
From $351 per night
(USD)
St. Michaels Waterfront Home
2
2.0
4
New comb Maryland Private vacation home
From $769 per night
(USD)
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
2
3.0
5
Saint Michaels Maryland Cottage
From $315 per night
(USD)
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
2
3.0
5
St Michaels Maryland Cottage
From $314 per night
(USD)
Walk to Everything House
3
2.0
6
Saint Michaels Maryland Private vacation home
From $285 per night
(USD)
Sandaway Suites & Beach - Full Kitchen & Private Beach Access - Location in Town
1
1.0
2
Oxford Maryland Apart-hotel
Click For Pricing
Downtown Oxford | Boat Slip | Bikes | Pet Friendly
4
3.0
8
Oxford Maryland Private vacation home
From $414 per night
(USD)
Waterfront Property, kayaks, private dock, near town
3
3.0
6
St. Michaels Maryland Private vacation home
From $768 per night
(USD)
Minutes from Downtown Easton and St. Michaels | Kayaks | Pool | Private Dock
5
3.0
10
Royal Oak Maryland Private vacation home
From $951 per night
(USD)
Waterfront St Michaels Vacation Rental w\/ Fire Pit
3
4.0
6
St. Michaels Maryland Private vacation home
From $1299 per night
(USD)
Historic Elegance and Modern Luxury
3
3.0
6
Easton Maryland Private vacation home
From $495 per night
(USD)
TRUE IN-TOWN ST MICHAELS 6 ACRE WATERFRONT - Heated Pool
5
3.0
8
St Michaels Maryland Private vacation home
From $1099 per night
(USD)
WATERFRONT St Michaels area historic home
2
1.0
4
Neavitt Maryland Private vacation home
From $313 per night
(USD)
Perfect Waterview Cottage - St. Michaels Getaway
2
2.0
4
Wittman Maryland Cottage
From $175 per night
(USD)
Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)
6
7.0
12
Royal Oak Maryland Private vacation home
From $1500 per night
(USD)
5 bedroom Bed and Breakfast on the Choptank River
1
1.0
2
Trappe Maryland Bed & breakfast
From $195 per night
(USD)
Upgraded King at Boutique Hotel, Private Beach, Walk to Restaurants & Shops
1
1.0
2
Oxford Maryland Hotel
Click For Pricing
Town View King Apartment with Private Beach - Walk to shops and restaurants
1
1.0
2
Oxford Maryland Apart-hotel
Click For Pricing
New St. Michaels estate -Pier,Pool, Gas fire pit, Bikes & Kayaks.
5
4.0
10
Easton Maryland Private vacation home
From $832 per night
(USD)
Waterfront Cottage, Private Hot Tub, Fire Pit, Pool - perfect Romantic Getaway
2
2.0
4
Easton Maryland Private vacation home
From $370 per night
(USD)
Waterfront Oyster Farmhouse Built 2018 with Pool\/Fence and Dock-23 private acres
4
5.0
8
Wittman Maryland Private vacation home
From $911 per night
(USD)
BOOK NOW FOR FALL & WINTER DATES.
3
3.0
6
Tilghman Island Maryland Private vacation home
From $425 per night
(USD)
Travelers Rest! Dock, Pool Eastern Shore Private Retreat St. Michaels / Easton
4
4.0
10
Easton Maryland Private vacation home
From $1071 per night
(USD)
Relaxing Waterfront Cottage Near St Michaels, Maryland
2
2.0
4
Wittman Maryland Cottage
From $225 per night
(USD)
The Anchorage B&B - The Bounty
1
2.0
2
Trappe Maryland Private vacation home
From $202 per night
(USD)
Luxurious waterfront home - Cèilidh
4
4.0
7
Oxford Maryland Private vacation home
From $767 per night
(USD)
Gorgeous Waterfront
5
4.0
10
Oxford Maryland Private vacation home
From $1200 per night
(USD)
Tranquil Easton Waterfront Property (Pool, Tennis court, Hot Tub, Fireplace)
3
3.0
6
Easton Maryland Private vacation home
From $995 per night
(USD)
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT\/30 ACRES\/HUGE POLYWOOD PLAYGROUND
8
10.0
12
Sherwood Maryland Private vacation home
From $1299 per night
(USD)
Historic estate, where land and water meet .
5
6.0
10
Oxford Maryland Private vacation home
From $795 per night
(USD)
Hurry, reserve your stay for \nSummer & Fall of 2024\nSTR #22-30
5
4.0
10
Bozman Maryland Private vacation home
From $499 per night
(USD)
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
6
5.0
10
Easton Maryland Private vacation home
From $632 per night
(USD)
BOOKING FALL & WINTER-ACT NOW FOR BEST AVAILABILITY!
4
3.0
8
Tilghman Maryland Private vacation home
From $404 per night
(USD)
Jellyfish Cottage - Spectacular Sunsets over Chesapeake Bay
3
2.0
5
Tilghman Maryland Cottage
From $375 per night
(USD)
Charming Waterfront Cottage Outside St. Michaels Close to the Oaks
3
3.0
6
Royal Oak Maryland Cottage
From $500 per night
(USD)
House on the Chesapeake Bay
3
2.0
6
Tilghman Island Maryland Private vacation home
From $449 per night
(USD)
SUMMER DATES BOOKING FAST- BOOK YOUR STAY NOW!
3
3.0
6
Tilghman Maryland Private vacation home
From $415 per night
(USD)
🦆Tuckaway Cove🦆 Private, relaxing waterfront property; close to everything!
5
3.0
8
Easton Maryland Private vacation home
From $650 per night
(USD)
SEPT SUMMERS & FREE BUSHEL OF CRABS W\/SEPT\/OCT BOOKING
5
7.0
10
Sherwood Maryland Private vacation home
From $1200 per night
(USD)
Classic Eastern Shore Waterfront Manor House - ST-936
6
5.0
12
St Michaels Maryland Private vacation home
From $1456 per night
(USD)
Private+Cozy-3br+2ba-1mile to Historic Downtown Saint Michaels
3
2.0
6
Saint Michaels Maryland Private vacation home
From $323 per night
(USD)
Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!
6
4.0
9
St. Michaels Maryland Private vacation home
From $620 per night
(USD)
Stay in the HEART of Saint Michaels!
2
2.0
4
St Michaels Maryland Private vacation home
From $250 per night
(USD)
Beautiful, Private Retreat with HUGE Water Views!!
6
3.0
12
Sherwood Maryland Private vacation home
From $763 per night
(USD)
The B&B of Anchorage - Skipjack
1
2.0
2
Trappe Maryland Bed & breakfast
From $210 per night
(USD)
Comfortable Relaxing Spacious & Fun! 6+ Acres Pool+Bay Waterfront by St Michaels
5
6.0
10
Wittman Maryland Private vacation home
From $1042 per night
(USD)
WATCH THE EVER-CHANGING SUNSET REFLECT OVER THE EASTERN BAY!
2
4.0
4
Claiborne Maryland Private vacation home
From $561 per night
(USD)
Waterfront Home with Magnificent Views
4
2.0
6
Wittman Maryland Private vacation home
From $490 per night
(USD)
Historic Oxford Waterfront Estate
6
6.0
12
Oxford Maryland Private vacation home
From $960 per night
(USD)
St. Michael's Premier In-Town Rental with heated pool - Pool opens 4\/12\/24
2
2.0
4
St. Michaels Maryland Cottage
From $600 per night
(USD)
Waterfront, Pool, Dock, Hot Tub.Stunning Views! A Luxury VIP Vacation Rental
5
5.0
10
Royal Oak Maryland Private vacation home
From $636 per night
(USD)
Eastern Shore Getaway Near St. Michaels
1
2.0
2
Bozman Maryland Cottage
From $314 per night
(USD)
Minutes from Downtown Easton and St. Michaels | Pool | Private Dock
4
4.0
8
Easton Maryland Private vacation home
From $1200 per night
(USD)
Eastern Shore Waterside Cottage Near St. Michaels
3
2.0
6
Neavitt Maryland Cottage
From $295 per night
(USD)
Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining
3
3.0
6
Sherwood Maryland Private vacation home
From $414 per night
(USD)
Newly Renovated Guest House located in Oxford MD
1
1.0
4
Oxford Maryland Guest house
From $205 per night
(USD)
A Waterfront Escape Like No Other
4
5.0
10
Sherwood Maryland Private vacation home
From $850 per night
(USD)
Charming Cottage on Bolingbroke Creek
2
1.0
4
Trappe Maryland Cottage
From $297 per night
(USD)
Short Drive to Downtown Easton and St. Michaels | Pool | Newly Renovated | Priva
4
4.0
8
Easton Maryland Private vacation home
From $597 per night
(USD)
Quaint Tilghman Island home
3
3.0
6
Tilghman Island Maryland Private vacation home
From $275 per night
(USD)
Warmth and Comfort Await
4
3.0
8
Tilghman Island Maryland Private vacation home
From $295 per night
(USD)
Minutes from Downtown St. Michaels and Tilghman | Private Dock | Hot Tub
4
4.0
8
Mcdaniel Maryland Private vacation home
From $350 per night
(USD)
Commander's Getaway | an ESVR property
3
1.0
6
Tilghman Maryland Private vacation home
From $250 per night
(USD)
Your “Happy Place”-Updated beautifully 3 story home on quiet island
4
2.0
8
Tilghman Island Maryland Private vacation home
From $374 per night
(USD)
Minutes from Downtown Easton and St. Michaels | Private Dock | Pool | Kayaks
4
4.0
8
Royal Oak Maryland Private vacation home
From $586 per night
(USD)
EASTON Beautiful APT. 2bed2bathKitchinDining\/living room-walk to all places
1
1.0
6
Easton Maryland Apartment
From $650 per night
(USD)
Easton \/ St. Michaels Retreat
5
4.0
10
Talbot County Maryland Private vacation home
From $334 per night
(USD)
Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock
6
4.0
12
St. Michaels Maryland Private vacation home
From $847 per night
(USD)
Minutes from Downtown St. Michaels | Pool | Hot Tub
2
2.0
4
Bozman Maryland Private vacation home
From $356 per night
(USD)
Spacious Trappe Getaway w\/ Outdoor Pool & Gazebo!
4
3.0
8
Trappe Maryland Private vacation home
From $301 per night
(USD)
Heated pool, sandy beach, pier, and playground set punch point apart!
5
5.0
10
Sherwood Maryland Private vacation home
From $949 per night
(USD)
Discover Your Perfect Getaway
3
3.0
6
Easton Maryland Private vacation home
From $325 per night
(USD)
Luxurious Living with Stunning Sunset Views
3
3.0
6
Easton Maryland Private vacation home
From $700 per night
(USD)
Load More Results