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Vacation Rentals in Taylors Island, MD
Vacation Rentals
USA
Maryland (MD)
Vacation Rentals in Taylors Island, MD
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Air Conditioning (47)
Internet or Wifi (46)
Washer/Dryer (43)
Grill (42)
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Suitability
Kid friendly (43)
Pet friendly (27)
Smoking allowed (4)
Wheelchair access (0)
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Vacation Rental House (44)
Condominium/Apartment (3)
Cabin Vacation Rental (0)
Private Room (0)
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Waterfront (29)
Boat Available (6)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Bay Shore Adventures
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47 rentals
in Taylors Island.
Private Waterfront Family Retreat w/ Pool Pickleball Basketball and Volleyball
23
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 14
Match:
Sleeps
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As seen on
Bay Views & Fire Pit: Taylor’s Island Retreat
9
Holiday Rental House
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7 bedrooms
3 bathrooms
Sleeps 9
Match:
Sleeps
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Bayfront Gem w/ Amazing Water Views + Pond!
1
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Tidal Serenity- Remote Waterfront Home with dock
10
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 15
Match:
Sleeps
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As seen on
A Vacation Away From It All-Family And Pet Friendly
61
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 12
Match:
Sleeps
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As seen on
Waterfront Nature/Outdoor Lovers Secluded Estate
11
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 14
Match:
Sleeps
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About Time! - Remote Waterfront Home with Dock - Sleeps 15-New EV Charger!
2
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 15
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Sleeps
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The following properties within 32 kms of Taylors Island match all your filters:
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
16
Holiday Rental House
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12 bedrooms
6 bathrooms
Sleeps 27
Match:
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Waterfront Family Retreat with Pool on 7+ acres!
18
Holiday Rental House
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10 bedrooms
6 bathrooms
Sleeps 24
Match:
Sleeps
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Family and Pet-Friendly, Waterfront with Pier
42
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
6
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 18
Match:
Sleeps
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Cove Point Beach Retreat. Fossil Hunting & More. Come Relax & Explore!!
18
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Waterfront Getaway with Dock
31
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Sunset Breezes - quiet waterfront retreat
15
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
20
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 15
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Waterfront cabin with incredible sunsets on Maryland's Eastern Shore.
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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Weddings/Reunions/Corp & Private Retreats 22 Acre Chesapeake Waterfront Estate
1
Holiday Rental House
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20 bedrooms
17 bathrooms
Sleeps 20
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As seen on
Waterfront Getaway for Two
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Quarterdeck at Swan Cove Manor
8
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
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Comfy apt located at a nonprofit animal sanctuary. Come visit!
1
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Sleeps
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Private waterfront cottage with pool on Church Creek
18
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Waterfront property with private boat ramp and new dock!
6
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Cedar Point 6.5 Acre Waterfront Family Retreat With Pool And Sandy Beach!
12
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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Historic Farmhouse on the Chesapeake Bay! PANORAMIC Waterfront Sunsets. �
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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New Waterfront! Drop Anchor on Brannocks Bay. An Amazing waterfront retreat!
3
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Outrigger at Swan Cove Manor
10
Holiday Rental House
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6 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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As seen on
BayDreams - IronMan/Eagleman Retreat on the bay
41
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Mariner at Swan Cove Manor
5
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 18
Match:
Sleeps
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Waterfront 5BR/3.5BA with private pool, dock, fire pit, kayaks, beach Sleeps 18
4
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 12
Match:
Sleeps
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CH Waterfront Home w/ Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to
10
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 16
Match:
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Peaceful Waterfront Retreat ~ 23 Private Acres With Dock & Pool
69
Holiday Rental House
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6 bedrooms
5 bathrooms
Sleeps 17
Match:
Sleeps
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Waterfront Home, Large Property with Pool, Discount for Monthly/Seasonal
10
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 16
Match:
Sleeps
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Waterfront retreat, beautiful views!
1
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 15
Match:
Sleeps
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Private 9 acre Family Retreat on the Chesapeake Bay
7
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 13
Match:
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Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier
8
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 22
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Remarkable waterfront property on 270 acres
Holiday Rental House
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5 bedrooms
7 bathrooms
Sleeps 15
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Short drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou
3
Holiday Rental House
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8 bedrooms
5 bathrooms
Sleeps 16
Match:
Sleeps
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Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
17
Holiday Rental House
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7 bedrooms
5 bathrooms
Sleeps 18
Match:
Sleeps
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Short drive to Downtown Cambridge | Private Dock | Guest House | Pool | Hot Tub
4
Holiday Rental House
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8 bedrooms
7 bathrooms
Sleeps 17
Match:
Sleeps
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Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28
16
Holiday Rental House
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7 bedrooms
7 bathrooms
Sleeps 28
Match:
Sleeps
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Private 2 Acre Waterfront Family Retreat with Pool & Pier
10
Holiday Rental House
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8 bedrooms
7 bathrooms
Sleeps 22
Match:
Sleeps
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Relaxing, spacious 5BR house on the Hudson Creek in charming Cambridge
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 15
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Eagles Nest. Discover Tranquility, Privacy, Excellence, and so much more.
2
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 8
Match:
Sleeps
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Farmhouse Charm Woolford Studio Apt. w/ Amazing Eastern Shore Sunrise
3
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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"Endless Summer" Waterfront on the Chesapeake Bay!
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 12
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Sleeps
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Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.
3
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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Cove Point Beach Cottage with Chesapeake Bay Views
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
1
Showing results 1-47 of 47
Frequently Asked Questions about Taylors Island
Do any vacation rentals in Taylors Island have a pool?
Yes, here are some popular vacation rentals in Taylors Island that have a pool:
Private Waterfront Family Retreat w/ Pool Pickleball Basketball and Volleyball
Bay Views & Fire Pit: Taylor’s Island Retreat
Bayfront Gem w/ Amazing Water Views + Pond!
See all vacation rentals with a pool in Taylors Island on Tripadvisor
Do any vacation rentals in Taylors Island have internet access?
Yes, here are some popular vacation rentals in Taylors Island that have internet access:
Private Waterfront Family Retreat w/ Pool Pickleball Basketball and Volleyball
Bay Views & Fire Pit: Taylor’s Island Retreat
Bayfront Gem w/ Amazing Water Views + Pond!
See all vacation rentals in Taylors Island on Tripadvisor
What are the best pet friendly rentals in Taylors Island?
The best pet friendly rentals in Taylors Island are:
Bay Views & Fire Pit: Taylor’s Island Retreat
Tidal Serenity- Remote Waterfront Home with dock
A Vacation Away From It All-Family And Pet Friendly
See all pet friendly vacation rentals in Taylors Island on Tripadvisor
What are some great rentals in Taylors Island that are kid friendly?
Some of the most popular kid friendly rentals in Taylors Island are:
Private Waterfront Family Retreat w/ Pool Pickleball Basketball and Volleyball
Bay Views & Fire Pit: Taylor’s Island Retreat
Bayfront Gem w/ Amazing Water Views + Pond!
See all kid friendly vacation rentals in Taylors Island on Tripadvisor
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