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Top cities in Talbot County

St. Michaels
Our top choices for Talbot County holiday 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)
The price is €353
includes taxes & fees
17 Nov - 18 Nov

2. Cambridge Apt in Walkable Neighborhood
Cambridge Apt in Walkable NeighborhoodCambridge
10.0 out of 10, Exceptional, (1 review)
The price is €291
includes taxes & fees
19 Nov - 20 Nov

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)
The price is €336
includes taxes & fees
14 Dec - 15 Dec

4. Sailwinds Loft at Cambridge Creek
Sailwinds Loft at Cambridge CreekCambridge
10.0 out of 10, Exceptional, (40 reviews)
The price is €219
includes taxes & fees
16 Nov - 17 Nov

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)
The price is €412
includes taxes & fees
15 Nov - 16 Nov

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)
The price is €259
includes taxes & fees
15 Nov - 16 Nov

7. Cass-Away Luxury Houseboat
Cass-Away Luxury HouseboatGrasonville
10.0 out of 10, Exceptional, (113 reviews)

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)
The price is €1,134
includes taxes & fees
1 Dec - 2 Dec

9. Turnbridge Manor
Turnbridge ManorDenton
9.8 out of 10, Exceptional, (18 reviews)
The price is €565
includes taxes & fees
1 Dec - 2 Dec

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)
The price is €340
includes taxes & fees
1 Dec - 2 Dec

11. Cass-N-Reel Luxury Houseboat
Cass-N-Reel Luxury HouseboatGrasonville
10.0 out of 10, Exceptional, (54 reviews)
The price is €236
includes taxes & fees
15 Nov - 16 Nov

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)
The price is €293
includes taxes & fees
23 Nov - 24 Nov

13. Family Friendly Cozy 3 Bedroom Duplex
Family Friendly Cozy 3 Bedroom DuplexGrasonville
The price is €278
includes taxes & fees
24 Nov - 25 Nov

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)
The price is €413
includes taxes & fees
16 Nov - 17 Nov

15. Cambridge Apt in Walkable Neighborhood
Cambridge Apt in Walkable NeighborhoodCambridge
8.0 out of 10, Very good, (4 reviews)
The price is €287
includes taxes & fees
14 Nov - 15 Nov

16. More, than just a place to sleep - welcome home!
More, than just a place to sleep - welcome home!Cambridge
The price is €351
includes taxes & fees
15 Nov - 16 Nov

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 price is €314
includes taxes & fees
1 Dec - 2 Dec

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)

19. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.Cambridge
The price is €237
includes taxes & fees
25 Nov - 26 Nov

20. Waterfront Getaway with Dock
Waterfront Getaway with DockWoolford
10.0 out of 10, Exceptional, (69 reviews)
The price is €231
includes taxes & fees
15 Nov - 16 Nov
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.
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