Holiday houses in Oak Grove

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Top-rated holiday rentals in Oak Grove

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Top Guest favourite
A living area is displayed with a comfortable brown sofa and two light-colored armchairs facing large windows that provide a view of the Potomac River. A wooden coffee table sits in the center, accompanied by a decorative rug and neutral wall art.
Home in Colonial Beach
4.99 out of 5 average rating, 79 reviews

Waterfront Paradise with own Beach, Kayak, & Grill

Escape the busy life to our peaceful waterfront home with a divine view of the Potomac River! Enjoy a cup of coffee while watch the sun rise over the horizon! Kayak and fish right from the backyard! Kick back and relax on your own beach. Kids can play in the sand, splash the calm water, and feed the swans! The house features fully stocked kitchen, comfortable beds with clean linens, small washer & dryer, & patio for outdoor dining. Feel free to use 2 person kayak, life jackets, and beach chairs!

Top Guest favourite
An aerial view captures the waterfront home surrounded by lush greenery with a private dock visible by the water. The neatly maintained property features landscaped lawns and nearby homes, illustrating a serene setting alongside Neale Sound.
Home in Cobb Island
4.99 out of 5 average rating, 117 reviews

Waterfront 4-BR home w/ hot tub & charging station

Immaculately maintained 4-bedroom waterfront home + home gym on Cobb Island with water views from every window! Four beach cruiser bikes & private dock w/ 4 kayaks, to enjoy the peaceful Neale Sound. Hot tub + private deck off of the kitchen. Wall of windows inside the home, flooded w/ natural sunlight. Views of the sound & the river side of the island. 3 BR are large (2 King beds/1 Queen), w/ their own BA (1 BR w/ BA is on 1st floor, no stairs). Smart TV's in 3 BR's. Great entertaining space!

Top Guest favourite
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.
Guesthouse in Colonial Beach
4.93 out of 5 average rating, 125 reviews

Delaney’s Compound-Book now for Summer-New Kayaks!

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!

Top Guest favourite
Cottage in Leonardtown
4.96 out of 5 average rating, 241 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 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, 116 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”). And be sure to visit our sister property, White Point Cottage!

Guest favourite
An aerial view captures a charming single-story home nestled among lush greenery, with a panoramic view of Mattox Creek extending to the Potomac. The well-maintained landscaping and surrounding trees create a peaceful setting, highlighting the home's proximity to the water.
Home in Colonial Beach
4.91 out of 5 average rating, 75 reviews

Waterfront Home w/ Private Dock!

Gorgeous views of Mattox Creek which runs into the Potomac from the 100' private pier. Swim or fish straight from dock; bring your boat/kayaks! 3 BR/3 BA stepless ranch w/ tons of natural light. Updated Kitchen w/ newer appliances, cabinets & plenty of counter space. Separate Butler's Pantry. Wood fireplace & pellet stove. Pets welcome! 45 min to F'burg/Tappahannock. Private neighborhood. Minutes to downtown Colonial Beach shopping/dining. Free Internet & Utilities w/ up to 30 day stay.

Guest favourite
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
4.96 out of 5 average rating, 181 reviews

Rest & Recharge, A-frame Cabin on Winery Grounds

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.

Guest favourite
Home in Colonial Beach
4.81 out of 5 average rating, 159 reviews

Colonial Beach Retreat • Private Beach Access

Escape to your own private slice of Colonial Beach. This entire 3-bedroom, 2-bath home comfortably sleeps up to 6 and offers rare private beach access just steps away. Enjoy mornings with coffee on the deck, evenings around the firepit, and peaceful sunsets with ducks and swans drifting by. Just a short drive (under 6 miles) to the boardwalk, shops, and dining. Relax, recharge, and stay awhile. Please read the "Other details to note section" prior to booking your stay. Thank you!

Top Guest favourite
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.
Home in Colonial Beach
5 out of 5 average rating, 127 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

Top Guest favourite
A modern dining area features a wooden table with seating for six, surrounded by light green chairs. A comfortable gray sofa with decorative pillows is positioned nearby. A large flat-screen TV hangs on the wall, complemented by natural light streaming through two windows.
Home in Colonial Beach
5 out of 5 average rating, 31 reviews

River Rock - Walk to Beach

Relax with the whole family at this peaceful place to stay. This modern home offers a fully equipped kitchen and stair-free, comfortable living spaces. The house features a fenced backyard with a gas grill, pellet smoker, and plenty of outdoor seating. Amenities include free coffee, WiFi, and smart TVs, making this home perfect for a fun and relaxing vacation. The private, neighborhood beach is a 5 minute walk from the house and leashed dogs are allowed on the beach year-round.

Top Guest favourite
A charming exterior view of The Riverbunk reveals a one-bedroom house surrounded by green grass. A wooden deck is furnished with a small table and chairs, while plants are arranged in a circular bed. Bright blue skies enhance this rural setting.
Tiny home in Westmoreland County
4.99 out of 5 average rating, 104 reviews

Tiny House Treasure on the Rappahannock River

The Riverbunk is located on the Rappahannock River in Colonial Beach, Virginia. The scenic River is home to Eagles, ospreys and great blue herons. The river offers the perfect kayaking experience and for boaters, a boat launch is within walking distance. Fishing, hunting, hiking and sightseeing are popular in this area. We are 420-friendly where smoking is allowed outside. The rural area is perfect for quiet downtime and fun activities.

Guest favourite
A charming yellow house features a welcoming front porch with seating and lush greenery surrounding it. The well-maintained lawn is bordered by a stone walkway and flower beds, providing a bright and inviting entryway. A clear blue sky adds to the serene atmosphere.
Home in Colonial Beach
4.92 out of 5 average rating, 101 reviews

Sunsets and Mermaids

Imagine yourself with a glass of wine, sitting on our front porch, watching a breathtaking sunset over Monroe Bay. Located on "The Point" with unobstructed waterview, recently renovated w/cook's kitchen, 2 bedrooms, 2 full baths, sleeps 5. Beach is a short 3 block scenic walk. Bring your bikes or rent a golf cart. Restaurants and bars within blocks. WiFi included. Ample parking for cars/trailers.

Popular amenities for Oak Grove holiday rentals