Holiday houses in Red Point

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Red Point

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1

Top Guest favourite

A two-story blue house is set against a clear sky, offering a welcoming facade. The driveway leads to a spacious outdoor area, featuring a grassy yard and seating arrangements near the water. Leafless trees frame the property, emphasizing the natural surroundings.

Home in North East

Riverfront Haven @ Hances Point

Relax with the whole family at this peaceful, riverside retreat! Enjoy comfortable, open-concept living in this spacious indoor/outdoor setting. You are located back a private drive, with plenty of outdoor space to enjoy the water, yard games, fire pit and kayaks, and frequent bald eagles overhead. Plenty of parking for your whole family or group. Beautifully appointed kitchen, large living area, screened in porch, and two 75" TV's. Convenient to local shops, restaurants, parks and fishing.

5.0 out of 5 average rating, 34 reviews

Top Guest favourite

A single-story cottage is surrounded by lush greenery and vibrant flower beds. A wooden deck extends around the front, providing access to the home. The well-maintained lawn features a variety of plants and shrubs, enhancing the inviting outdoor space.

Cottage in North East

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

4.97 out of 5 average rating, 715 reviews

Top Guest favourite

Home in Airville

A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.

This one-of-a-kind A-Frame by Zook Cabins, built into the mountainside, is the perfect place to unwind. Relax in your private outdoor SAUNA or soak in the in-ground HOT TUB surrounded by forest views and the sound of the trickling creek! Enjoy peaceful mornings among the treetrops on the deck, then settle inside on the oversized plush couches! With two beautiful king bedrooms you'll have all the comforts you need for a memorable getaway. Book your stay at Oak Hills today- you deserve it!

4.98 out of 5 average rating, 65 reviews

Top Guest favourite

A serene waterfront view is captured at sunset, highlighting the calm water and a colorful sky filled with clouds. Several chairs are arranged near the water's edge, framed by lush trees and grassy areas.

Home in Perryville

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!

4.96 out of 5 average rating, 171 reviews

Top Guest favourite

The lighthouse replica is shown from an elevated angle, surrounded by trees and located beside the water. A wrap-around deck is visible, along with the charming architectural details of the structure and the contrasting red roof.

Home in North East

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.

4.96 out of 5 average rating, 138 reviews

Top Guest favourite

Cottage in Charlestown

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

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...

4.96 out of 5 average rating, 300 reviews

Top Guest favourite

A panoramic view showcases a cozy two-story house set against a serene waterfront backdrop. Colorful autumn foliage lines the shore, reflecting vibrant hues in the calm water. A grassy area with a small beach adds to the inviting outdoor space, perfect for relaxation.

Home in Perryville

Top of the Chesapeake - Private Waterfront Home

Our house is nestled between the shore of the NE River and the creek and marsh directly behind. The home is warm, unassuming and inviting; you'll feel right at home. Perfect for familes or groups, or a romantic weekend. Bird watchers will love the bald eagles, ospreys, kingfishers, mallards and cormorants, to name a few. The upstairs living room is a perfect place for the kids while the adults enjoy the lower area. You find our place warm, cozy and quiet.

4.92 out of 5 average rating, 250 reviews

Top Guest favourite

A fire pit is surrounded by four blue Adirondack chairs, set on a stone patio in the foreground. Behind them, the two-story house features large windows and a balcony. Lush green grass and flowering shrubs enhance the outdoor setting.

Home in North East

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.

4.95 out of 5 average rating, 39 reviews

Top Guest favourite

Home in Perryville

Chesapeake Waterfront Vacation Rental with Dock

Relax at this peaceful waterfront vacation rental on the upper Chesapeake. 2 King beds, a Queen, a large Bunk bed, and a Day bed: 5 BRs, 2 Bath with spacious deck. 100 foot dock (has water and electric) with lots of room for water activities and fun in the sun. Tie off your boat or jet skis. 2 kayaks provided. Very clean and comfy. Linens and Kitchen amenities provided. All four 2nd floor bedrooms have smart TVs as does the living room.

4.94 out of 5 average rating, 35 reviews

Guest favourite

A single-story home is framed by tall trees, providing shade and greenery. A front porch with a railing is visible, along with a gravel pathway lined with colorful flowers. A storage shed stands in the background, contributing to the outdoor appeal.

Home in North East

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.

4.78 out of 5 average rating, 18 reviews

Top Guest favourite

A comfortable living area features two gray sofas facing a television. Colorful cushions are placed on the sofas. Natural light floods the space through a large window, while a decorative rug adds warmth to the hardwood floor.

Apartment in Havre de Grace

A Sweet Escape

Welcome to your sweet escape. A unique 2 bedroom apartment above our Ice Cream Parlor in quaint Havre de Grace. Our Airbnb is Candy and Ice Cream themed. Let us know what your favorite ice cream is and we will have it waiting for you in the freezer when you check in. Situated a few walkable blocks from downtown, wedding venues, restaurants, breweries and the waterfront. Approximately 8 miles from Ripken Stadium.

4.97 out of 5 average rating, 128 reviews

Top Guest favourite

The interior of the cottage features rustic wooden beams and stone walls, creating a charming ambiance. A staircase leads to a lofted area. An inviting dining table sits at the center, surrounded by open living and workspace areas, equipped with various comfortable furnishings.

Cottage in Port Deposit

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.

4.94 out of 5 average rating, 358 reviews