Family-friendly vacation rentals in Lake Anna

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Lake Anna

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

Villa in Orange

5 out of 5 average rating, 53 reviews

Luxurious Stay for 2 at Historic Estate

Nestled on 13.6 acres of exquisitely landscaped gardens & grounds, Boxwood Villa (circa 1891) is a hidden gem for a couple’s retreat. Named for its stunning boxwood bushes encircling the property, this historic home was thoughtfully renovated by Leslie Gregg, the founder of The Market at Grelen. Her keen eye for contemporary comfort & preservation of historic design breathes new life into this historic manor. *Please note we only accept bookings for couples 30 days out from the requested dates.*

Guest favourite

Home in Orange

4.84 out of 5 average rating, 285 reviews

Atlast-The Farmhouse

Don't let the exterior fool you, this brick home is decorated in Farmhouse Style, 1 mile from Historic Montpelier, 3 miles from Grelan Nursery, Orange, Willow Grove Inn and Woodberry Forest School. Across from a 30 acre farm. Gaze out the window at the horses and cattle, take a hike on a nearby trail or visit the many wineries in the area. Close to Charlottesville( 30 miles) Culpeper (20 miles) 1 and a half hours to DC. 20 minutes to HITS Horse show, Culpeper. Woodbrook Winery around the corner

Superhost

Guesthouse in Orange

4.84 out of 5 average rating, 80 reviews

Romantic Cottage Tiny House for 2!

Quaint studio Getaway suite set on the historical grounds of Greenock Manor. This Tiny House is only 5minutes drive from MontPelier in the heart of the wine country. Perfect for a couple or single person, the bedroom has an open plan kitchenette for self catering. Fridge, microwave, coffee machine, toaster and dishes are available. Ideal for hikers wanting to visit Shenandoah. Staff parking is behind the Tiny House but the front has views of the farmlands and forest. Enjoy our giant chess game

Superhost

Chalet in Mineral

4.72 out of 5 average rating, 280 reviews

Private Lake Anna Waterfront Chalet w/dock/beach!

Your cozy lakefront chalet is steps away from deep water and fun adventure. With sandy beach, fire pit, fabulous dock area, hammock, canoe, kayaks, and SUP, you will enjoy your lake vacation. Room to bring a boat and/or jet skis w/ community boat launch. High speed Internet, swingset, on a large private lot with woods between neighbors. Large deck overlooking lake with gas grill. The property has 250' of prime main lake frontage with fishing, dining, and sunbathing on dock. Pet friendly!

Superhost

Home in Bumpass

4.92 out of 5 average rating, 100 reviews

Lake Anna relaxation!

Located on the private (warm) side of Lake Anna, guests are sure to enjoy a memorable vacation in this fully furnished, 4 bedroom/2.5 bath home. There is 1 king, 3 queen, bunks, and twin beds, comfortable for sleeping 11. The open living room has a 55" HD tv and a beautiful view of the lake. The kitchen is fully equipped for all your cooking needs. Situated lakefront, guests can enjoy sun and water fun, bonfires, and sunsets. A 7.3% transient occupancy tax will be included on all bookings

Guest favourite

Home in Mineral

5 out of 5 average rating, 67 reviews

Honeysuckle Hideout: Waterfront Haven on Lake Anna

Less than 2 hours from D.C. but a world away, this newly renovated laid-back spot is great for groups, kids, and welcomes pets, too! Gorgeous lake views & sunsets from giant deck; a big lawn (good for Bocce, frisbee, soccer) slopes down to a secluded cove with recently expanded dock for sunbathing or floating the day away. Dogs are welcome! We also have a 1 BR guest house with kitchenette and bathroom that sleeps 4 that bigger groups can add for an extra fee. http://Airbnb.com/h/honeyguest1

Top guest favourite

Cabin in Culpeper

4.97 out of 5 average rating, 185 reviews

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.

Superhost

Farm stay in Mineral

4.71 out of 5 average rating, 112 reviews

The Perfect Get Away

The perfect away from it all, enjoy the outdoors. Big house where you can have privacy from others 25 minutes from Lake Anna, 35 from Richmond and 35 minutes from Charlottesville. Sit on that deck and see the sun rise or do some grilling, play a pool match or go for a walk around the fields, burn some wood in new fire pit! (Wood provided) The views are excellent and you want to bring your camping tent it’s the perfect spot WiFi provided by Firefly , TV oven, microwave

Superhost

Home in Mineral

4.84 out of 5 average rating, 122 reviews

6BR 225' Lakefront Hot Tub Dock Private Boat Ramp

This spacious house has lots of decks and plenty of light, with beautiful mature trees providing plenty of shade and sun. The back yard leads to a nice 220-foot waterfront, private dock, and PRIVATE BOAT RAMP ON THE PROPERTY. A sandbox play area provides endless fun for children. A HOT TUB has been recently added that offers AMAZING views of the Lake. A stone fire pit next to the shoreline invites everyone to enjoy s'mores, campfire stories and unforgettable family memories

Superhost

Home in Spotsylvania Courthouse

4.87 out of 5 average rating, 186 reviews

Heavenly Quarters: Waterfront home for Family Fun!

A taste of Heaven awaits you. Our home has a private dock. We are located on a quiet cove off Pigeon Run near Lake Anna State Park and Lake Anna Winery. Only 2 hour drive to Washington DC. You’ll love my place because of the view, and you can relax in peace and quiet. Pet Free -No Animals of any kind permitted! Great for families. Check out our FB page to see more pictures - Heavenly Quarters - Lake Anna, VA When booking please list all guest with names.

Guest favourite

Cabin in Spotsylvania Courthouse

4.95 out of 5 average rating, 175 reviews

The Log Home

If you are looking for a romantic get-a-way or relaxing weekend, The Log Cabin is perfect for you. This 1830’s home offers kitchenette, living room, and four wood-burning fireplaces. Be sure to bring a good book to read in front of the fireplace or in one of the rocking chairs on the porch overlooking the pond. Pets are allowed: a fee of $25 (first night) and $15 (per ea. add'l night) due prior to check-in.

Guest favourite

Home in Orange

4.98 out of 5 average rating, 122 reviews

Monrovia on Main

Monrovia on Main is a beautifully restored gem built in 1904. Guests have use of the entire 3,400 square foot, 5 bedroom home with 3 updated full baths. Enjoy a private backyard or front porch for morning coffee or evening drinks. Walking distance to an array of shops & restaurants in downtown Orange. The home is located near Montpelier, Woodberry Forest as well as Barboursville Vineyards.