Holiday rentals in Saint George Island

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Top-rated holiday rentals in Saint George Island

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Guest favourite
The vintage A-frame home is nestled amongst trees, featuring a deck with a canopy in the foreground. A stone path leads to the entrance, where large windows allow for ample natural light. The surrounding landscape is adorned with greenery and decorative plants.
Cabin in Lusby
4.92 out of 5 average rating, 260 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Guest favourite
Home in Leonardtown
4.96 out of 5 average rating, 25 reviews

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.

Guest favourite
Home in Piney Point
4.89 out of 5 average rating, 9 reviews

Cove Cottage

**Welcome to Cove Cottage!** Escape to our charming cottage on the tranquil shores of Piney Point Waters. Enjoy stunning views and the soothing sounds of nature in this unique retreat, perfect for couples, families, or solo travelers. Our cozy space features modern amenities (sauna, hot tub, fire-pit, Wi-Fi, arcade, and kayaks). Spend your days exploring nearby trails on our bicycles or relaxing on the deck swings. Book your stay today and discover the ideal spot to unwind in nature’s beauty!

Superhost
A private dock extends over still waters, accompanied by a wooden bench that overlooks the tranquil scene. Soft hues of orange and pink illuminate the sky as the sun sets on the horizon, reflecting on the calm surface of the water.
Cottage in Scotland
4.84 out of 5 average rating, 76 reviews

Cozy Sunrise Waterfront Cottage & Dock

Experience tranquility at this true nature oasis, waterfront retreat adjacent to Point Lookout State Park! Start your day with coffee on the private dock, while bald eagles, herons, and ospreys soar above. Use our kayaks or paddleboard on the creek to relax onto a private beach or explore the open Chesapeake waters for top-tier rock fishing. Catch blue crabs with pots, stroll to the historic lighthouse, or enjoy swimming at the nearby public beach. Nature, adventure & serenity await you here.

Top guest favourite
Cottage in Leonardtown
4.96 out of 5 average rating, 262 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 favourite
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, 159 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

Guest favourite
Cabin in Ridge
4.93 out of 5 average rating, 95 reviews

Pizza Friday

Magnificent 26-acre waterfront property just off the Potomac River. This secluded, quiet waterfront oasis boasts four-bedroom and two-full baths with large picture windows offering panoramic water views from almost every room. The large updated kitchen features stainless appliances, ample cabinetry, granite countertops, and a breakfast nook. There is a large sunny dock, a pizza oven, kayaks and a canoe to enjoy the water. If you're looking for the perfect weekend getaway, this is it!

Guest favourite
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.

Guest favourite
A wooden pier extends over calm waters, leading to a modest rural home with a prominent deck. A child is seen crouching on the pier, engaged in a quiet activity. Lush greenery and distant trees frame the scene, contributing to the tranquil atmosphere.
Home in Piney Point
4.78 out of 5 average rating, 59 reviews

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.

Top guest favourite
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, 136 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 favourite
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.
Flat 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!

Guest favourite
Double doors open to reveal a stunning view of green fields framed by trees, allowing natural light to fill the spacious room. A wooden table is positioned beside a large potted plant, enhancing the serene atmosphere of the inviting interior.
Home in Drayden
4.87 out of 5 average rating, 70 reviews

Spacious Waterfront Home secluded on 60 ac with Be

Cove House is located in Southern Maryland, on Price Cove, convenient to the St. Mary's River, Potomac River and Chesapeake Bay. The property is rich with outdoor activities, as well as more than ample room for activities indoors; providing a perfect location for multi-family reunions, get-aways, vacations, and events. Complete with private grass airstrip, 3 sand beaches, pier, concrete boat ramp and 60 acres of woods and fields to explore.

Popular amenities for Saint George Island holiday rentals