Guesthouse vacation rentals in James River

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in James River

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

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Guest favorite

A newly constructed guesthouse features a charming exterior with a sloped red roof and white trim. A covered balcony with a red umbrella overlooks landscaped gardens. Stone pathways and greenery surround the home, enhancing the inviting outdoor space.

Guesthouse in Orange

5 out of 5 average rating, 236 reviews

Taj Garage Guesthouse

Newly constructed (2021) above garage guesthouse with private, self check-in entrance, off-street parking, located among historic homes just 4 blocks to restaurants, shops, park and art galleries in downtown Orange. Guesthouse includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Handcrafted heart pine furniture. Level 2 EV Charger. Kitchen includes refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites.

Guest favorite

A modern cottage is presented in a wooded setting, featuring a spacious deck with seating and a spiral staircase. A fire pit surrounded by four chairs is anchored on a green lawn. Soft outdoor lighting adds to the inviting ambiance of the area.

Guesthouse in Gloucester County

4.98 out of 5 average rating, 139 reviews

Modern Moody Cabin w/ Hot Tub Creek View Fire Pit

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!

Guest favorite

A brick planter with lush green foliage is displayed alongside a vibrant yellow flower arrangement. A sign with the number 18920 is prominently featured, set against a backdrop of dense trees, contributing to a serene and natural environment.

Guesthouse in Barhamsville

4.89 out of 5 average rating, 176 reviews

Peaceful Retreat w/ Fire Pit & Spa Services

Country living at its best! Quiet...peaceful & very special place to relax, release, and rejuvenate. We are surrounded by beautiful wineries, which are all minutes away. Gorgeous views of nature and seasonal flowers. Separate from the main house, our guest suite offers awesome privacy & comfort. You will enjoy this very quiet, cozy, peaceful retreat. It is the perfect hideaway with the utmost charm. Board Certified Reflexologist on the premises is available for appointments. So AMAZING!

Guest favorite

A bright living area features a cozy cream couch and an inviting small sofa surrounded by a decorative area rug. A wood-burning stove stands against a yellow wall, while a skylight allows natural light to brighten the space. A dining area with a table is accessible through a doorway.

Guesthouse in Lexington

4.96 out of 5 average rating, 268 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!

Guest favorite

The exterior of the Guest House features a welcoming deck with steps leading up, surrounded by a wooden railing and lattice. An umbrella-covered table with chairs is positioned on the deck, offering a space for outdoor relaxation.

Guesthouse in Colonial Beach

4.94 out of 5 average rating, 110 reviews

Delaney’s Compound- Peaceful Respite on the Point!

Delaney’s Compound Guest House accommodates 2 - 3 guests. Pets are welcome with pre-approval & $75 fee (for 1st pet). A small fenced yard keeps them safe! The Guest House was built using reclaimed lumber and other charming elements from the original farmhouse outbuilding (circa 1889). There’s a cozy fireplace for snuggling and a second floor balcony for coffee or cocktails. The front yard has a fire pit and river views. The Guest House is sparkling clean, fully furnished & ready to welcome you!

Guest favorite

The exterior of the cottage features a sloped green metal roof and a welcoming front door framed by a small porch. Flowering shrubs and a well-maintained lawn are visible, creating an inviting entrance to the private guesthouse.

Guesthouse in Bedford

4.86 out of 5 average rating, 269 reviews

The Cottage at Oakwood.Pet Friendly. Self Check in

This is a Private Guesthouse, "The Cottage at Oakwood." Two(2) bedrooms: 1. Main Bedroom: queen-size mattress new Memory Foam 2. Living room: queen-size sofa/ hideaway bed. NO SMOKING!!$100 CLEANING FEE The cottage is on the left side of the Manor House. ***We gladly accept pets. We request a FEE OF $10/ NIGHT FOR EACH PET. Airbnb does have a place for adding this nominal fee. Just leave it on the TV Desk. Please put your pet in a crate when leaving the cottage. No pets on the furniture.

Guest favorite

A serene view of the water showcases the Rappahannock River and surrounding landscape. The horizon blends various shades of blue with green grass and patches of marshland, inviting a sense of tranquility. Wisps of clouds drift across the expansive sky.

Guesthouse in White Stone

5 out of 5 average rating, 228 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.

Guest favorite

The exterior of La Petite Maison showcases a charming guest house with a large screened porch, surrounded by vibrant flower beds. A turquoise umbrella shades a lounge chair next to the seasonal in-ground pool, providing a relaxing outdoor space.

Guesthouse in Gordonsville

4.91 out of 5 average rating, 182 reviews

La Petite Maison at Hedgeapple Hollow

La Petite Maison (our guest house) is the perfect place to simply get away from the hustle and bustle and relax! Sit in the private screen porch and watch the sun melt into the mountains. Deer, hummingbirds, bluebirds, and the occasional turkey like to hang out on the 8 acres of the property, perfect for any wildlife lover. Enjoy the fenced in common area featuring a seasonal in-ground pool. Conveniently situated near award-winning wineries, Montpelier, and historic downtown Gordonsville.

Guest favorite

The living area features natural wood paneling with high ceilings. A comfortable sofa is arranged facing a wall-mounted TV, alongside a wooden coffee table. A staircase leads to the loft, visible above, while a doorway opens to the kitchen area.

Guesthouse in Petersburg

4.95 out of 5 average rating, 172 reviews

"Lofty Cottage" Adorable 1-Bedroom Guest House

Enjoy this quaint Cozy Cottage with bedroom loft! This adorable 1-bedroom unique place has a style all its own. Built in the 1960’s behind the main house, it has floor to ceiling pine paneling, pine floors and fireplace. It has been recently remodeled with new tiled bathroom , newly remodeled kitchen and stainless steel appliances. A new Heating and Air unit was installed summer 2021. The pine paneling and 16 foot high ceilings gives it that "cottagey" feel.

Guest favorite

A spacious outdoor deck is surrounded by lush greenery, featuring multiple seating areas with striped lounge chairs and a shaded umbrella. A wooden railing provides a sense of privacy, while vibrant flowers add a touch of natural color to the setting.

Guesthouse in Richmond

4.95 out of 5 average rating, 149 reviews

Westhampton Guest House

2 story 900 square foot Guest House. Living Room, Dining Area and Kitchen with Brick Floor. Upstairs there are 2 double beds, one is a built in with a memory foam mattress and the other is an antique painted white full size bed with a pillow top mattress. Flooring is laminate. Bathroom with shower. Private Porch off of bedroom. There is also a gas grill available for your convenience.

Guest favorite

Guesthouse in Portsmouth

4.97 out of 5 average rating, 189 reviews

Spring Hill Guest Cottage - Portsmouth

Two room guest house with full bath and 1/2 bath, kitchenette and sitting room Sits on 9 acres. Adjacent to an occupied 300+ year old house that dates back to the 1700s. Shared access to in-ground pool and adjacent Jacuzzi with owners, but you will have exclusive use during your booking.

Guest favorite

A living area is highlighted by an orange sofa with decorative pillows, positioned against a warm orange wall. A television is mounted above, displaying a colorful screen. Natural light enters through two windows adorned with blinds, enhancing the space's relaxed atmosphere.

Guesthouse in North Chesterfield

4.83 out of 5 average rating, 254 reviews

Modern Studio Guesthouse w/free parking

"Tidings" is a completely private detached unit, 3 minutes from Midlothian Turnpike. This space offers a quiet, convenient, and private entrance with high-speed internet, large yard, quiet neighborhood, convenient to major stores. Many restaurants and tons of shopping within 5 miles!