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Guesthouse vacation rentals in Virginia

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Top-rated guesthouse rentals in Virginia

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guesthouse in Hinton

4.96 out of 5 average rating, 711 reviews

StreamSide Guesthouse in Mountains/National Forest

Stream-side guest house with charming views in lovely mountain setting; just steps from trailhead into GW National Forest. Peaceful, private and all to yourself, this 720 sq ft loft is a stylish, comfy retreat. During the day go hiking, wading, or just relax on the deck overlooking the stream. At night let sounds of rushing water and the gentle voices of nature lull you to sleep. Only 11 miles to Harrisonburg. Fast wifi with Prime/Netflix. A meditative retreat from which to explore the valley.

Top guest favorite

A wooden dock extends over the calm water, featuring a round table surrounded by four blue chairs. A swinging hammock chair hangs nearby, with an American flag gently waving. String lights are suspended overhead, adding a touch of ambiance to the scenery.

Guesthouse in Church Road

5 out of 5 average rating, 206 reviews

Heron Rock: Lakefront Cottage on Lake Chesdin

Enjoy peaceful lakefront living at Heron Rock Cottage, where you can stroll through the woods, swim or fish off the dock, paddle the lake in kayaks, or simply relax and enjoy the wildlife and beautiful sunsets. Situated on 6 acres in Dinwiddie County, this newly renovated cottage includes 2 bedrooms, full bath, full kitchen, living room with fireplace and private patio with dining area. Your stay includes full access to the grounds and dock and you are welcome to tie up a boat if you bring one.

Top guest favorite

Guesthouse in Gloucester County

4.98 out of 5 average rating, 158 reviews

Moody Cabin: Hot Tub/ Creek Fire Pit Park Setting

Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

Top guest favorite

A view of rolling hills is presented under a clear blue sky, with gentle clouds scattered throughout. The landscape features a blend of lush green trees and foliage displaying autumn colors, creating a serene and inviting rural atmosphere.

Guesthouse in Lexington

4.96 out of 5 average rating, 280 reviews

Entire Country Cottage guesthouse / Very Private

Gloriously private without feeling secluded, this charming guesthouse was totally updated in 2019. Enjoy the peace and quiet. Go for a walk or bike ride on the 28 plus acres or pretty rural lanes. 2.5 miles away is Lake Robertson for activities . Sit on the porch too! On a snowy night, enjoy the wd-burning fireplace . (We will often leave fireplace prepared to light. Gas heating also). Get cozy with the full kitchen, washer/dryer, games and books. DirecTv in the living room and bedroom. too!

Top guest favorite

An outdoor dining area is displayed with multiple tables and umbrellas, surrounded by gravel and potted flowers. Guests can be seen enjoying their meals in a relaxed atmosphere. A view of the water is visible in the background, with a cloudy sky above.

Guesthouse in White Stone

5 out of 5 average rating, 241 reviews

Waterfront Guesthouse II on the Rappahannock

The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

Top guest favorite

Guesthouse in Earlysville

4.98 out of 5 average rating, 357 reviews

Cottage at Frog Jump- woodland privacy at its best

Guesthouse ideal for two people. Small cottage (1 bed, 1 bath) is situated in a country setting on ten wooded acres along a large serene pond. It features a darling kitchenette with sink, fridge, microwave and toaster/convection oven. (No stove top, no oven.) You'll enjoy birdsong and views of various wildlife. A quiet, restful place to stay when you want to be near Shenandoah Nat’l Park, UVA, Charlottesville, Virginia wineries, Monticello, Montpelier, CHO, and other close-by attractions.

Top guest favorite

The exterior view of the cottage features a walkway leading to a white door, flanked by climbing roses and hanging flower pots. A small outdoor table and chairs are set on the gravel, inviting guests to enjoy the pleasant surroundings.

Guesthouse in New Market

4.98 out of 5 average rating, 335 reviews

Stay in a piece of history! Private Entire Cottage

Built in 1797, this cottage sits next to the historic William Rupp House, and is #17 on the self-guided walking tour! Although you are staying in a piece of history, you still get the privacy you need to comfortably explore all Shenandoah Valley has to offer. 19.6 miles away from JMU, 5.2 miles away from Endless Caverns, right off Interstate 81, and within walking distance of local stores, coffee shops, and restaurants... buckle in for a load of fun with this convenient location.

A covered porch area features a picnic table set with woven placemats and seating for relaxation. A green hammock hangs nearby, with lush gardens and trees visible beyond. Potted plants adorn the space, adding a natural touch to the welcoming environment.

Guesthouse in Schuyler

4.91 out of 5 average rating, 389 reviews

Homestead at HeartRock

Welcome to HeartRock Homestead. Our sweet spot offers rustic charm and modern comfort. Come for a private grownup nature camp! A getaway for couples, friends and families. Really, there is something for everyone. AND we have great check in and check out times to maximize your stay! Have you ever heard the whippoorwill sing while watching the stars or grazed organic cut flowers amongst the morning dew or felt a seasoned sunset kiss your heart? We hope to see you soon!

Top guest favorite

A colorful sunset fills the sky with hues of orange and pink, viewed from the property. The silhouette of the house is complemented by the warm light from the windows. Green foliage and flowers adorn the foreground, enhancing the serene atmosphere.

Guesthouse in Boston

4.98 out of 5 average rating, 190 reviews

The Bunkhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the bunkhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Top guest favorite

A rustic cabin is surrounded by lush trees, with a welcoming porch showcasing seating. The exterior features wooden panels and large windows, allowing natural light to fill the interior while maintaining privacy. A gravel path leads to the entrance, enhancing the natural landscape.

Guesthouse in Saluda

4.94 out of 5 average rating, 521 reviews

Wooded Cabin retreat on fresh water pond

If your looking for a quiet place in a wooded setting, this is it. Cabin has view of private 7.5 acre pond, deck and walking trail to the scenic Dragon Run, with canoe portage. You are welcome to bring your canoe/kayak. Bird watchers, wildflower enthusiasts will enjoy what the Dragon Run has to offer. If shopping or history is your interest, this cabin is only 45 min away from Williamsburg, and will give you a place to relax. This is a pet friendly cabin.

Top guest favorite

A rustic exterior of Alton Cottage is framed by leafless trees, with a stone foundation and wooden steps leading up to the entrance. Rolling green fields extend into the distance, illuminated by warm sunlight, creating a serene rural landscape.

Guesthouse in Warrenton

4.97 out of 5 average rating, 320 reviews

The Alton Cottage -a luxury country retreat

The Alton Cottage is a charming, newly refurbished 1820s guest house- formerly a summer kitchen to the original farm house. Views are of rolling fields and their bovine occupants. We are within 30 minutes of almost 20 wineries and another 20 breweries, 5 min to Airlie, and only 5 mi to Old Town Warrenton. We are also close to several antique stores, farmers markets and Shenandoah National Park. We strive to make every guests stay special.

Guesthouse in Martinsville

4.93 out of 5 average rating, 244 reviews

Vaca Oasis, Pool, Fire-Pit, Grill, Private, Relax!

Welcome to the 🌴Oasis of Martinsville! This private guest house offers resort-style amenities and total seclusion. Enjoy your own heated pool 🔥🏊‍♂️ with stunning views of trees 🌳 and mountains ⛰️. Grill out 🍔, explore uptown shops 🛍️, dine local 🍽️, or hike scenic trails 🚶‍♀️. Unwind by the fire pit 🔥 under the stars ✨, then relax into a premium Nectar bed 🛏️ with plush linens. Perfect for romance ❤️, rest 😌, or adventure 🌟!

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Virginia guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Two chairs are positioned near a campfire ring on a grassy area, surrounded by trees. A gently sloping hill leads down to a pond, with a wooden fence visible in the distance. Sunlight filters through the leaves, creating a shaded and inviting space.

Guesthouse in Purcellville

4.81 out of 5 average rating, 274 reviews

Barn Apartment in VA Wine Country

Guesthouse in Charlottesville

4.9 out of 5 average rating, 491 reviews

Luxury cottage in Downtown C-Ville

Top guest favorite

A quaint cottage is surrounded by lush greenery, featuring a metal roof and an inviting garden with colorful flowers. A picnic table sits on a stone pathway leading to the front door, enhancing the outdoor space.

Guesthouse in Damascus

4.96 out of 5 average rating, 1,355 reviews

Ruby's Rest

A warm living area features a brown leather sofa and a patterned armchair, complemented by a beige couch. A window with horizontal blinds allows natural light, while a decorative lamp and rustic wall hangings enhance the room's charm. A subtle area rug adds comfort underfoot.

Guesthouse in Willis

4.91 out of 5 average rating, 151 reviews

Hog Mt Retreat by Buffalo Mountain Getaway

Top guest favorite

A charming two-story house features a welcoming front porch with white railings and multiple gabled roofs. The neatly landscaped yard is complemented by a paved driveway leading to a detached garage. Surrounding greenery provides a serene backdrop against the clear blue sky.

Guesthouse in Farmville

4.98 out of 5 average rating, 294 reviews

BrightEyes Alpaca Retreat Farmville ,Virginia

Top guest favorite

A covered porch area is visible, featuring several outdoor chairs and a table. The porch is bordered by a gravel path and landscaped with stones and flowers. The expansive grassy field extends beyond the structure under a clear blue sky.

Guesthouse in Madison

4.97 out of 5 average rating, 250 reviews

Hebron Valley Cottage

The exterior of the guest house is presented, showcasing a two-story structure with a combination of wood and white siding. A front driveway leads to a garage with a large door. Seasonal trees surround the property, contributing to a natural, wooded environment.

Guesthouse in Blacksburg

4.94 out of 5 average rating, 586 reviews

*Guest Cottage, *Hot Tub* Loft style sleeping

A paved driveway lined with trees leads towards a country guest house, offering a serene path. Inside, a spacious bed is paired with contemporary nightstands and lamps. A private pool shines under clear skies, featuring a neatly manicured surrounding area and lounge chairs for relaxation.

Guesthouse in Glen Allen

4.84 out of 5 average rating, 555 reviews

Private and Quiet Pool House Convenient Location

Guest house rentals with a patio

Top guest favorite

The exterior of a green building is shown, featuring a front entrance with decorative door and small porch area. A window is framed with white shutters, while colorful flower beds and potted plants enhance the landscaping. A clear blue sky provides a bright backdrop.

Guesthouse in Abingdon

5 out of 5 average rating, 199 reviews

Cozy & Private "The Little Green Pig" Abingdon

Top guest favorite

A welcoming entryway features a covered porch with two rocking chairs positioned on a concrete path. The front door is framed by two large windows, showcasing a panoramic view of the surrounding hills and fields in the distance.

Guesthouse in Stephens City

5 out of 5 average rating, 17 reviews

Ventura Cottage: 360-views/HotTub/4 acres/Gym

Top guest favorite

A welcoming living area features a large area rug with floral patterns. Two couches provide comfortable seating, and a flat-screen TV is mounted on the wall. The open layout allows views into the kitchen and dining space, enhancing the connection between areas.

Guesthouse in Mount Crawford

4.96 out of 5 average rating, 156 reviews

Country Cabin near JMU/ Skyline Dr / Massanutten

Top guest favorite

A loft bedroom features a spacious bed adorned with a patterned duvet and decorative pillows. A cozy armchair sits in the corner, complemented by a dark wooden dresser with a television. Natural light filters through a large window, illuminating the soft green walls.

Guesthouse in Yorktown

4.97 out of 5 average rating, 279 reviews

Charming Yorktown Battlefield Cottage

Top guest favorite

An aerial view captures a spacious guest house nestled among trees displaying vibrant autumn foliage. The surrounding landscape features a mix of green and colorful leaves, with an open area visible beside the property. Outdoor amenities are discernible, blending harmoniously with the natural setting.

Guesthouse in Troy

4.99 out of 5 average rating, 177 reviews

Beaver Pond Farm - Near Charlottesville

A spacious living area is highlighted by large windows allowing natural light to illuminate the room. A comfortable brown leather sofa and a patterned area rug create a cozy ambiance. A wooden coffee table sits centrally, while a freestanding black stove adds warmth to the inviting space.

Guesthouse in Roanoke

4.85 out of 5 average rating, 116 reviews

Unique Historic Home

A covered patio features deep seating in dark fabric arranged around a gas fire pit. Bistro lights hang above, enhancing the cozy setting. A small dining table with four chairs is included, and grassy yard space is visible beyond the patio area.

Guesthouse in Spotsylvania Courthouse

4.9 out of 5 average rating, 21 reviews

The Oasis

The studio features a spacious layout with a queen-size bed adorned in vibrant teal bedding. A twin bed is positioned nearby, complemented by decorative pillows. Natural light fills the room, accentuated by large windows on either side. A comfortable couch and side tables complete the inviting setting.

Guesthouse in Alexandria

4.91 out of 5 average rating, 140 reviews

The Guest Suite

Guest house rentals with a washer and dryer

Top guest favorite

Guesthouse in Bluemont

4.99 out of 5 average rating, 359 reviews

Skyhorse Retreat Guest House

A modern studio apartment is displayed, featuring a gray sofa with a bright orange pillow. A small white dining table with two chairs is positioned near the kitchen, which includes white cabinetry and stainless-steel appliances. A washer and dryer are visible in a dedicated space at the back.

Guesthouse in Suffolk

4.92 out of 5 average rating, 103 reviews

The Magnolia Guesthouse With A Private Entrance

Top guest favorite

A covered outdoor patio is framed by white pillars and features several cozy seating options. The brick flooring is complemented by lush greenery, creating a calm space. Stairs lead down to the surrounding yard, enhancing accessibility to the outdoor area.

Guesthouse in Suffolk

4.98 out of 5 average rating, 122 reviews

Country Living Guest House (Upstairs/Downstairs)

Top guest favorite

A large maple tree provides shade over a wooden deck, featuring two hanging swing chairs. Green grass and flower pots can be seen surrounding the area, creating a serene outdoor space. A storage shed is visible in the background, hinting at the property's spaciousness.

Guesthouse in Broadway

4.98 out of 5 average rating, 101 reviews

Katie's Shenandoah Kottage

Top guest favorite

A loft area is showcased with a high sloped ceiling and two circular ceiling lights. A colorful round rug is centered on the light wood flooring. A small window allows natural light to enter, providing a view of the outside greenery.

Guesthouse in Arlington

4.96 out of 5 average rating, 187 reviews

Spacious Guest House 10-15 min to DC

A spacious deck features red and white Adirondack chairs positioned towards a scenic view of rolling hills and a sunset. The horizon is illuminated with warm colors, while a green landscape stretches out, providing an inviting backdrop for relaxation.

Guesthouse in Lexington

4.94 out of 5 average rating, 113 reviews

Guest House in the Valley

Top guest favorite

Guesthouse in Quinton

4.98 out of 5 average rating, 120 reviews

Cozy Farm Apartment in New Kent, VA

Top guest favorite

The living space features high ceilings with large windows allowing ample natural light. An inviting sofa faces a wall-mounted television, while a decorative table sits in front. Sliding glass doors open to a shared outdoor area, enhancing the connection with nature.

Guesthouse in Arlington

5 out of 5 average rating, 214 reviews

Private Sunny Cottage with King Bed + Yard / Patio

Destinations to explore