Guesthouse vacation rentals in Henrico County

Guesthouse in Chesterfield

4.98 out of 5 average rating, 66 reviews

Lulu's Peaceful Cottage

Enjoy a relaxing stay at this great located cottage. Lulu's Peaceful cottage is brand new, stylishly decorated for comfort. Private little cottage in a park like setting amongst trees & nature. Inside is an equipped kitchenette, coffee/tea bar, & is meal prep friendly. Relax in the soaking tub, or shower if you prefer. Lulu's is close to everything. Shopping, gyms, parks, & recs, hospitals, museums, & airport, and just a few miles from all major highways. Easy driveway parking & keyless entry.

5 out of 5 average rating, 115 reviews

Spacious nature retreat close to city | The Bohive

Escape to The Bohive off I-95, a charming 1200 sq ft studio, conveniently located just off the interstate & minutes from downtown. On a private “nature reserve”, this is the perfect place to unwind & recharge. Inside, you'll find a comfortable king bed & kitchenette (no stove). The cozy living area has a smart TV, great for relaxing after a long day of exploring. Enjoy coffee on the private deck or immerse yourself in nature before heading out. Great spot for road trippers! STR2024-00002

5 out of 5 average rating, 39 reviews

Richmond Near West End, Charming Private Cottage

This private, thoughtfully designed, and newly renovated 1930s cottage blends charm with comfort in Richmond’s historic Near West End. Located in the safe, walkable, and family-friendly Elderslie Place neighborhood, the guesthouse offers easy access to the city's restaurants, breweries, parks, museums, trails, bike paths, and shopping. Notable close-by Richmond attractions include Carytown, VMFA, University of Richmond, VCU, Shockoe Slip, Scott's Addition, Monument Street, James River, etc.

4.87 out of 5 average rating, 119 reviews

Guesthouse in Midlothian

Adorable 1-bedroom guesthouse

Adorable guest house located above the detached garage on same property as the main house. Perfect for traveling healthcare workers needing monthly stay or quick trips for tourists visiting RVA. All basic cookware and toiletries provided. Guests have private entrance, free parking, and contactless check in. 9min to chesterfield town center 10min to westchester commons 10min to Johnston Willis hospital 15min to st. Francis medical center 17 min to Chippenham 20 min to river city sportsplex

4.98 out of 5 average rating, 301 reviews

Charming Carriage House in Richmond's Fan District

Take a step back in time in your private RVA sanctuary! Located in Richmond's Historic Fan District, this two-story Carriage House is just 2 blocks from the VMFA and countless restaurants, bars, shops and much more. Enjoy the charm of this beautifully-appointed and inviting, 1,000 sq. ft. space with modern amenities, custom art and decor. The open first-floor layout features a lovely living area and renovated, dream bathroom. The upstairs master suite features a king bed and full bath.

5 out of 5 average rating, 22 reviews

Little Sanctuary

Tucked in the peaceful back corner of our property, this cozy tiny guest house offers the perfect escape. With a Murphy bed, reading loft, full kitchen, desk, and a private deck, it has everything you need, including a full bathroom, TV, and internet. Just 15 minutes from downtown Richmond and near the James River and local parks, it's ideal for both city adventures and outdoor exploration. A serene retreat with modern amenities, perfect for a relaxing getaway or productive stay.

Guesthouse in Chesterfield

4.95 out of 5 average rating, 273 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, creek 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.

5 out of 5 average rating, 31 reviews

The Cottage at Maymont

Modern Maymont Guesthouse – Private Studio with Fire Pit Stay in this stylish guesthouse studio in Richmond’s Maymont neighborhood. With vaulted ceilings, a full kitchen, and a cozy queen bed, and pull-out sofa. It’s perfect for solo travelers, couples, or work trips. Enjoy the private patio with a fire pit for relaxing evenings. Walk to Maymont Park, Carytown, and local spots. A well-designed, comfortable stay in a great location—book now!

4.86 out of 5 average rating, 111 reviews

Guesthouse in Glen Allen

Cozy Pet-Friendly Cottage •Fenced Yard •Short Pump

Animal lover’s Cozy Cottage. We host pets with their people. Keep it simple at this peaceful and centrally-located place. The Studio apartment is perfect for two adults and a child. In Short Pump, close to restaurants, shopping, and highway 64, 288, and 295 (5 minute drive; not walking distance). Large fenced yard and pet friendly (See Other Details to Note for important information). Pet fees are per pet.

4.95 out of 5 average rating, 286 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.

4.94 out of 5 average rating, 160 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.