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Holiday rentals with a hot tub in Talbot County

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Top-rated rentals with a hot tub in Talbot County

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Top guest favourite
A large window fills the space with natural light, offering views of the tranquil waterfront and grassy area. A small desk and chair are positioned nearby, while outdoor seating is visible on a stone patio outside.
Home in Cambridge
4.97 out of 5 average rating, 69 reviews

WaterfrontHotTubPvtPierFirePitKayakGrillQuietHouse

Quiet waterfront cozy home w/ pvt pier, hot tub, kayaks, grill, massagechair & fire pit. Experience life on the river in a 2bedrm/1 bath-shower/3bed Retreat on a cove off the ChoptankRiver. About 15-20mins toHistoricCambridge/Restaurants/groceries. Easy day trips to St.Michaels/Tighlman/Oxford/Tubman; 75-90min drive to Ocean City/Rehoboth beach. Waterviews from beds. Relax in screened porch w/ waterviews. Watch sunrise/sunset in pvtpier/kayak/hottub. Bring fishing rods/crablines/baits-seasonal.

Superhost
Home in Chester
4.83 out of 5 average rating, 18 reviews

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

Superhost
A covered porch is shown with a hanging egg chair and a gray sectional sofa. Soft cushions are placed on the seating area. Beyond the railing, the tranquil waters of Chesapeake Bay can be seen, complemented by lush greenery and nearby homes.
Home in Annapolis
4.87 out of 5 average rating, 190 reviews

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!

Top guest favourite
Home in Cambridge
5 out of 5 average rating, 16 reviews

Waterfront Oasis-SaltwaterPool/HotTub/FirePit/Dock

Cattail Cove: Your perfect riverside escape! Nestled on 4 scenic acres along the river, our property offers a peaceful respite for family&friends. Sip your coffee overlooking the river as bald eagles dive for their breakfast, and then relax in the heated saltwater pool before crabbing from our brand-new private pier! Included Amenities: -Saltwater Pool: seasonal -Hot tub open all year! -Stone Fire Pit -Kayak, paddle board, canoe -Private boat launch area Max Guest Count is 13 total people

Top guest favourite
A wooden deck area is highlighted with four Adirondack chairs arranged around a central fire table, where flames flicker gently. Beyond the deck, a well-maintained lawn leads to the bay, visible in the distance under a colorful sunset sky.
Home in Stevensville
4.96 out of 5 average rating, 121 reviews

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.

Top guest favourite
A spacious backyard features a circular fire pit surrounded by Adirondack chairs. A picnic table sits to one side, and a hot tub is partially shielded by evergreen trees and a wooden fence, providing a serene outdoor retreat.
Home in Cambridge
4.94 out of 5 average rating, 171 reviews

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.

Guest favourite
A serene waterfront view captures a sunset over Crab Alley Bay, reflecting warm colors on the water. A private pier extends into the bay, with a boat anchored nearby. Lush green grass leads to the water's edge, framed by trees in the background.
Home in Chester
4.95 out of 5 average rating, 61 reviews

A waterfront Paradise with hot tub

Retreat with family, friends or team member to an idyllic waterfront house that faces west. That means, you will see the most beautiful sunsets of the Chesapeake Bay from the living area, the deck or the pier while relaxing. Open concept kitchen connected to the social area of a fully renovated home. Very well, equipped kitchen with fancy details. The huge backyard offer plenty of room for having fun outside doing, a fire pit or playing outdoor games. Two TV rooms. This is a paradise!

Top guest favourite
The spacious living area features a warm wood ceiling and large windows overlooking the greenery outside. A comfortable sectional sofa and an accent chair are positioned around a rectangular coffee table, creating an inviting space. A modern fireplace stands elegantly against the wall, complemented by tasteful decor.
Home in Grasonville
4.95 out of 5 average rating, 21 reviews

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!**

Top guest favourite
Home in Stevensville
5 out of 5 average rating, 41 reviews

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 and fishing pier. Short drive to restaurants, boat ramps, and shopping. Close to Annapolis and the United States Naval Academy. Less than an hour's drive to Washington DC or Baltimore.

Top guest favourite
A charming cottage is visible beside a clear pool, surrounded by well-maintained green lawns. Two shaded umbrellas stand over cushioned lounge chairs by the water's edge, creating a comfortable outdoor space for relaxation. The inviting pool reflects the bright sky, enhancing the serene atmosphere.
Cottage in Easton
5 out of 5 average rating, 120 reviews

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Cottage on Solitude Creek, Hot Tub (open), Fire Pit, Pool (Not Heated -closed Oct-June) Convenient to St. Michaels, Easton, Oxford - this beautiful cottage has a fully equipped kitchen, patio with private hot tub and gas grill. Waterfront. Host resides on property, but will give you your privacy. *PLEASE NOTE: property complies with zoning of Talbot County which enforces a 3-night minimum and 4 guest max. NO DOGS ALLOWED No Parties #STRN-23-51

Superhost
A scenic waterfront view is captured, featuring a spacious green yard with a double swing and a hammock situated under a tall tree. Calm waters reflect the sky, creating a serene atmosphere. Lush greenery lines the shore, enhancing the peaceful setting.
Home in Cambridge
4.88 out of 5 average rating, 131 reviews

Waterfront Oasis! Hot tub! 2+ acres - Sleeps 8

HOT TUB!! WATERFRONT!! Relax with the entire family at this peaceful 3 bedroom fully remodeled private waterfront cottage on a quiet cove off the Choptank River/Chesapeake Bay. Enjoy the incredible views from your bed, from the large screened-in porch, from the oversized deck, from the hammock or double swinging chair out by the water! Launch a kayak right from the property and watch the gorgeous sunrises from the comfort of your bed!

Guest favourite
A serene outdoor pool area features lounge chairs and bright orange umbrellas, inviting relaxation. Colorful floatation devices are seen resting in the water. The backdrop includes lush greenery and a view of the waterfront, enhancing the tranquil ambiance of the private property.
Home in Sherwood
4.96 out of 5 average rating, 24 reviews

Time Stands Still, While Memories Are Made.

Settle into your own exclusive private estate on Bald Eagle Point — a rare 6-bedroom retreat blending luxury, tranquility, and waterfront adventure. With a private dock, firepit island, screened porch, and room for the whole family, this is where unforgettable memories are made. Just minutes from St. Michaels dining, shops, and museums — yet a world away. Talbot County Licensure: STRN-25-4

Popular amenities for rentals with a hot tub in Talbot County