Holiday rentals in Westmoreland County

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Top-rated holiday rentals in Westmoreland County

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

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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, 127 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 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, 119 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!

Top guest favourite
Guest suite in Warsaw
4.98 out of 5 average rating, 153 reviews

The Osprey Nest: Rappahannock Riverfront Suite

Sunny, private 2nd floor suite at the river's edge with panoramic views of the Rappahannock and surrounding farmland. Fiery sunsets, sunrises, starry skies, soaring eagles, and ospreys await. Swim, fish, explore the waterways by kayak, or bike in this tranquil, rural setting. Mornings on the balcony, with the songbirds is a treat, and relaxing on the riverfront "treehouse" deck, is sublime. Restaurants, historic sites, hiking, fossil hunting, wineries, antiques & more are a short car ride away.

Top guest favourite
Cottage in Leonardtown
4.96 out of 5 average rating, 258 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 Montross
4.95 out of 5 average rating, 95 reviews

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

Waterfront oasis on Nomini Creek with over 380 feet of waterfront nestled on a 2.6-acre lot and only 2hr from DC, 1hr from Richmond. This home has been fully updated and offers plenty of space for your family or friend retreat. a dream kitchen, huge open concept 2 story living room with incredible floor to ceiling windows offering incredible views of the water and a fireplace. Nice patio with firepit offers incredible views. Bring your boat or Jetski to the dock. This property is amazing.

Superhost
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
4.85 out of 5 average rating, 85 reviews

Waterfront Home w/ Private Dock!

Gorgeous views of Mattox Creek which runs into the Potomac from the 100' private pier. Swim or fish straight from dock; bring your boat/kayaks! 3 BR/3 BA stepless ranch w/ tons of natural light. Updated Kitchen w/ newer appliances, cabinets & plenty of counter space. Separate Butler's Pantry. Wood fireplace & pellet stove. Pets welcome! 45 min to F'burg/Tappahannock. Private neighborhood. Minutes to downtown Colonial Beach shopping/dining. Free Internet & Utilities w/ up to 30 day stay.

Guest favourite
A single-story home is situated on a grassy area with trees in the foreground. The house features a covered porch with multiple windows that reflect the colorful sunset over the water in the background, creating a serene lakeside atmosphere.
Home in Montross
4.91 out of 5 average rating, 53 reviews

Enjoy the Sunset at Nomini Bay

Enjoy the peace and serenity of Nomini Bay. The home is located right on the water! With expansive water views and your own private boat dock, the house has plenty of space to gather as a family and enjoy game nights but is also cozy enough for a peaceful couple's getaway. Comfortably and stylishly furnished, this home will provide everything you and your family need for your visit. Located 10 minutes from the town of Montross, come enjoy the sunset happy hours at this lovely home.

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, 179 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.

Guest favourite
Home in Montross
4.98 out of 5 average rating, 149 reviews

Waterfront, Pool + Beach, Dock + Kayaks, Potomac

Relax - Star Gaze - Kayaks/Paddleboard - Hike - Fish - Swim - Beach & more! ☀️ Waterfront w/Dock 👨‍🍳 Gas griddle 🛶 Kayaks/Paddleboard 🔥 Fire pit ⛱️ 3 Community Beaches 🎯 Gameroom 🐶 Dogs OK (Max 2) ⚡️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! Book your getaway today or ❤️ us for next time!

Top guest favourite
A charming cottage exterior features a light green facade with white trim and black shutters. A decorative red door is centered, framed by two windows. Two seating chairs and a wrought-iron loveseat are positioned on the grass, alongside flower planters enhancing the entrance.
Home in Colonial Beach
4.97 out of 5 average rating, 106 reviews

Bayside Bungalow

This beach cottage is on the point with view of Monroe Bay from the backyard. Walking distance to breweries and restaurants. Only 3 blocks from the beach! Open floor plan with a kitchen, dining room, living room, and office/laundry room. There is a dedicated working from home space that includes a mouse, monitor, and keyboard. The backyard is fully fenced with a patio and table and chairs. The living room has a smart tv that includes Apple TV & a sound bar.

Top guest favourite
Cottage in Hague
4.99 out of 5 average rating, 203 reviews

Waterfront Cottage on the Potomac River

Escape to our serene waterfront cottage on the Potomac River, just 2 hours from Washington D. C. and the Richmond area. This retreat comfortably sleeps 5 and features a private pier for fishing, a sandy beach for relaxing, cozy sun room for reading, and breathtaking water views. Enjoy a fully stocked kitchen, fast WiFi, and a spacious deck. The perfect spot for a romantic weekend, a special celebration or a simple peaceful retreat.

Top guest favourite
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, 129 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 Westmoreland County holiday rentals