Holiday Homes in Taylors Island
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Our top choices for Taylors Island holiday homes
1. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays
3-bedroom house in soothing Saint Leonard with AC for relaxing staysSaint Leonard
10.0 out of 10, Exceptional, (6 reviews)
"Loved the location and the hosts' kindness and care."
Nancy P.
The price is AU$381
includes taxes & fees
31 Aug - 1 Sept
2. 3-bedroom house in serene Lusby with refreshing AC, heat, outdoor fireplace
3-bedroom house in serene Lusby with refreshing AC, heat, outdoor fireplaceLusby
The price is AU$551
includes taxes & fees
20 Sept - 21 Sept
3. Sunset Breezes - quiet waterfront retreat
Sunset Breezes - quiet waterfront retreatDorchester County
10.0 out of 10, Exceptional, (45 reviews)
"Comfortable, roomy, awesome views!"
John C.
The price is AU$733
includes taxes & fees
27 Sept - 28 Sept
4. 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, (25 reviews)
"Lovely terrace style town house in a lovely location in close proximity to the Marina and other amenities. Beautiful place to relax."
Robert
The price is AU$567
includes taxes & fees
1 Sept - 2 Sept
5. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaksWoolford
9.6 out of 10, Exceptional, (35 reviews)
"Really comfortable house, plenty of space. Lovely surroundings for a low-key quiet getaway. *Note, the nearby general store has closed permanently as of 30Apr2026"
Rochelle K.
The price is AU$1,070
includes taxes & fees
2 Sept - 3 Sept
6. Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Beach Front, Bay View, Fishing, chesapeake,Family GetawayChesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
Bryan P.
The price is AU$618
includes taxes & fees
1 Sept - 2 Sept
7. 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, (15 reviews)
"very serene, peaceful home on the bay! Amazing getaway! "
Jill C.
The price is AU$829
includes taxes & fees
2 Sept - 3 Sept
8. Beachside Oasis with Beach Passes & King Suite by A Haven Away
Beachside Oasis with Beach Passes & King Suite by A Haven AwayNorth Beach
10.0 out of 10, Exceptional, (22 reviews)
"Lovely ! "
Ellen B.
The price is AU$492
includes taxes & fees
30 Aug - 31 Aug
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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Top Taylors Island Hotel Reviews
The Tilghman Island Inn
8/10 Good
Find out more about Taylors Island
Taylors Island Holiday Homes information
Number of reviews | 174 |
|---|---|
Accommodation | 276 Holiday Homes |
Lowest Price | AU$381 |
Highest Price | AU$1,553 |