Holiday houses in Chesapeak Ranch Estates

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Top-rated holiday rentals in Chesapeak Ranch Estates

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

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Top Guest favourite
A bright living area is illuminated by large windows, providing a view of the surrounding greenery. A comfortable sectional sofa is arranged around a centerpiece coffee table, while a small pool table sits nearby. Natural light enhances the airy atmosphere of the room.
Home in Lusby
4.91 out of 5 average rating, 116 reviews

SoMD Waffle House 1.5 acres of cozy coastal living

Welcome to our Southern MD beach house. This 3 bedroom and 2 bath home is situated on nearly 1.5 acres of property where you can breathe deep and take in the bay breeze. Whether it is visiting one of the Chesapeake Bay beaches only a 3 minute drive from the home, or watching for wildlife in our yard (it is common to see deer, rabbits, birds, etc), life in Calvert County will slow you down and help you take a much needed break from the daily grind. And you don't even have to cross the Bay Bridge!

Guest favourite
An aerial view showcases a lush green landscape surrounding a peaceful shoreline. The sandy beach meets calm waters, framed by dense trees. The varied colors of the water create a serene contrast against the vibrant greenery, presenting a tranquil natural setting.
Cottage in Lusby
4.84 out of 5 average rating, 91 reviews

Hot Tub Hideaway by Shark Tooth Shores

With views of the Chesapeake Bay, access to private beaches, a brand new hot tub, air hockey table, kayaks, and being just minutes away from hot spots like Calvert Cliffs and Solomon's Island the Hollow makes for the perfect vacation destination. Enjoy sunrise views through the treetops each morning on the expansive back deck, or use our eco-friendly wood burning stove for autumn and winter nights. Unlike many beach houses, this home is surrounded by trees making it serene. UPDATED PHOTOS SOON

Top Guest favourite
A collection of various fossilized shark teeth is displayed on an orange background. The teeth are of different sizes and shapes, showcasing both small and large specimens, with some exhibiting intricate details. The vibrant color of the background contrasts with the dark tones of the teeth.
Home in Lusby
4.96 out of 5 average rating, 136 reviews

Soul Oasis - home on the Chesapeake Bay

Listen to the waves of the Chesapeake Bay from the trex deck. There are 2 private community beaches in the neighborhood where you can find fossils and sharks teeth. A great place to relax and unwind. You will hear the sounds of all kinds of birds, see lots of very tiny frogs in spring and summer and maybe some deer around the house! You can also expect to see/hear aircraft from Pax River Base fly overhead! Book your stay today and let the magic of the woods and water wash away your cares.

Top Guest favourite
A wooden dock extends over the water, leading to a sun setting on the horizon. Waves gently lap against the sides, reflecting warm hues of orange and pink as the sky transitions into dusk. Two benches are positioned on the dock, inviting peaceful contemplation.
Loft in Lusby
5 out of 5 average rating, 415 reviews

Designer owned Coastal getaway retreat

Enjoy our private, above-garage hideaway apartment with private beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home. You have a private entrance. Come and go as you please! Note: We are a peanut-free and smoke free property. RELAX in our chic, private loft just minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. You will have private access to our amazing beach just a 5 minute drive away. Please let us know if you plan to use it!

Top Guest favourite
The exterior of a single-story beach house is visible, featuring white siding and landscaped areas. A stone pathway leads to a cozy outdoor seating area with light cushions. Lush greenery and mature trees are present, contributing to a serene atmosphere.
Home in Lusby
4.98 out of 5 average rating, 248 reviews

Cove Point Cottage with Chesapeake Bay views

Welcome to our beach house, just a block from the Cove Point Beach on the Chesapeake Bay. Start your beach day by grabbing the beach wagon from the shed, loading it up with beach chairs, towels, and your cooler. A short stroll takes you to the beach, where you can spend the day searching for shark teeth and shells or swimming in the bay's refreshing waters. After a day in the sun, rinse off in our outdoor shower. Our shady patio provides the perfect spot to relax and enjoy the evening breeze.

Top Guest favourite
The exterior of a two-story house is showcased, featuring light blue siding and white railings. A grassy area is visible in front, with four gray Adirondack chairs arranged around a circular fire pit on a stone patio. The sun casts a warm glow over the scene.
Home in Solomons
5 out of 5 average rating, 132 reviews

The Little House on Back Creek

Get away and relax at this peaceful, very private and centrally-located home in the heart of Solomons Island on Back Creek with beautiful water views overlooking Solomons Harbour. The property is shared with Jacqueline Morgan Day Spa and The Blue Shell Gifts and Décor. Just a quick walk to a enjoy a massage, facial, mani/pedi, salon services and shopping! Enjoy fishing, kayaking, bicycling, walk to so many great restaurants nearby and bring your boat! Docking is available during your stay.

Top Guest favourite
A modern kitchen features a granite countertop and stainless steel appliances, including a microwave and refrigerator. Bar stools are positioned at the counter, complemented by decorative golden accents. Natural light illuminates the space, enhancing the sleek cabinetry and stylish backsplash.
Home in Lusby
4.95 out of 5 average rating, 56 reviews

Our Bay House-Your Home Away from Home!

Make memories at this non smoking and family-friendly place located at Chesapeake Ranch Estates. This cozy, beautiful and fully updated home has 3 bedrooms, 4 queen beds and 2 full baths is ready to accommodate a family of 5 comfortably (max of 8-w/ add. charge).Modern kitchen and wifi are available. Additionally, this place has access to 2 Chesapeake Bay private beaches- Driftwood Beach and Seahorse Beach as well as Lake Lariat all within 3-5 min drive from the property.

Top Guest favourite
The historic home features a charming exterior with a mix of white clapboard and dark shingles. An inviting porch is framed by green shutters and surrounded by well-maintained landscaping. A gravel driveway leads to the front entrance, enhancing the property’s welcoming appeal.
Home in Lusby
4.99 out of 5 average rating, 170 reviews

Historic Rousby Hall, Waterfront, Pool, Beach

Labor Day Wknd Open-early arrival time, 10am! 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).

Guest favourite
An outdoor seating area is set on a grassy lawn, featuring a swing structure with cozy cushions and a circular stone patio. Surrounding furniture includes two cushioned chairs and a fire pit, all framed by lush greenery, offering a serene space for relaxation.
Cottage in Lusby
4.92 out of 5 average rating, 52 reviews

Elk Cottage-Lake Lariat / Private lake access

If you are looking for nature, peace and relaxation close to the DMV area, then The Elk Cottage is all that and so much more. It is the perfect place, it is a waterfront property located in SoMD at Lake Lariat, and less than 10 minutes’ drive to the Solomon Islands. With the sounds of nature all around you. Enjoy your morning coffee with a great view of the lake, listening to the birds, watching the squirrels, the duck family and the lake turtles taking a sunbath.

Top Guest favourite
A view from the entrance captures the cozy interior of the houseboat. The kitchen area features a wooden countertop and a black sink. Light wood and black hexagonal flooring complement the bright space, while large windows provide glimpses of the water outside.
Houseboat in Solomons
4.98 out of 5 average rating, 182 reviews

Good Vibe Villa, Tiny houseboat

This tiny houseboat sits permanently on a boat lift, so you will have the unique experience of being over water without the risk of sea sickness! Located in the heart of quaint Solomons Island, this is a great stay if you love being near the water. Unparalleled views from your private porch. Please note, due to extensive pet damage we have changed this property to strictly no animals. You will be asked to leave if you arrive with a pet.

Top Guest favourite
A tranquil waterfront setting features a multi-level home surrounded by trees, with a spacious deck visible. Adirondack chairs on the dock face the calm waters, reflecting the structure and greenery. Soft outdoor lighting adds a cozy ambiance, enhancing the serene landscape.
Guesthouse in Lusby
4.97 out of 5 average rating, 226 reviews

Cozy Lakeside Studio Retreat.

Cozy basement studio that provides a perfect get away. From beach combing, kayaking, fishing, swimming in the Bay, relaxing on the dock, building a fire in the backyard pit, and corn hole, there’s lots to do. Or simply just relax and enjoy the serene surroundings. Photography package available, message host for details 2 GUESTS ONLY; please check with host regarding children

Guest favourite
A historical lighthouse and keeper's home are situated on a grassy expanse, with the coastal water visible in the background. The lighthouse features a white tower topped with a black lantern, while the two-story white cottage includes a welcoming porch and large windows.
Lighthouse in Lusby
4.98 out of 5 average rating, 120 reviews

Cove Point Lighthouse Keeper's House- Side B

Listed on the National Register of Historic Places and cared for by the Calvert Marine Museum (CMM), the Cove Point Lighthouse historic site has been lovingly restored and re-purposed so that it can be enjoyed by all. The active lighthouse and keeper's home sit on a seven-acre point of land in one of the narrowest points of the Chesapeake Bay.

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