Smoking-friendly holiday rentals in Chesterfield County

Black Cat House

Relax with the family in this centrally located house close to the River City Sport Complex. Enjoy the hot tub and spacious fenced in back yard which is perfect for children and pets. It contains a fully equipped kitchen with a coffee/tea bar and frozen drink (Margarita) bar. Enjoy the fire pit and grill area as well as the horseshoe and corn hole areas. Each br contains a smart TV as well as 2 large screen TVs in lr and den. Enjoy the fireplace, foose ball and games. Free off road parking

Cozy & Curated + Backyard Bliss

This cozy and private 3 Bed, 2B single-level home in Richmond, VA is designed for peace, comfort and convenience. Featuring premium mattresses and thoughtful furnishings. The fully equipped kitchen has all necessary appliances, dish ware, as well as coffee and tea to start your mornings right. Enjoy a spacious dog-friendly fenced-in backyard, screened-in patio, free driveway parking and laundry. Minutes from shopping in Carytown, parks and river access, breweries, and top attractions.

Camping Site-BRING YOUR TENT

Our camping site is in our farm in a safe neighborhood. There's a 16 X 16 wooden platform carpeted partially in green artificial o grass where you can mount your tent, place your sleeping bags, etc. Has a huge waterproof tarp over it for shelter from rain and sun. Bathroom has shower, compost toilet and sink. Fully equiped outdoor grill, charcoal and propane, silverware, plates, pots and pans and more!! Surrouded by trees, privacy and quiet you will see alpacas and goats around.

Creekside Cool Bus - skoolie near Pocahontas SP

Experience a cozy, rustic stay in our converted school bus, nestled on 5 acres of woods including a private creek. Thoughtfully designed for a simple, comfortable getaway, it's packed with charm and everything you need for a unique glamping experience. Visit the friendly chickens, spot the gnomes on our private woodland trail, relax by the fire pit, and enjoy nature all around you. Just 5 minutes from Pocahontas State Park (pass included) and 30 minutes from Richmond.

Pearl's Skeleton Palace

Come stay with Pearl & her Rover friends! Enjoy a whimsical colorful, dog-friendly property filled with wagging tails, unlimited cuddles, and plenty of personality. Relax on the deck beneath the umbrellas next to palm trees with our skeletons, enjoy tv/music with comfortable indoor or outdoor seating. We're 420-friendly & HQ of Scentiment Soap. Guests should be comfortable around a variety of friendly, social dogs who call Pearl's Place home away from home.

RVA Hideaway w/ Private Bath-Walk to River & Food

This cozy suite is perfect for solo travelers, couples, or creatives on the go. Enjoy your own private soaking tub bathroom, comfy full-size bed + workspace. You’ll also have access to the shared kitchen, living space, and balcony. Located just minutes from the James River, downtown RVA, Carytown, and great neighborhood. One of two rooms in the home, each with its own private bathroom. We honor privacy, cleanliness, and mutual respect between guests.

Relax & Let it Glow!

Take a break and unwind where urban and victorian meet. spend a day or night in the comfortable privacy of a newly renovated townhome. only 5 minutes away from downtown, James River access, Interstate access and only 5 minutes from VCU. Your stay comes equipped with a very helpful host who is very responsive And Timely. so what are you waiting for there's a lot to see RVA is packed full of culture, American heritage, many historical sites and monuments.

Squatters’ Haven

Welcome to Squatters’ Haven, a clean and comfortable stay for travelers on the move. There is not a private entrance. This is conveniently located near I-95, I-288, and I-295, with easy access to major hospitals, the airport, and train station (all about 20–30 minutes away). Perfect for travel nurses, business professionals, and short-term stays. If you have a trailer, I have plenty of parking! Settle in, relax, and enjoy a hassle-free place to rest.

Tranquil queen room near James River & Carytown

Relax and recharge in this peaceful Queen room, perfectly situated near the James River and vibrant Carytown. Your private room offers comfort, style, and all the essentials for a restful stay—just minutes from trails, local cafés, and breweries. Guests are welcome to make themselves at home throughout the shared spaces including the bathroom, kitchen, and inviting outdoor deck and carport. My friendly house cat, Penelope, may greet you upon arrival!

Your Home Base for Good Vibes & Easy Days

*TRAIN TRACKS and TRAIN NOISE NEARBY* One‑bedroom unit offers a clean, comfortable stay with a large living room ideal for relaxing or working remotely. Split‑unit climate control keeps the space comfortable year‑round, and a piano adds a unique touch for music lovers. Guests enter through the shared garage, where a washer and dryer are also available for use. The second floor is occupied; light household noise may be heard at times.

River City Modern Retreat

Modern 2 bedroom ( queens), 2 bath stay on Bainbridge Rd just minutes from Downtown Richmond, The Fan, Brown’s Island, VCU,and the Allianz Amphitheater to name a few. This stylish space features a sleek contemporary design, spacious layout, and upscale finishes throughout. Perfect for concerts, weekend trips, business stays, or exploring RVA river walks or bike rides while enjoying a clean, modern retreat close to everything.

Private Bedroom in Tranquility

Relax in a peaceful outdoor retreat designed for comfort and connection. Enjoy a soothing soak in the hot tub, gather around the cozy fire pit, or cook up a great meal on the grill. Whether you’re starting your day with fresh air or winding down under the stars, this inviting space is perfect for quiet moments and memorable evenings. 🏕️