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

Home in Colonial Beach

5 out of 5 average rating, 17 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!

Guest favorite

Home in Montross

4.91 out of 5 average rating, 35 reviews

Brigadoon, the BRAND NEW Waterfront Haven

Relax with the whole family at this peaceful place to stay. 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

Superhost

Home in Montross

4.93 out of 5 average rating, 28 reviews

Retro Retreat w/ Beaches, Pool + Tennis + Firepit

A quintessential 1970s house, characterized by bold patterns, earthy color schemes, and avocado green appliances. Geometric wallpaper and low-slung furniture dominate the living spaces. Disco-era charm extends to vibrant bedrooms; backyard boasts a lighted firepit area. This nostalgic retreat immerses guests in the groovy aesthetics of the 70s, providing a retro-cool escape. 4 beaches, a pool, and tennis. Close to Westmoreland State Pk, Colonial Beach, art galleries, great restaurants, and more.

Guest favorite

Rental unit in Colonial Beach

4.86 out of 5 average rating, 36 reviews

Sail Away - Beachfront & Stunning Balcony Views

Sail Away, CoBe Condo’s brand new, waterfront condo w/ stunning views is now available! Reach out to accommodate more by booking our sister condo, Sail Away To! → 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

Guest favorite

Condo in Colonial Beach

4.98 out of 5 average rating, 40 reviews

Rooftop bay and river views

Watch sunrise and sunsets overlooking the Potomac River and Monroe Bay on a beautiful rooftop deck. Your brand 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. Kids can have their smart tv on the 3rd floor and adults can have their smart tv on the 2nd floor. Or relax by the fire pit on the roof. Close to the city, but world's apart! $100/dog/stay

Guest favorite

Home in Montross

5 out of 5 average rating, 12 reviews

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

Welcome to your ultimate waterfront community getaway! Our charming and cozy house is newly built 4 bedrooms and 4.5 bathrooms and 3 minutes Walking distance to the public beach, making it the perfect retreat for anyone looking to enjoy modern amenities in a serene and tranquil setting. Whether you're looking for a romantic getaway, a family vacation, or a peaceful retreat, our house offers a truly unique and unforgettable experience. We can't wait to welcome you to your home away from home!

Guest favorite

Home in Montross

4.99 out of 5 average rating, 143 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

Home in Montross

4.96 out of 5 average rating, 82 reviews

Waterfront Dock, Hot Tub, Beach, Pool, Kayaks, SUP

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

Home in Montross

4.94 out of 5 average rating, 190 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.

Superhost

Villa in Montross

4.84 out of 5 average rating, 89 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

Cottage in Montross

4.97 out of 5 average rating, 32 reviews

Game-Themed Waterfront~Dock+Boats+King bd+EV Chrgr

★ Open Water Views ★ Dock ★ Outdoor pool (May-Sept) ★ Beverage Bar & Popcorn maker ★ 3 Kayaks, SUP & Paddle boat ★ Smokeless Fire Pit ★ 2 Crab pots ★ Wood burning Fireplace ★ Level 2 EV Charger ★ 1 King Bed, 3 Queen Beds, 1 twin, 1 Queen pullout ★ Game Table ★ Games ★ Gas Grill ★ Telescope ★ Fully updated ★ Free high speed Wifi ★ Dedicated Workspace ★ TVs in all Bedrooms & Large TV in LR 8 Miles-Montross 11 Miles-Stratford Hall 12 Miles-Beach/State Park

Guest favorite

Home in Montross

5 out of 5 average rating, 80 reviews

Waterfront Escape: Gameroom-Firepit-Dogs & EV OK

Discover Riverside Retreat, your waterfront sanctuary. Begin your morning with a cup of coffee on the back deck overlooking Betty's Pond, spend your afternoon exploring nearby towns and parks & conclude your day by cooking up a delicious meal on the deck, relaxing by the fire pit, or in our game room. High-speed Wi-Fi & a modern amenities ensure your stay is both connected & comfy. <3 us to find us easily next time or see us on IG: @variversideretreat