Holiday rentals with a pool in Lake Anna

5 out of 5 average rating, 5 reviews

Cuddle Cottage

Spacious 5-bed, 3.5-bath getaway just a short walk to Lake Anna’s boat dock and amenities. Sleeps 13-perfect for large families or group retreats. Enjoy an open layout, modern kitchen, large patio with grill, and plenty of space to unwind. Dock access to the private side of the lake. Key card access to the neighborhood pool, tennis/pickleball courts and beach. Whether boating, swimming, or just relaxing lakeside, this home blends comfort, convenience, and adventure. Your ideal lake escape away.

The exterior of a rustic two-level log cabin is showcased, featuring a sloped roof and a front porch with stairs. Surrounding trees provide shade, while the cabin's warm wooden facade adds to its natural charm. Windows allow glimpses into the inviting interior.

Cabin in Spotsylvania

4.82 out of 5 average rating, 105 reviews

Wilderness Resort- Presidential Cabin

Our cozy Presidential log cabins make the perfect getaway! Though not on the water, these 2 level log cabins (1200 sq ft) offer all the resort style amenities. There are 2 bedrooms; 1 with a Queen & the 2nd with options for a Queen or 2 twins (please advise). The cabin has a fully equipped eat-in kitchen, sofabed, jacuzzi tub, cable TV, wifi & heat/air conditioning. A southern-style porch w/2 rocking chairs allows guests to enjoy nature. Must be 21 or older, with valid credit card, to check-in!

A scenic view of a lakefront property is presented, featuring a spacious home nestled among trees. A sandy beach area is visible, along with a boathouse equipped for lakeside relaxation. The calm waters reflect the greenery surrounding the property.

5 out of 5 average rating, 7 reviews

Waterfront, beach, free kayaks/paddle boards

Beautiful lakefront home (private side) w/ magnificent view, lovely boathouse & sandy beach. Features 200+ of lakefront with a fantastic view of the lake, 4 BD & 3.5 BA, open concept kitchen, dining, 2-story great room with stone fireplace, prowler style windows facing the lake; hardwood floors; kitchen has maple cabinets w/dark granite counters & walk in pantry; screen porch; huge deck; covered parking; boat house covered seating area & sun deck & shaded beach with gentle sloping water entry.

4.94 out of 5 average rating, 32 reviews

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

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!

4.94 out of 5 average rating, 80 reviews

A spacious living area is furnished with a light gray sectional sofa complemented by colorful cushions. Three vibrant artwork pieces of ducks are displayed on the wall above, while a wooden coffee table occupies the center. Natural light filters in through the nearby sliding door.

Home in Locust Grove

Beach, Hot Tub, Arcade, 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

4.99 out of 5 average rating, 137 reviews

The exterior of the converted barn and silo is softly illuminated by string lights at dusk. A serene pond, framed by smooth stones, reflects the warm glow of light. The porch invites relaxation with its spacious seating and rustic charm, creating a peaceful outdoor setting.

Barn in Louisa

Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trai

4 unique rentals available (click our profile)! Unwind at this Central VA Country Paradise! Stay in a converted Barn & Silo w/ private natural swim pond and waterfall tucked into the woods on 140 Acres! Your own Oasis awaits, step out on your porch for coffee/drinks with the farm animals. Take a hike around the Lake on the 5+ miles of trails before cooling off in the pond while you gaze up at the stars. Sheep, Dwarf Fainting goats(next to silo 10' away), Chickens, Ducks, Bunnies, & Turkeys.

5 out of 5 average rating, 68 reviews

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

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.

4.93 out of 5 average rating, 98 reviews

Secluded Lakefront | Private Pool | Dock | Hot Tub

**Discover Ultimate Luxury at LesLee at the Lake: a Deep Water Lakefront Haven with Private Inground Pool, Hot Tub, and Dock** Nestled on the public side of Lake Anna, this picturesque 2.63-acre secluded property offers stunning waterfront views, a boat house for easy water access, and a lakefront fire pit. Our expansive and luxurious 9,000 sq. ft. home with game room, spacious kitchen, and movie theater, is ideal for an unforgettable escape and perfect for accommodating large groups.

4.96 out of 5 average rating, 54 reviews

The exterior of a two-story farmhouse showcases a classic design with white siding and black shutters. The covered front porch features white steps leading to the entrance, surrounded by manicured grass and shrubs. A large tree and open fields provide a scenic backdrop.

Farm stay in Beaverdam

Bellemount, circa 1850, horse farm with pool

Farm house on working horse farm. Originally built circa 1850, the house was most recently renovated in 2023. The farm is home to around 20 horses and two tractors. The family that runs the farm has been here since 1980. Kings Dominion Theme Park - 17 miles Meadow Event Park/State Fair - 20 miles Lake Anna Pleasants Landing - 12 miles Town of Ashland - 21 miles Downtown Richmond - 33 miles 15 min from I-95 Across the street we have a 3B/2b as well. Inquire for more information.

5 out of 5 average rating, 13 reviews

Home in Bumpass

Lakefront Luxury Villa w/ Infinity Pool, Swim Spa

"Lake Anna Luxury" is a one-of-a-kind, ultra-modern lakefront villa with gorgeous sunset views over the lake. The exterior boasts a heated infinity pool, a massive 15 person swim spa (hot year round), a private beach, dock, and kayaks. Inside, you'll love the soaring industrial ceilings with walls of glass and modern finishes. With 8 bedrooms (7 masters), the villa sleeps 20 comfortably. Plus, pet friendly! Managed by Chris at New School Hosting- see my profile for more reviews.

The exterior of a spacious two-story home is set against a backdrop of lush greenery. A welcoming porch with white railings is visible, framed by well-maintained landscaping. A gravel driveway leads up to the house, and the property features a mix of trees and shrubs for a serene environment.