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Places to stay near Ingleside Vineyards

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Top-rated holiday rentals near Ingleside Vineyards

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Guest favourite
Home in Colonial Beach

Grey Heron Hideaway•Boho Retreat By Water•Fire Pit

Unplug and unwind at Grey Heron Hideaway — a charming one-level retreat tucked in a peaceful residential neighborhood, just a short walk to Monroe Bay and a quick 10 minute drive to the sand of Colonial Beach. Enjoy the best of both worlds: an easy stroll to Placid Lake and the T-dock for swimming and floating, plus the privacy and quiet you'll love after a day by the water. With nearby restaurants, shops, and beach access, you’ll return home each evening to calm comfort and room to truly relax.

4.95 out of 5 average rating, 104 reviews
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

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!

4.99 out of 5 average rating, 140 reviews
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

Waterfront Cottage in Colonial Beach at Placid Bay

Luxury Cottage with private water views and natural wildlife. You will love the open floor plan with a chef's kitchen stocked with All the essentials including beverages and coffee. 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 Relax and enjoy the quiet Bird Sanctuary without the noise of motorized vehicles Close to DC and NOVA

4.99 out of 5 average rating, 138 reviews
Top guest favourite
A wooden dock extends into calm waters, showcasing a boat moored at the end. The serene surface reflects the pastel colors of the sky during dusk. Wooden posts line the edges of the dock, enhancing the tranquil setting.
Home in Newburg

The River House, a Wicomico Beach Retreat

Located right on the water of the Wicomico River with a private sandy beach, The River House will become your favorite retreat! This 5 bdrm, 3 bath fully stocked home has all the convenience of modern construction (including wifi) but maintains the vintage charm of the original property. The acre+ plot is very private with spectacular forest & water views. Fun can be found in every direction and for all ages! It has two bottom floor bed/bath combos, plus a fabulous sleeping loft for the kids!

4.91 out of 5 average rating, 128 reviews
Top guest favourite
A circular stone fire pit is surrounded by six blue Adirondack chairs, set on a brick patio. The spacious yard features grass and trees, with a glimpse of the house in the background and colorful clouds in the evening sky.
Home in Colonial Beach

Lovely 5 bedroom home, TVs in all bedrooms.

Escape to this spacious and inviting 5 bedroom home, perfectly situated in a quiet neighborhood just a short walk from the beach. Designed for comfort and convenience, the well appointed kitchen is ready for home-cooked meals. A premium propane grill is also provided for our guests. Each bedroom is equipped with its own TV ensuring relaxation for all. There is a large fenced backyard with a fire pit perfect for relaxing under the stars. Pets are welcome. The home is also handicapped accessible.

5.0 out of 5 average rating, 101 reviews
Top guest favourite
Home in Cobb Island

*Solitude At Sunset*

YOUR WATERFRONT OASIS AWAITS! If you are looking for a true getaway, look no further. Tucked away on a small, peaceful island, this hidden gem is uniquely surrounded by 3 bodies of water: The Potomac River, the Wicomico River, and Neale Sound. This quiet island oasis offers the perfect place to step away from the busy world! This cottage is incredibly special to us. For four generations, it has been a sanctuary for our family-filled with love, laughter, and countless memories.

4.97 out of 5 average rating, 102 reviews
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

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.

4.94 out of 5 average rating, 198 reviews
Top guest favourite
A private dock extends into the calm water, featuring a wooden platform and seating areas. A vibrant blue paddleboard rests on the grassy shoreline, while an in-ground trampoline is seen nearby. The scene is framed by trees under a clear blue sky.
Home in Montross

Waterfront home, private dock

Relax right next to the water in this tranquil Montross getaway. Fish, crab, kayak, paddleboard, or just sit on the swing and watch dolphins, eagles, herons, and stingrays from your private dock. Dine outdoors on the spacious deck, spend some some quality family time with an in-ground trampoline, tree swing, cornhole, bocce ball, spikeball, and a unique custom-built treehouse. Or just stay inside, relax, and enjoy the views, with an indoor electric fireplace and jacuzzi bathtub.

4.97 out of 5 average rating, 108 reviews
Top guest favourite
A view from the property shows a grassy area leading to the water. A screened porch is visible, providing a tranquil space. The river reflects the blue sky and fluffy clouds, with trees lining the opposite bank. A wooden dock extends into the water.
Guest house in Bushwood

Little House by the water

Serenity - Privacy - Beauty - This little house by the water has it all. New Sealy queen size mattress, well equipped kitchen, Cuisinart coffee maker, full oven, glass topped stove, new refrigerator, and fully screened porch with water view. Perfect for 1 or 2 adults looking to get off the grid and recharge. In St. Mary's County,MD, just 90 minutes south of Washington DC. However, the space is small and it is really a studio apartment as I think the pictures make evident.

4.94 out of 5 average rating, 186 reviews
Top guest favourite
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.
Home in Colonial Beach

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

4.98 out of 5 average rating, 138 reviews
Guest favourite
A window frame is visible, showcasing a scenic view of the Potomac River. A telescope is positioned within the frame, aimed towards the tranquil waters. The horizon features trees and a distant shoreline, while a wooden fence adds a touch of structure to the foreground.
Home in Montross

Potomac River Getaway

Discover an incredible escape at our cliffside gem on the Potomac! This 3BR, 2.5BA retreat has airy living spaces and panoramic river vistas from the wraparound deck. Enjoy your coffee as eagles soar above, and unwind in a private hot tub beneath star-filled skies, all while soaking in breathtaking riverside sunsets. Perfect for family and friend getaways, with historical sites close by. Montross’s small-town charm awaits your exploration—enjoy!

4.86 out of 5 average rating, 103 reviews
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

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.

4.99 out of 5 average rating, 116 reviews

Popular amenities for holiday rentals near Ingleside Vineyards

KitchenWifiPoolFree parking on premisesAir conditioning

Apartment rentals with wifi

Top guest favourite
Apartment in Mechanicsville

Barnyard Retreat

4.99 out of 5 average rating, 107 reviews
Guest favourite
Apartment in Colonial Beach

Beach Haven - 3BR with River Views

4.94 out of 5 average rating, 34 reviewsAn open living area is shown, featuring a navy blue sofa with an orange accent pillow. A wood coffee table sits in the center, surrounded by two lounge chairs. A vibrant area rug adds a touch of color, while a large piece of wall art enhances the space. Natural light flows in from nearby windows.
Apartment in Colonial Beach

Charming Coastal Getaway In Downtown

4.7 out of 5 average rating, 10 reviewsAn open-layout living area showcases a spacious sectional sofa complemented by a stylish coffee table. Bar stools are positioned near a well-equipped kitchen island, with natural light filtering through large windows adorned with sheer curtains.
Apartment in Colonial Beach

Riverside Bliss 2BR Downtown Haven

4.29 out of 5 average rating, 7 reviews

Family-friendly house rentals

Guest favourite
The charming historic waterfront home features a distinctive turret, a spacious front porch with red chairs, and lush greenery in the yard. White siding and dark roofing create a classic appearance, while large windows allow for natural light. The surrounding area shows a peaceful, residential setting.
Home in Colonial Beach

Riverhurst on the Potomac

4.79 out of 5 average rating, 191 reviews
Guest favourite
The exterior of a two-story cottage is shown, featuring a welcoming wrap-around porch. Two bright red chairs sit near a small table, surrounded by neatly trimmed shrubs. Light-colored siding and blue shutters accentuate the home's inviting facade, with a wooden front door at the center.
Home in Colonial Beach

Beach Blonde Cottage

4.98 out of 5 average rating, 272 reviews
Top guest favourite
Home in Montross

Waterfront, 3 Beaches, Dock + Kayaks, Potomac

4.98 out of 5 average rating, 158 reviews
Top guest favourite
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.
Home in Colonial Beach

Sunrise Waterfront Potomac Beach Haus

4.96 out of 5 average rating, 157 reviews
Guest favourite
An aerial view showcases the expansive property bordered by a winding river, surrounded by vibrant foliage in autumn colors. Open fields and mature trees are visible, providing a sense of spaciousness and privacy. The tranquil water reflects the seasonal hues, enhancing the serene landscape.
Home in Montross

Potomac Waterfront Home and Estate

4.86 out of 5 average rating, 145 reviews
Guest favourite
Home in Colonial Beach

Colonial Beach Retreat • Private Beach Access

4.81 out of 5 average rating, 171 reviews
Guest favourite
Home in Montross

Riverfront Home w/Dock · Fire Pit · Kids Play Area

4.92 out of 5 average rating, 103 reviews
Guest favourite
A spacious lakeside home is illuminated as evening sets in, showcasing large windows and a balcony. The wooden deck leads to the entrance, while seating areas and outdoor spaces are positioned around the property, surrounded by lush greenery and tall trees.
Home in Montross

Stunning Lake House Retreat on the Potomac River

4.95 out of 5 average rating, 283 reviews

Apartment rentals with air conditioning

Top guest favourite
Two adirondack chairs and a small table are positioned on a grassy area overlooking Breton Bay. A vibrant sunset casts warm colors across the sky, reflecting on the calm water. The pier is visible in the distance, enhancing the serene scenery.
Flat in Leonardtown

Stunning Sunsets on Breton Bay, Seaside apartment

4.98 out of 5 average rating, 149 reviews
Top guest favourite
A cozy living area is shown, featuring a gray sofa with cushions and two soft ottomans. A wooden desk with a chair is positioned to the left, while a bright window allows natural light to fill the space. A small plant and framed artwork add a touch of decor.
Flat in Leonardtown

Retreat at Fenwick

4.96 out of 5 average rating, 113 reviews
Guest favourite
A landscaped area in front of the retreat features lush greenery and a walkway leading to the entrance. Nearby, a seating area with several chairs is visible against a backdrop of trees. Sunlight filters through the foliage, creating a serene outdoor setting.
Flat in Hustle

Rock Spring Retreat: Near Tappahannock!

4.93 out of 5 average rating, 75 reviews
Guest favourite
The exterior of the charming two-story building is framed by a landscaped pathway adorned with flowers. Soft pink lighting highlights the architecture, while large windows showcase decorative displays inside. The wraparound porch features seating, complementing the inviting entrance.
Flat in Colonial Beach

Magnolia Hideaway - Apt in town

4.9 out of 5 average rating, 20 reviews
Top guest favourite
A comfortable living area features a sectional sofa and two armchairs, complemented by a coffee table. Large windows allow natural light to fill the space, with a sliding door leading to a private balcony. A television is mounted on the wall opposite the seating.
Flat in Colonial Beach

Sandy Feet Retreat - Beachfront

5.0 out of 5 average rating, 76 reviews
Top guest favourite
A bright living area features large windows offering panoramic water views. A wooden dining table accommodates six, while a comfortable seating arrangement includes a blue armchair and a neutral-toned sofa. A ceiling fan is visible above, and decorative coastal artwork adorns the walls.
Flat in Colonial Beach

Sail Away To - Beachfront Views & Private Balcony

4.94 out of 5 average rating, 98 reviews
Top guest favourite
Flat in Stafford

Mount Hope

4.99 out of 5 average rating, 75 reviews
Top guest favourite
An open living area features a cozy couch and accent chairs, positioned near large windows that allow natural light. A dining table with four chairs sits nearby, complemented by light-colored cabinetry and a countertop in the kitchen area.
Flat in Colonial Beach

A Crabby Alibi

4.95 out of 5 average rating, 65 reviews

Other great holiday rentals near Ingleside Vineyards

Top guest favourite
A private entrance is visible on the exterior of a modern home, featuring a vibrant blue door framed by a welcoming porch. An outdoor seating area includes a round table with four dark chairs, complemented by blue cushions. A decorative sign adds charm to the space.
Holiday home in Colonial Beach

The Observatory on Rose Manor

4.95 out of 5 average rating, 175 reviews
Top guest favourite
Two white Adirondack chairs are positioned on a grassy area, facing a calm water view. A stone fountain stands nearby, and a wooden dock extends into the water, offering a serene atmosphere with trees lining the shore.
Cottage in Hollywood

Cottage on the Creek

4.99 out of 5 average rating, 107 reviews
Top guest favourite
Cottage in Leonardtown

Beach Front and 'Perfectly Placed'

4.96 out of 5 average rating, 274 reviews
Guest favourite
A serene private dock overlooks a calm cove, with vibrant kayaks stacked nearby. A simple bench provides seating, surrounded by lush greenery and mist rising from the water's surface, inviting relaxation and peaceful reflections.
Cottage in Montross

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach

4.93 out of 5 average rating, 130 reviews
Top guest favourite
Cottage in Montross

Waterfront Cottage | Private Dock + Water Toys

4.99 out of 5 average rating, 224 reviews
Guest favourite
A wooden pier extends toward a grassy area lined with two charming cottages. The structure features sturdy wooden posts on either side, inviting guests to enjoy the tranquil view of the river and the surrounding greenery.
Cottage in Cobb Island

Happy Hour~Private dock, amazing sunsets, peaceful

4.93 out of 5 average rating, 103 reviews
Top guest favourite
A serene view of a wooden dock extending into calm waters, reflecting hues of blue, orange, and pink from the sunset. Soft clouds drift in the sky, complementing the tranquil ambiance of the waterfront scene.
Cottage in Leonardtown

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

4.97 out of 5 average rating, 135 reviews
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

Waterfront Home w/ Private Dock!

4.85 out of 5 average rating, 96 reviews