
Holiday rentals with a pool in Westmoreland County
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Top-rated rentals with a pool in Westmoreland County
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Sail Away To - Beachfront Views & Private Balcony
Sail Away To, CoBe Condo’s brand new, waterfront condo w/ stunning views is now available! Reach out to accommodate a group by booking our sister condo, Sail Away! → Private patio w/ 180° views, perfect for a morning coffee or wine at sunset → Access to pool (owners and guests only) → 1,025 ft² of stylish, cozy space, steps from the water and restaurants → Master suite which looks upon the water → Fully equipped kitchen and living room, smart TVs → Reserved parking space → ❤️ of Colonial Beach

Modern River Relaxation
Welcome to your modern retreat at Colonial Beach. Newly built with sleek design, this single home is perfect for families and friends seeking both relaxation and adventure. Located just a short walk or lively golf cart ride to the beach, this home places you close to the best local dining, breweries, wineries, and attractions. Private hot tub for relaxing, and a huge outdoor screened living space to maximize fun. Community pool open thru mid-Oct and playground just steps away! Pet friendly!

Rooftop bay and river views
Watch sunrise & sunsets overlooking the Potomac River and Monroe Bay on the rooftop deck. Your new, open, spacious and quiet (end unit) townhome, fully furnished with beach towels, shampoo, everything, you need AND DOG FRIENDLY. Walk to the beach or rent a golf cart and explore. Separate levels with tv's so kids and adults can be on separate floors. Relax by the rooftop fire pit or in the HEATED pool. 2 adjacent parks kids love! Close to the city, but world's apart! $100/dog/stay. No cats.

New, Waterfront Home w/ Island on St. Clements Bay
Wake up to breathtaking panoramic views of St. Clements Bay at this newly renovated 4-bedroom waterfront retreat in Abell, MD. Perched on a private peninsula, the home features a 160-ft dock for crabbing and fishing, bay beaches, an island, pool, hot tub and endless space to relax by the water. Paddle to your own private island to sit on the beach, swim, or explore. With kayaks, crab pots, beach chairs, and a Weber grill included, it's everything you need for the perfect waterfront escape.

Brigadoon, the BRAND NEW Waterfront Haven
Relax with your whole family at our peaceful home. Discover an oasis of serenity at this stunning 3-bedroom, 2.5-bath retreat boasting panoramic views of the Potomac River from every window. Marvel at breathtaking sunrises and sunsets, from your own private beach, immersing yourself in the tranquility of the landscape. Situated just 2-3 hours from the Washington, DC Metro Area, 2 hours from Charlottesville, and 1 hour from Richmond, this haven offers an easy escape into nature's embrace.

Coastal Waterfront Escape + Hot Tub & Kayaks
Escape to the Rivah and experience the perfect waterfront getaway in the Northern Neck! 🦀 Guests love the peaceful setting, private dock, hot tub, kayaks, paddle boards, and beautiful sunsets. Spend your days crabbing, fishing, boating, relaxing on the beach, or enjoying the community pool. This freshly renovated coastal retreat is perfect for families & groups looking to unwind, reconnect, and enjoy life on the water — all just a short drive from DC, Richmond, and Northern Virginia!

Bell House
Two-bedroom guesthouse with deck overlooking the Lower Machodic Creek (Coles Point, Hague VA) the perfect setting for enjoying sunrise and sunset. Shared property, but the second floor guesthouse is all yours. The first floor is a garage we use for storage. Salt water lap pool, 100 feet of beach on Lower Machodic Creek with expansive views of the Potomac River, kayaks, private dock, and 20 acres to explore. Great for a family vacation, couples getaway, girls weekend, you name it!

The Glebe
This 3br 2ba home with own private beach is nestled off of the Potomac River and boasts serene and expansive views. Sunbathe on the private beach, cool off in the water, go fishing/crabbing from the dock, or just listen to the waves crash. Whatever it is, you’ll find it absolutely relaxing. Be sure to explore local wineries, breweries, shops and enjoy the community pool and tennis court. It's the perfect getaway house for couples/families or anyone looking for a serene weekend.

Beach Retreat
Relax with the whole family at the Beach Retreat! Enjoy the beautiful Sunrise and Sunsets in the Hot tub overlooking your own private beach! There is plenty to do in the Northern Neck of Virginia! We have Wineries, a Brewery, historical sites, boating, swimming, fires on the beach, bike rides, kayaking, plenty of Summer and Fall Festivals and so many great places to eat on and off the river! The Northern Neck of VA is a hidden gem! Just a 90 minute drive from the DC area

3 Little Birds
Our Space is idyllic for that peaceful get away. Escape to the ultimate coastal retreat in this exquisite 3-bedroom vacation home, comfortably accommodating up to seven guests. Nestled in the heart of a charming beach town, this beautiful getaway offers spacious, stylish living and all the comforts of home. Whether you're seeking relaxation, adventure, or quality time with loved ones, you'll enjoy an unforgettable stay that captures the essence of laid-back coastal living.

Waterfront, 3 Beaches, 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!

Waterfront w Private Dock Firepit Bunk Room
This waterfront home is designed for easy, memory-filled getaways. Families love the bunk room, expansive yard, and space to gather, while guests with limited mobility appreciate the open layout, minimal entry steps, and comfortable main living areas. Spend your days enjoying the community pool, four nearby beaches, local antiquing, breweries, and seasonal oyster festivals. Nestled in charming Montross, this hidden gem offers a relaxed, authentic coastal escape.
Popular amenities for Westmoreland County rentals with a pool
House rentals with a pool

Harbor Hideaway

Stay&Play:Games, Pool, FirePit, Beach & Boardwalk!

Beautiful townhome in charming Colonial Beach

Pier Pressure

Water View Cozy Getaway- beach/Kayak/fishing/pool

Northern Neck - Riverside Escape

The Rivah House

Colonial Rancher-Colonial Beach
Other holiday rentals with a pool

Beach Carriage House with Pool and Cabana

Potomac Paradise in Colonial Beach, VA

Beach Haven - 3BR with River Views

Bluebird's Nest

Three Bedroom Cottage (Machadoc Cottage 3)

The River House

Sea Glass Paradise

Sail Away - Beachfront & Stunning Balcony Views
Destinations to explore
- Pet-friendly rentals Westmoreland County
- Waterfront rentals Westmoreland County
- Beachfront rentals Westmoreland County
- House rentals Westmoreland County
- Family-friendly rentals Westmoreland County
- Rentals with lake access Westmoreland County
- Rentals with beach access Westmoreland County
- Rentals with a kayak Westmoreland County
- Rentals with a hot tub Westmoreland County
- Rentals with pools Virginia
- Rentals with pools United States
- Kings Dominion
- National Harbor
- Breezy Point Beach & Campground
- Mgm National Harbor
- Old Town Waterfront
- Ingleside Vineyards
- Calvert Marine Museum
- Potomac Mills
- Jones Point Park
- Mount Vernon
- Fredericksburg Battlefield Visitors Center
- National Museum of the Marine Corps
- Chesapeake Beach Water Park
- Leesylvania State Park
- Old Town Farmers' Market
- Occoquan Regional Park
- Leonardtown Wharf
- Fort Washington Park
- The Capital Wheel at National Harbor
- General's Ridge Vineyard
- Waterfront Park





