Pet-friendly holiday rentals in Lake Anna

4.89 out of 5 average rating, 127 reviews

Cabin in Richardsville

NEW Cabin in the Woods🏕

Sit on the porch and enjoy your remote cabin getaway with plenty of solitude on thirteen acres of spacious, wooded, serenity. The birds are chirping and wildlife is in the woods. My cabin is a one-of-a-kind experience to share with close friends and family. The cabin is an A-framed loft style dwelling made from pine milled saddle-notch logs. There is plenty of outdoor space which includes front and covered side porches, pasture, a fire pit and hammock for relaxation that you'll be sure to enjoy!

4.97 out of 5 average rating, 99 reviews

Stepping Stone Cove | Lakefront 4 br, 2.5 ba

Nestled in the woods, Stepping Stone Cove is your family's perfect spot for scenic views, swimming, fishing, and boating. Located in a quiet cove, this gorgeous home features an open concept living space, 2 fireplaces, 4 bedrooms, 2.5 bathrooms, rec room, and office. Outside, you'll find a screened-in porch, deck, and patio with hammocks for ultimate relaxation. Head out the back door to your own private dock and lake access! Central AC, wifi, and dog-friendly, 9 min drive to downtown & grocery!

4.99 out of 5 average rating, 138 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.

4.9 out of 5 average rating, 174 reviews

Cottage in Orange

Willie's Place Country Cottage Pets Allowed

Step out your front door and pet horses located next door. Willie's place is newly renovated and has all the amenities you need. Located close to wineries, shopping, wedding venues, Historic Montpelier, Corn Maze, Town of Orange, Woodberry Forest School, 10 minutes to Gordonsville, 30 minutes to Charlottesville. Kayak the Rapidan, take a horseback ride at Oakland Heights or see a play at Barboursville. Exposed beams throughout, a beautiful Loft and back porch for sitting. You won't go wrong.

4.96 out of 5 average rating, 119 reviews

Guest suite in Reva

The Log Cabin at Ridgeview - Hiking, Wine, UVA

Entire main floor of quaint log cabin in the heart of Virginia's Wine Country. Close to Charlottesville airport, UVa campus, Shenandoah National Park, wineries, breweries, local restaurants. NOTE: Prices shown are for 2 bedrooms, 1 queen and 1 double, and 2 baths. For access to 3rd bedroom, at an additional fee which includes one double and one single, set number of guests to 5 or 6. Access to laundry. Cozy front porch, tons of parking, screened in porch out back for dining or relaxing.

4.92 out of 5 average rating, 238 reviews

Cozy Lake Anna Hideaway with Water & Beach Access

This quiet Lake Anna hideaway is ideal for those looking to escape the hustle and bustle and busyness of everyday life. Situated on 1 acre of wooded privacy, this home is a short 5 minute walk to the lake and all the common area has to offer. Swim at the beach, fish off the shore or dock, play tennis, basketball or volleyball and come back to relax at the firepit. There is a boat slip that may be used and ample parking for boat trailer. Kayaks included with rental! Come relax at the lake!

4.96 out of 5 average rating, 433 reviews

Cottage in Orange

Private Fenced Yard for Dogs/Horses - 2BR Cottage

2BR Hen and Hound Cottage is located just outside Orange, VA and has a private fenced yard for pets and walk-in access to adjacent James Madison's Montpelier and its many walking trails. In addition, we are minutes away from all of the popular wedding venues in Orange and a short drive to Shenandoah National Park. Our house on Whistle Stop Farm (so named for the train that passes by) is next to the cottage if you need us. Otherwise, the place is yours. Come enjoy some time in country!

4.94 out of 5 average rating, 153 reviews

Waterfront retreat w/private dock/hot tub/kayaks

Homeport Harbor is the ultimate lake vacation home! Unwind in this spacious, cozy waterfront retreat located on the public side of Lake Anna! This 1,800 sq ft. home is located on one acre and is beautifully decorated; including completely all brand new furniture, kitchen upgrades and new mattresses throughout. Spend your days relaxing at the water’s edge on the private dock, screened in porch or large deck and your evenings roasting marshmallows gathered around the built-in fire-pit.

Tiny home in Gordonsville

4.99 out of 5 average rating, 114 reviews

The Little House: Screened Porch + Pasture Views

Are you looking for a relaxing getaway weekend in Virginia's countryside? Welcome to The Little House! This tiny house (~300 sq ft) is located on five acres overlooking a private pasture in the scenic countryside of Gordonsville. Located just a 3-minute drive from downtown Gordonsville, the home is the perfect launching point to some of Central Virginia's best wineries, historic sites, and area attractions.

4.99 out of 5 average rating, 147 reviews

Farm stay in Louisa

Pet-Friendly Country Farm House on Pond

Pet-Friendly Country Farm House on Pond Farm stay hosted by Julie and Rick Bring your dogs. We have a huge fenced yard for them to play in. Come and enjoy the peace and quiet. We have 40 acres of fields and woods to help you relax a little. With over a mile of maintained trails you can take your pet for a long walk. Have a corn hole match or barbecue and just relax. Wineries and breweries are nearby.

4.84 out of 5 average rating, 198 reviews

Lake Getaway

Relax, hike, boat and fish on the perfect getaway to Lake Anna, only an hour from Washington, DC. Our private lake oasis is the perfect space for couples, families, or friends to de-stress for the weekend. Located in a gated community, you will feel safe and have tons of privacy. Our cozy lake hideaway is only a five-minute walk from beach access and is designed with a beautiful front deck for kicking back.