Places to stay near Ingleside Vineyards

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Top-rated vacation rentals near Ingleside Vineyards

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Guest favorite
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
4.91 out of 5 average rating, 252 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 --

Top guest favorite
Cottage in Leonardtown
4.96 out of 5 average rating, 254 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.

Guest favorite
A serene waterfront view captures the calm waters of the Potomac River at dusk. Pink and orange hues are reflected on the surface, with a wooden dock extending into the water. The shoreline is lined with smooth stones and grassy areas, framed by trees in the background.
Home in Montross
4.91 out of 5 average rating, 102 reviews

The Haven at King Copsico Comfortable, Clean, Cozy

Take a break and unwind at this peaceful oasis. A comfortable, cozy and clean cottage with beautiful water views of the Potomac from the bedroom and front sliders. Everything you need is here. Just bring your toothbrush, clothes and groceries! You'll love your stay with a dock and water access across the road. This home is located on one of the best rockfish locations on the Potomac called King Copsico. Fishing species including blue crabs, reddrum, flounder, bass, sea trout and more.

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, 150 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 favorite
A stylish living area features a wooden chair with a white cushion positioned in front of a decorative fireplace. Above the mantel, a television is mounted, and the wallpaper displays a subtle design with elegant patterns. Natural light enhances the warm wooden flooring.
Apartment in Fredericksburg
4.88 out of 5 average rating, 223 reviews

Spacious Apartment, Centrally Located Dwntn

Your spacious retreat in historic downtown Fredericksburg! This 1BR/1BA apartment blends modern comfort with the charm of one of Virginia's most walkable towns. Full kitchen, cozy living area, and everything for a relaxing stay. Step outside and you're minutes from Caroline Street's best restaurants, boutiques, and galleries. Smart lock self check-in makes arrival effortless. Whether you're here for a romantic getaway, girls' trip, or business travel, you'll love calling this home base.

Top guest favorite
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, 193 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.

Top guest favorite
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
4.98 out of 5 average rating, 131 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 favorite
An exterior view showcases a wooden staircase leading to the entrance of the accommodation. The stairs are surrounded by trees, with a pathway made of stone tiles visible in the foreground. The rustic brick wall of the building adds character to the serene natural setting.
Apartment in Ashland
4.98 out of 5 average rating, 133 reviews

Ashland Aerie

Relax in this peaceful, stylish space for one, located north of Richmond. Park in the carport and go upstairs (21 steps) to enjoy privacy, convenience, and safety - with kitchenette, small washer/dryer, smart TV, desk, and exterior cameras. Ashland, less than three miles south, has restaurants (many), grocery stores, laundromats, a movie theater, a public library, churches, a post office, and Randolph Macon College. King’s Dominion and Meadow Event Park are six miles north.

Guest favorite
A hot tub is set within a private deck area, surrounded by lush greenery. Soft lighting creates a warm ambiance as steam rises gently from the water, and a scenic view of trees can be seen in the background at twilight.
Home in Colonial Beach
4.89 out of 5 average rating, 103 reviews

The Lake Oasis Retreat *cozy, serene, relaxing*

Escape to The Lovers’ Lake Oasis, a cozy four-season retreat designed for romance and relaxation. Soak in the hot tub under soft twilight lighting, take in peaceful Placid Lake views, or unwind in the secluded backyard. On warmer days, walk five minutes to the dock and launch a kayak. For a special touch, add our romantic decor package with roses, candles, chocolates, and bubbly ($320) to enjoy while stargazing from the hot tub. Serenity awaits. 🍾🥂❣️

Top guest favorite
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, 107 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.

Top guest favorite
A serene view of a shared pier extending into calm waters, showcasing several boats docked. The still water reflects the cloudy sky and surrounding greenery, creating a tranquil atmosphere. Vertical posts line the pier, enhancing the waterfront experience.
Cottage in Colonial Beach
4.93 out of 5 average rating, 102 reviews

Sunset Point-Waterfront home&shared pier for boat!

Perfect escape with waterfront views and pier. Calling all water and boat lovers! The house is fully outfitted with all amenities you will need. Located on the point and only a quick walk to Dockside restaurant, Colonial Beach Yacht center, town boat ramp, beach and more! Pier access for fishing, swimming or you can bring your boat! Rent a golf cart to travel around town. You will fall in love with the welcoming, fun, quiet little town!

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, 128 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”).

Popular amenities for vacation rentals near Ingleside Vineyards