Holiday rentals with a pool in Lake Anna

Cuddle Cottage

Spacious 5-bed, 3.5-bath getaway just a short walk to Lake Anna’s boat dock and amenities. Sleeps 12-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.

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!

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!

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!

Discounted Holiday Getaway Perfect For Families

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.

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

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.

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.

Nature’s Nook at Lake Anna

Welcome to your perfect Lake Anna family retreat! This spacious home sleeps 10 across 5 cozy bedrooms and 4 bathrooms, offering plenty of room for everyone. Enjoy the private boat dock for lake adventures, relax in a cozy backyard, or take a short walk to the beach. The dedicated workspace is ideal for remote work, while the large deck and backyard are perfect for outdoor activities. This home is ideal for boating, swimming, and unwinding in a peaceful, family-friendly getaway

Lakefront Access | Hour from DC | Kayaks Provided

Welcome to Lakeside Serenity, located in the Locust Grove gated community of Lake of the Woods. This charming residence, situated in a quiet cove, features a spacious backyard with direct lake access perfect for swimming, fishing, kayaking, or lounging lakeside. Enjoy the convenience of an on-site grill for delightful barbecues and dine al fresco in our outdoor seating area overlooking the lake. This home is a haven for anyone looking for a peaceful getaway!

Panorama Shores

Take a break and unwind at this peaceful expansive oasis. This lake front retreat boasts more lake access than you can imagine. Your own, pool, tennis court and huge yard to create memories with your friends and family. All linens provided including a set of outdoor towels for your use. The kitchen has been newly expanded and completely upgraded with 3 ovens, 2 islands and 2 sinks. This property was formerly listed as Anna Breeze. Now managed privately.

Wilderness Presidential Cabin 2BR, 2BA

Relax with the family at this peaceful place to stay. The cabin has 2BRs, 2BAs and a lot of wilderness charm. This is the ideal getaway location from the bustle of Washington DC, only about an hour away. Fredericksburg town is nearby for more dining and shopping needs too. The exact cabin will be assigned at check in.