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.

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.

The Creekside Cool Bus

Experience the ultimate glamping adventure in our converted school bus! Nestled on 5 acres of land, the campsite features lush woods and a creek. Enjoy the peace and quiet of nature with the comfort of a home away from home. Our skoolie is the perfect basecamp for outdoor adventures-just 30 minutes to Richmond and 5 minutes from the nearest trailhead at Pocahontas State Park with pass included.

The Luxe Landing

Welcome to The Luxe Landing — your elevated home away from home. This beautifully curated three-level townhouse blends modern elegance with cozy comfort, creating the perfect space for relaxation, connection, and a touch of indulgence. Whether you’re here for a quick getaway, business travel, or a weekend with family and friends, every detail has been designed with your experience in mind.

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. 🏕️

Adorable Glamping in Alpaca and Goat Farm

Our 12X9" tent is in our farm in a safe neighborhood. Made out of canvas, It is spacious and comfortable, heated in the winter and fresh in the summer. Fully equipped with everything you'll need to have a wonderful stay. Memory foam queen mattress and cooking utensils, and a nice porch to relax and enjoy nature.

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