Holiday rentals with a hot tub in Queen Anne's County

*NewHotTub*LuxuryCoastal*CloseToWeddingVenues

Come enjoy the coastal lifestyle of the Chesapeake Bay with friends & family! Relax every evening on the back deck while watching the beautiful cattails dance in the wind & the sun set into the Bay every night. This spacious home can sleep 12 guests and is furnished with all new high-end furnishings, linens, 100% cotton sheets, luxury towels, & a fully stocked kitchen! We are very close to all the wedding venues on Kent Island as well as within 1 mile of all the restaurants,marinas,& live music.

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

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.

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

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.

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.

Lux Oasis - Hot Tub, Pet Friendly, Fully Fenced

A serene escape awaits you at our cozy hot tub 4-bedroom retreat, minutes away from Historic Downtown Annapolis. As the sun sets, the deck comes alive under the soft glow of string lights beckoning you to unwind in our 8-person Bullfrog hot tub or outdoor firepit where your worries will melt away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Annapolis has to offer!

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!

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!**

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, 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!

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.

Heart of the Chesapeake

Enjoy 270 degrees of waterfront living on over 5 acres of land. This one of a kind property is extremely private with a large pool, private sandy beach, (brand new dock 2024 - deep water with shore power and water), pool table, outdoor dining and close to shopping outlets and restaurants. All rooms offer gorgeous views of the Wye River. The fishing is phenomenal and the wildlife is plentiful.