Vacation rentals in Sandy Point

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Top-rated vacation rentals in Sandy Point

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Top guest favorite
A green Adirondack chair is positioned on a wooden dock, overlooking calm waters at sunset. Soft orange and purple hues fill the sky, reflecting on the surface. Dock posts and boats are visible in the background, creating a serene waterfront setting.
Home in Lottsburg
4.93 out of 5 average rating, 91 reviews

Nirmal Cottage Serene River Retreat with bay view

Enjoy your morning coffee while watching the sunrise and playful dolphins. This cottage, perfect for couples & families, nestled among open water and woods with bald eagles and ospreys. An ideal escape from hectic schedules. With water on both sides, it feels like sailing. Enjoy crabbing and fishing for renowned blue crabs right off the dock. Embrace a relaxed pace, explore quaint towns, and go antiquing. A hidden gem offers breathtaking sunrise and sunset views, along with modern amenities.

Top guest favorite
Cottage in Leonardtown
4.96 out of 5 average rating, 261 reviews

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Top guest favorite
A single-story house is shown with blue siding and white trim, featuring a prominent brick chimney and a welcoming pink door. Large windows provide ample natural light. A grassy area surrounds the home, with trees adding greenery in the background.
Home in Piney Point
5 out of 5 average rating, 157 reviews

Living on Island Time

Relax with the whole family and spend life on Island Time. Full bar set up with ice maker and wine refrigerator. Private pier, paddle boards and firepit. Unwind on St Goerge Island or head out to one of the local eateries for some southern Maryland faire. Inside you have 2 spacious rooms, 2 bathrooms. A massive island for cooking, card playing or just great conversations with endless views. Crabbing, fishing. The Neighbors have 2 Great Danes and a cat that you may see occasionally

Top guest favorite
Home in Lottsburg
4.97 out of 5 average rating, 71 reviews

Waterfront Home w/ Private Dock, Beach & Fast WiFi

Private waterfront home on the Potomac River with a dock, private beach, kayaks, and excellent fishing access — perfect for families, remote work escapes, and anglers. Fish directly from the dock or walk 5 minutes to the marina for charter trips. Sleeps 6 comfortably with fast WiFi and peaceful sunrise views. Just 2 hours from DC, but it feels like a true reset with sunrise views directly over the water. Many guests return year after year for fishing season and summer family trips.

Guest favorite
Aerial view of a spacious house surrounded by lush greenery, with a private pier extending into the water. The house features a large, wrap-around porch and several trees dotting the landscape, creating a natural and serene setting by the water.
Home in Scotland
4.89 out of 5 average rating, 163 reviews

Spacious Gorgeous Waterfront Home with Sunset View

Dreamy weekends on the water, the perfect getaway for the entire family and friends in the southern tip of St Mary’s peninsula. This gorgeous newly remodeled house with 5 Bedroom 3.5 Bath sleeps 10 very comfortably. Wake up with amazing water views and access to the water with your own private pier. Spend your day crabbing, fishing, kayaking, or paddle boarding. Amazing beaches at Point Lookout State Park, just a few minutes away. High speed internet, WiFi, and cable.

Top guest favorite
A scenic view of a sunset over the water, with a silhouette of a person kayaking. Adjacent, a cozy seating area is set up around a fire pit, surrounded by trees. In the foreground, a table with wine and glasses is shaded by a red umbrella, beside a hot tub.
Home in Dameron
4.99 out of 5 average rating, 135 reviews

Peace Point - Waterfront, Secluded, Home w/hot tub

Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.

Top guest favorite
The exterior of the cottage is showcased, featuring a charming green facade with white trim. A spacious front porch with large windows invites guests to enjoy the surrounding landscape. A large tree is visible above the cottage, enhancing the picturesque setting.
Cottage in Kinsale
4.98 out of 5 average rating, 43 reviews

River + Beach Front Cottage 4 BR ADA Northern Neck

Captain Davis Cottage is a waterfront retreat on the Northern Neck ( Sandy Point, Virginia) near where the Potomac River meets the Chesapeake Bay. Enjoy a large private beach + pier for relaxing, fishing, and taking in the views. Includes main cottage (3BR/2BA), guest cottage "The Brig" (1BR, no bath), ideal for families or groups. ADA-friendly. 3-night min. for Mem Day + Labor Day weekends. Summer stays run Friday to Fri. Message for shorter stays.

Top guest favorite
A serene view of the St. Mary's River is framed by a white awning. Calm waters reflect the clear blue sky and a single sailboat is visible in the distance. Lush greenery lines the far shore, enhancing the peaceful atmosphere.
Apartment in Lexington Park
5 out of 5 average rating, 403 reviews

Adorable Waterfront Apartment Weekend Getaway

Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here year around! SUNSETS!

Top guest favorite
Cottage in Hague
4.99 out of 5 average rating, 207 reviews

Waterfront Cottage on the Potomac River

Escape to our serene waterfront cottage on the Potomac River, just 2 hours from Washington D. C. and the Richmond area. This retreat comfortably sleeps 5 and features a private pier for fishing, a sandy beach for relaxing, cozy sun room for reading, and breathtaking water views. Enjoy a fully stocked kitchen, fast WiFi, and a spacious deck. The perfect spot for a romantic weekend, a special celebration or a simple peaceful retreat.

Top guest favorite
A spacious open-concept living area features large windows offering unobstructed views of the water and sunset. A comfortable sectional sofa is positioned near the windows, with a dining table visible in the background. Natural light fills the space, enhancing the tranquil setting.
Home in Leonardtown
4.99 out of 5 average rating, 134 reviews

Water's Edge Cottage | Luxury Retreat

We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”).

Guest favorite
A private pier extends into calm water, providing space for relaxation and fishing. A waterfront home is situated behind the pier, framed by greenery. The serene surroundings and gentle ripples in the water highlight a tranquil atmosphere.
Home in Lottsburg
4.98 out of 5 average rating, 138 reviews

Osprey Landing - Peaceful Waterfront home and Dock

Relaxing waterfront home with private pier surrounded by water on two sides. Relax and enjoy the peacefulness of the view and serenity of Cralle Cove just off the mouth of the Potomac river and Chesapeake Bay. Watch the ospreys and eagles fly about in their natural habitat. Sit or eat on either the covered or uncovered decks. Enjoy quiet evenings around the fire pit.

Guest favorite
A serene sunset is captured over the water, with the sun setting just above the horizon. Silhouetted trees frame the scene, while docks and the calm water reflect the warm glow of the evening light.
Home in Kinsale
4.93 out of 5 average rating, 68 reviews

Relaxing 3 bedroom waterfront retreat with beach

Whether your looking for a family getaway, girl/guys weekend or romantic rendezvous our retreat will be sure to please everyone. Enjoy all of the peacefulness of nature’s beauty and the serenity of being on the water. All of your worries are left behind. It’s nothing short of serenity! We hope you love this place every bit as much as we do!

Popular amenities for Sandy Point vacation rentals