Holiday rentals with a hot tub in Dorchester County

Hays Beach House - Hot Tub - Private Beach

Toasty Hot Tub - Free Wifi - Private Beach - Contactless Check-In - Pet Friendly - Tesla Charger - Linens, Soaps and Shampoo Provided. ChesapeakeBayVacations (ig @ChesapeakeBayVacations) for more pics and information... When you arrive at Hays Beach House and step onto the screened porch, the hot tub is just about ready, promising relaxation with its inviting bubbles. Settling into the warm, swirling waters, the view will unfold — a serene panorama of the bay's gentle ripples under the sunse

Relax by the Water - Summer Dates Available!

STRN-24-62. Wonderful waterfront home. Minutes from St. Michaels offering all you'll need for the perfect vacation experience. Fabulous location with panoramic views of the water everywhere you look. Crab and fish from the dock. Hop on a bike and explore the island by land and then try out kayaks for a water adventure. Cool off with an afternoon dip in the pool. Enjoy starry nights at the waterfront firepit. If the bikes and kayaks wore you out relax your muscles in the hot tub. Perfect!

ChesapeakeWaterfront - HotTub_FirePit_Kayak_Arcade

Welcome to The Chesapeake Summer House - a newly renovated 4 bedroom, 3.5 bath Lake House with access to the Chesapeake Bay via kayak or paddle board from your private pier. Enjoy everything Southern Maryland has to offer within a 10 minute drive - Calvert Cliffs, Flag Ponds, Solomons Island - hiking, fishing, boating and beaches. Located just 90 minutes outside DC, this will become your new go-to retreat from the hustle. Relax and make memories on the water with your family and friends!

Waterfront! Hot Tub! w/Guest House, Pier, Kayaks

Get away to Maryland’s Eastern Shore! You get a Cottage plus the new Guesthouse so up to 8 people will comfortably have enough space. Watch beautiful sunsets, kayak or paddle board in the waters right outside the cottage. Relax in the new hot tub. Fish and crab directly off the pier. Our new Guest House is a perfect addition for guests who want to share the vacation but need privacy. Plus we added a second bathroom and a beautifully appointed kitchenette. See photos Bedroom 3/Bath 2.

Peaceful Historic House Near Water, with Hot Tub!

Peaceful 3 bedroom/1.5 bath Victorian house near the water. Located in Historic West End, this 1900 house has been recently renovated to accentuate its historic charm while delivering all the modern comforts. Just a short walk from Long Wharf Park, the Choptank River Lighthouse, and downtown Cambridge with great restaurants and shops. Amenities include air conditioning/heating, a hot tub, WIFI, a back deck and grill, front porch with rocking chairs, and a fire pit with Adirondack chairs.

Hot Tub Hideaway by Shark Tooth Shores

With views of the Chesapeake Bay, access to private beaches, a brand new hot tub, air hockey table, kayaks, and being just minutes away from hot spots like Calvert Cliffs and Solomon's Island the Bungalow makes for the perfect vacation destination. Enjoy sunrise views through the treetops each morning on the expansive back deck, or use our eco-friendly wood burning stove for autumn and winter nights. Unlike many beach houses, this home is surrounded by trees making it serene.

Historic and Spacious Stewart House

This 18th Century Victorian home has been lovingly restored and furnished. It boasts 8 beautifully appointed bedrooms (2 king, 5 queen and 1 double twin rooms) and 5 1/2 baths, formal dining room, eat-in kitchen, den, laundry room, two working fireplaces, upper deck, large, landscaped backyard with a jacuzzi spa, firepit, large outdoor seating area with barbeque and more. Convenient location on High Street just blocks from downtown restaurants, bars and boutiques.

Private beach retreat in historic St. Mary's City

Nestled next to historic St Mary's City and a lovely state park, your Lucas Cove Beach home awaits you with your own private sandy beach and pier with vast views of the water, new salt water hot tub steps away from the beach, four beautifully furnished bedrooms with Casper mattresses, an upstairs deck with adirondack chairs to take in the water views and amazing sunrises while sipping a beverage or just relaxing, high speed Wi-Fi. Kayaks avail for rent.

Your own private beach? Horizon views of the bay?

Modern beachfront Panabode log cabin with stunning views from the home, hot tub, fire pit, kayaks or larger decks. Sit on the swing and watch your family play in the sand on the beach or in the shallow water (usually about 3-4' feet for quite a way out.) Spot Eagles, pelicans, hummingbirds, dolphins, crab & oyster boats... Bring your own bed linen & towels (see below for sizes.) No pets allowed at any time. No additional guests or visitors.