Holiday rentals with a pool in Westmoreland County

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

New Private Beachfront panoramic view every window

This luxurious waterfront home has its own private beach exclusive to this property with unmatched panoramic views from almost every room in the house. Perfect for a quiet family getaway where you are looking to just unplug and enjoy the water! This home has everything you need including a fully stocked kitchen, appliances, washer/dryer machines, a screened in porch, 2 open decks off (sunroom & primary suite). Enjoy an evening hanging with the family in the movie room or catch the best sunsets!

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, 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!

3N* PROMO Waterfront | Gameroom | Dogs + EV OK

*Ask about our 3+ Night promotions* ☀️ Waterfront 🛶 Kayak/Paddleboard 👨‍🍳 Gas griddle ⛱️ 3 Community Beaches 🔥 Fire pit 🐶 Dogs OK 🎯 Gameroom ⚡️EV Outlet 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 Relax - Star Gaze - Kayaks/Paddleboard - Hike - Fish - Swim - Beach & more! Book your getaway today or ❤️ us for next time!

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

Retro Retreat w/ Beaches, Pool + Tennis + Firepit

Step back in time at this quintessential 1970s retreat, where bold patterns, warm earth tones, and avocado-green appliances set a nostalgic, feel-good vibe. As winter settles in, gather around the backyard firepit under crisp, starry skies or explore quiet nearby beaches and scenic trails to enjoy the natural beauty. Close to Westmoreland State Park, Colonial Beach, art galleries, and great restaurants—this retro escape is pure cozy-season fun.