Holiday rentals in Red Oak Hollow

Deerchase Estate Guesthouse

Peaceful & scenic, this charming guesthouse is tucked away on our family estate & farm. This lower level features a queen bed, full kitchen, full bathroom, pull out sofa, washing machine & dryer. Good wifi. Located 5 min from quaint Milton with local restaurants, general store, & beer garden. Hyco Lake is 10 min. VIR 4 miles away. We have friendly dogs on the premise, which I can put up on request. We have a long-term quiet guest in the upper apt. Neighborhood road is gravel. Driveway is paved.

Cozy cottage

Stay at this beautifully renovated, 1940s cottage, right on the outskirts of Danville. Perfectly placed on a calm street, you will be able to relax while only being 5-10 minutes from all stores and attractions. The space is cute and cozy with everything you need to feel right at home! **PLEASE READ** This home was built in the 1940s. The ceilings are low. Most rooms are around 7 ft. The living room is 6’ 8”. If you are a taller person, the ceiling height may be uncomfortable.

The Lucky Leah - Charming Home in Downtown Halifax

Welcome to the Lucky Leah! Enjoy this newly renovated home built in 1900 located in the heart of Historic Downtown Halifax. The flow and function of this home will work for families of all sizes. This home sleeps 6 guests and features spacious 2 Bedrooms 2 Bathrooms including a queen size sleeper sofa . Only footsteps away from Molasses Grill and a short drive to Tunnel Creek Vineyards, Factory Street Brewing, and Springfield Distillery, and located only 20 miles from VIR.

Backwoods Family Getaway! 3 Bedroom house!

Originally an amish family house back in year 1995, that was remodeled and renovated to give that modern look. We are located 6 miles away from the local town nearby groceries, restaurants and fast food. You will not miss our house, as we are the last house by the end of the road, we have a half a mile gravel driveway from the stop sign, just come through the stop sign and you will see the property. This is 11 acres property near the woods, with different wildlife sightings.

Chic Haven: 2b/1bath in the Heart of Danville

Welcome to our chic and charming boutique-inspired Airbnb nestled in the heart of the Old West End, just steps from Downtown Danville. Designed with a passion for style and comfort, our space offers a unique blend of luxury and personality, curated to provide you with an unforgettable stay. While there are stairs, the privacy that you'll find on your front and back patios is unmatched! You'll be able to enjoy your morning coffee with a private view. STR Permit# PZ25-00015

Levi Hall Farmhouse- Whole House

This beautifully renovated farmhouse blends rustic charm with all the modern amenities needed for a relaxing and memorable stay. Nestled in a peaceful rural setting, the home features five spacious king bedrooms and four full bathrooms, thoughtfully designed for convenience and comfort. Fresh linens, plush towels, & toiletries are provided to make your stay as comfortable as possible. The kitchenette is minimal and tidy, meant for convenience rather than full-scale cooking.

Hermione’s Purse

In the heart of downtown Chatham just across the creek from Chatham Hall, you will find a tiny home with room for everyone. Private and quiet with sweeping green views, Hermione’s Purse is within easy walking distance of both private schools and all downtown businesses. Built to last in 1960, the original part of the home consists of the living room and kitchen, with two bedrooms upstairs. The home’s first indoor bathroom and a bedroom downstairs were added in the 1980s.

Papa's Place at Foy's Farm

Relax with the family, friends, or solo... Welcome to Papa's Place! Our completely renovated 1959 two bedroom one bath home in South Boston VA where rustic meets modern. We invite you to enjoy the large front yard, let the butterflies greet you, watch the deer graze, cherish sunsets from the front porch or late nights by the firepit. Only 26 miles from VIR and 30 from the NEW CEASARS VIRGINIA CASINO!! Come visit Papa's Place... where you will ALWAYS be at home!

Nellie's Nest

This adorable three bedroom is perfect for your stay in Gretna. Hit the sidewalks for a run or walk down to the best coffee shop around, The Pod. Take a quick 15 min drive to Smith Mountain Lake or visit the wineries just outside of town. Relaxed living at it's best here in small town Virginia! *More photos coming Common Destinations: Chatham Hall and Hargrave Military Academy - 12 mins Olde Dominion Agricultural Complex - 6 mins Liberty University - 36 miles

Sunset Lakefront Glass Retreat, Hot Tub, Kayaks

Just an hour from RTP, this sunset lakefront retreat is designed around the view, with expansive glass walls that bring Hyco Lake right into the living space. Spend the day on the water—launch a kayak, cast a line from the private dock, or relax by the lake—then unwind in the hot tub or around the fire pit as the sky turns gold. Perfect for romantic getaways, girls' weekends, or a peaceful midweek reset. Fast WiFi makes remote work easy, with on-site EV charging.

Lake Front | Beautiful Views | Perfect Getaway

Come find a place of rest, relaxation and renewal here at Still Waters. A place that has been built by the hands of its owners, bringing peace to everyone that enters the home. This custom built home is situated just on the waters edge, with a dock and canoes available for use. This home is perfect for a couples get away, looking to recharge away from the hustle and bustle of our everyday lives. Roxboro is about 25 minutes away from the home.

"Remodeled Spacious Retreat"

Welcome to our tranquil retreat. Our renovated home provides a spacious, peaceful environment in a quiet neighborhood. The open layout encourages stress-free relaxation, and the basement includes a fun entertainment area with a wet bar, pool table, and arcade machines. Relax and rest in cozy bedrooms with modern amenities and explore nearby attractions. Make unforgettable memories in this revitalized gem, where comfort and happiness come together!