
Family-friendly holiday rentals in Essex County
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Top-rated family-friendly rentals in Essex County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Osprey Nest: Rappahannock Riverfront Suite
Sunny, private 2nd floor suite at the river's edge features panoramic views of the Rappahannock and surrounding farmland. Take in fiery sunsets, sunrises, starry skies, eagles, ospreys and more. Swim, fish, explore waterways by kayak, or bike in tranquil, rural surroundings. Morning coffee on the balcony with the songbirds is a treat, and the riverfront deck, surrounded by trees is sublime. Restaurants, historic sites, hiking, fossil hunting, wineries, antiques & more are a short car ride away.

Waterfront Retreat w/Gameroom, Firepit, Dog+EV OK
Relax - Star Gaze - Kayaks/Paddleboard - Hike - Fish - Swim - Beach & more! ☀️ Waterfront 🛶 Kayak/Paddleboard 👨🍳 Gas griddle ⛱️ 3 Community Beaches 🔥 Fire pit 🐶 Dogs OK (Max 2) 🎯 Gameroom ⚡️EV Outlet The Riverside Retreat in Montross, VA is the perfect spot to relax and connect with nature. We offer a peaceful sanctuary that families & small groups love to visit! Ask us about your 3+ Night Promo! Book your getaway today or ❤️ us for next time!

The Bird's Nest at Holly Bluff-Riverfront. Beach.
This is a spacious apartment above detached garage, with a roomy balcony. The property sits on the Rappahannock River- guests are welcome to use the beach and dock! Property has a private entrance. The bathroom which is located on the first floor. Apartment is up a flight of stairs above the garage. Plenty of parking. EV charger available. We have self check in and the host is extremely flexible.. We welcome all tenants! The Birds Nest is a perfect getaway destination for relaxing and fun.

Luxury Modern Waterfront Retreat
Waterfront oasis on Nomini Creek with over 380 feet of waterfront nestled on a 2.6-acre lot and only 2hr from DC, 1hr from Richmond. This home has been fully updated and offers plenty of space for your family or friend retreat. a dream kitchen, huge open concept 2 story living room with incredible floor to ceiling windows offering incredible views of the water and a fireplace. Nice patio with firepit offers incredible views. Bring your boat or Jetski to the dock. This property is amazing.

Quiet Golf Course Getaway
Relax in a peaceful golf course community in historic Tappahannock, VA which is in close proximity to the Rappahannock River. Our quaint town offers fishing charters, river sports/cruises, wineries, antique shops, historic tours, hiking, fresh seafood and of course golfing. Here's a short list of some attractions: Local restaurants with fresh seafood Fishing Charters and marinas Hobbs Hole Golf Course Virginia Motor Speedway Rappahannock River Park Museums Urbanna annual Oyster Festival

Rest & Recharge, A-frame Cabin on Winery Grounds
This serene cabin is on the Ingleside Vineyard's property. Have a glass or two of wine and walk around the vineyards and then retreat to your own private a-frame cabin oasis. A beautiful view of the Roxsbury Estate where abundant wildlife can be viewed all around the property and the pond is stocked and ready to be fished. Within driving distance to wineries, Stratford Hall, George Washington & James Monroe's birthplace, Westmoreland State Park, and the beach town of Colonial Beach.

Waterfront home, private dock
Relax right next to the water in this tranquil Montross getaway. Fish, crab, kayak, paddleboard, or just sit on the swing and watch dolphins, eagles, herons, and stingrays from your private dock. Dine outdoors on the spacious deck, spend some some quality family time with an in-ground trampoline, tree swing, cornhole, bocce ball, spikeball, and a unique custom-built treehouse. Or just stay inside, relax, and enjoy the views, with an indoor electric fireplace and jacuzzi bathtub.

Stay @ Rapp on the Rappahannock River
If you are planning a trip to relax at the river then look no further then Stay @ Rapp. We are located just a few blocks from the Rappahannock River and sandy beach! Stay @ Rapp is centrally located in Essex County just 12 minutes from the town of Tappahannock, Va. Ask about our optional golf cart rental! Stay @ Rapp is located just 1 hour from Richmond, Williamsburg, & Fredericksburg. So, this location makes for a quick, and fun getaway. We look forward to your stay with us!

Rock Spring Retreat: Near Tappahannock!
Rock Spring Retreat LLC offers a secluded stay for writers & those who value country living. The Retreat is the perfect home base for day trips to Williamsburg, Jamestown, Yorktown, Richmond, Fredericksburg, state parks, wineries, beaches, and golf courses. This 440-sq-ft apartment has a separate ground-floor entrance, a full kitchen, washer and dryer, and a luxurious shower. Perks include satellite television, a fire pit and miles of hiking trails of varying difficulty.

Stunning Lake House Retreat on the Potomac River
This beautiful lakeside home offers the perfect sanctuary for your next retreat, nestled along the Potomac River just two hours from the D.C. metro area. It is spacious enough for any large family gatherings or groups of friends. Lounge with a gorgeous view or start a ping pong/pool game. Whether embarking on your next fishing adventure, kayaking, biking, playing yard games or simply relaxing in our luxurious jacuzzi, your visit will surely be one to remember.

Modern 2 Bdrm Cottage in Historic River Community
Remodeled river cottage available in historic, quaint Sharps. Explore this old fishing village by land or water, and enjoy perusing local artwork and farm stands. Framed by a marsh/old marina, open fields, and the Rappahanock River across the street, this unique property is just the getaway you’ve been looking for! Bicycles and paddle boards on site. Escape to a slower pace, picturesque views, and birder’s paradise, watch the osprey and eagles sail past!

Tiny House Treasure on the Rappahannock River
The Riverbunk is located on the Rappahannock River in Colonial Beach, Virginia. The scenic River is home to Eagles, ospreys and great blue herons. The river offers the perfect kayaking experience and for boaters, a boat launch is within walking distance. Fishing, hunting, hiking and sightseeing are popular in this area. We are 420-friendly where smoking is allowed outside. The rural area is perfect for quiet downtime and fun activities.
Popular amenities for Essex County family-friendly rentals
Family-friendly home rentals with a hot tub

Riverfront with farmhouse charm

Romantic 1BR Escape|Cozy, Elevated, Unforgettable

River House Retreat

2BR Woodland Retreat | Firepit, Views & Cozy Night

BRAND NEW: Bay Dreaming | Waterfront w/ Swim Spa

Chic 3BR Retreat | Luxe Comfort Meets Nature

The Haven at King Copsico Comfortable, Clean, Cozy

Stunning Dunnsville Retreat on Rappahannock River!
Family- and pet-friendly home rentals

Rustic Quaint Cabin In the woods--Pets welcomed

Dock+Boats+Firepit: Game Theme Waterfront Retreat

Potomac Waterfront Home and Estate

Cozy cottage with water access

Moonstone Cottage: Historic Sharps, Riverviews

The Fernwood Cottage

Travelers Rest Farm~ George Washington Slept Here

Barn Stay on Honey Bee Farm
Family-friendly home rentals with a pool

Slice Of Heaven

Guest House on the Rappahannock

Stylish Waterfront Retreat ADA Peaceful Views

Harbor Hideaway
Destinations to explore
- Pet-friendly rentals Essex County
- Rentals with a firepit Essex County
- Rentals with outdoor seating Essex County
- House rentals Essex County
- Rentals with a kayak Essex County
- Rentals with lake access Essex County
- Rentals with a fireplace Essex County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Kings Dominion
- Greater Richmond Convention Center
- Brown's Island
- Lake Anna State Park
- Libby Hill Park
- Science Museum of Virginia
- Maryland International Raceway
- Hollywood Cemetery
- The Poe Museum
- Altria Theater
- The National
- Ingleside Vineyards
- Forest Hill Park
- Virginia Holocaust Museum
- Children's Museum of Richmond
- Calvert Marine Museum
- Virginia State Capitol-Northwest
- Fredericksburg Battlefield Visitors Center
- American Civil War Museum
- National Museum of the Marine Corps
- Calvert Cliffs State Park




