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

Guesthouse in Orange

5 out of 5 average rating, 232 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

Guesthouse in Barhamsville

4.89 out of 5 average rating, 174 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

Guesthouse in Lexington

4.95 out of 5 average rating, 261 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

Guesthouse in Colonial Beach

4.94 out of 5 average rating, 109 reviews

Delaney’s Compound- Great deals on longterm stays!

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

Guesthouse in Bedford

4.86 out of 5 average rating, 263 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

Guesthouse in Gordonsville

4.91 out of 5 average rating, 181 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

Guesthouse in White Stone

5 out of 5 average rating, 225 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 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

Guesthouse in Gloucester County

4.98 out of 5 average rating, 131 reviews

Moody Modern Cabin w/ Hot Tub Creek View

Every aspect of this guest cottage has been thoughtfully remodeled inside & out to provide an unmatched experience. Tucked into a peaceful corner of a park like 6.5 acre setting with private creek views, yet within minutes of shopping, breweries, & dining. Beautiful views, private setting, all of the amenities you wish for in your stay. Perfect for a couples weekend getaway, or a week with the kiddos while enjoying the Historic Triangle. "There's no place like here."

Guest favorite

Guesthouse in Petersburg

4.95 out of 5 average rating, 167 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

Guesthouse in Richmond

4.95 out of 5 average rating, 146 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, 182 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

Guesthouse in North Chesterfield

4.83 out of 5 average rating, 246 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!