
Vacation rentals with a pool in Westmoreland County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Westmoreland County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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

Waterfront Retreat w/Gameroom, Firepit, Dogs+EV OK
*Ask about our 3+ Night promotion* ☀️ Waterfront 🛶 Kayak/Paddleboard 👨🍳 Gas griddle ⛱️ 3 Community Beaches 🔥 Fire pit 🐶 Dogs OK (Max 2) 🎯 Gameroom ⚡️EV Outlet Relax - Star Gaze - Kayaks/Paddleboard - Hike - Fish - Swim - Beach & more! If you're looking to take a break or connect with nature, the Riverside Retreat in Montross, VA offers a peaceful sanctuary that is perfect for families, small groups, & couples Book your getaway today or ❤️ us for next time!

Rooftop bay and river views
Watch sunrise & sunsets overlooking the Potomac River and Monroe Bay on the rooftop deck. Your new, modern, spacious townhome(end unit), fully furnished with everything you need AND DOG FRIENDLY. This quiet family friendly town has walkable restaurants 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

Stay&Play:Games, Pool, FirePit, Beach & Boardwalk!
Escape to our cozy Airbnb, nestled in a peaceful neighborhood with ample parking and thoughtfully designed for up to 10 guests. Enjoy bright living areas with games, a dedicated workspace, and comfortable bedrooms, including two king suites. Step outside to a private backyard oasis with a pool, lounge seating, and dining for six. Just a short walk to the beach, close to dining, shopping, and boardwalk, our home is the perfect mix of relaxation and adventure. Book now for an unforgettable stay!

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, its everything you need for the perfect waterfront escape.

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!

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.

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

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.

Breton Bay Guesthouse ~ ~ No cleaning fee
Located in the preferred Breton Bay Golf & Country Club neighborhood, this immaculate guesthouse is a 900 square foot detached dwelling with fully equipped kitchen, living room, separate large bedroom, bathroom with shower, washer and dryer, and balcony. Will consider setting up the space to accommodate your child and/or infant/toddler. Plenty of parking -- enough room for your personal watercraft or small boat!
Popular amenities for Westmoreland County rentals with a pool
House rentals with a pool

Riverfront Paradise w/ Hot Tub & Pool in Kinsale!

Harbor Hideaway

Waterfront Gem: Dock, Hot Tub, Beach, Pool, Kayaks

Stylish Waterfront Retreat With Peaceful Views

Two Bedroom Cottage (Aquia Cottage 4)

Slice Of Heaven

Colonial Rancher-Colonial Beach

River Phoenix
Other vacation rentals with a pool

New, Waterfront Home w/ Island on St. Clements Bay

Waterfront Retreat w/Gameroom, Firepit, Dogs+EV OK

New Private Beachfront panoramic view every window

Rooftop bay and river views

The Glebe

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

Sail Away To - Beachfront Views & Private Balcony

Harbor Cottage
Destinations to explore
- Pet-friendly rentals Westmoreland County
- Rentals with a patio Westmoreland County
- House rentals Westmoreland County
- Rentals with a washer and dryer Westmoreland County
- Rentals with a hot tub Westmoreland County
- Rentals with outdoor seating Westmoreland County
- Rentals with a fire pit Westmoreland County
- Rentals with a fireplace Westmoreland County
- Rentals with beach access Westmoreland County
- Rentals with a kayak Westmoreland County
- Family-friendly rentals Westmoreland County
- Rentals with lake access Westmoreland County
- Beachfront rentals Westmoreland County
- Rentals with pools Virginia
- Rentals with pools United States
- Kings Dominion
- National Harbor
- Breezy Point Beach & Campground
- Maryland International Raceway
- Mgm National Harbor
- Fredericksburg Battlefield Visitors Center
- Jones Point Park
- Point Lookout State Park
- Calvert Marine Museum
- Mount Vernon
- National Museum of the Marine Corps
- Old Town Waterfront
- Ingleside Vineyards
- Potomac Mills




