Holiday rentals in Bushwood

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Top-rated holiday rentals in Bushwood

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Guest favourite
A hammock is positioned on a grassy area near the water, surrounded by trees. The serene view of the water extends in the background, offering a peaceful setting for relaxation. The gentle sway of the hammock invites leisurely moments outdoors.
Home in Coltons Point
4.92 out of 5 average rating, 74 reviews

Waterfront Relaxing Getaway

Relax with the view of colorful sunsets while sitting waterside on the hammock. Bring the whole family to enjoy roasting marshmallows by the fire and a fun-filled day with outdoor dining, grilling, and entertainment. Wireless internet offered with Dish cable and two smart tv’s. Kitchen includes stove, microwave, oven, Keurig, pots and pans, and other utensils to make your cooking experiences more simple. Note* we do not have our own pier. Please use our fishing rods at the public pier close by!

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, 135 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
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
4.91 out of 5 average rating, 127 reviews

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!

Top guest favourite
Flat in Leonardtown
5 out of 5 average rating, 17 reviews

The Downtown Leonardtown Hideaway!

✨Stay in the Heart of Downtown Leonardtown and Quick Zip to NAS PAX River, St. Mary's College & CSM. Skip the hotel and settle into your own calm space steps from everything. This cozy condo sits in a quiet, safe neighborhood with sidewalks that lead you straight to the waterfront, eateries, coffee shops, boutiques, and the charm of the historic square. Whether you’re here for a quick escape or work; you’ll love having this space to unwind while being able to walk to all things downtown.

Top guest favourite
Cottage in Leonardtown
4.96 out of 5 average rating, 267 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
Home in Cobb Island
4.97 out of 5 average rating, 98 reviews

*Scenic Waterfront Hideaway*

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.

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
4.97 out of 5 average rating, 105 reviews

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.

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
4.93 out of 5 average rating, 184 reviews

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.

Top guest favourite
A serene waterfront scene is captured at sunset, featuring a private dock extending into calm waters. Vibrant colors reflect off the surface, surrounded by soft silhouettes of trees and shrubs. The sky displays hues of orange, pink, and purple, creating a tranquil atmosphere.
Cottage in Chaptico
5 out of 5 average rating, 22 reviews

Sunsets, private pier, fish/crab, Pax’s/CobbIsland

BlueCrabCottage welcomes you to the 'best sunsets' in the county! Come explore the museums and historic sites showcasing Maryland's rich heritage. Enjoy the waterfront front and back, private acres, back creek, boathouse w/ dining table, 3 piers and more outside stuff to do than I can name here. Enjoy the local Amish markets or the restaurants in Leonardtown, Pax River, Cobb Island and Solomons Island. Wash DC - 40 miles, Pax River - 22 miles away. Let's make memories

Guest favourite
Home in Newburg
4.96 out of 5 average rating, 89 reviews

Beautiful, serene waterfront property

Come enjoy the river at this spacious, waterfront house! The house has a big porch with a propane grill, Adirondack chairs and a table to dine al fresco or enjoy your morning coffee. The hammock, firepit, and yard games (corn hole etc.) are also delightful. The house is great for birdwatchers - we regularly see bald eagles, ospreys, and blue herons. There is great fishing off the dock as well. Waterviews from the living room, office kitchen, and two of the bedrooms.

Top guest favourite
The exterior of a two-story duplex is featured, showcasing a light brown facade with white trim. A peach-colored front door is visible, adorned with a decorative lantern. Several windows are framed by black shutters, and greenery lines the pathway leading to the entrance.
Townhouse in Leonardtown
4.99 out of 5 average rating, 124 reviews

Charming Duplex in the heart of Leonardtown

This bright, stylish duplex is the perfect base to explore St Mary’s county. Nestled in downtown Leonardtown , this contemporary living space has everything to make you feel at home – WiFi, Netflix, washer and dryer, queen size beds in 2 of the 3 bedrooms, two twin beds in the 3rd. Kitchen is well equipped with just about everything you might need including basic spices, sugar and cooking oil. Spend your evenings relaxing on the back deck under the soft lighting.

Top guest favourite
A serene waterfront scene captures a tree silhouetted against a vibrant sunset over the water. Piers extend into the bay, and the horizon is adorned with warm hues of orange and blue, creating a calming atmosphere.
Home in Cobb Island
4.96 out of 5 average rating, 26 reviews

Island Waterfront Cottage Loft with Private Pier

Kick back and relax in this calm, waterfront open space cottage on the Wicomico River. Enjoy kayaking, fishing, swimming off the pier, and boating. Located 45 miles south of DC on a 1 square mile island that has local restaurants and quaint grocery store. This cottage has vaulted ceilings with 2 bedrooms, 2 bathrooms, and a unique loft provides extended room for extra guests. It offers high-end kitchen with appliances for the best cooking and hosting-experience.

Popular amenities for Bushwood holiday rentals