Vacation rentals with a hot tub in Kent County

Waterfront Millington Vacation Rental w/ Hot Tub!

Book a tranquil East Coast getaway at this 60-acre vacation rental in Millington, MD. This secluded waterfront property offers the ultimate escape for you and your crew. Take the 2 included kayaks out on the Chester River, have a backyard cookout, and soak in the rejuvenating private hot tub while you’re here. Made up of two 120-year-old houses with 7 bedrooms and 4 bathrooms on-site, this expansive vacation rental is one of a kind. Take some much-needed time off and stay at this serene retreat!

Country retreat guest suite w/ hot tub & fire pit

Welcome to the Zen Den, in Centreville, Maryland. Kick back & relax, in this cozy basement hideaway, with picture perfect sunsets & incredible stargazing opportunities. This brand new, 3-bedroom (private entrance) basement apartment, is warm & inviting, in a quiet, private setting in nature but still close to amazing bars/restaurants, shopping, and some of the country's best crabcakes! Located on Maryland's Eastern Shore, just 30 minutes to Annapolis and an hour and a half to Ocean City, MD.

Private Waterfront House-Pool, Hot Tub &Pickelball

Newly renovated waterfront home with a fully stocked kitchen, dining room, master bedroom and large living areas. 5 acres to explore with a beautiful river view. The house is located back in off of a gravel drive. There are a few neighbors around the property but you will rarely, if ever see them. Some of the things this property has to offer. -Salt water pool (Pool will be closing end of September to April for the winter) -Outdoor Table & Chairs -Grill -Kayaks -Hot Tub -Pickle Ball Court

Red, White & Waterview Studio Apt with pool

One bedroom, one full bath, studio apartment. Private off the street parking and entrance. We invite you to enjoy everything our private residence has to offer: private inground pool, seasonal hot tub, lush grounds and outdoor seating. The space is well equipped w/ a queen sized bed, linens, washer/dryer, microwave, fridge, dinette, full size sofa bed, toiletries... everything you could possibly need to escape the hustle and bustle of life. Flat walk to the historic Chestertown waterfront!

Waterfront w/pier, Hot Tub, pool, and in town

This waterfront 4 BR, 2 1/2 BA Private house in the town of Rock Hall was renovated for 2021 season and now for 2023, a NEW Hot Tub. It has a 300' pier with 4' MWD in Swan Creek, a private pool and the best sunsets to enjoy while enjoying the deck or having coctails while relaxing under the shade trees. Kayaks, bikes and more are provided for your entertainment. Walk or bike to town and enjoy restaraunts and shops. A great property for a family vacation off the Chesapeake Bay

Chesapeake Bay Estate; 2 Houses, Beach&Heated Pool

House and Guest House with heated in-ground swimming pool -perfect for 2 families or extended family gatherings 15 acres of wooded grounds,350 feet of waterfront, very private Main house 3 bedrooms - 2 full baths Guest house 3 bedrooms - 2 full baths including large semi-outdoor shower Hot tub overlooking Bay Screened porch, Bay & Pondside decks Sandy Beach on Still Pond Cove and Chesapeake Bay, 150 ft. pier The pool will be closed as of mid-October and will reopen early May 2021

Wigwam Lodge ~ HotTub ~ MasterSuite~Woodland Views

Wigwam Lodge is an experience nestled in a pine & hard wood forest with rural privacy. Incredibly spacious decks. Surround Forest Views inside and out! 5-min from Choptank river, 20-min from Historic Denton, Irish Pub & Grocery, 1hr from the beach. Easy PARKING 10ft from the front door. Solid WIFI! Click “Show More” Below to SEE ALL Deets...

Gable’s Landing on the River.

Relax and enjoy the views at this waterfront oasis. Plenty to see and do at this home and it’s surroundings. Beautiful Kent Island has much to offer. This home is an entertainer’s paradise. Relax in the hot tub, sit around the firepit, party in the tiki bar or sit at the end of the pier and take it all in.