Guesthouse vacation rentals in James River

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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 Church Road

5.0 out of 5 average rating, 135 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.

Sep 24 – Oct 1

ﺩ.ﺇ489 per night

Guest favorite

Guesthouse in Orange

5.0 out of 5 average rating, 183 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.

Mar 10 – 17

ﺩ.ﺇ431 per night

Guest favorite

Guesthouse in Natural Bridge

4.99 out of 5 average rating, 167 reviews

Cardinal Cottage, nice location, no cleaning fee

We are happy to offer you our fully detached guest cottage. If solitude is important to you, consider staying with us. Studio set up with living area, sleeping area with queen bed, kitchen,bath. Outdoor space too, including front porch and deck in rear. Private location yet close to area attractions. 10 minutes to Natural Bridge SP, Caverns, Safari Park. 20 Minutes to Lexington, VMI, W+L. No cleaning fee Please review the full listing and all of our policies so you know what to expect.

Oct 4 – 11

ﺩ.ﺇ511 per night

Guest favorite

Guesthouse in Farmville

4.98 out of 5 average rating, 269 reviews

BrightEyes Alpaca Retreat Farmville ,Virginia

Private, separate space above the garage; Hampden- Sydney College (2.4 miles/5 mins), Longwood University (6.2 miles/9 mins); Modestly equipped kitchen, small dinette, queen bed, sitting area & elec. fireplace; DISH TV /No WiFi. Towels & linens incl. PET FREE indoor environment! *We host guests with pet allergies NO pets are allowed* no exceptions. Capacity 3. No children under 3 . Other things to note: no additional visitors on the premises, unless host permit . Pool: Late May-Labor Day

Jun 13 – 18

ﺩ.ﺇ433 per night

Guest favorite

Guesthouse in Earlysville

4.98 out of 5 average rating, 317 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.

Nov 3 – 10

ﺩ.ﺇ341 per night

Guest favorite

Guesthouse in Lexington

4.95 out of 5 average rating, 222 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 miles away is Lake Robertson for activities . Sit on the porch too! On a snowy night, enjoy the wd-burning fireplace . (We will 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!

Feb 22 – Mar 1

ﺩ.ﺇ342 per night

Guest favorite

Guesthouse in Schuyler

4.9 out of 5 average rating, 356 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!

Feb 9 – 16

ﺩ.ﺇ435 per night

Guest favorite

Guesthouse in Ashland

4.96 out of 5 average rating, 462 reviews

2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi

Minutes from I-95 "The Cottage" is a great stop along your journey & 15 minutes to Kings Dominion or Meadow Event Park. Surf high speed internet, catch up on laundry, dine in Ashland or have a cookout and share stories around the campfire. You’ll love the Cottage because of the clean accommodations, complete kitchen, quiet neighborhood, home theater, comfy beds, no cleaning fee & pet friendly! The Cottage is great for Families, Couples, Business Travelers & Fun Seekers.

Apr 1 – 8

ﺩ.ﺇ426 per night

Guest favorite

Guesthouse in Chesterfield

4.96 out of 5 average rating, 187 reviews

Gorgeous Creek View from your Private Eyrie

Enjoy a relaxing view of Falling Creek from the second floor apartment with a private entrance and balcony. The wall of windows overlooks a secluded backyard with visiting deer, heron, owls, and other wildlife. Sit by the pond and creek in or fire pit. The property offers off street parking in a safe neighborhood which is located 20 minutes from downtown Richmond, 10 mins to Midlothian and Chesterfield, 3 mins to Swim RVA. 15 mins to the airport or train station.

Aug 26 – Sep 2

ﺩ.ﺇ360 per night

Guest favorite

Guesthouse in Petersburg

4.94 out of 5 average rating, 143 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.

Nov 21 – 28

ﺩ.ﺇ430 per night

Guest favorite

Guesthouse in Gloucester

5.0 out of 5 average rating, 106 reviews

Creekside Guesthouse - Dock and Pool on 10 acres

With stunning views overlooking Bland Creek, this guesthouse is the perfect place to unwind or start your adventure. This two-bedroom apartment is nestled high in the treetops, perfectly situated on 10 acres of wooded and coastal beauty. When the time comes to explore, guests are only minutes away from eclectic shopping and dining in historic downtown Gloucester, with Williamsburg and Richmond an easy 45 minutes away.

Sep 15 – 22

ﺩ.ﺇ571 per night

Guest favorite

Guesthouse in Richmond

4.94 out of 5 average rating, 174 reviews

Funky & colorful private guesthouse with parking!

This unique place has a style all its own with carefully curated touches of yellow! A private guesthouse tucked away and at the top of a spiral staircase. This space is a five minute drive from Richmond's most popular neighborhoods. Fully equipped with a mid-century modern kitchenette, private patio, and A/C! This space is an experience in itself. Explore Richmond's best kept secret; the Yellow Tiger's Den.

Oct 20 – 27

ﺩ.ﺇ395 per night