Vacation rentals with a hot tub in Talbot County

Waterfront House: Hot Tub, Fire Pit, & Views

Escape to a stunning Waterfront Getaway on Maryland's Eastern Shore! This charming house offers breathtaking water views, a private hot tub, and a cozy indoor fireplace, perfect for a relaxing retreat. With two bedrooms, it comfortably accommodates families or groups, providing amenities like a BBQ grill, a fully equipped kitchen, and a beautiful patio to enjoy the outdoors. Located in Chester, you'll be close to local attractions and enjoy the tranquility of waterfront living. Experience the be

Crab Alley | Waterfront Home + Hot Tub + Game Room

BNB Breeze Presents: Crab Alley Welcome to Crab Alley, a stunning Bayfront home nestled in the serene surroundings of Chester, Maryland. This beautiful property offers a perfect blend of relaxation and adventure, making it an ideal getaway for families or groups of friends. With its prime waterfront location, guests can enjoy breathtaking views and easy access to water activities right from the comfort of their home. - HOT TUB! - Boat Dock - Deck w/ Bay Views - Game Room - Outdoor Dining table

Charming Annapolis Water View Home

Floor-to-ceiling windows overlook the expansive Chesapeake Bay 100ft away. Water views from most rooms plus treehouse vibes. 4 bedrooms + 4 full bath. Custom luxury upgrades, new appliances. Pull out daybed +2 folding queen mattresses, rustic leather sectional sofas can sleep 4 more (14+total), outdoor grills, covered balconies, hot tub, kayaks. Access to community fishing/crabbing piers/beach/picnic area. Close to beautiful Thomas Point & Quiet Waters park. A unique escape for nature lovers!

25-50% Off~Private Beach~Hot Tub~Fire Table~

Welcome to our Chesapeake Bay Cottage on Kent Island, Maryland! This unique 3 bed 2 bath home with luxurious amenities is a perfect getaway for families or friends looking to create unforgettable memories and experience all the Bay area offers. Escape the hustle and bustle with an easy commute from Annapolis, Washington and Baltimore. The Naval Academy is right across the Chesapeake Bay Bridge. Adventure and relaxation are within easy reach from any mid-Atlantic and northeastern location.

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.

Two Oysters House 2025 Remodel

The Two Oysters House finished renovations in 2025. The house is on the water with private (salt water) pool and dock situated in a peaceful country retreat in St. Michaels, Md just 2.5 mi. from the center of town (Inn at Perry Cabin and Museum). Bikes and kayaks are included in the rental rate. 4 bedrooms plus den 3 full baths. 2 Mastersuite with private bath. We prefer weekly rentals in the summer. 3nt.min stay. Pool/spa open in the summer, please check with us for exact dates.

September Splender! Waterfront ,Pool, Dock, Hot Tu

Deep water dock will accommodate a 52' yacht! Catch fresh fish and go crabbing, and two kayaks are available. The views are wide open and can be enjoyed from most (Website hidden by Airbnb) sparkling pool is adjacent to a large porch where you can watch the kids, have a crab feast, or just enjoy the expansive water views. Celebrate the end of a perfect day by viewing the sunsets.You may arrive by water, MLW depth is 4 1/2-6 feet/end of the dock. Will accommodate 40 ' sailboats.

Relax - Eastern Shore Creek Home - 3 Br, 3.5 Ba

Come enjoy the coastal lifestyle of the Chesapeake Bay with friends & family!  **Located in the Prospect Bay Country Club just 15 minutes east of the Bay Bridge.  Relax every evening in the back yard. The setting is incredibly peaceful and a wonderful romantic escape for a family getaway. Find peace and reconnect with nature at this amazing short term rental with 45 feet of undeveloped creek view.    **This spacious home can sleep a MAX of 6 guests. 3br and 3.5 baths!**

Wildbluesea Retreat

Bring the whole family (including the furry ones) to this great home with lots of room for indoor and outdoor fun and relaxation. Located near the Chesapeake Bay and walking distance to local beaches, an 18 hole executive golf course, equestrian park, paved walking/bike trail. Close to restaurants, fishing pier, boat ramps, and shopping. A short drive to Annapolis and the United States Naval Academy. Less than and hour's drive to Washington DC or Baltimore.