Vacation rentals in Westmoreland County

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Top-rated vacation rentals in Westmoreland County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
A set of two red folding chairs encircle a small wooden table adorned with colorful dishes. The table overlooks a serene expanse of water, with a grassy area extending towards the water's edge. Natural light bathes the scene, creating a relaxed ambiance.
Home in Hague
4.97 out of 5 average rating, 179 reviews

Osprey's roost: Spring and summer 2026

Hidden treasure! Come join the osprey along the Potomac River in the Northern Neck of Virginia! This 4 bedroom/3 bath custom home is at the end of a quiet lane and sits on a point of land between the Potomac River and Blackbeard’s Pond, making for magnificent river views from sunrise to sunset. Enjoy swimming, canoeing, Bocce on the lawn, barbecue on the deck! Osprey’s Roost is the perfect retreat to rest and recharge, ideal for a romantic week away, a girls’ weekend or a family gathering!

Guest favourite
A sunroom is shown with a comfortable wicker chair facing large windows that provide panoramic views of the Potomac River at sunset. A decorative lamp is positioned next to the chair, with a small table displaying books and a notepad. Soft lighting enhances the peaceful ambiance.
Cottage in Cobb Island
4.94 out of 5 average rating, 101 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-ni. minimum reservation. Sleeps 4 max. No partiers. Unforgettable home!

Top guest favourite
The spacious deck overlooks tranquil water views, featuring a stylish table and chairs under a red umbrella. Adirondack chairs are positioned for relaxation, while greenery and docks frame the picturesque scene, creating a peaceful outdoor setting for enjoying nature.
Home in Cobb Island
4.99 out of 5 average rating, 124 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 fire pit glows warmly in the foreground, surrounded by lush green grass. The calm water of the river reflects the soft hues of the sky, while an osprey nesting platform is visible in the distance, adding to the serene riverside ambiance.
Guest suite in Warsaw
4.98 out of 5 average rating, 150 reviews

The Osprey Nest: Rappahannock Riverfront Suite

Sunny, private 2nd floor suite at the river's edge features panoramic views of the Rappahannock and surrounding farmland. Take in fiery sunsets, sunrises, starry skies, eagles, ospreys and more. Swim, fish, explore waterways by kayak, or bike in tranquil, rural surroundings. Morning coffee on the balcony with the songbirds is a treat, and the riverfront deck, surrounded by trees is sublime. Restaurants, historic sites, hiking, fossil hunting, wineries, antiques & more are a short car ride away.

Guest favourite
Aerial view of the serene shoreline, revealing sandy beaches bordered by golden grasses. The calm waters extend into the distance, with gentle waves lapping at the shore. Rocky sections are visible, along with a scattering of trees and distant homes along the water's edge.
Home in Montross
4.98 out of 5 average rating, 145 reviews

Waterfront, Pool + Beach, Kayak, Gameroom, Potomac

Relax - Star Gaze - Kayaks/Paddleboard - Hike - Fish - Swim - Beach & more! ☀️ Waterfront 🛶 Kayaks/Paddleboard 👨‍🍳 Gas griddle ⛱️ 3 Community Beaches 🔥 Fire pit 🐶 Dogs OK (Max 2) 🎯 Gameroom ⚡️EV Outlet The Riverside Retreat in Montross, VA is the perfect spot to relax and connect with nature. We offer a peaceful sanctuary that families & small groups love to visit! Ask us about your 3+ Night Promo! Book your getaway today or ❤️ us for next time!

Top guest favourite
Cottage in Leonardtown
4.96 out of 5 average rating, 253 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 tranquil view from the porch features a colorful hammock, inviting relaxation amidst lush green grass. The landscape stretches to the water in the distance, framed by trees and an open sky, creating a serene atmosphere.
Home in Montross
4.98 out of 5 average rating, 179 reviews

Beach Please! River cottage w/private beach & dock

Come unwind at "Beach, Please!" Our renovated cottage on the river with a private beach and dock is waiting for you! What's there to do? There's boating, fishing, crabbing, bird watching, tanning, and hammock-napping. Need more? Ok, antique shops, breweries, wineries, live music, crab boils and oyster fests. Still need more? Cornhole, can jam, horseshoes, hiking, and swimming and tennis at the community pool. That's not all, so just trust us - you will LOVE your time in Montross, Virginia!

Top guest favourite
A wooden swing is situated under a shaded gazebo, overlooking the peaceful Rappahannock River. Lush green grass surrounds the area, and a large tree provides additional shade. The clear blue sky complements the scenic river view in the background.
Tiny homes in Westmoreland County
4.99 out of 5 average rating, 106 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 favourite
A spacious outdoor deck is framed by tall trees, overlooking the water at sunset. Two Adirondack chairs are positioned to face the serene view, while the soft colors of the horizon contrast with the darkening sky. A walkway appears in the distance, leading to the water.
Home in Leonardtown
4.99 out of 5 average rating, 126 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”).

Top guest favourite
Cottage in Leonardtown
4.97 out of 5 average rating, 122 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

Top guest favourite
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
4.99 out of 5 average rating, 207 reviews

Waterfront Escape w/ Private Dock & Fire Pit

Escape to Mallard Cottage, our renovated home nestled along the picturesque Nomini Creek. Step onto the private dock for direct water access, where you can launch one of our paddleboards or kayaks for a day of exploration. Highlights include: ✔ 4 Outdoor Decks ✔ High-Speed Wi-Fi ✔ Central Heating & Air Conditioning ✔ Game Room ✔ Free Parking ✔ No Cleaning Fee!

Top guest favourite
A hot tub bubbles invitingly under a deck, framed by the natural beauty of surrounding trees. Gentle ripples dance on the water's surface. Stairs lead up to the deck, providing easy access to the serene riverside setting.
Home in Colonial Beach
4.96 out of 5 average rating, 117 reviews

River Refresh - Waterfront with Spa on Placid Bay

Nestled along the gentle curves of Mattox Creek, River Refresh stands as a serene sanctuary, a perfect retreat from the hustle and bustle of everyday life. The house, adorned with a soft palette of earthy tones, seamlessly blends into the surrounding natural beauty, creating an atmosphere of peace and relaxation.

Popular amenities for Westmoreland County vacation rentals