Holiday rentals with a hot tub in Talbot County

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Top-rated rentals with a hot tub in Talbot County

Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

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Top guest favourite

Home in Cambridge

4.98 out of 5 average rating, 48 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

4.78 out of 5 average rating, 9 reviews

Crab Alley Bay House, Waterfront Home w Hot Tub

This waterfront home in located on an inlet off of Crab Alley Bay on Kent Island. Located on a quiet street, the home offers privacy but is just 6 minutes drive from town and close to great local seafood restaurants. There is a public boat ramp 1/2 mile from the house to launch your boat. Guests are welcome to use the boat dock. The home offers a fully equipped kitchen, 4 BRDMS, 2 Baths, game room in the detached garage, deck overlooking the water, Blackstone & Pellet Grills, TV/WIFI, Hot Tub

Guest favourite

Home in Tilghman Island

4.97 out of 5 average rating, 30 reviews

Relax by the Water - Summer Dates Available!

STRN-24-62. Wonderful waterfront home. Minutes from St. Michaels offering all you'll need for the perfect vacation experience. Fabulous location with panoramic views of the water everywhere you look. Crab and fish from the dock. Hop on a bike and explore the island by land and then try out kayaks for a water adventure. Cool off with an afternoon dip in the pool. Enjoy starry nights at the waterfront firepit. If the bikes and kayaks wore you out relax your muscles in the hot tub. Perfect!

Guest favourite

Home in Stevensville

4.96 out of 5 average rating, 89 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.

Guest favourite

Home in Cambridge

4.83 out of 5 average rating, 18 reviews

Hambrooks Home with Hottub/Mid Term stays welcomed

Welcome to my 2 bedroom/2 bath, an office(with 2 smaller 72x38 inch floor mattresses) so you can keep your nose to the grindstone if desired, and also a Hot tub! The Home is situated a stones throw outside of the city limits, but close enough to Downtown, The Choptank River, and all the area has to offer. Watch the sun rise on the front porch with a cup of coffee, or enjoy the back deck and Hot tub while the sun sets. Reading material, games, and fun stuff for the kiddo's also obtainable.

Guest favourite

Home in Cambridge

4.94 out of 5 average rating, 134 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.

Home in Saint Michaels

4.74 out of 5 average rating, 81 reviews

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.

Superhost

Home in Stevensville

4.92 out of 5 average rating, 12 reviews

Seize the Bay with private pier, deck & hot tub

Welcome to this beautiful waterfront home with a private pier that sits only 50 feet back from the Chesapeake Bay. Located on Kent Island, this home boasts breathtaking views from multiple spots both in and outside the home. Enjoy your morning coffee from the fully-furnished sunroom, and watch the boats go by on the Bay from the private waterfront deck. After grilling a homemade dinner, chill out in the hot tub (open Fall-Late Spring) on one of the other 2 back decks on the house.

Guest favourite

Home in Cambridge

5 out of 5 average rating, 6 reviews

Historic and Spacious Stewart House

This 18th Century Victorian home has been lovingly restored and furnished. It boasts 8 beautifully appointed bedrooms (2 king, 5 queen and 1 double twin rooms) and 5 1/2 baths, formal dining room, eat-in kitchen, den, laundry room, two working fireplaces, upper deck, large, landscaped backyard with a jacuzzi spa, firepit, large outdoor seating area with barbeque and more. Convenient location on High Street just blocks from downtown restaurants, bars and boutiques.

Superhost

Home in Annapolis

4.87 out of 5 average rating, 177 reviews

Charming Annapolis Water View Home

Floor-to-ceiling windows overlook the expansive Chesapeake Bay just 100ft away. Water views from most rooms plus treehouse vibes. 4 bed 4 full bath. Custom luxury upgrades, new kitchen aid appliances, rustic leather sectional sofas can sleep 4 more (14 total), outdoor grills, covered balconies, new 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 Stevensville

5 out of 5 average rating, 29 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. 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.