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Cottage vacation rentals in Westmoreland County

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Top-rated cottage rentals in Westmoreland County

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Guest favorite
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
4.95 out of 5 average rating, 97 reviews

Happy Hour~Private dock, amazing sunsets, peaceful

Perfect for a private, scenic romantic get away or for a family of 4. Open for short- and long-stays. ‘Happy Hour’ is a uniquely furnished 2 bd/2 ba riverfront cottage at Cobb Island, Md, where you can chill to your heart’s content with panoramic views & sunsets on the Potomac River. Drop anchor! 2 bikes. Great fishing. 2 TVs, Wi-Fi, fully-equipped kitchen, W/D, deck, charming 1,100 sq.ft., 40s home. Enjoy the serenity. 3-night minimum reservation. Sleeps 4 max. No partiers. Unforgettable home

Guest favorite
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
4.93 out of 5 average rating, 105 reviews

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

Welcome to the Butterfly Effect! Recharge at this tranquil getaway. 2.5 wooded acres with a private dock and cove, a short paddle away from the lake beach with a swimming dock and sandy beach! Fishing, swimming, and floating all on the protected freshwater lake. We have boats for your use, theater space & hot tub to wind down at night after dining on our deck. Picnic at our private Shark Tooth Beach, watch Osprey & Eagles fish the Potomac, and collect 15-million-year-old fossilized shark teeth!

Guest favorite
A cozy living area is highlighted by a gray sectional sofa and patterned area rug. A stone fireplace adds warmth, while a large flat-screen TV is visible. Natural light streams through windows, and a staircase leads to the upper levels. Nautical decor enhances the beach-inspired atmosphere.
Cottage in Colonial Beach
4.84 out of 5 average rating, 182 reviews

SUPERB BEACH COTTAGE- Waterview, firepit, porch!

Dig your toes into the sand at Colonial Beach when you stay the 'Hummingbird Harbour,' a 3-bed, 2.5-bath cottage along the Potomac River! Ideally located only minutes from the shore, this quaint vacation rental is the perfect family getaway, complete with an expansive backyard, fire pit, and outdoor dining area. Take in the fresh ocean air from the screened porch with a steamy cup of joe in hand, or explore the shoreline with a walk down to Dockside Restaurant & Tiki Bar, found just steps away!

Top guest favorite
A wooden pier extends over calm waters, leading towards a grassy area lined with trees. Rustic cottages are visible in the background, framed by lush greenery. Sunlight highlights the natural textures of the pier and the surrounding landscape.
Cottage in Tall Timbers
5 out of 5 average rating, 58 reviews

Charming Waterfront Cottage with Sunset Views

Nestled on the Potomac River is "Pine Needle Nest." This 100-year-old pristinely redesigned cottage is the epitome of relaxation & waterfront living. Explore on bikes & kayaks or simply enjoy nature under the 100' pine trees. Oyster tastings, charter fishing & antiquing make this place perfect for travelers looking for the local vibe. Watch the sunset from any of the designer bedrooms, stylish kitchen, 90' pier or cozy firepit. Create nostalgic memories & experiences that will last a lifetime.

Top guest favorite
A waterfront cottage is set against a backdrop of lush greenery, with a stone wall bordering the water. The well-maintained lawn extends towards the river, and the cottage features a covered patio, inviting outdoor seating, and a surrounding cluster of trees.
Cottage in Cobb Island
4.96 out of 5 average rating, 81 reviews

Where Eagles Soar *Stunning Waterfront Views*

Escape to our tranquil waterfront cottage on Cobb Island, just a 1 hour and 20 minute drive away from the bustling city of NOVA and Washington DC. This hidden gem offers a perfect refuge for those seeking a peaceful retreat, a romantic getaway, a girls' trip, a remote workspace, or a solo getaway to unwind and recharge. You will undoubtedly want to return again and again You are welcome to bring your boat as their is ample space in the large wrap-around driveway suitable for parking.

Guest favorite
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
4.96 out of 5 average rating, 227 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
The exterior of the cottage features a welcoming wooden porch with a railing, flanked by two chairs. The fully fenced yard is surrounded by lush greenery, and a well-maintained pathway leads to the front steps. Soft lighting enhances the entrance, creating an inviting ambiance.
Cottage in Colonial Beach
4.91 out of 5 average rating, 87 reviews

Colonial Beach Cottage, 7 minutes walk to beach!

Welcome! Enjoy your stay in this bright fully fenced & newly remodelled two-bedroom, one & a half-bath cottage in the heart of Colonial Beach downtown! You & your family will be close to everything and will make wonderful memories in our beautiful home: • 7 mins walk to the Beach Boardwalk • 7 mins to Colonial Beach Statues • 9 mins walk to the Municipal Pier • 1 min walk to Golf Cart rental shop • 2 mins walk to 7-Eleven • <5 mins walk to tons of great restaurants, breweries, and shops

Superhost
A charming blue cottage features a spacious front deck with wooden railings and steps leading up to the entrance. Large windows allow for ample natural light, while the surrounding grass lawn and trees enhance the outdoor setting.
Cottage in Colonial Beach
4.84 out of 5 average rating, 119 reviews

Bungalow Private Beach & Dock Colonial Beach Water

Furnished, 2 bedrooms (2 queen) & one bath with private dock privileges for fishing crabbing & boating. Water view from the deck & private beach access steps away. 3 Blocks to Town, Walk to restaurants, playground & casino. Sit on the deck that wraps around the home & overlooks the water. Large grass yard to play games , cookout, or sit by the fire. There is a full kitchen & washer/dryer. Just renovated. Golf cart available to rent. Linens included.

Top guest favorite
An open living space features a modern kitchen with stainless steel appliances and white cabinetry. A wooden dining table with light-colored chairs is positioned centrally, accompanied by a cozy seating area. Large windows provide natural light and a view of the adjoining four-season porch.
Cottage in Montross
4.98 out of 5 average rating, 50 reviews

Harbor Cottage

Nestled in a beautiful water community you'll find this modernized cottage. Harbor Cottage is a bright and open A-frame single family home, perfect for a quiet and cozy retreat. Relax on the four-season porch with panoramic views! Get outdoors and enjoy hiking, biking, bird watching or fossil hunting. A short 5 minute walk you'll find a riverbank beach perfect for sunbathing, shell collecting, kayaking, fishing and stunning sunrises.

Top guest favorite
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
4.96 out of 5 average rating, 114 reviews

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

Welcome to Sunset View Cottage. A spacious and bright two-level waterfront home with a private dock and beach access in Leonardtown, MD. Enjoy swimming off the dock and beach in the Potomac River. Full western views across the widest part of the river make for unbelievable sunsets. Your ideal family vacation, couples getaway, or work-from-home retreat just 90 minutes outside DC. Visit us on IG @sunsetviewcottage

Guest favorite
Cottage in Hague
4.98 out of 5 average rating, 175 reviews

Waterfront Cottage on the Potomac River

Embark on a journey to the serenity of nature and the gentle lullaby of the Potomac River at the cottage. Escape the hustle and let the timeless embrace of water and tranquility rejuvenate your mind and soul. The private sandy beach (no public access) is steps away and awaits your footprints. Delight in the serene surroundings of the Northern Neck countryside. Two hours from DC, Richmond and Maryland.

Guest favorite
A charming cottage exterior is framed by lush greenery and tress, featuring yellow shutters that accentuate the white façade. A path of stepping stones leads to the inviting front door, while a glimpse of water is visible in the background.
Cottage in Leonardtown
4.92 out of 5 average rating, 234 reviews

Potomac River Freedom Cottage

Welcome to the Freedom Cottage! We hope you will have a wonderful relaxing stay. Guest access will be provided via a keycode which will be emailed prior to arrival, spare key hanging inside. Guests will have access to the entire house and grounds (front and rear yard, stretching down to the beach/water). **Off-season long term rentals available with washer/dryer access, please contact me to discuss

Popular amenities for Westmoreland County cottage rentals

Kitchen
Wifi
Free parking on premises
Air conditioning

Cottage rentals with a hot tub

Top guest favorite
Cottage in Saint Leonard
4.96 out of 5 average rating, 164 reviews

Cozy Cottage, Winter Promo, Hot Tub, BlockToBeach

Guest favorite
A covered outdoor seating area is shown, featuring a rug and a wooden table surrounded by comfortable chairs. Green trees provide shade, and a view of the calm waterfront and distant shoreline can be seen, creating a serene outdoor space for relaxation.
Cottage in Lusby
4.96 out of 5 average rating, 27 reviews

Riverside Haven w/ Hot Tub

Superhost
A spacious yard features a hammock suspended between two trees, overlooking the bay. Colorful Adirondack chairs are positioned nearby, creating an inviting spot for relaxation. The calm water stretches into the distance under a clear sky, providing a serene atmosphere.
Cottage in Reedville
4.88 out of 5 average rating, 231 reviews

Private point on the Bay🌤hammock, hot tub, kayaks❤️

Superhost
A serene waterfront property is displayed, featuring a two-story structure with a spacious deck overlooking the sandy beach. The outdoor area includes lounge chairs and a nearby kayaks, all framed by calm waters and lush greenery in the background.
Cottage in Scotland
4.86 out of 5 average rating, 22 reviews

Hays Beach House - Hot Tub - Private Beach

A bright and airy living area features large windows providing views of the surrounding landscape. Comfortable seating is arranged around a circular coffee table on a patterned area rug, while built-in shelves display decorative items. Ceiling fan and light tones enhance the space's openness.
Cottage in Heathsville
4.89 out of 5 average rating, 44 reviews

Waterfront Heathsville Cottage w/ Dock & Hot Tub!

Guest favorite
A wooden dock extends into the calm water, surrounded by lush greenery along the shoreline. The scene showcases a tranquil landscape with a gradual sandy area visible at low tide, framed by a clear blue sky dotted with fluffy white clouds.
Cottage in Heathsville
4.91 out of 5 average rating, 128 reviews

Waterfront Cottage w Hot Tub, Kayak, Fishing

An aerial view showcases a lush green landscape surrounding a peaceful shoreline. The sandy beach meets calm waters, framed by dense trees. The varied colors of the water create a serene contrast against the vibrant greenery, presenting a tranquil natural setting.
Cottage in Lusby
4.77 out of 5 average rating, 62 reviews

Hot Tub Hideaway by Shark Tooth Shores

Pet-friendly cottage rentals

Guest favorite
The modern cottage features a fully screened front porch, furnished with teal chairs and a television for entertainment. A round fire pit sits on a stone patio, surrounded by a wooden fence and green grass, under a vibrant sunset sky.
Cottage in Colonial Beach
4.96 out of 5 average rating, 49 reviews

Kokomo Cottage situated between the River and Bay

Top guest favorite
A designated gaming area features a Ms. Pac-Man arcade machine beside a small wooden table with four white chairs. Natural light enters through two windows, illuminating the light hardwood floor and a patterned blue rug beneath the table.
Cottage in Colonial Beach
4.9 out of 5 average rating, 40 reviews

The Garden Cottage of Colonial Beach

A bright living area features large glass doors that open to scenic water views. Natural light fills the space, highlighting wood flooring and a soft white sofa. A television is positioned near a cozy area rug, creating a relaxed environment for gatherings.
Cottage in Newburg
4.68 out of 5 average rating, 37 reviews

Chesapeake Bay Vacation Rental w/ Boat Dock!

Superhost
An aerial view reveals a peninsula bordered by calm waters, with a mix of grassy areas and trees. Several nearby cottages and docks are visible along the water, creating a peaceful coastal setting. The landscape shows a blend of natural and residential elements.
Cottage in Hague
4.65 out of 5 average rating, 139 reviews

Narrows Beach Cottage: Rock-fishing Retreat

An open-concept living area is revealed with ample natural light. A cozy blue sectional sofa and an accent chair are positioned around a circular coffee table. A dining area with a light wooden table and soft-colored chairs is visible, alongside a large plant and neutral-toned curtains.
Cottage in Colonial Beach
4.78 out of 5 average rating, 9 reviews

9 Mi to Colonial Beach: Charming Cottage w/ Yard!

Guest favorite
A one-story cottage with a light-colored exterior is positioned near the water. A spacious driveway leads to the entrance, which is framed by neatly trimmed grass and trees. The surrounding area showcases calm waters and a clear blue sky.
Cottage in Kinsale
4.92 out of 5 average rating, 268 reviews

Great little cottage with a "Rivah" view

Top guest favorite
The exterior of a two-story cottage is displayed, featuring a red metal roof and yellow siding. A welcoming porch includes rocking chairs. Lush greenery surrounds the house, complemented by a fenced backyard visible to the right.
Cottage in Colonial Beach
4.94 out of 5 average rating, 51 reviews

Red Roof Cottage 4BR/2BA, Pet ok, 1 block to beach

A sailboat is anchored calmly on the water, surrounded by lush greenery on the banks. A wooden dock extends into the water, leading towards several posts and pilings, with a clear blue sky above.
Cottage in Kinsale
4.83 out of 5 average rating, 120 reviews

Kinsale Waterfront Cottage

Private cottage rentals

Top guest favorite
The charming exterior of a two-story cottage is showcased, featuring light yellow siding and dark shutters. A welcoming porch with a bench is present, surrounded by neatly maintained shrubs and lush green grass. An American flag is displayed prominently on the front.
Cottage in Colonial Beach
4.96 out of 5 average rating, 109 reviews

Hawthorn Cottage Great In-town Location!

Guest favorite
A covered porch is illuminated in warm light, featuring two blue rocking chairs positioned on a light-colored deck. Nearby, a doorway leads into the cottage, with soft curtains visible inside. Lush greenery and a view of surrounding houses are also present.
Cottage in Colonial Beach
4.93 out of 5 average rating, 309 reviews

Cozy cottage 3 blocks from beach

A spacious living area features a large gray sectional sofa adorned with decorative pillows. A wooden coffee table centers the room, while a flat-screen TV is mounted on the wall. Natural light fills the space through multiple windows, contributing to a bright environment.
Cottage in Colonial Beach
4.55 out of 5 average rating, 20 reviews

Adorable Cottage: Fire Pit, Walk to Colonial Beach

Guest favorite
A charming cottage exterior is framed by lush greenery and tress, featuring yellow shutters that accentuate the white façade. A path of stepping stones leads to the inviting front door, while a glimpse of water is visible in the background.
Cottage in Leonardtown
4.92 out of 5 average rating, 234 reviews

Potomac River Freedom Cottage

A wooden dock extends over the water, leading toward a charming building with a red roof and a lighthouse structure nearby. Surrounding greenery provides a natural backdrop, and a clear sky enhances the scenic view of the riverside setting.
Cottage in Avenue

Dock Access: Waterfront Cottage in Avenue!

Guest favorite
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
4.93 out of 5 average rating, 105 reviews

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

Top guest favorite
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
4.96 out of 5 average rating, 114 reviews

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

Top guest favorite
An outdoor deck features comfortable seating with two rocking chairs and an outdoor sofa, arranged around a propane fire pit. A vibrant orange umbrella provides shade, overlooking the tranquil water of Nomini Creek, with lush greenery and a private dock in the background.
Cottage in Montross
4.98 out of 5 average rating, 186 reviews

Newly Renovated 2BR Waterfront Cottage with Dock

Destinations to explore