Holiday houses in Chesterfield

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.

*Mid-Century Boho* 2 Primary Suites! Private Patio

Welcome to this adorable mid-century modern, boho themed home! 1940s historic charmer! There’s 2 primary suites with private baths. 4 bedrooms total: 2 king beds and 2 queens: all gel memory foam and each room has a smart tv! Come hang out in the private, shaded backyard or the breezy screened in porch! 5 min to the very popular Forest Hill Park & James River. 10 min to Downtown, Carytown, The Fan, Museum District, Church Hill, breweries - great proximity to everything Richmond has to offer!

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.

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.

*No Fees* Lake Cabin with Private Dock

Looking for a new favorite spot to make memories? This lake cabin offers a gorgeous view and plenty of space for fun on the water. Set on a small private lake, the cabin has it's own dock, hot tub, high-speed internet, fire pit, large covered porch, and includes partial access to two sides of the lake. I'm proud to offer this family property with no additional fees, and know you'll enjoy our treasured spot.

Quiet relaxing stay in a trendy 3 bedroom home.

Enjoy a relaxing stay at the wright rd house. Conveniently located off of I-95 in a quiet neighborhood, in a friendly Community. During your stay you’ll experience a comfortable three bedroom home, That has just been completely renovated with a new driveway. To ensure your comfort we’ve provided plush linens and comfortable beds for a good night sleep.