Vacation rentals with a hot tub in Kent County

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Top-rated hot tub rentals in Kent County

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Guest favorite
The spacious living area showcases two modern brown sectional sofas, complemented by a round coffee table. Large windows allow natural light to fill the space, while stylish light fixtures enhance the inviting atmosphere. The area is connected to an open-concept kitchen in the background.
Home in Centreville
5 out of 5 average rating, 11 reviews

Pet Friendly Cozy Fall Getaway- Hot Tub & Firepit

Escape to a luxurious country retreat in Centreville MD, where modern elegance meets tranquil outdoor living. This professionally designed home offers an exceptional blend of comfort and style, perfect for those seeking relaxation and entertainment. The outdoor area is an entertainer's dream, featuring a 10-person fire pit ideal for cozy evenings under the stars, an 8-person hot tub, and an outdoor kitchen. This luxurious country haven provides all the amenities needed for an unforgettable stay!

A spacious deck features a private hot tub, surrounded by trees for privacy. Multiple seating options are provided with several chairs at a table nearby. The exterior of the house displays yellow siding, along with dark shutters and a brick chimney.
Home in Millington
4.83 out of 5 average rating, 18 reviews

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!

Top guest favorite
A wooden swing is seen hanging from a porch, facing an expansive grassy field. The sky is filled with soft hues of orange and blue, suggesting a sunset. White columns frame the scene, enhancing the serene atmosphere of the outdoor space.
Guest suite in Centreville
5 out of 5 average rating, 39 reviews

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.

A cozy living area is presented, featuring a light-colored sofa accompanied by a textured throw. A natural wood coffee table sits centrally, adorned with decorative items. The space is illuminated by natural light from a nearby window, while a small plant adds a touch of greenery.
Home in Church Hill
4.82 out of 5 average rating, 61 reviews

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

Top guest favorite
A cozy living area features two brown leather sofas, a patterned rug, and a soft ottoman. A reading nook is created with a gray chair draped in a yellow blanket. Natural light streams in through a large window, with plants and bookshelves enhancing the space.
Home in Chestertown
4.97 out of 5 average rating, 145 reviews

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.

Top guest favorite
A spacious lawn is surrounded by tall trees, leading to a two-story house with a porch. Soft evening light casts a gentle glow, while a hammock can be seen suspended between two trees, inviting relaxation in the outdoor space.
Casa particular in Chestertown
4.93 out of 5 average rating, 166 reviews

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!

Top guest favorite
A hot tub bubbles gently in the foreground, surrounded by lush greenery and a view of the waterfront. Twinkling string lights hang above the screened porch, which features a spacious dining area. The sunset casts a warm glow over the scenic landscape.
Home in Chestertown
4.96 out of 5 average rating, 89 reviews

Waterfront w/ Hot Tub + Dock | Harbor View Haven

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: šŸ’¦ Hot Tub šŸ”„ Outdoor Gas Fireplace ā˜•ļø Jura Espresso Machine 🚤 Private Dock + Kayaks 🚓 Bikes for Exploring šŸ“ Ping-Pong Table šŸŒ… Bay Views

An outdoor area features a private pool surrounded by a deck with lounge chairs and an umbrella. A grassy area leads to a waterfront view, showcasing boats at the marina and a gentle breeze rustling the trees.
Home in Rock Hall
4.83 out of 5 average rating, 24 reviews

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

Guest favorite
A vibrant sunset is captured over the water, with shades of orange, pink, and purple blending in the sky. A sailboat is positioned peacefully on the surface of the bay, while tree branches frame the scene, adding a natural touch to the view.
Home in Worton
4.94 out of 5 average rating, 36 reviews

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

Superhost
An elevated view of the spacious home reveals a large deck furnished with loungers and a fire pit seating area. Adjacent to the house, an outdoor kitchen provides ample entertainment space, with expansive green lawns and trees surrounding the property.
Home in Chestertown
4.79 out of 5 average rating, 19 reviews

Langford Creek | Waterfront w/ HOT TUB + Fire Pit!

BNB Breeze Presents: Langford Estates! Step into your very own, secluded 790-acre sanctuary! This 1864 home has been newly renovated to create the ultimate vacation destination for you and your loved ones. The retreat includes: - HOT TUB! - 11-Acre Lake! - 790 Acres to Roam + Explore! - 1,600 Square-Foot Deck w/ Lounge Furniture! - 2 Outdoor Fire Pit Areas - Indoor AND Outdoor Fireplaces - Outdoor Kitchen! - Games, and more!

Top guest favorite
A serene outdoor space features a sparkling pool surrounded by stone, with lounge chairs beneath red umbrellas. A cozy fire pit is visible under a gazebo, providing a warm gathering spot. Lush greenery and a spacious home complete the inviting atmosphere.
Private room in Church Hill
5 out of 5 average rating, 20 reviews

Wiseman Oasis Resort & Spa-2 rooms/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, wine, and live music. Just 2 miles from the water, breweries, 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.

Superhost
The master suite features wooden beams and log walls, creating a rustic atmosphere. A plush bed is positioned next to a classic bench. Soft lighting illuminates the space, while a colorful woven rug adds warmth to the wooden floor.
Cabin in Goldsboro
4.85 out of 5 average rating, 159 reviews

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 ā€œShow Moreā€ Below to SEE ALL Deets...

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