Holiday 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!

Bathroom · Hot tub · Cleanliness

Cozy 3-bedroom home w/ Hot tub & firepit

This cozy, recently renovated home has the charm of days gone by. It is located with-in a 5 minute walk to the grounds of Washington College and a fifteen minute walk to Historic Downtown. There is an abundance of food and other conveniences close by. A perfect place to unwind and relax. A 20 minute drive to Rock Hall. Take in the beautiful Chester River and Chesapeake Bay area. Fishing, hiking and other outdoor activities to be enjoyed. Newly furnished rooms and fully stocked kitchen.

Outdoor spaces · Hot tub · Amenities

Harbor View Haven | Waterfront w/ Hot Tub + Dock!

BNB Breeze Presents Harbor View Haven This exquisite waterfront property offers a captivating retreat to relax and recharge with stunning views and an array of desirable features! With a serene waterfront location, this idyllic home provides a picturesque setting for unplugging and experiencing outdoor enjoyment. Your extensive amenity list includes: 💦 Hot Tub 🔥 Outdoor Gas Fireplace ☕️ Jura Espresso Machine 🚤 Private Dock + Kayaks 🚴 Bikes for Exploring 🏓 Ping-Pong Table 🌅 Bay Views

Outdoor spaces · Hot tub · Barbecue

Wiseman Oasis Resort & Spa—2 beds: pool/grill/spa!

Welcome to the Wiseman Oasis, a stylish adults-only retreat. Relax by the pool with its waterfall, then explore nearby Kent Island for waterfront dining, sunsets, & live music. Just 2 miles from the water and beach bars—it’s the perfect getaway. Please note: only guests with a history of five-star reviews are accepted. Owners are available 24/7 to ensure a comfortable stay. Quiet hours are strictly 9pm-7am. No exceptions. You’ll be asked to leave if our rules are not followed.

Hot tub · Outdoor spaces · View

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

Outdoor spaces · Hot tub · Pets

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

Bathroom · Hot tub · Beach

Waterfront Wellness - *With Pool and Hot Tub!*

Welcome To Paradise! 🌊 Private Beach | 🏊 Heated Pool | 🔥 Sauna | 💦 Hot Tub| 🌅 Sunset Views This Chesapeake Bay retreat features a private beach, heated pool, sauna, hot tub, and guest house in a peaceful waterfront neighborhood. Enjoy coffee on the deck, afternoons swimming or kayaking, and evenings watching sailboats pass as the sun sets over the bay. Just minutes from historic downtown Chestertown, shops, restaurants, and marinas for the perfect Eastern Shore getaway.

Outdoor spaces · Hot tub · Amenities

Optional Heated Pool + Hot tub + Fire Pit+ Fenced

Escape to this luxurious country retreat in Centreville MD, where modern elegance meets tranquil outdoor living. This professionally designed home offers an exceptional blend of comfort & style, perfect for those seeking relaxation & entertainment. The outdoor area is an entertainer's dream, featuring an inground pool, a 12-person fire pit, an 8-person hot tub, & an outdoor kitchen. This luxurious country haven provides all the amenities needed for an unforgettable stay!

Hot tub · Outdoor spaces · Family

Chesapeake Bay Retreat W/Breathtaking Views

Escape to a waterfront retreat on the Chesapeake Bay with sweeping water views, vaulted ceilings, and expansive windows that fill the home with natural light. Located minutes from Rock Hall and historic Chestertown. Recently refreshed for the season with an updated layout, window tinting for comfort, and a newly added pool table. Perfect for relaxing waterfront getaways and exploring Maryland’s Eastern Shore.

Bathroom · Hot tub · Air conditioning

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!

Hot tub · Bathroom · Backyard

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...

Bathroom · Hot tub · Accuracy

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.

Hot tub · Outdoor spaces · Access