Vacation rentals in Oak Grove

A charming yellow cottage is surrounded by well-kept green grass and flower beds. The screened front porch features open spaces for seating, while a stone pathway leads to the entrance. An American flag is displayed, and trees provide a natural border around the property.

4.96 out of 5 average rating, 133 reviews

Sunnyside Up - Dog Friendly Waterfront Cottage

Our classic cottage has beautiful expansive views of the Potomac River. Wake up to stunning sunrises & enjoy coffee in our screened front porch, or sit & relax on our own private pier. Our home is equipped with comfortable linens, a fully stocked kitchen, Smart TV, Wi-Fi, & a secluded outdoor dining area with a gas grill, fire pit & fenced yard. We are just blocks away from the public beach, downtown shops, boardwalk, and restaurants. Golf cart rentals can be reserved thru local companies

Guesthouse in Colonial Beach

The exterior of the Guest House features a welcoming deck with steps leading up, surrounded by a wooden railing and lattice. An umbrella-covered table with chairs is positioned on the deck, offering a space for outdoor relaxation.

4.94 out of 5 average rating, 116 reviews

Delaney’s Compound- Peaceful Respite on the Point!

Delaney’s Compound Guest House accommodates up to 4 guests. Dogs are welcome with pre-approval & $75 fee (for 1st pet). A small fenced yard keeps them safe! The Guest House was built using reclaimed lumber & other charming elements from the original farmhouse outbuilding (circa 1889). There’s a cozy fireplace for snuggling and a second floor balcony for coffee or cocktails. The front yard has a fire pit and river views. The Guest House is sparkling clean, fully furnished & ready to welcome you!

The exterior of a blue two-story beach house is seen, surrounded by well-maintained greenery and shade trees. Two white Adirondack chairs are arranged on the lawn, and the deck at the back features space for outdoor activities. A quiet street runs beside the property.

4.96 out of 5 average rating, 123 reviews

Sunrise Waterfront Potomac Beach Haus

Relax to the breeze off the Potomac in this spacious, waterfront beach house. Located centrally, about 10-15min walk to two beachfronts & town! Waterviews from the living room, media & game room, and an upstairs bedroom with bistro set. Enjoy the sunrise and sunset views! Unwind in the waterview hot tub or clawfoot tub. Upstairs also includes two bedrooms and bathrooms with some Victorian-era charm. Relax to 180 degree riverviews on the deck with a propane grill, hammock, table & chairs.

4.97 out of 5 average rating, 207 reviews

A charming cottage sits at the water's edge, surrounded by lush greenery. A wooden staircase leads down from an elevated deck to the sandy beach. Two blue chairs are positioned on the deck, inviting relaxation as the sun sets in the background.

Cottage in Leonardtown

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.

Bungalow in Colonial Beach

The screened-in porch features a comfortable seating area with a spacious sofa and a decorative rug. A large dining table with multiple chairs is positioned nearby, illuminated by a hanging light fixture. A dog can be seen, adding to the welcoming ambiance.

4.93 out of 5 average rating, 108 reviews

Reel Lucky on Lossing - Walk to Beach/Pet Friendly

3 bed/2 bath bungalow centrally located on "the Point" and walking distance to the beach and downtown Colonial Beach! Relax on the screened-in front porch. Perfect for both family and friends' gatherings, with two TVs and a kitchen ready for cooking. There is an outdoor shower and a shed with beach chairs etc. Monthly/weekly rentals available and there are restaurants, breweries, wineries, and a tiki bar nearby. It is close to Dahlgren and around 2 hours from DC. 10% military discount.

5 out of 5 average rating, 124 reviews

A bright sun porch features a round glass dining table surrounded by four light-colored chairs. Large windows provide views of the waterfront, allowing natural light to fill the space. A cozy seating area is visible in the background, offering a serene atmosphere.

Home in Leonardtown

White Point Cottage -- Quiet Waterfront Getaway

Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

4.95 out of 5 average rating, 159 reviews

The a-frame cabin is framed by lush green trees, set in a serene natural environment. Large windows are visible on the cabin's façade, enhancing the connection with the surrounding landscape. Sunlight filters through the foliage, casting gentle light on the cabin's exterior.

Cabin in Colonial Beach

Summer Perfect, Water Front A-frame on Winery

This serene cabin is on the Ingleside Vineyard's property. Have a glass or two of wine and walk around the vineyards and then retreat to your own private a-frame cabin oasis. A beautiful view of the Roxsbury Estate where abundant wildlife can be viewed all around the property and the pond is stocked and ready to be fished. Within driving distance to wineries, Stratford Hall, George Washington & James Monroe's birthplace, Westmoreland State Park, and the beach town of Colonial Beach.

A contemporary cottage rests by tranquil water, surrounded by trees. A spacious deck with white railings adjoins the home, leading down to the water’s edge. A small blue kayak is positioned nearby, complementing the serene landscape reflected in the water.

5 out of 5 average rating, 110 reviews

Waterfront Cottage in Colonial Beach at Placid Bay

Luxury Cottage with private water views full of natural wildlife. You will love the open floor plan with a chef's kitchen stocked with All the essentials including beverages and coffee. Sleep late with private bedrooms that include luxurious bedding Enjoy the expansive outdoor space complete with Patio, Pergola, Fire Pit, and large deck with outdoor kitchen. Walk down to the 28ft foot dock where you can fish, relax in the sun or take the Kayaks for a ride Close to DC and NOVA

A spacious outdoor area is equipped with shaded seating, including a sofa set and a coffee table, arranged on a patterned rug. A hammock hangs in the background, and a fenced yard provides a private setting, surrounded by trees for a tranquil atmosphere.

4.97 out of 5 average rating, 115 reviews

Riverview on the Potomac

Relax and unwind at 'Riverview on the Potomac'. • 5 mins drive to pier and beach access • 15 min to Ingleside Vineyards • Fully equipped backyard with outdoor kitchen, bar, hammock swings, fire pits, and plenty of seating to enjoy with your family and friends • Large jet tub in the master bathroom • Beach necessities (toys, wagon, chairs, umbrella) • Family Friendly: high chair, pack-n-play, baby gate, and board games • Two dedicated workspaces for days you need to work

Superhost

A single-story brick home is set against a bright blue sky, with a well-maintained lawn in the foreground. A spacious driveway leads up to a garage featuring a large door. The property is framed by greenery and offers a view toward the water in the background.

4.81 out of 5 average rating, 150 reviews

*WATERFRONT BEACH HOUSE PARADISE*

Come enjoy a true piece of paradise at Colonial Beach! With 3 bedrooms and 2 bathrooms, there's plenty of room for you to enjoy a long weekend away. Wake up to the rising sun and enjoy a cup of coffee on the deck before taking a stroll down to the beach. Watch the ducks and occasional swan swim by as the sun sets over the water. You'll never want to leave!