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.

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Guest favorite
A bright living area features large windows offering panoramic water views. A wooden dining table accommodates six, while a comfortable seating arrangement includes a blue armchair and a neutral-toned sofa. A ceiling fan is visible above, and decorative coastal artwork adorns the walls.
Apartment in Colonial Beach
4.93 out of 5 average rating, 69 reviews

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

Top guest favorite
A charming riverfront home is framed by lush greenery and colorful flowerpots. A welcoming pathway leads to the front door, flanked by well-maintained garden beds. The expansive porch invites relaxation, with captivating views of the serene landscape visible in the distance.
Home in Montross
4.97 out of 5 average rating, 33 reviews

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!

Top guest favorite
A spacious outdoor screened living area is equipped with a comfortable seating arrangement featuring red cushions. A coffee table with a fire feature is centrally located. A ceiling fan provides airflow, and bar seating is positioned nearby, enhancing the outdoor gathering experience.
Home in Colonial Beach
5 out of 5 average rating, 38 reviews

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!

Top guest favorite
A bright living area features a spacious light-colored sectional sofa, paired with a small coffee table. Two framed bird prints adorn the walls, and natural light fills the room through large windows. A floor plant adds a touch of greenery beside a modern armchair.
Home in Colonial Beach
4.98 out of 5 average rating, 44 reviews

Beautiful townhome in charming Colonial Beach

Welcome to Colonial Beach Escape! Located in the heart of Colonial Beach on the POTOMAC RIVER, our brand new family-friendly townhome offers tasteful, comfortable furnishings and all the amenities you need for a fun getaway. Colonial Beach Escape boasts 4 bedrooms, 3.5 baths, 3 private outdoor spaces, and is steps from the community pool (opens April 18!) and putting green. We are just 3 blocks from the beach and a short walk/golf cart ride to many restaurants, breweries, shops, and playground.

Top guest favorite
The exterior of the house is showcased, featuring a front stone chimney and a welcoming turquoise door. A spacious lawn surrounds the property, with a driveway visible to the right. Trees are seen in the background, highlighting the peaceful neighborhood setting.
Home in Colonial Beach
4.97 out of 5 average rating, 31 reviews

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!

Guest favorite
A spacious bedroom features a large wooden bed with a light comforter and decorative pillows. Two leather benches are positioned at the foot of the bed. Natural light fills the room through large windows adorned with wooden shades, and a ceiling fan adds to the comfort.
Home in Montross
4.98 out of 5 average rating, 124 reviews

3+N 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!

Top guest favorite
A wooden dock extends toward a tranquil waterway, framed by tall grass and a colorful sunset. The sky features hues of orange and purple, reflecting on the water's surface. The scene invites relaxation and appreciation of nature's beauty.
Home in Montross
4.98 out of 5 average rating, 169 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!

Guest favorite
A serene outdoor view shows a private dock leading to calm waters, with a large sandy beach area nearby. Inside, a bright, spacious indoor pool is visible, surrounded by tall windows, inviting relaxation and fun throughout the year.
Home in Hague
5 out of 5 average rating, 8 reviews

Indoor Pool, Beach, Game & Movie Cottage Sleeps 21

Welcome to our 6000 sq. ft. 8 bedroom, 15 bed, multi-family beach home. The huge heated indoor pool, white sand beach, dock, hot tub, kayaks, canoe, paddleboards… and that’s just the start. The Hideout cottage is a gamer and movie buff's dream. 100" TV, 5.1 sound, Xbox, retro arcade with every classic game ever made, virtual pinball, virtual boardgame table, two bedroom spaces and it's own kitchen. Events & Weddings are possible just ask how. This is best river home experience, period!

Top guest favorite
A covered porch features a spacious deck with comfortable lounge chairs, offering views of the water. Lanterns hang from the ceiling, and a dining space is surrounded by tall trees, creating a relaxing outdoor atmosphere.
Home in Montross
4.97 out of 5 average rating, 95 reviews

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

Welcome to the Rivah! Lovely and inviting freshly renovated and beautifully decorated house with 5 bedrooms and 3 full bathrooms. Relax on the covered porch, large double deck with new hot tub, or our private dock. Walk the private beach and look for bald eagles, gaze at an evening fire, go crabbing/fishing, or jump in the community pool! Bring your boat + jet skis! We provide two kayaks and two standup paddle boards. There are two private community beaches in the neighborhood to enjoy!

Guest favorite
A private beach area is depicted with soft, sandy ground, featuring two beach chairs under a blue umbrella. Calm waters extend to the horizon, complemented by a wooden dock and a distant view of the opposite shore under a clear, blue sky.
Home in Montross
4.92 out of 5 average rating, 222 reviews

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.

Guest favorite
A serene view of a private beach meets the calm waters of the bay under a clear blue sky. Gentle waves lap at the sandy shore, with a wooden dock extending into the water. Soft grasses frame the beach area, contributing to the tranquil atmosphere.
Villa in Montross
4.85 out of 5 average rating, 111 reviews

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

Guest favorite
Home in Montross
4.94 out of 5 average rating, 51 reviews

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 fall settles in, gather around the backyard firepit under crisp, starry skies or explore nearby beaches and scenic trails framed in autumn color. With access to four beaches and tennis—and close to Westmoreland State Park, Colonial Beach, art galleries, and great restaurants—this retro escape is pure cozy-season fun.

Popular amenities for Westmoreland County rentals with a pool