Holiday rentals with a hot tub in Calvert County

Waterfront, Dog-friendly, Hot Tub, Peleton, Bikes

A spectacular, spacious 2 bed, 2.5 bath, pet friendly, waterfront home with stunning, unobstructed views located directly on the Chesapeake Bay. Short walk to beach and pier and several bars and restaurants. A large gourmet kitchen provides everything you'lli need. Workout on the in-house Peleton bike & treadmill. Two cruising bikes are yours to explore town or bike to dinner. Enjoy the private hot tub and 2 gas fireplaces. Solo stove on back deck. **Message host for add’l winter dates**

Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck

Bayview is a lovely home with 2 BR+office, and hot tub on the deck! New game room with TV, bar, poker, darts, yoga & kids corner. It has a 180 degree view of the Chesapeake Bay in Huntingtown, Md. Priv. beach 15 minute walk through woods on the historic Calvert Cliffs, which have fossils and sharks teeth! 2 queen beds, & 2 full baths with jetted tubs, it offers a brand new kitchen, living room and a massive 34' deck and 35' screened porch. Hunt for sharks teeth! Tesla Charger! DOG FRIENDLY

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!

Blue Pearl-Luxury estate with private dock/jacuzzi

The Blue Pearl is a luxurious river front estate with a private pier to catch crabs, fish and kayak. Soak in the outdoor jacuzzi and enjoy the river life. Three bedrooms with three full bath en-suites and over 2800 square feet of luxury accommodations await you. Office has Queen sleeper sofa. Pull up to your private boat dock, catch blue crabs with the provided traps, toast s’mores in the firepit while sitting in your Adirondack chairs. Enjoy two decks to view the sunrises and sunsets.

Blue Heron Retreat-Water views-hot tub-dock-kayaks

This peaceful open concept home is nestled among the trees, with water views and nature from every window as well as from the two-level deck which offers plenty of seating for relaxing or dining with friends and family. Sit by the beautiful fire table, or relax in the hot tub, and take in the gorgeous sunset view, over the water below, maybe even see a blue heron fly by. Step down to your private swim dock, perfect for fishing and crabbing, also includes kayaks for more fun in the sun.

Indoor pool/spa nestled in Southern Md. woods.

Contemporary all-brick French manor nestled within 16-acres of secluded woodlands. Indoor pool/spa with waterfall inside a stunning, sunlit atrium. Three bedrooms and three bathrooms accommodate 6-8 people. Centrally located near the Chesapeake Bay where quaint towns include restaurants, antiques, sandy beaches and fishing boat rentals. Centrally located for trips in all directions: Washington, D.C. (35 miles); Annapolis (30 miles) Baltimore (50 miles) and Ocean City (139 miles).

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.

Studio on the Bay.

This studio apartment is in walking or driving distance to three private beaches in our community. There is 1 bedroom with a queen size bed, spacious bathroom and closet. The living room has a pull out full size bed and a kitchenette. Coffee, teas, beach chairs, are provided. Wanna fish??? Ask Joey about Fish Taxi! Fifteen minutes from Solomons Island (home of the Tiki Bar). An hour or so from DC, Annapolis and Waldorf.

Waterfront Cottage Near Herrington and North Beach

Escape to Osprey Cottage, a renovated oasis overlooking the Chesapeake Bay. Our home is a 1930s bungalow that has been tastefully updated with modern sensibility, while still preserving its original charm. Streamlined decor, gleaming wood floors, and stunning views from the common spaces, deck, and hot tub invite you to simply relax.