Holiday 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

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!

River Lure estate - Waterfront, Pool, Hot Tub

River Lure is a beautifully restored historic waterfront home on the banks of the Choptank River, 3 blocks from downtown Cambridge, MD. The 5 bedroom, 3 full/2 half bath waterfront home features a new salt water pool & hot tub overlooking the river, plus a huge yard & private dock. Perfect for families, the entire 3rd floor is a kid's bunk room paradise. Stroll into town to bars & restaurants, River Lure is steps from the Cambridge Marina and Lighthouse; walk to Ironman & Eagleman start.

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.

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!

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.

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

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!