Taylors Island Holiday Homes
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Featured Holiday Homes in Taylors Island

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6

Discover tranquility near Calvert Cliffs

Belle of the Chesapeake Bay

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Shewell's A-Frame on Mill Creek

6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access

Private Chesapeake Bay Beach community…love to feel the sand between your toes?

Cottage with Private Water Access | Pet-Friendly | Near St. Michaels

A breathtaking secluded luxury waterfront cottage, complete with a private pier.
Holiday Accommodation Taylors Island
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Taylors Island are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Taylors Island itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Taylors Island holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Taylors Island, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Taylors Island with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Taylors Island Holiday Homes essential information
Accommodation | 252 Holiday Homes |
|---|---|
Lowest Price | NZ$147 |
Highest Price | NZ$592 |
Popular accommodation | Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW, The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks, Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6, Discover tranquility near Calvert Cliffs , Belle of the Chesapeake Bay, Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets, Shewell's A-Frame on Mill Creek, 6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access, Private Chesapeake Bay Beach community…love to feel the sand between your toes?, Cottage with Private Water Access | Pet-Friendly | Near St. Michaels, A breathtaking secluded luxury waterfront cottage, complete with a private pier., Walk to Beach! King Bed & Free Beach Passes |
Top trending hotels in Taylors Island

Hyatt Regency Chesapeake Bay
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