Vacation rentals in Red Point

Upper Chesapeake Getaway

Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

Red Point Lighthouse

Recently updated unique lighthouse replica on the northern tip of the Chesapeake Bay. 4 bedrooms & 2 sleeping nooks, the house can sleep up to 14 in 6 beds (3 kings, 1 queen, 2 doubles) and one queen sofa bed. 4 bathrooms - 2 ensuite. Two living rooms, fully equipped kitchen, family style dining area. Wrap around decks on multiple floors. Firepit, Adirondack seating, lawn games for enjoying 1.5 acres with water views. Community sandy beach across the street for strolling & relaxing.

Waterfront Log Cabin with Hot Tub

Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

Countryside-Stablehouse-Cozy for 2-Summer Getaway!

Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

Long Beach Cottage, Hot Tub, Beachfront

The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

Cozy cottage on beautiful dairy farm in Strasburg

Tranquil. Refreshing. Restful. These are the perfect words to describe Graystone Cottage, located on a working dairy farm just outside the quaint historic town of Strasburg in Lancaster County, PA. Built in 1753, this 1000 square feet, newly restored limestone cottage was the original settlement home on the 135-acre homestead. Boasting a French country esthetic, this little darling has the most captivating views of rolling hills, a brook, and lush green farmland.

The Hideaway: hot-tub+Fire-pit+E-Bikes+Secluded

Kick back, prop your feet up, pour some coffee, listen to the birds, go for a bike ride on the local country roads, (some unpaved), or start a camp fire, or watch your favorite movie on the TV. Or soak in the large soaking tub inside, Or relax in the brand-new hot-tub and gaze up at the stars at night. All kitchen utensils, plates, and cooking pans are supplied. There is a breville coffee maker to make your favorite cup of coffee or latte,(bring your own dairy)

Waterfront Paradise on the Bay

This charming Red Point Beach home offers sweeping bay views and sunsets from a cliffside waterfront location. Our home has three bedrooms, one king, one queen, and one full over full bunkbed. The home features an equipped kitchen, washer & dryer, flat screen TV, gas grill, fire pit, outside shower and an 8 person hot tub. Just a short walk from a small, private bay beach this home is an idyllic retreat for those seeking both relaxation and adventure.

Chesapeake Bay Cottage

This cozy home, just a block away from the Chesapeake Bay, offers the perfect mix of comfort, convenience, and outdoor charm. Tucked into a small, walkable neighborhood, the location is ideal for anyone looking to spend time near the water. Whether you’re planning a fishing weekend, a peaceful solo escape, or an exciting holiday with friends, this space offers the flexibility and ease that make everything feel effortless.

Bohemia Bungalow

Experience this charming 1940's cottage nestled on bustling Bohemia Avenue in the heart of picturesque Chesapeake City. Enjoy porch-sitting "on the Avenue", or visit numerous local eclectic shops, restaurants, a brew pub, and even a yoga studio, all only steps away. Marvel at massive cargo ships navigating the C&D Canal, just a 2-minute walk from your doorstep. Private off street parking for 2 cars.

Bayview Cottage

View spectacular sunsets from our porch looking out on the Chesapeake Bay. Our house is one floor with an open living room/kitchen area with two bedrooms. Newly renovated hardwood floors with a fireplace, flat screen tv/entertainment center and internet access allows for casual, comfortable living. Seasonal Community Dock access with sandy bottom beach is minutes away and at end of our road.

The River Cottage

Take it easy in this unique cottage built in the 1800s nestled upon the Granite Cliffs of Port Deposit Maryland. While enjoying your tranquil get away you’re minutes from local shops, local dining, local wineries, local breweries and a local marina. There is plenty of sightseeing and wildlife. If you enjoy fishing and kayaking it’s just a short distance away.