Vacation rentals with a pool in Lake Anna

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Top-rated rentals with a pool in Lake Anna

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Bumpass

5 out of 5 average rating, 5 reviews

NEW Lakefront Lake Anna, Pool, Boat Dock, Deck Vie

Escape to Ober The Lake, your private lakefront haven on Lake Anna’s exclusive Private Side. Enjoy a heated saltwater pool, custom deep-water dock with bar, sundeck, and screened lounge, and a sandy beach and calm cove perfect for floating, fishing, and paddling. Inside, unwind in a designer home with a chef’s kitchen, vaulted ceilings, and stunning lake views. With kayaks, paddleboard, pedal boat, fire pit, and games for all ages, this luxury retreat is built for fun, connection, and happiness.

Guest favorite

A serene lakeside view is presented, featuring a deck with colorful Adirondack chairs facing the water. Nearby, a small picnic table is positioned beside stacked kayaks in vibrant colors. Lush trees provide shade, while the house can be seen in the background, framed by nature.

Home in Locust Grove

5 out of 5 average rating, 6 reviews

Lakefront retreat with huge screened-in porch

Kick back on the screened-in porch or the dock and take in the view, or enjoy our kayaks. Community's amenities: golf course, 2 lakes, 8 beaches, outdoor pools, horseback riding, walking trails, parks/playgrounds, and a clubhouse for dinner, drinks, and Sunday brunch, all with a fabulous view of the 550-acre “big lake.” For history buffs, the area is rich in Civil War history and battlefields. Local wineries offer tastings and live music. [Due to health conditions, no pets or service animals.]

Superhost

Home in Mineral

4.9 out of 5 average rating, 52 reviews

Lakefront Pool, Water Slide, Sauna, Dock, Hot Tub, Peloton

Lake Anna Lakefront: Private pool, 50-foot water slide, barrel sauna, Peloton, kayaks, ping-pong/pool table, game room... Gather 'round fire pit under starlit sky. Relax in the sauna or soak in a secluded hot tub, both overlooking the lake. No steps to primary bedroom on 1st floor. Private Dock: 3 kayaks, floats Game Room: foosball, air hockey, hoops, arcade Sleeps 12 in 5BR+loft: K, K, K, Q, Q, 2x bunk (twin/full) 3-Car Garage w/EV charger (standard/Tesla) $150 Dog fee, $150/day pool heating

Guest favorite

A spacious dining area features a large wooden table set for six, surrounded by stylish chairs. Natural light floods the room through multiple windows, accentuating the neutral décor. A chandelier hangs above, complemented by wall decor that showcases the cozy ambiance.

Cottage in Locust Grove

4.99 out of 5 average rating, 155 reviews

Quaint & Cozy LakeView Cottage - Lake of the Woods

Welcome to Brent and Carla's Lake View Cottage! Our beautifully renovated, fully furnished, unique and luxurious home is stocked with everything you need to enjoy your stay in beautiful Lake of the Woods. Our cozy cottage is a perfect get-away for your next vacation, visit with family, work trip, staycation or weekend getaway. You will instantly be set at ease as you enter our home featuring wonderful décor, detailed craftsmanship and lots of amenities to make your stay relaxing and memorable.

Guest favorite

An aerial view of a blue house showcases a spacious pool area with sun loungers and umbrellas. The landscape features a manicured lawn and nearby trees, providing a serene setting. The wrap-around porch can be seen, emphasizing the inviting outdoor spaces.

Home in Mineral

4.88 out of 5 average rating, 41 reviews

Blue House and a Pool

Relax at Lake Anna with friends and family at your own pool, hot tub and dock. Blue house boasts numerous spaces for entertaining and private chill time. House features 4 bedrooms, 3 large couches and 3 full bathrooms. The gourmet kitchen is fully stocked and ready for a home cooked meal after a full day on the lake. Tim's at Lake Anna is a short car ride or boat ride to enjoy a meal and cocktail. The Cove and Lake Anna Plaza at the 208 bridge are close by including boat and jet ski rentals.

Guest favorite

A serene infinity pool blends seamlessly into the surrounding nature, presenting unobstructed views of the tranquil lake and lush greenery. The calm water reflects soft morning light, while the peaceful ambiance invites relaxation and enjoyment of the natural landscape.

Home in Louisa

5 out of 5 average rating, 13 reviews

3 Acre 5BR Resort: private pool, hot tub boat dock

Gather your loved ones at a secluded 5BR lakehouse on 3 lush acres at Lake Anna. Dive into the new heated Salt-Water Infinity pool & hilltop lake view hot tub, soothe muscles in the sauna, or spark friendly rivalries in the game room and volleyball court. Cook up joy in the fully stocked kitchen and unwind by the fire under crystal clear starry skies. Serene water views, fireside chats, and room for every adventure, this is where cherished memories are made—your ultimate private escape awaits!

Guest favorite

A spacious game room is featured, showcasing a large pool table at the center. Arcade games and a home theater setup are arranged in the background. Soft seating provides comfort, illuminated by recessed lighting that enhances the inviting atmosphere.

Home in Orange

4.92 out of 5 average rating, 25 reviews

Near Lake Anna: Gem w/ Saltwater Pool & Arcade!

You may never want to leave this 5-bedroom, 3-bath vacation rental located just a short distance from Lake Anna! Watch a movie on the 110" projector, swim day or night in the heated saltwater pool, and unwind in the 8-person hot tub under the stars. Grill or smoke your favorite meats, then kick back in comfort. If you're looking to venture, visit wineries on the Monticello Wine Trail or head to James Madison's Montpelier for guided tours, gardens, and walking trails. Book your next escape now!

The exterior features a two-story house nestled among tall trees. A spacious deck extends from the upper level, supported by wooden pillars. A set of sliding glass doors leads into the home, providing a view of the surrounding landscape adorned with fallen leaves.

Home in Locust Grove

4.73 out of 5 average rating, 66 reviews

Lakefront Getaway | Close to DC | Near Winery

This Lake House features a delightful open floor plan and modern design with direct access to water from the backyard. Perfect for swimming, fishing and enjoying sunsets. Included: Awesome work-from-home setup with dual monitors, universal docking station, keyboard and mouse, so you can spend as much time out of the office as possible. The community offers a number of amenities including a pool, beaches, golfing and more! If none of those strike your fancy, our favorite winery is 5 min away.

Guest favorite

The living room features comfortable seating with a brown couch and a blue sectional sofa. A round coffee table is positioned on a colorful area rug. Large windows invite natural light, while a ceiling fan above ensures a pleasant atmosphere.

Home in Mineral

4.95 out of 5 average rating, 20 reviews

Family-Friendly Retreat w/Pool Tennis Beach Access

Welcome to Always On Lake Time! We are your destination for relaxation and unforgettable family fun at Lake Anna. Our retreat offers access to the lake from the comforts of The Waters at Lake Anna, a private, resort-like community. Enjoy mornings sipping coffee on the front porch, afternoons by the community pool and beach, and evenings playing tennis. Fish from the community docks or launch your boat. We also have a game room, two kayaks, two paddle boards, and life vests for your enjoyment.

Superhost

A bright blue water slide curves into the clear swimming pool, complemented by a sunny pool deck. Steps lead up to a raised platform, while a diving board is positioned by the edge of the pool, inviting guests to enjoy aquatic activities.

Home in Locust Grove

4.93 out of 5 average rating, 68 reviews

Beach, Arcade, Hot Tub, Golf, Pub: The Lucky Duck!

Unforgettable retreat with partial lake view, luxurious 7-person Jacuzzi, custom pub featuring a retro 4-player arcade with 7,500+ games and trackball, cozy woodstove, and delightful surprises! Ideal for epic family vacations, The Lucky Duck in the exclusive gated Lake of the Woods offers year-round fun—two lakes, eight pristine beaches, two pools, a golf course, an equestrian center, and scenic parks with fitness trails await! Come experience lakeside fun and relaxation! #TheLuckyDuckLOW

Guest favorite

A spacious outdoor area features a fire pit surrounded by four Adirondack chairs, arranged on a bed of pebbles. The backdrop displays the multi-level lake house, framed by trees adorned with string lights for evening ambiance.

Home in Locust Grove

4.93 out of 5 average rating, 27 reviews

Hummingbird Lakehouse

Hummingbird Lakehouse in Locus Grove, VA, offers stunning waterfront views and various outdoor activities like golfing, kayaking, swimming, fishing, and horseback riding. Guests can gather around the fire pit and access community amenities like the pool and beaches. Nearby historic sites & hiking trails provide additional exploration opportunities. If you're looking for a peaceful getaway or an adventure-filled vacation, this lake house offers an idyllic setting for making lasting memories.

Top guest favorite

A serene outdoor area features four white Adirondack chairs arranged around a fire pit on green grass. A private dock extends into the lake in the background, surrounded by trees and calm water, creating a peaceful setting for relaxation.

Home in Locust Grove

5 out of 5 average rating, 55 reviews

Lakefront at Turtle Cove

Enjoy the lake life in a peaceful quiet cove on the gorgeous large lake within Lake of the Woods. When not enjoying the newly renovated home with a vaulted ceiling great room, huge screened porch, and a desk and flat screen TV in each room, you can swim, float, kayak, or paddleboard in the quiet, secluded cove, or enjoy the 9 beaches or 2 community pools. Catch fish off the dock in one of the best fishing coves on the lake, and then warm up at night by the fire pit . Great for families.