Pet-friendly holiday rentals in Charles City County

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Top-rated pet-friendly home rentals in Charles City County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite

The dining area features a wooden table surrounded by metal chairs, set near a sliding glass door leading to a deck. A centerpiece of purple flowers adds a touch of color. Modern light fixtures hang above, providing ample illumination.

Home in Charles City

4.98 out of 5 average rating, 111 reviews

Cap 2 Cap Cottage VA Capital Trail Charles City

Cap 2 Cap Cottage - Rural oasis awaits in a NEWLY RENOVATED COTTAGE on 6 acres. 52 mile Virginia Capital Trail (Jamestown - Richmond) is only 3/10 of a mile away.Primary suite w/ 1 King bed. Add'l bedroom w/ 1 Queen bed. 2 full baths. Great Wifi, Smart TV, fully equipped kitchen, private deck. Fantastic restaurant/brewery Indian Fields Tavern is 3 miles away. Perfect stay for cyclists ,history lovers or just unwinding. NO Smoking or parties. Colonial Williamsburg 24 miles, Richmond is 30 miles .

Guest favourite

A wooden dock extends into calm waters, reflecting a soft sunset with pastel hues. A covered boat slip is positioned at the end of the dock, framed by the serene landscape of trees on the horizon.

Home in Charles City

4.85 out of 5 average rating, 112 reviews

Chickahominy Riverside Guest Home By Williamsburg!

Our river-side guest house has everything you will need to enjoy your getaway! Enjoy the river, dock, 2 kayaks, paddle boards, 1 canoe, large game room, portable fire pit, playground, zip-line, basketball goal and large outdoor sitting area with a gas grill. Located 5-20 mins from the finest wedding venues, nearby wineries; less than an hour to Richmond & 25 minutes to Colonial Williamsburg. Only steps to numerous historic plantations & a few miles from the Virginia Capital bike & walking trail.

Top guest favourite

The image displays The Tiny Red Barn, featuring white rocking chairs on a welcoming porch. Lush green grass surrounds the entrance, while trees create a serene woodland backdrop. To the right, a wooden dock extends into the calm waters of the Diascund Reservoir, with an American flag gently waving.

Farm stay in Lanexa

5 out of 5 average rating, 92 reviews

Tiny Red Barn on The Reservoir-Near Williamsburg

Important: NO 3RD PARTY RES. Tiny Red Barn is a labor of love built by us for you on the Diascund Reservoir with water views, wooded trails and sunsets. We feel like we're on vacation every day of the year and look forward to sharing our 26 acres with you. Heavily wooded land with rolling trails, birds, deer, squirrels, turtles, chickens, mini donkeys and bees. A large amount of our property sits on the Diascund Reservoir which provides a whole other side of nature. Opened April 1, 2021.BAT

Superhost

The living room showcases a cozy atmosphere with a light-colored carpet and a fireplace beneath a mounted television. Two armchairs are positioned around a white coffee table, which holds a checkers game. Natural light filters through the windows, creating a bright and inviting space.

Home in Charles City

4.76 out of 5 average rating, 78 reviews

The Bike Path House! Cozy 2 BR w/ Fireplace

Welcome to the "Bike Path" house! Whether you come to ride, walk, tour nearby plantations & vineyard, or are just looking for some quiet relaxation, this is the spot for you! Located conveniently across from the enchanting Capital Trail that connects Richmond to Williamsburg, on historic Route 5! Have an adventure & explore the 12 acres of woods behind the house! Easy and very scenic drive to Richmond or Williamsburg! The house is stocked w/ games for you to enjoy after a day of outdoor fun!

Home in Lanexa

4.59 out of 5 average rating, 17 reviews

Waterfront Oasis between Richmond and Williamsburg

Stay on the water! Get away in nature's wildlife escape just 20 minutes outside of historic Williamsburg. Enjoy the peace and quiet while you watch deer, bald eagles, wild turkeys, ducks and more! Go Fishing, enjoy a fire, go camping, take the peddle boat out, take walks on the 5 acres, enjoy coffee under the pecan trees.. Or! In just 15-25 minutes go to the Williamsburg Outlets, Shopping, Dining, Busch Gardens, Water Country USA, Historic Old Town, and more! It's a great stay for everyone!

Top guest favourite

A red kayak rests at the edge of the serene reservoir, surrounded by trees that frame the waterway. The calm surface reflects the clear blue sky and soft ripples created by a gentle breeze, ensuring a tranquil outdoor experience.

Cottage in Lanexa

4.97 out of 5 average rating, 138 reviews

TooFine Lakehouse, pet friendly waterfront cottage

Cute & cozy (tiny) waterfront cottage nestled in a pine forest. Situated on an almost 3 acre point on the Diascund Reservoir this is THE perfect spot to get away from it all & still be in the middle of everything! Options abound - fishing from the dock, bird watching, canoeing, roasting marshmallows around the fire pit, swinging in the hammocks, napping on the screened in porch, grilling on the patio, reading in the loft, playing games (inside & out), or just chill & feel the vibe.

Guest favourite

A serene waterfront view showcases a gently sloping yard leading to a wooden dock. A well-maintained path lined with decorative rocks is seen, along with lush greenery and trees bordering the water's edge, inviting relaxation in a tranquil outdoor setting.

Home in Lanexa

4.96 out of 5 average rating, 215 reviews

Williamsburg Hide-A-Way Creekside

Cozy home, updated decor, full kitchen, 3 bedrooms (all Queen beds), 2 baths overlooking a gorgeous creek that is too beautiful to describe. Minutes from Colonial Williamsburg, Busch Gardens yet rural, private and quaint. Screened, 3 season porch with heat and A/C, gated deck for kids and pet containment, propane grill, fire table, swing set, boat ramp, kayaks. Enjoy a totally relaxing experience with homelike accommodations. **Pet friendly upon owner approval of breed, age, etc.

An aerial view captures the Eagles-Nest Oasis nestled by the Chickahominy River, surrounded by trees and open green spaces. The property features two distinct structures with a red and gray exterior, a firepit area, and direct access to the tranquil waterfront.

Home in Charles City

River Nirvana

Experience riverfront living at Eagles-Nest Oasis on the Chickahominy River, with stunning views and recent luxury renovations. Enjoy a 300 sq. ft. screened porch, firepit, and wildlife right outside your door with a deep water dock 18' suitable for multiple boats. Just 25 miles from Williamsburg and Richmond, and 3 miles from Rivers Rest Marina, this retreat is near wedding venues and wineries. Rent pontoon boats with easy pickup across the river. Reserve your riverfront dream today!

Guest favourite

A spacious and open layout is displayed, featuring a living area with a comfortable blue sofa and a dining table accommodating several chairs. The kitchen area is visible, showcasing modern fixtures and pendant lighting, all complemented by hardwood flooring that adds warmth to the space.

Home in Lanexa

5 out of 5 average rating, 7 reviews

Whispering Willow

Peaceful Retreat Escape to tranquility nestled on over 7 acres of serene countryside. Whether you're looking for a relaxing getaway or an adventure-filled escape, this retreat welcomes guests with open arms. Enjoy mornings sipping coffee on the porch, surrounded by nature, and spend your days exploring nearby wineries, horseback riding trails, hunt clubs, fishing spots, and scenic parks. Perfect for families, groups, or couples seeking a peaceful yet conveniently located stay!

A spacious living area is present, featuring a dark leather sectional sofa positioned around a wooden coffee table. A ceiling fan hangs above, with natural light coming through the windows. A fireplace is visible, accompanied by a flat-screen television mounted on the wall.

Home in Sandston

4.72 out of 5 average rating, 65 reviews

Richmond Area Home w/ Game Room & Patio!

Enjoy the best of both worlds when you stay at this homey Sandston vacation rental — the peace and quiet of suburbia paired with a plethora of local activities. This 4-bedroom, 2.5-bathroom home is just a short drive to Richmond where you’ll find tons of museums as well as dining options and historical sites that you can sink your teeth into. After a day touring the city or local universities, head back to the vacation rental to gather around the fire pit with you loved ones.

Home in Providence Forge

New place to stay

Welcome to the Vibe—Modern 3BR House on 10 acres

✨ Welcome to The Vibe — 10 private acres, rural charm + modern comfort! 1,600sqft brick house within 15 min Colonial Downs & 5 min from Grocery/Restaurants. 🎬 85″ TV+ Surround Sound 📺 55″ Roku TVs in Every Bedroom 🌐 Strong Wi-Fi and Desk for Remote Work 💡 LED Dimmable Lighting + Photo Booth Wall 🔥 Fireplace • Deck Seating • Grill • Fire Pit 🚗 Plenty of Parking + EV Charger 🛏 Sleeps 7: King • Queen • Full+Twin • Pull-Out Chair The Vibe is Pet Friendly🐶

Superhost

The charming farmhouse is surrounded by a lush green yard, showcasing a blend of trees and shrubs. The exterior features classic red siding and a pitched roof, complemented by a nearby rustic shed. The landscape suggests a serene country setting, perfect for relaxation.

Home in Charles City

5 out of 5 average rating, 4 reviews

Historic Westover Farmhouse | 4BR, 2BA, Sleeps 7

Set on the storied grounds of Historic Westover in Charles City, Virginia, this beautifully renovated farmhouse blends timeless charm with modern comfort. Surrounded by centuries of colonial history and sweeping countryside views, it offers a truly one-of-a-kind retreat. Whether you’re drawn by history, inspired by nature, or simply seeking a quiet escape, this farmhouse is the perfect place to slow down, recharge, and experience the best of Virginia’s countryside.