Vacation rentals in Chester

Refined Rural Retreat on Tucked Away Acreage

Escape from the hustle and bustle of everyday life at this beautiful farmhouse loft near the South Anna River. Outdoor features include a wooded lawn, walking trails with river access, Adirondack chairs, and a fire pit. Indoor amenities include a comfortable queen-sized bed, a kitchenette, a washer/dryer, hot shower, a TV, free WiFi. Just 15 mins west of historic Ashland, this countryside getaway is perfect to relax after a long week, but close enough to explore the dining options in town.

Extended Stay The Sunny ☀️ Cottage At Byrd Park

Cozy cottage in the heart of Richmond near Byrd Park & Carytown. Perfect for family & friends on vacation or extended stays. Minutes from Byrd Park- grab a paddleboat and enjoy! * Short walk to Fan district, Carytown, Maymont and Byrd Park * Whole house experience, all on one floor with 1,000 SF * Private off-street parking and great front porch for relaxing outside * Fully stocked, equipped kitchen w/ new granite & stainless appliances We love hosting in Richmond! Check out our reviews!

Evening breeze cottage, nestled in the woods

Experience the perfect blend of comfort, tranquility, and tradition in this beautifully maintained home, steeped in a rich heritage of faith and family. Whether you're seeking a peaceful, cozy retreat to unwind or a welcoming base during your time in the area, this home provides an inviting atmosphere where you can truly relax. With its warm, quiet ambiance and pristine cleanliness, it offers an ideal sanctuary for both short stays and longer visits, ensuring your stay is restful and memorable.

RVA Retreat

This renovated gem is nestled in a prime cul de sac, mere minutes away from VCU, Johnston Willis, Chippenham Hospitals, SwimRVA and downtown Richmond, offering unparalleled convenience for both work and play. Stay connected with 1GB Fios internet and enjoy the latest entertainment on the new streaming TVs in the Livingroom and two bedrooms. With off-street parking and a charming small deck, this duplex unit promises the perfect blend of comfort and style. Grab this fantastic opportunity now!

Charming Retreat

Relax with the whole family at this peaceful place to stay. Escape to our enchanting retreat house, nestled in a serene countryside setting. This charming getaway offers the perfect blend of charm and modern comforts. With spacious bedrooms, a fully-equipped kitchen, and thoughtful amenities. Whether you're looking for a quiet solo retreat or a memorable family overnight stay this charming escape promises tranquility and comfort. Book your stay and experience the magic of our retreat house!

Lake Shore Retreat Full House

Welcome to this tranquil 2-bedroom, 2.5 bathroom home, nestled on the edge of the Bon Air district. This haven invites you to connect with nature, as it sits directly on a lake teeming with wildlife (including ducks, blue herons, and bald eagles). Vaulted ceilings and skylights in the main living area of the house offer abundant natural lighting. Ideally located 15-20 min from city center/Henrico Doctors’ Hospital/VCU Hospital and 10 min from Chippenham Hospital/Johnston Willis Hospital.

Light & airy home w/private hot tub on golf course

This spacious and well-appointed 4 bedroom house overlooking the Brookwoods golf course with a 7-person hot tub is the ideal place for relaxation. It is located in a safe neighborhood with 5 minutes walking distance to the Jolene family winery. The lake and golf club are also within walking distance. Bring bikes, fishing gear. Conveniently located near I-95 and I-64. 20 min to downtown Richmond, 35 min to Williamsburg attractions, King’s Dominion, Busch Garden, and Water Country.

Start Your Richmond Adventure Here

Welcome to the Chateau Floyd, where quality rest is invited, memories are made, and adventures are sought. “A single dream is more powerful than a thousand realities.” –J.R.R. Tolkien You will LOVE Richmond in THE FAN! One of the best neighborhoods for eating, taking a stroll, and relaxing. 10 minute walk to the Virginia Museum of Fine Arts, lots of places to explore, and this apartment is PERFECT for a FUN weekend out and a relaxing time in. Don't believe me? Read the reviews.

The Cottage in the City -Private Yard and Fire Pit

Your family will be close to everything when you stay at this peaceful, centrally-located home. This home is equipped with anything you may need during your stay! Enjoy the beautiful naturally lit living room throughout the day, or stargaze in the back yard while enjoying gentle heat from the firepit. The best part? We are a quick drive to anything you may be looking to do in Richmond and only 12 minutes to downtown center city.