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Upfront pricingWe are not like the others - we include taxes and fees
Top cities in Talbot County
St. Michaels
Our top choices for Talbot County vacation rentals
1. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places
EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all placesEaston
10.0 out of 10, Exceptional, (1 review)
"Fabulous location in town location! It was much larger than we expected - 2 levels. Nice open layout on the main level with 2 BR/BA and a 3rd BR/BA on 2nd floor. Owners are very responsive before and during the trip. We could not connect to the TV, but owner quickly offered assistance. Bathrooms can use some towel racks and shelves. Beds/pillows were comfy! We were very happy with our stay."
Lynn G.
$379 nightly
The price is $402
Nov 16 - Nov 17
Total with taxes and fees
2. Cambridge Apt in Walkable Neighborhood
Cambridge Apt in Walkable NeighborhoodCambridge
10.0 out of 10, Exceptional, (1 review)
"This apt was built in the 50’s, or back when fewer outlets were needed, and it has window air conditioners. It was just what we were looking for as we visited the ste for family reunions"
LOIS
$291 nightly
The price is $323
Nov 14 - Nov 15
Total with taxes and fees
3. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City MarinaCambridge
9.4 out of 10, Exceptional, (26 reviews)
"Pet friendly!"
Mary Beth S.
$352 nightly
The price is $373
Dec 13 - Dec 14
Total with taxes and fees
4. Sailwinds Loft at Cambridge Creek
Sailwinds Loft at Cambridge CreekCambridge
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful place to stay."
Sharon D.
$228 nightly
The price is $242
Nov 16 - Nov 17
Total with taxes and fees
5. Marina Views | 3BR Downtown Townhouse, Heated Decks, Pool & Gym
Marina Views | 3BR Downtown Townhouse, Heated Decks, Pool & GymCambridge
10.0 out of 10, Exceptional, (2 reviews)
"We only stayed one night but wouldn't hesitate to come back and stay for a few days.
Beautiful home overlooking the docks."
mike
$414 nightly
The price is $458
Nov 13 - Nov 14
Total with taxes and fees
6. Relax on Kent Island in 4 Bedroom Home w/Waterview
Relax on Kent Island in 4 Bedroom Home w/WaterviewStevensville
9.8 out of 10, Exceptional, (57 reviews)
"very clean home, quiet neighborhood in a great location."
Anthony P.
$270 nightly
The price is $291
Nov 15 - Nov 16
Total with taxes and fees
7. Cass-Away Luxury Houseboat
Cass-Away Luxury HouseboatGrasonville
10.0 out of 10, Exceptional, (113 reviews)
"Wonderful stay. House boat was amazing and hosts helpful and responsive! "
Jamie L.
8. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!Stevensville
10.0 out of 10, Exceptional, (75 reviews)
"Great stay, exactly as advertised, Donna was great!"
Sam C.
$1,122 nightly
The price is $1,239
Dec 1 - Dec 2
Total with taxes and fees
9. Turnbridge Manor
Turnbridge ManorDenton
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful home. Plenty of space inside with great outdoor spaces. Very clean and easy to contact host. Family friendly-would highly recommend!"
Jessica H.
$592 nightly
The price is $628
Dec 1 - Dec 2
Total with taxes and fees
10. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
The Drinking Gourd: Stunning Penthouse in Historic Downtown CambridgeDowntown Cambridge
9.8 out of 10, Exceptional, (15 reviews)
"Great stay! Gorgeous apartment!"
Kristen S.
$350 nightly
The price is $371
Dec 13 - Dec 14
Total with taxes and fees
11. Cass-N-Reel Luxury Houseboat
Cass-N-Reel Luxury HouseboatGrasonville
10.0 out of 10, Exceptional, (54 reviews)
"Love This rental. One of our favorites. Small but everything needed. And the view is absolutely wonderful."
Yamilet
12. Charming Coastal/Country Home w/3 Acres & Sauna!
Charming Coastal/Country Home w/3 Acres & Sauna!Stevensville
9.8 out of 10, Exceptional, (50 reviews)
"Great stay"
Michael V.
$304 nightly
The price is $328
Nov 23 - Nov 24
Total with taxes and fees
13. Family Friendly Cozy 3 Bedroom Duplex
Family Friendly Cozy 3 Bedroom DuplexGrasonville
$293 nightly
The price is $311
Nov 24 - Nov 25
Total with taxes and fees
14. WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8Cambridge
10.0 out of 10, Exceptional, (17 reviews)
"very serene, peaceful home on the bay! Amazing getaway! "
Jill C.
$438 nightly
The price is $464
Nov 16 - Nov 17
Total with taxes and fees
15. Cambridge Apt in Walkable Neighborhood
Cambridge Apt in Walkable NeighborhoodCambridge
8.0 out of 10, Very good, (4 reviews)
"great location."
Anonymous traveler
$282 nightly
The price is $312
Nov 14 - Nov 15
Total with taxes and fees
16. More, than just a place to sleep - welcome home!
More, than just a place to sleep - welcome home!Cambridge
$351 nightly
The price is $389
Nov 15 - Nov 16
Total with taxes and fees
17. Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD
Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MDDenton
10.0 out of 10, Exceptional, (15 reviews)
"The house was perfect, welcoming and comfortable, will be coming back again"
Dallas S.
$329 nightly
The price is $349
Dec 1 - Dec 2
Total with taxes and fees
18. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!Stevensville
10.0 out of 10, Exceptional, (44 reviews)
"Fantastic, property, location and positive interaction with owner."
David R.
$1,141 nightly
The price is $1,259
Dec 1 - Dec 2
Total with taxes and fees
19. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.Cambridge
$244 nightly
The price is $259
Nov 13 - Nov 14
Total with taxes and fees
20. Waterfront Getaway with Dock
Waterfront Getaway with DockWoolford
10.0 out of 10, Exceptional, (69 reviews)
"Excellent stay! Just as described! Very quiet, private location."
Mills Family A.
$239 nightly
The price is $253
Nov 15 - Nov 16
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find vacation rentals that suit your style
Apartments
Cottages
Top Talbot County Hotel Reviews
Marvel's on the Creek
Marvel's on the CreekEast New Market
10/10 Excellent
This was my first time @ a bed and breakfast. The owners, Debbie and Allen are amazing. Being an introvert and there for an Ironman race, I was concerned about having to interact too much with other people. Debbie struck the perfect balance of being available but also giving people space to hide away. The property is gorgeous and clean. Her breakfasts are amazing (eggs cooked to order, bacon, biscuits, quiche, homefries, etc). She goes above and beyond to make people feel welcomed. She woke up...
Joseph
