Chestertown Holiday Homes
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Featured Holiday Homes in Chestertown
Directly Across from Gate One & Steps from the Waterfront
Elegant Urban Retreat in Canton Baltimore
Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Charming garden row home, easy 4 block walk to the heart of Annapolis.
Charming Historic Townhouse Steps From USNA
Idyllic Pasadena Retreat with Garden + Hot Tub!
Charming brick home with patio, WiFi, AC, & W/D - walk to everything
Walk to Navy stadium and restaurants from Captain’s Crossing Cape with Private deck and backyard
Charming Waterfront house with expansive views of the Chesapeake Bay and Sunsets
Holiday Accommodation Chestertown
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 Chestertown 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 Chestertown itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Chestertown 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 Chestertown, 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 Chestertown 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.
Chestertown Holiday Homes essential information
Accommodation | 402 Holiday Homes |
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Lowest Price | NZ$142 |
Highest Price | NZ$712 |
Popular accommodation | Directly Across from Gate One & Steps from the Waterfront , Elegant Urban Retreat in Canton Baltimore, Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home, Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, Charming garden row home, easy 4 block walk to the heart of Annapolis., Charming Historic Townhouse Steps From USNA, Idyllic Pasadena Retreat with Garden + Hot Tub!, Charming brick home with patio, WiFi, AC, & W/D - walk to everything, Walk to Navy stadium and restaurants from Captain’s Crossing Cape with Private deck and backyard, Charming Waterfront house with expansive views of the Chesapeake Bay and Sunsets, Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!, Beautiful Luxury waterfront Property,clean,Fully sterilized,Family oriented. |
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