Holiday rentals with a pool in Lake Anna

5 out of 5 average rating, 37 reviews

NEW 4BR Lake Anna with Pool, Beach, Patio, Hot Tub

Owl's Nest is the ultimate Lake Anna retreat, a newly built modern farmhouse in The Waters community. It combines cozy woodland charm with a prime location near the community beach. Perfect for families, couples, or groups, it features a boat slip, huge patio with 7-person hot tub, grill, and a fire pit, and a backyard playhouse with swings. The home offers high-end details, and all 4 bedrooms have attached bathrooms. Community amenities like a pool* and pickleball courts provide year-round fun.

4.99 out of 5 average rating, 142 reviews

Cottage in Locust Grove

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.

4.88 out of 5 average rating, 32 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.

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Cabin in Spotsylvania

4.75 out of 5 average rating, 159 reviews

Wilderness Resort- Hot tub Rancher

These cabins include the luxury of an outdoor hot tub & are perfectly placed for you to enjoy the views of Cool Springs Lake. Each Hot Tub Cabin (375 sq ft) is warm & welcoming, accommodating up to 6ppl. There are 2 bedrooms, 1 Queen bed & 1 Full. The cabin has a fully equipped eat-in kitchen, sofabed, cable TV, wifi & central heat/air conditioning. Take in the surroundings with a spacious deck, picnic table, chairs & an outdoor grill. Must be 21 or older, with valid credit card, to check-in!

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Home in Louisa

4.92 out of 5 average rating, 12 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!

4.95 out of 5 average rating, 56 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

4.99 out of 5 average rating, 103 reviews

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.

4.9 out of 5 average rating, 21 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.

5 out of 5 average rating, 48 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.

4.93 out of 5 average rating, 219 reviews

Home in Robertson

One Of A Kind Home in VA Wine Country on 50 acres

Welcome to Lumusa Lodge. Leave your cares behind as you turn onto the windy road that leads you to this beautiful 50-acre retreat. We are proud to share our home and hope your time here is rejuvenating. Designed/built by a Hollywood actor and situated in wine country, this home is an hour from Dulles, 45 minutes from Charlottesville & 15 minutes from Culpeper. We have an adjacent farmhouse if you need additional space. Great venue for weddings, bachelorettes, and other special events.

4.97 out of 5 average rating, 189 reviews

Cabin in Culpeper

Comfortable and unique 1790's log cabin

Recently restored 1790's log cabin with modern amenities on a 30 acre horse farm. Secluded wooded setting with pond view, less than 1,000 feet from main house and only 5 miles from downtown Culpeper with it's fine dining and quaint shops. Take a short drive to scenic Shenandoah hiking & biking trails, local vineyards and distilleries, Civil War sites, Commonwealth Equestrian Park, stroll around the farm or just unwind on the front porch or in front of the wood stove with a good book.

4.98 out of 5 average rating, 40 reviews

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.

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Popular amenities for Lake Anna rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 7 reviews

Waterfront, beach, free kayaks/paddle boards

BillyRating, 5 stars48 months ago

We had a wonderful time at this beautiful property on Lake Anna. We had 4 young children and 3 adults for our trip. We had plenty of space in the home, and the beach area was perfect for our children to swim. In addition to swimming off the beach, we enjoyed boating, tubing, kayaking, and paddle boarding. It was so nice to have kayaks and paddle boards included on the property. When we weren’t outside we spent a lot of time on the screened-in porch. Evenings were spent down on the dock with a drink watching the sun go down on comfortable chairs. We enjoyed exploring the surrounding area as well. We ate at four different restaurants. Had no problem stocking up groceries at Food Lion and grabbing a few things when needed from Dollar General. The surrounding wildlife was big plus. We saw some cool birds and saw deer going across the property at dusk. It was our first trip to Lake Anna but won’t be our last.

5 out of 5 average rating, 14 reviews

Family-Friendly Retreat w/Pool Tennis Beach Access

MellessaRating, 5 stars2 weeks ago

We had a wonderful time with family attending a local event! Home was clean, well stocked and nicely decorated. The surrounding area was beautiful! Joanna was an excellent host. We would definitely stay again!

5 out of 5 average rating, 3 reviews

Lakefront retreat with huge screened-in porch

TinaRating, 5 stars1 month ago

Did a long weekend at Janet’s place with my mom, little brother, older sister and her two young boys. The layout of the house was perfect for us - the way the bedrooms are spread out over the three floors, with a bathroom on each floor worked out so well. Everything was labeled, the kitchen was equipped with everything that we needed, and the location was awesome. The property is on the neighborhood’s smaller lake which means there aren’t any motorized crafts buzzing by, making it a very peaceful spot. Janet is a great communicator, so we knew what to do every step of the way. Great house, great location, great host.

Superhost

Home in Reva

4.81 out of 5 average rating, 21 reviews

"Country Living at It's Finest"

BetsyRating, 5 stars6 months ago

She was a great host. Went to welcome us & made sure we had everything we needed. She was so sweet! The farm house was beautiful & the views were espectacular. We will be definitely coming back.

4.95 out of 5 average rating, 22 reviews

Home in Orange

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

AmyRating, 5 stars3 months ago

House was exactly what we wanted, lots of room for extended family with plenty of entertainment right on site for kids and adults. Pool, arcade games, hot tub, and large screen TV.

5 out of 5 average rating, 17 reviews

Lake Anna House with a Pool

TinaRating, 5 stars10 months ago

House, pool area, yard and neighborhood were all lovely! Lots of nice extras like kayaks, outdoor gas fire pit, ping pong, corn hole, kids toys, etc. that made staying in the home enjoyable for the whole family. I only wish I had known more about the lake access near the home prior to booking. While it was easy to launch kayaks close to the house, there was very little space to walk along the lake and really no swimming access.

5 out of 5 average rating, 3 reviews

Spacious waterfront house with private hot tub

AmnaRating, 5 stars3 weeks ago

The house was amazing- it was huge with more than enough for a family gathering. We loved all the amenities that we never had to leave the house as there was so much to do for both kids and adults.

Home in Orange

Reel Relaxation

AldenRating, 5 stars10 months ago

Great location for a larger group. Dock, big yard, fire pit, pool and hot tub mean plenty of entertainment on site. Being at the end of a cul-de-sac, the area feels very private. Large deck and grill made meals easy. Highly recommend this spot

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Apartment rentals with a pool

Apartment in Gordonsville

4.75 out of 5 average rating, 4 reviews

Shenandoah Crossing 2 Bedroom Cabin

ChrisRating, 5 stars44 months ago

The cabin was wonderful! Very clean, lots of space, and great location. We can't wait to go back and enjoy everything the resort has to offer. Would definitely stay here again!

Apartment in Gordonsville

Shenandoah Crossing 2 bed 1 bath Yurt Christmas!

AprilRating, 5 stars47 months ago

Great stay. Beautiful location. Many activities. The 2 bedroom Yurt was gorgeous and came with everything we needed. You need to keep in mind that this is not a cabin and walls are thin. Be aware of your noise level after dark! Would definitely recommend this unique stay. I'll be coming again!