search location
Travel Dates:
Reset Dates
226 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 $850 per night
(USD)
The Middle Point Cabin in Saint Michaels
3
1.0
4
Neavitt Maryland Cottage
From $371 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 $1842 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 $323 per night
(USD)
RANCH AT ROYAL OAK- Exclusive waterfront pool pier
6
6.0
12
Royal Oak Maryland Private vacation home
From $1959 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 $383 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 $739 per night
(USD)
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
3
3.0
6
St. Michaels Maryland Private vacation home
From $484 per night
(USD)
Minutes from Downtown Oxford and Easton | Pool | Private Dock | Kayaks
4
3.0
8
Oxford Maryland Private vacation home
From $667 per night
(USD)
Minutes from Downtown Easton | Pool | Hot Tub | Kayaks
5
4.0
10
Wye Mills Maryland Private vacation home
From $686 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 $1200 per night
(USD)
Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining
3
3.0
6
Bozman Maryland Private vacation home
From $298 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 $680 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 $506 per night
(USD)
Tilghman | Pool | Private Dock | Pet Friendly
3
3.0
6
Tilghman Maryland Private vacation home
From $683 per night
(USD)
Downtown Oxford | Charming | Pet Friendly
3
2.0
6
Oxford Maryland Private vacation home
From $308 per night
(USD)
Minutes from Downtown St. Michaels | Private Dock | Kayaks
4
3.0
8
Saint Michaels Maryland Private vacation home
From $550 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 $727 per night
(USD)
Dollhouse in Central Historic St Michaels
2
2.0
4
St Michaels Maryland Private vacation home
From $265 per night
(USD)
Downtown St. Michaels | Bikes | Kayaks | Private Pier
3
3.0
6
Saint Michaels Maryland Private vacation home
From $573 per night
(USD)
Large Waterfront Home 2 miles from town\nSpecial Rates!
5
4.0
8
St. Michaels Maryland Private vacation home
From $1000 per night
(USD)
Downtown Oxford | Charming | Pet Friendly | Bikes
4
4.0
8
Oxford Maryland Private vacation home
From $350 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 $920 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 $340 per night
(USD)
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
2
3.0
5
St Michaels Maryland Cottage
From $317 per night
(USD)
Walk to Everything House
3
2.0
6
Saint Michaels Maryland Private vacation home
From $334 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 $490 per night
(USD)
Waterfront Property, kayaks, private dock, near town
3
3.0
6
St. Michaels Maryland Private vacation home
From $733 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 $945 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 $895 per night
(USD)
TRUE IN-TOWN ST MICHAELS 6 ACRE WATERFRONT - Heated Pool
5
3.0
8
St Michaels Maryland Private vacation home
From $1299 per night
(USD)
Easter Weekend open WATERFRONT St Michaels area historic home, dog friendly
2
1.0
4
Neavitt Maryland Private vacation home
From $399 per night
(USD)
Perfect Waterview Cottage - St. Michaels Getaway
2
2.0
4
Wittman Maryland Cottage
From $225 per night
(USD)
Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)
6
7.0
12
Royal Oak Maryland Private vacation home
From $1817 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 $1035 per night
(USD)
Waterfront Cottage, Private Hot Tub, Fire Pit, Pool - perfect Romantic Getaway
2
2.0
4
Easton Maryland Private vacation home
From $450 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 $1200 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 $699 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 $205 per night
(USD)
Luxurious waterfront home - Cèilidh
4
4.0
7
Oxford Maryland Private vacation home
From $837 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)
Beautiful Tidewater home between Easton & ST Michaels!
4
7.0
8
Easton Maryland Private vacation home
From $1300 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 $2916 per night
(USD)
Historic estate, where land and water meet .
5
6.0
10
Oxford Maryland Private vacation home
From $948 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 $1007 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 $361 per night
(USD)
Charming Waterfront Cottage Outside St. Michaels Close to the Oaks
3
3.0
6
Royal Oak Maryland Cottage
From $431 per night
(USD)
House on the Chesapeake Bay
3
2.0
6
Tilghman Island Maryland Private vacation home
From $480 per night
(USD)
SUMMER DATES BOOKING FAST- BOOK YOUR STAY NOW!
3
3.0
6
Tilghman Maryland Private vacation home
From $475 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 $1650 per night
(USD)
Private+Cozy-3br+2ba-1mile to Historic Downtown Saint Michaels
3
2.0
6
Saint Michaels Maryland Private vacation home
From $335 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 $293 per night
(USD)
Beautiful, Private Retreat with HUGE Water Views!!
6
3.0
12
Sherwood Maryland Private vacation home
From $813 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 $1172 per night
(USD)
WATCH THE EVER-CHANGING SUNSET REFLECT OVER THE EASTERN BAY!
2
4.0
4
Claiborne Maryland Private vacation home
From $575 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 $978 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 $695 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 $900 per night
(USD)
Eastern Shore Getaway Near St. Michaels
1
2.0
2
Bozman Maryland Cottage
From $300 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 $297 per night
(USD)
A Waterfront Escape Like No Other
6
5.0
12
Sherwood Maryland Private vacation home
From $1141 per night
(USD)
Charming Cottage on Bolingbroke Creek
2
1.0
4
Trappe Maryland Cottage
From $360 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 $854 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 $390 per night
(USD)
Your “Happy Place”-Updated beautifully 3 story home on quiet island
4
2.0
8
Tilghman Island Maryland Private vacation home
Click For Pricing
Minutes from Downtown Easton and St. Michaels | Private Dock | Pool | Kayaks
5
4.0
10
Royal Oak Maryland Private vacation home
From $904 per night
(USD)
Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining
3
3.0
6
Sherwood Maryland Private vacation home
From $432 per night
(USD)
Newly Renovated Guest House located in Oxford MD
1
1.0
4
Oxford Maryland Guest house
From $233 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 $795 per night
(USD)
Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock
6
4.0
12
St. Michaels Maryland Private vacation home
From $936 per night
(USD)
Minutes from Downtown St. Michaels | Pool | Hot Tub
2
2.0
4
Bozman Maryland Private vacation home
From $270 per night
(USD)
Spacious Trappe Getaway w\/ Outdoor Pool & Gazebo!
4
3.0
8
Trappe Maryland Private vacation home
From $298 per night
(USD)
Heated pool, sandy beach, pier, and playground set punch point apart!
5
5.0
10
Sherwood Maryland Private vacation home
From $1032 per night
(USD)
Discover Your Perfect Getaway
3
3.0
6
Easton Maryland Private vacation home
From $325 per night
(USD)
Book today Summer is waiting for you!
3
3.0
6
Easton Maryland Private vacation home
From $700 per night
(USD)
Load More Results
