Book Holiday Homes in Taylors Island
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Featured Holiday Homes in Taylors Island
Private 2 Acre Waterfront Family Retreat with Pool & Pier
Cambridge MD
When you stay at this vacation home in Cambridge, you'll be on the waterfront and 14 minutes by car from Christ Rock Park.
Sweet Bamboo Beach Cottage
north beach MD
When you stay at this vacation home in North Beach, you'll be on the beach, within a 10-minute walk of Bayside History Museum and Chesapeake Bay.
Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR
Lusby MD
Located in Lusby, this vacation home is a 5-minute drive from Chesapeake Bay and 6 minutes from Chesapeake Hills Golf Course.
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Waterfront Wildlife Retreat on the Patuxent River
Lusby MD
Located in Lusby, this vacation home is on the waterfront, a 4-minute drive from Drum Point Lake and 6 minutes from Chesapeake Bay.
Back Creek Villa Covered Deck
Solomons MD
With a stay at this vacation home in Solomons Island, you'll be just steps from Solomons Island Boardwalk and J.C. Lore Oyster House.
A breathtaking secluded luxury waterfront cottage, complete with a private pier.
Lusby MD
Located in Lusby, this vacation home is on the waterfront, within a 10-minute drive of Calvert Cliffs State Park and Drum Point Lake.
Amazing views waterfront 3-bedroom home in Madison with a 190 foot pier!
Madison MD
Located in Madison, this vacation home is on the waterfront, within a 15-minute drive of Blackwater National Wildlife Refuge and Harriet Tubman Underground Railroad ...
Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets
Tilghman Island MD
When you stay at this vacation home in Tilghman, you'll be on the waterfront, within a 15-minute walk of Chesapeake Bay and Northern Chesapeake Bay.
Shewell's A-Frame on Mill Creek
Lusby MD
Located in Lusby, this vacation home is within a 5-minute drive of Drum Point Lake and Chesapeake Bay.
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.
Taylors Island Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Taylors Island vacation homes are the perfect way for you to wing it.
Holiday houses in Taylors Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Taylors Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Taylors Island adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Taylors Island with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Taylors Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Taylors Island Holiday Homes essential information
Accommodation | 245 Holiday Homes |
|---|---|
Lowest Price | AU$112 |
Highest Price | AU$366 |
Popular accommodation | Private 2 Acre Waterfront Family Retreat with Pool & Pier, Sweet Bamboo Beach Cottage, Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR, Waterfront Wildlife Retreat on the Patuxent River , Back Creek Villa Covered Deck, A breathtaking secluded luxury waterfront cottage, complete with a private pier., Amazing views waterfront 3-bedroom home in Madison with a 190 foot pier!, Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets, Shewell's A-Frame on Mill Creek |
Top trending hotels in Taylors Island
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
The price is AU$366 per night from 24 Mar to 25 Mar
AU$366
24 Mar - 25 Mar
includes taxes & fees
Located in Cambridge, Hyatt Regency Chesapeake Bay is on the waterfront, a 4-minute drive from Bay Country Shop and 5 minutes from Eastern Shore Hospital ...
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 23 Mar to 24 Mar
AU$190
23 Mar - 24 Mar
includes taxes & fees
When you stay at Rod 'N' Reel Resort in Chesapeake Beach, you'll be on the waterfront, just steps from Chesapeake Beach Railway Museum and Rod n Reel Charter ...
Comfort Inn & Suites Lexington Park near Pax River
21885 Three Notch Rd Lexington Park MD
The price is AU$169 per night from 6 Apr to 7 Apr
AU$169
6 Apr - 7 Apr
includes taxes & fees
Located in Lexington Park, Comfort Inn & Suites Lexington Park near Pax River is in the suburbs, within a 15-minute walk of Patuxent River Naval Air Station ...
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Days Inn & Suites by Wyndham Cambridge
2917 Ocean Gateway Cambridge MD
Fully refundableReserve now, pay when you stay
The price is AU$112 per night from 18 Mar to 19 Mar
AU$112
18 Mar - 19 Mar
includes taxes & fees
When you stay at Days Inn & Suites by Wyndham Cambridge in Cambridge, you'll be near the beach, within a 5-minute drive of Bay Country Shop and Meredith ...
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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**Terms and Conditions apply.
^Subject to availability and chosen travel dates.