Smoking friendly vacation rentals in Chesterfield County

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Top-rated smoking friendly rentals in Chesterfield County

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A two-story house is surrounded by tall trees, featuring a light grey exterior. The front entrance is accessible by a black handrail leading to a concrete pathway. Green shrubbery frames the entrance, with a fenced area visible to the side.

Home in Midlothian

4.95 out of 5 average rating, 80 reviews

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

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Top guest favorite

A spacious living area is presented, featuring a large fireplace with a decorative mantle. Comfortable seating options include a plush sofa and unique chairs around a glass table. A vibrant area rug anchors the space, while large windows provide abundant natural light, complemented by indoor plants.

Home in Richmond

4.96 out of 5 average rating, 26 reviews

Cozy & Curated + Backyard Bliss

This cozy and private 2B, 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, fire pit, free driveway parking and laundry. Minutes from shopping in Carytown, parks and river access, breweries, and top attractions.

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Guest favorite

Private room in Richmond

4.94 out of 5 average rating, 16 reviews

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.

QuietSleep qualityPets

A cozy living area features two beige armchairs and a coffee table set against light blue walls. Subtle lighting creates a welcoming atmosphere, with red illumination accentuating the space. A staircase is visible in the background, and a window lets in natural light.

Apartment in Richmond

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.

Guest favorite

Private room in Chester

5 out of 5 average rating, 11 reviews

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.

NearbyComfortSleep quality

Guest favorite

Private room in Richmond

4.95 out of 5 average rating, 41 reviews

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!

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Guest suite in Chester

New place to stay

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.

Hospitality

Guest favorite

A compact kitchen is featured with a gas stove and ample counter space, complemented by natural wood cabinetry. A stylish patterned wall adds character, while large windows allow for natural light to fill the area. The sleeping area is visible in the background, adding to the cozy ambiance.

Bus in Chesterfield

4.92 out of 5 average rating, 171 reviews

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.

QuietOutdoor spacesKitchen

Home in Richmond

New place to stay

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.

A cozy sleeping area is presented with a metal bed frame featuring a colorful patterned comforter. A single decorative pillow adds a touch of comfort. A white wardrobe is positioned adjacent to the bed, complementing the warm wood flooring and softly lit walls.

Private room in Midlothian

4.71 out of 5 average rating, 17 reviews

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. 🏕️

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Guest favorite

A spacious canvas tent is positioned on a wooden deck surrounded by greenery. A small table with decorative pots and a plant adds a touch of nature. An umbrella provides shade, enhancing the outdoor relaxation area.

Campsite in Richmond

4.91 out of 5 average rating, 286 reviews

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.

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Guest favorite

Private room in Chesterfield County

5 out of 5 average rating, 6 reviews

One Peaceful Journey 2

Relax with comfort and privacy at our peaceful and welcoming home. There are two separate bedrooms and bathrooms within the home available for stays. This particular unit is on the second floor. 2 small well trained Shih Tzus on property.

QuietHospitalitySleep quality