Vacation rentals in Chester

Apartment in Chesterfield

4.94 out of 5 average rating, 18 reviews

Stonewall Manor at Keystone

We are a 5 star horse boarding farm in South Chesterfield, Virginia. There are many walking trails and the beauty of the property is awe inspiring. The apartment itself can sleep 2 in bed, one on couch, and we have access to blow up air mattress and pack-n-play for infants. All you need: full kitchen, breakfast area, coffee provided, Roku tv with all apps, exceptional wireless internet, cozy couch and sleepy bedroom equipped with black out curtains. Trust me, you book here, you'll be a regular.

4.96 out of 5 average rating, 116 reviews

Cabin in Kenbridge

The Rustic Retreat

Rest and relax here! Beautiful, cozy little cabin in a rustic, country setting. Watch the sun set over tranquil fields and enjoy deer and other wildlife. Charmingly built and waiting for you! This cabin features: -Fully furnished kitchen -Spacious bedroom with queen bed -1 bathroom (small)(shower) -Beautiful wood throughout, with lots of live-edge charm -Clean and cozy -Wake up to homemade cinnamon rolls and coffee, or choose from a variety of restaurants within 25 minutes or less

4.94 out of 5 average rating, 249 reviews

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!

4.9 out of 5 average rating, 145 reviews

Cottage in Powhatan

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.

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Cabin in Powhatan

5 out of 5 average rating, 9 reviews

River House Paradise

This modernized cabin not only has a view overlooking The James River, it sits on almost 50 private wooded acres with a third of a mile stretch along The James River shore. This property offers complete privacy and river access. Relax in the hot tub with a view of The James, picnic on the creek rocks with water flowing around you, and hike the 47.5 acres of woods to spot the wildlife. Less than 20 minutes from numerous places to visit, this cabin is a one of a kind gem and the perfect getaway.

4.99 out of 5 average rating, 186 reviews

*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!

5 out of 5 average rating, 57 reviews

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!

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Home in Petersburgh

5 out of 5 average rating, 6 reviews

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!

Superhost

4.8 out of 5 average rating, 15 reviews

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.

4.91 out of 5 average rating, 140 reviews

Home in Quinton

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.

4.9 out of 5 average rating, 281 reviews

Apartment in The Fan

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.