Vacation rentals in Sassafras River

Halcyon house. Lovely views on MD eastern shore.

This charming apartment is located on the Chester river on Maryland's Eastern Shore. The wildlife is abundant and generally very active. The sun rise and sunsets can be spectacular. The property is 20 minutes from Annapolis and 50 minutes from DC. The newly renovated apartment has all new appliances and a well stocked kitchen with many herbs and spices, condiments, coffee, tea, cream and sugar etc. The 8 mile long Cross Island Trail starts a block from the house and leads to several restaurant

Lakefront A-Frame cabin home, minutes to NJMP

Check my other listing in same area: www.airbnb.com/h/clubdivot Secluded Lakeside Location: Our A-frame cabin sits nestled among trees, right at the water's edge, offering unobstructed lake views, beautiful sunsets, and a private escape from the hustle and bustle of everyday life Modern Elegance: Step inside to discover a cozy and tastefully decorated living space with beautiful lake views. Perfect Getaway: For quality time with loved ones enjoying trails and other popular attractions

Spring Season @ Old Lock View Chesapeake City MD

*We are Pet Friendly* Named for one of the original C&D Canal Locks, Old Lock View is a true breath of fresh air! Enjoy this recently renovated spacious older home with spacious rooms, plenty of off-street parking. Move from the indoor comfort to the outdoor entertaining patio with gazebo, BBQ grill, year-round outdoor firepits and patio table/chairs. Every detail has been thought of for your comfort. No parties Stay here when in town to attend family events like weddings and graduations etc.

Sugar Shack| A-Frame Tiny Home w/ Hot Tub

Kick back and relax in this calm, stylish space. The Sugar Shack is a modern tiny home is located on top of a mountain and has spectacular mountain views. Sit on the wrap around porch with your loved one or relax in the hot tub right outside the door and enjoy watching the wildlife. The interior has a modern design and you will experience a cozy and romantic atmosphere the moment you walk in. It truly is a perfect spot to unwind and reconnect with yourself, your loved one, and nature!

Sunset Breezes - quiet waterfront retreat

Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness barn (sauna, golf simulator, free weights, game space and more (completion date of 4/1/2026 or sooner).

Boat House on the Brandywine | Waterfront Cottage

Boat House on the Brandywine is a waterfront cottage that sits on the edge of the Brandywine Creek. Enjoy your morning coffee on the private deck amidst the sounds of ducks swimming in the water below. This inviting one-bedroom cottage accommodates up to four guests and is conveniently located in the heart of Downingtown, within walking distance to restaurants, shops, parks, and the train station. This unique cottage experience is professionally hosted by Michele & Mark.

Creek home with pool & waterfall heated all year

Welcome to Quiet Brook Oasis Treat yourself to a relaxing weekend in this beautiful secluded creekfront home nestled in the woods that has a private inground pool, with a waterfall opened and heated all year. Located in peaceful Amish country, southern Lancaster county this newly remodeled home is sure to offer a relaxing and peaceful getaway. This is a perfect retreat for family or a couples romantic weekend. Find us on social media!

Cozy 4 BR 3 BA Near Chesapeake City

Peaceful, cozy modern cottage with many amenities in a water-oriented community along the Bohemia River. Just minutes from Chesapeake City and located across the street from the water. Our house is perfect for family vacations, tranquil retreats, girl/guy getaways, weddings, wedding guests. Two queen master BR’s w/private baths on the first floor, second floor has one larger BR w/twins and smaller BR w/daybed +trundle and shared bathroom.

Beachwalk: ON BEACH. Pet-Friendly. Linens Incl.

For years, we searched for the perfect beach getaway: secluded, tranquil, yet close to attractions. We found it in Beachwalk. Peaceful. Private. Conveniently located at the quiet southern end of Broadkill Beach. Our home offers a more private beach experience with no crowds. If this property is booked or you need multiple homes for a group, we host several nearby beach homes. Click on my host profile to see those other listings

Historic Rousby Hall, Waterfront, Pool, Beach

Rousby Hall is a stunning waterfront estate on the Patuxent River, just outside Solomons Island, with sweeping views of where the river meets the Chesapeake Bay. The private 16-acre property is bordered by a conservation area and a 300-foot private beach. Year-round amenities include a pier and an in-ground pool with amazing river views. The estate also hosts weddings and events for up to 100 guests (event fee is additional).

The Safe Harbor House/with a view

Discover serenity at our remodeled Safe Harbor ranch home, boasting the most beautiful country view. The backyard beckons with outdoor adventures—hiking and biking trails await. Inside, modern elegance harmonizes with the rustic charm of the countryside. Immerse yourself in comfort and natural beauty, where every detail of this ranch-style retreat invites you to savor the essence of southern Lancaster living.

Chesapeake Bay Cottage

Cottage Located directly on the Chesapeake Bay. Includes sandy beach, yard, a screened in porch and deck. Two Kayaks to enjoy. Two bedroom plus den. Two full baths. Fully equipped kitchen.Kurig coffee maker and regular available. Master bedroom -queen size mattress. Second bedroom -a full-size mattress (double) third bedroom -a twin day bed with twin pullout. Both twin size mattresses.