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

Outdoor spaces · Backyard · Nearby

Cozy & Curated + Backyard Bliss

Welcome to this cozy and private single-level 3-bedroom, 2-bath home in Richmond, VA, designed for comfort and convenience. Relax in the spacious, fully fenced backyard with a beautiful garden, or unwind on the screened-in patio. Enjoy free driveway parking, in-home laundry, and a fully equipped kitchen stocked with essential appliances, cookware, coffee, and tea. Conveniently located just minutes from Carytown shopping, parks, river access, breweries, and Richmond’s top attractions.

Quiet · Outdoor spaces · Getting around

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.

Outdoor spaces · Quiet · Wi-Fi

Midvalley Attic Art Suites, Midlothian VA

MIDVALLEY Attic Art Suite, Located in heart of Midlothian Commercial district & beautiful neighborhood, Great Location! Just a short drive from Richmond, and VCU. 1 Bedroom (sleeps 2) and large living room (2 futon sleeps 4 kids/adults) & 1 bathroom that are all exclusively for guest use. Private entrance access to the Attic Art Suite. (sleeps max 6) Facilities & amenities such as Free toiletries and bath towel, parking, Wifi, singing studio facilities, painting board..

Quiet · Outdoor spaces · Parking

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.

Backyard · Quiet · Hiking

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 in our home 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!

Quiet · Backyard · Pets

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.

Quiet · Bathroom · Location

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.

Modern Comfort in Church Hill

Chic 1BR in the heart of Churchill RVA! Enjoy a private bath, spacious living area, sleek black & white kitchen and 1.5 baths throughout. Steps from award-winning restaurants, coffee shops and Shockoe Bottom, with downtown RVA just minutes away. Perfect for a cozy getaway, a business trip or an extended stay in style. Includes high speed WiFi, in-unit laundry, central air and free street parking for your comfort and convenience.

Getting around · Bathroom · Location

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.

Hospitality · Nearby · Comfort

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. 🏕️

Quiet · Hospitality · Location

Event/party space!

Downstairs only per event 300$ Upstairs included 150$ Event/party space!! Baby showers Reunions Birthdays After party Podcast TikTok Holds 100 people 2 story 1.5 bathroom 2 rooms PS4 Tv Space to do as you please… but your paying for damages