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Cottage vacation rentals in Lake Anna

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Top-rated cottage rentals in Lake Anna

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Top guest favorite

A serene waterfront view showcases a boat dock alongside a sandy beach area. Two kayaks are positioned for use, and a boat is secured on the dock. Lush green trees provide a natural backdrop, while nearby cottages are visible on the shore.

Cottage in Bumpass

5 out of 5 average rating, 27 reviews

Waterfront Cottage with Sandy Beach and Boat Dock

Relax with the family at this waterfront cottage. Cottage is only 100 ft from water’s edge, in quiet no-wake cove of Lake Anna. 1,200 sq ft cottage located on acre with space to park your boat. Boat dock to tie up your boat etc. and 2 kayaks for your enjoyment. Community boat ramp is 2 minute drive. Soak up the sun or enjoy lunch on the boat dock, with a sandy beach for the little ones. Back deck with gas grill after a day on the water and morning coffee with water views and wooded surroundings.

Cottage in Mineral

4.84 out of 5 average rating, 80 reviews

Dacha on the Shoreline - Lake Anna waterfront

New waterfront vacation home on the warm side of Lake Anna with a large back patio and yard. Located in a quiet and new development. Nearby attractions: Lake Anna State Park Wineries, Vineyards & Breweries Historic Sights and Landmarks Horseback Riding Tours / Equestrian Trails Boat Tours Marinas Sports Camps & Clinics / Nature & Wildlife Tours Day trips (Downtown Fredericksburg, Richmond, Charlottesville) Kings Dominion Theme Park Alpaca Farms Golf Courses / Mini Golf Boat / Jetski Rentals

Top guest favorite

An open dining area features a large wooden table set with place settings, illuminated by soft overhead lighting. The space includes a spiral staircase leading to an upper level, with views of a cozy living area and a stone fireplace.

Cottage in Locust Grove

4.99 out of 5 average rating, 137 reviews

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.

A serene view of the covered dock extends into calm waters, surrounded by lush greenery and trees. The setting sun casts a warm glow over the lake, where nearby boat slips are visible. A portion of the dock is illuminated, enhancing the peaceful atmosphere.

Cottage in Mineral

4.93 out of 5 average rating, 46 reviews

Lakefront Sunset Lagoon w/Dock New Listing

Welcome to Lake Anna, & stay at the incredible waterfront nest on the public side with a gorgeous sunset view. Completely renovated! A large living room with vaulted ceilings, a spacious kitchen, and new baths make this a perfect space for gathering family & friends. Huge yard, waterfront & a covered dock, and two boat slips. The boat launch ramp is nearby (key is upon request). Canoe to Tim's Seafood. Use Kayaks/Canoe with a life vest pls. Monthly rental with a reasonable rate upon request.

A front porch features two black rocking chairs positioned beside a small table adorned with flowers. The view beyond shows a spacious yard with a fence and horses grazing in the distance, framed by trees under a clear sky.

Cottage in Orange

4.9 out of 5 average rating, 173 reviews

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.

A charming cottage is set against a backdrop of rolling green hills. Red seating is positioned near a fire pit, with a picnic table on the gravel area in front. Lush grass and a few trees offer shade, enhancing the serene countryside atmosphere.

Cottage in Leon

4.95 out of 5 average rating, 86 reviews

Relax on 43 Acres Near SNP, Hiking, & Wineries

This cottage at Grateful View is conveniently located in beautiful Madison Co. Accessible to Rt 29 and centrally located to local breweries, wineries (across from Prince Michel), and hiking. A few local places to visit include: Bald Top Brewing Company, Early Mountain Vineyard, the Skyline Drive in Shenandoah National Park (Old Rag Mtn and White Oak Falls). An easy 15-minute drive to Culpeper or 35-minute drive to Charlottesville with historical sites, restaurants, and antique shops not far.

A spacious porch features several white rocking chairs arranged along the gray decking, providing a relaxing spot to enjoy nature. Large windows allow natural light to flood the interior, while the surrounding greenery adds a serene backdrop.

Cottage in Orange

4.75 out of 5 average rating, 8 reviews

Orange Cottage w/ Hiking Access: 1 Mi to Lake Anna

Escape the demands of daily life and enjoy the seclusion and privacy of this 2-bedroom, 1-bath vacation rental in Orange, VA! Perfect for a romantic retreat or a small group getaway, this cozy cottage offers a fully equipped kitchen, a modern interior, and close proximity to Lake Anna. When you’re not out on the water, explore the on-site hiking trails or visit James Madison's Montpelier. After a day of adventure, sip a glass of wine on the front porch or unwind with a movie on the Smart TV.

Top guest favorite

A tranquil lakeside scene is captured with a colorful sailboat gently gliding across calm waters. Lush greenery lines the shore, while fluffy clouds drift in a blue sky. A dock is visible in the foreground, framed by the silhouette of tall trees.

Cottage in Bumpass

4.95 out of 5 average rating, 19 reviews

Eagle's Nest Cottage - Lake Anna Waterfront

Eagle's Nest Cottage at Lake Anna is a waterfront cottage located on the public side that has been fully remodeled for guests to come enjoy! Spend your days grilling out on the deck, boating and swimming off 200' waterfront property. Private dock in a no-wake zone with boat ramp access. Indoor and outdoor games, kayaks, canoe, grill, firepit & so much more! Close to wineries, grocery and restaurants. Just 27 miles from King's Dominion. Perfect spot for a getaway from everyday life hustles.

Top guest favorite

A wooden deck features a round table and two matching chairs, both in a vibrant turquoise color. The railing offers a clear view of the surrounding grassy area and trees, creating a serene outdoor space.

Cottage in Orange

4.96 out of 5 average rating, 432 reviews

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!

Top guest favorite

A grassy area is framed by several wooden chairs arranged around a fire pit, with a stone covered by a protective cover at the center. Lush trees line the background, with a vineyard visible in the distance under a bright blue sky.

Cottage in Culpeper

5 out of 5 average rating, 51 reviews

Perfect and Easy "Get A Way " to Rare Air Farm!

At Little Red Hen Cottage, relax & recharge. Outside, walk 20 acres of rolling hills that host an active fruit & vegetable farm or sit by the Chimenea & star watch at night. This cottage is an easy drive from multiple vineyards, breweries & hiking trails (including Old Rag) tucked between Culpeper & Madison, Va. Once you're done with exploring for the day, return to all the amenties and comforts of home in a peaceful farm setting. Come and take in the quiet of Rare Air Farm!

A cozy fire pit area is surrounded by a wooden frame adorned with string lights, creating a warm ambiance. Several chairs are arranged around the fire pit, encouraging gathering under the stars. Flower pots with colorful blooms are positioned nearby.

Cottage in Mineral

5 out of 5 average rating, 7 reviews

Lake Anna Hideaway Haven — lake access

Relax with the whole family at this peaceful place to stay. Our little lake house sits in a quiet, gated lake neighborhood. Enjoy the birds and deer from this tucked away lake house, while only steps from the lake and minutes from the best of Lake Anna. Custom built in 2020 you’ll enjoy plenty of space for your family and friends! Enjoy a jetted hot tub in the evenings or sit under the stars by the fire pit out back. The back deck also has a ramp for mobility-impaired guests.

A charming wooden house is complemented by a blooming dogwood tree, its branches adorned with soft pink flowers. A screened porch extends across the front, offering an inviting space to enjoy the surrounding nature on a clear day.

Cottage in Gordonsville

4.85 out of 5 average rating, 101 reviews

'Pond House' on Huge Horse/Cattle Farm

Our Pond House is on the shore of one of the most beautiful ponds you can imagine, in the center of our 600 acre farm. Great for young families. Fishing, swimming hole, trails, horses, cows, wildlife, rope swings, hot tub, Game Barn, peace & quiet. A number of state citation bass have been caught and released from the pond, and the cane-pole fishing is great as well. 35 min. to Monticello, 15 min. to Montpelier; 6 wineries; Great restaurants.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Popular amenities for Lake Anna cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

The exterior of a single-story house is shown, featuring a welcoming front porch with a wooden railing. An American flag is displayed near the entrance. A winding stone pathway leads through a well-kept yard, bordered by a wooden fence and surrounded by trees.

Cottage in Mineral

5 out of 5 average rating, 7 reviews

Lake Anna Hideaway Haven — lake access

The Servants' Cottage, built in 1856, is showcased with a classic white exterior and a metal roof. Surrounded by well-maintained grass and shrubs, it is set against a backdrop of trees and open fields. Natural light casts gentle shadows on the lawn.

Cottage in Gordonsville

4.84 out of 5 average rating, 154 reviews

Quaint Cottage - Wolftrap Farm (Horse neighbors)

A charming wooden house is complemented by a blooming dogwood tree, its branches adorned with soft pink flowers. A screened porch extends across the front, offering an inviting space to enjoy the surrounding nature on a clear day.

Cottage in Gordonsville

4.85 out of 5 average rating, 101 reviews

'Pond House' on Huge Horse/Cattle Farm

A bright living room is showcased with large windows providing views of the wooded surroundings. A comfortable sofa and armchairs are arranged around a wooden coffee table, while a wall-mounted television and a small wood-burning stove are visible. Warm lighting is offered by two lamps.

Cottage in Gordonsville

4.97 out of 5 average rating, 32 reviews

Hideaway Haven

Top guest favorite

A charming cabin is nestled among tall trees, featuring a blue exterior and a sloped roof. A covered porch is visible, with colorful chairs providing a cozy sitting area. A hammock hangs between two trees, inviting relaxation in the serene woodland setting.

Cottage in Orange

4.96 out of 5 average rating, 159 reviews

Our Happy Place

The exterior of the Milker's Cottage is captured against a clear blue sky. The one-story white structure features a welcoming porch with railing and a covered entryway, surrounded by green grass and trees, conveying a sense of serenity in the rural landscape.

Cottage in Gordonsville

4.81 out of 5 average rating, 81 reviews

Milker's Cottage at Wolftrap Farm (Horses in back)

Pet-friendly cottage rentals

A front porch features two black rocking chairs positioned beside a small table adorned with flowers. The view beyond shows a spacious yard with a fence and horses grazing in the distance, framed by trees under a clear sky.

Cottage in Orange

4.9 out of 5 average rating, 173 reviews

Willie's Place Country Cottage Pets Allowed

A gravel driveway leads towards a light-colored house partially obscured by trees. A green mailbox is positioned at the entrance, while a grassy area extends on either side of the path, contributing to a serene outdoor setting.

Cottage in Mineral

5 out of 5 average rating, 4 reviews

Cheerful 4Br Water View Lakehouse with Dock & More

Top guest favorite

A living area features a comfortable gray sofa and armchair, set on a light area rug. A wooden coffee table is centrally located, while a TV sits on a decorative stand. Natural light enters through a window, complemented by soft lighting from a chandelier above.

Cottage in Orange

4.96 out of 5 average rating, 432 reviews

Private Fenced Yard for Dogs/Horses - 2BR Cottage

Cottage in Gordonsville

4.76 out of 5 average rating, 277 reviews

Historic, Quaint Bungalow Pool & Spa

Top guest favorite

A serene waterfront view showcases a boat dock alongside a sandy beach area. Two kayaks are positioned for use, and a boat is secured on the dock. Lush green trees provide a natural backdrop, while nearby cottages are visible on the shore.

Cottage in Bumpass

5 out of 5 average rating, 27 reviews

Waterfront Cottage with Sandy Beach and Boat Dock

The Servants' Cottage, built in 1856, is showcased with a classic white exterior and a metal roof. Surrounded by well-maintained grass and shrubs, it is set against a backdrop of trees and open fields. Natural light casts gentle shadows on the lawn.

Cottage in Gordonsville

4.84 out of 5 average rating, 154 reviews

Quaint Cottage - Wolftrap Farm (Horse neighbors)

A charming wooden house is complemented by a blooming dogwood tree, its branches adorned with soft pink flowers. A screened porch extends across the front, offering an inviting space to enjoy the surrounding nature on a clear day.

Cottage in Gordonsville

4.85 out of 5 average rating, 101 reviews

'Pond House' on Huge Horse/Cattle Farm

Private cottage rentals

A front porch features two black rocking chairs positioned beside a small table adorned with flowers. The view beyond shows a spacious yard with a fence and horses grazing in the distance, framed by trees under a clear sky.

Cottage in Orange

4.9 out of 5 average rating, 173 reviews

Willie's Place Country Cottage Pets Allowed

Top guest favorite

A wooden deck features a round table and two matching chairs, both in a vibrant turquoise color. The railing offers a clear view of the surrounding grassy area and trees, creating a serene outdoor space.

Cottage in Orange

4.96 out of 5 average rating, 432 reviews

Private Fenced Yard for Dogs/Horses - 2BR Cottage

A hallway is framed by green walls and exposed wooden beams, featuring framed artwork on the walls. A wooden table with a bowl rests against one side, while a large wooden door serves as the focal point at the end of the corridor.

Cottage in Spotsylvania Courthouse

4.88 out of 5 average rating, 157 reviews

Bond House: Historic Retreat at Walnut Grove

Top guest favorite

A serene waterfront view showcases a boat dock alongside a sandy beach area. Two kayaks are positioned for use, and a boat is secured on the dock. Lush green trees provide a natural backdrop, while nearby cottages are visible on the shore.

Cottage in Bumpass

5 out of 5 average rating, 27 reviews

Waterfront Cottage with Sandy Beach and Boat Dock

Top guest favorite

A tranquil lakeside scene is captured with a colorful sailboat gently gliding across calm waters. Lush greenery lines the shore, while fluffy clouds drift in a blue sky. A dock is visible in the foreground, framed by the silhouette of tall trees.

Cottage in Bumpass

4.95 out of 5 average rating, 19 reviews

Eagle's Nest Cottage - Lake Anna Waterfront

Cottage in Mineral

4.84 out of 5 average rating, 80 reviews

Dacha on the Shoreline - Lake Anna waterfront

A charming wooden house is complemented by a blooming dogwood tree, its branches adorned with soft pink flowers. A screened porch extends across the front, offering an inviting space to enjoy the surrounding nature on a clear day.

Cottage in Gordonsville

4.85 out of 5 average rating, 101 reviews

'Pond House' on Huge Horse/Cattle Farm

A serene view of the covered dock extends into calm waters, surrounded by lush greenery and trees. The setting sun casts a warm glow over the lake, where nearby boat slips are visible. A portion of the dock is illuminated, enhancing the peaceful atmosphere.

Cottage in Mineral

4.93 out of 5 average rating, 46 reviews

Lakefront Sunset Lagoon w/Dock New Listing

Destinations to explore