
Pet-friendly holiday rentals in Charles City County
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Top-rated pet-friendly home rentals in Charles City County
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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 .
4.99 out of 5 average rating, 138 reviews
Stunning! River-Front Log Cabin Near Williamsburg
Private waterfront log cabin on 7 acres! An absolutely stunning property awaits you. Located on the Chickahominy River. The beautiful interior of this spectacular home offers vaulted ceilings, walls of windows, an open floor plan, an indoor electric & outdoor wood-burning fireplace! There are three large bedrooms, Smart TV's, three full bathrooms, three floors, a large open kitchen & living room & an amazing outdoor living area. Foosball, pool table, hand shuffleboard & 65" Smart TV in basement!
4.97 out of 5 average rating, 93 reviews
Chickahominy River Bungalow
Welcome to our Chickahominy River Waterfront Guest retreat! Our cottage was built in 2003. It is clean, welcoming and comfortable. Not luxury but a great escape. We offer a 2 bedroom (Queen, Twin over Full bunk w/twin trundle) full kitchen, living, laundry and bath. Enjoy peaceful sunrises and sunsets. We have access to a private beach with a dock and a ramp. Check out Riverside Camp and Marina for boating, kayaking, and paddle boarding rentals. *We are dog friendly ONLY - pet fee applies*
4.33 out of 5 average rating, 9 reviews
The Bike Path House! VA Capital Trail Access Fun!
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!
4.75 out of 5 average rating, 103 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.
5.0 out of 5 average rating, 110 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.
4.98 out of 5 average rating, 167 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, two kayaks, paddle board, canoe, large game room, portable fire pit, playground, 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.
4.86 out of 5 average rating, 138 reviews
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!

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!
4.97 out of 5 average rating, 34 reviews
Waterfront Oasis
The Harrison Point River Estate Escape to this stunning currently 4 bedrooms, 3.5BA waterfront home on the majestic James River. Enjoy unparalleled views from the expansive living room, perfectly framing the river and the nearby Benjamin Harrison Bridge. This spacious luxury property is an ideal retreat for families and groups. Prime location for recreation: close to local marinas for boating and direct access to the famous Capital Bike Trail for walking and cycling adventures.
3.75 out of 5 average rating, 4 reviews
Quiet Waterfront near Williamsburg & Richmond
Stay on the water! Get away in nature's wildlife escape just 20 minutes outside of historic Williamsburg and Busch Gardens! 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!
4.73 out of 5 average rating, 49 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.
4.73 out of 5 average rating, 73 reviewsPopular amenities for Charles City County pet-friendly home rentals
Pet-friendly house rentals

3BR Historic Westover Stay | James River Views
5.0 out of 5 average rating, 25 reviews
Ma's Cozy Cape: Your Tranquil Home Away from Home!
4.93 out of 5 average rating, 73 reviews
Cap2Cap cottage II Va Cap Trail lower level
4.94 out of 5 average rating, 31 reviews
Cap 2 Cap Cottage VA Capital Trail Charles City
4.99 out of 5 average rating, 138 reviews
Chickahominy Riverside Guest Home By Williamsburg!
4.86 out of 5 average rating, 138 reviews
Welcome to the Vibe—Modern 3BR House on 10 acres
5.0 out of 5 average rating, 22 reviews
Capital Bike Trail Stay | Cozy 2BR Cottage
4.96 out of 5 average rating, 54 reviews
Whispering Willow
4.97 out of 5 average rating, 34 reviewsPrivate, pet-friendly home rentals

Cabin and Treehouse!
4.6 out of 5 average rating, 35 reviews
Cap 2 Cap Cottage VA Capital Trail Charles City
4.99 out of 5 average rating, 138 reviews
TooFine Lakehouse, pet friendly waterfront cottage
4.98 out of 5 average rating, 167 reviews
Tiny Red Barn on The Reservoir-Near Williamsburg
5.0 out of 5 average rating, 110 reviews
Chickahominy Riverside Guest Home By Williamsburg!
4.86 out of 5 average rating, 138 reviews
Welcome to the Vibe—Modern 3BR House on 10 acres
5.0 out of 5 average rating, 22 reviews
Capital Bike Trail Stay | Cozy 2BR Cottage
4.96 out of 5 average rating, 54 reviews
Stunning! River-Front Log Cabin Near Williamsburg
4.97 out of 5 average rating, 93 reviewsDestinations to explore
- Busch Gardens Williamsburg
- Kings Dominion
- Water Country USA
- Pocahontas State Park
- Jamestown Settlement
- Greater Richmond Convention Center
- Brown's Island
- Forest Hill Park
- The National
- Colonial Williamsburg's Merchants Square
- Libby Hill Park
- Virginia Holocaust Museum
- The Mariners' Museum
- The Poe Museum
- Altria Theater
- Virginia Living History Museum
- Science Museum of Virginia
- Children's Museum of Richmond
- Virginia State Capitol-Northwest
- American Civil War Museum
- Sandy Bottom Nature Park
- Newport News Park
- American Revolution Museum at Yorktown
- Jefferson Park





