Guesthouse holiday rentals in James River

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Top-rated Guesthouses in James River

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite

Guesthouse in Orange

5 out of 5 average rating, 244 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.

Top Guest favourite

Guesthouse in Gloucester County

4.98 out of 5 average rating, 149 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!

Top Guest favourite

Guesthouse in Barhamsville

4.89 out of 5 average rating, 179 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!

Top Guest favourite

Guesthouse in Lexington

4.96 out of 5 average rating, 277 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 favourite

Guesthouse in Colonial Beach

4.94 out of 5 average rating, 111 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!

Top Guest favourite

Guesthouse in White Stone

5 out of 5 average rating, 235 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 favourite

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 favourite

Guesthouse in Lexington

4.94 out of 5 average rating, 108 reviews

Guest House in the Valley

Our guest house is only a few minutes away from Historic Lexington. The house has one master bedroom with a king size bed. We have a fully functional kitchen, washer and dryer, and full bathroom. We are also close to the Appalachian Trail, the Blue Ridge Parkway, the Virginia Military Institute, Washington and Lee University, and the Virginia Horse Center. The house provides great views and a place to relax either on the back porch, the front deck, or a walk through the surrounding area.

Guest favourite

Guesthouse in Richmond

4.95 out of 5 average rating, 153 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.

Top Guest favourite

Guesthouse in Portsmouth

4.97 out of 5 average rating, 195 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 favourite

Guesthouse in North Chesterfield

4.82 out of 5 average rating, 273 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!

Guest favourite

Guesthouse in Staunton

4.85 out of 5 average rating, 318 reviews

BoutiqueAir cottage, Staunton, VA; Near downtown!

Relax in comfort in this new guest house chosen for the Historic Garden Tour with antique furnishings located 5 minutes from downtown Staunton. This guest house is situated in a prestigious residential neighborhood. Sitting on your private porch, you will enjoy a garden setting.

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What guests are saying

Honey House-modern loft near UVA/Monticello

5 out of 5 average rating, 105 reviews6 months ago

The wooded setting and this cozy cottage were more beautiful than the pictures. I spent a week enjoying the hospitality of Rob and Lilli. The cottage had everything I could have needed. It is so convenient to UVa and Charlottesville. I am so thankful for the time at the cottage which enabled visits with family and friends. Thank you 😊

Guesthouse in Charlottesville

What guests are saying

"Lofty Cottage" Adorable 1-Bedroom Guest House

4.95 out of 5 average rating, 172 reviews3 months ago

The place looks better compared to the pictures. The place was easy to find in really peaceful neighborhood, so my boyfriend and I had a really good time to relax and enjoy our getaway. Would definitely love to come back for another get away.

Guesthouse in Petersburgh

What guests are saying

Cottage at Frog Jump- woodland privacy at its best

4.98 out of 5 average rating, 353 reviews2 days ago

This was my 5th stay at Frog Jump, so clearly this is a fabulous place!! Gail is the BEST host -- always available but never intrusive! From the moment one enters the cottage, one feels very warmly welcomed (back) -- the sign board, plentiful snacks on the counter and in the frig, a cozy interior, and peaceful woods surrounding! There are LOTS of places to go and things to do nearby, but the main reason I go to Frog Jump is to BE STILL (Psalm 41:10) and get away from the activity and noise. My soul is always refreshed by the birdsong, a walk in the meadow, reading a book and sipping coffee on the swing ... delightful!! The only negative is that time seems to fly faster at Frog Jump! LOL My stays always end too quickly!

Guesthouse in Earlysville

What guests are saying

Waterfront Cottage Retreat with Hot Tub

4.94 out of 5 average rating, 142 reviews2 weeks ago

We had such a fantastic time at the cottage, we almost didn’t want to leave! The photos of the property, as gorgeous as they are, still don’t do the place justice - It’s even better in real life. The landscape and creekside is absolutely fantastic, the water is pristine, the cottage is well cared for and so beautiful, and it was a perfect getaway for my little family (2 adults and 2 large dogs). The hosts have truly thought of everything and we did not want for anything outside of what was thoughtfully provided! Yet, Jen was very responsive whenever we reached out and she took such great care of us. (Special note for reactive dog owners: Our dog is dog-reactive due to recently recovering from an attack, and while the main house is relatively close to the cottage and other guests may bring their pets, the hosts are open to chatting through your concerns and there is enough privacy that you can have a great time by the creek with distance from other pets.) We’re booking our stay #2!

Guesthouse in New Castle

What guests are saying

Adorable Tiny House in Rawley Springs

4.92 out of 5 average rating, 392 reviewstoday

Lovely tiny home (and it is indeed tiny!) Exactly as described. All the comforts of a (large) home with incredibly easy access. There’s a microwave and a hot plate - so definitely don’t plan on cooking much is my only advice and it’s a one person bed - but everything else is there as you need it. Perfect for me and my old dog. WiFi. Heat. Electric. A place to sit. Indoors and out. Fresh eggs. Hot water. The hosts are super nice and have a lovely family farm right behind the cabin with two fantastic kitties that greet you. The Dry river and 14 or so miles of it are so close.

Guesthouse in Hinton