Holiday rentals in Sandy Point

Waterfront Retreat | Sunset Views (Pet friendly)

Welcome to your tranquil getaway! This 2-BR, 2-BA home offers the perfect mix of outdoor relaxation and modern comfort. With a cozy coastal vibe, and a front-row seat to stunning sunsets over the Potomac, this retreat is ideal for anyone seeking a peaceful escape. Unwind on the covered deck or relax and enjoy the hammock & fire pit. You are close to many popular attractions e.g. Leonardtown wharf (13 miles), for fun water sports and activities, St. Mary’s College (23 miles), restaurants, etc.

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.

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.

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

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.

Waterfront island retreat

Relax at this modest, tranquil getaway on St George Island. Experience protected areas of the Potomac River and St Mary's River shore. Watch turtles, fish, crab, otter, and birds from the 100-foot pier and decks. Enjoy the picnic table on the shoreline with colorful sunsets. High tides carry debris onshore and across yards a few times yearly. Stay aware of the unique environment with sea nettle jellyfish in July and August, and mosquitos from the marsh in warm months.

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.

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.

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!

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.

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”).

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.