
Family-friendly vacation rentals in Essex County
Find and book unique family-friendly homes on Airbnb
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 | 3N+ PROMO! Gameroom+Kayak+Firepit
*Ask about our 3+ Night promotions* ☀️ Waterfront 🛶 Kayak/Paddleboard 👨🍳 Gas griddle ⛱️ 3 Community Beaches 🔥 Fire pit 🐶 Dogs OK 🎯 Gameroom ⚡️EV Outlet If you're looking to take a break or connect with nature, the Riverside Retreat in Montross, VA offers a peaceful sanctuary that is perfect for families, small groups, & couples Relax - Star Gaze - Kayaks/Paddleboard - Hike - Fish - Swim - Beach & more! 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.

Historic 19th Century Hoskins Country Store
Nestled just off Rt.17, this charming studio space offers a cozy retreat in Virginia’s Middle Peninsula. Built circa 1889 and recently added to the National Register of Historic Places, Hoskins Country Store blends historic charm with modern comfort. Enjoy easy access to Tappahannock, the scenic Rappahannock River, and numerous historic sites. Whether you're seeking a peaceful getaway or an exploration of Virginia’s rich past, this unique space is the perfect place to relax and unwind.

Summer Perfect, Water Front A-frame on Winery
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.

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!

Cozy & Content River Retreat Beach Hot Tub & Games
Welcome to the riverfront retreat like no other around!. 1300 sq.ft. 4 bedrooms 2 bath, big enough for 6 with the best waterfront and beach in the area! Play with our 2 kayaks, a paddle board, fishing, huge dock, fire pit, grill, outdoor shower, and 5000 game retro arcade. Enjoy the most amazing views from the screened in porch or patio, and relax in the hot tub. Virtual work with fastest internet and dog friendly fenced yard!

Little blue house
Take it easy at this unique and tranquil getaway. 3 bedroom two full bath completely renovated single family cottage . Has two master bedrooms and one smaller bedroom for the young ones. Less than 10 mins from down town and 5 mins from the river small local town 45 mins from Richmond, 44 mins from fredricksburg , and just over the bridge from MD. Come check out the house to see if it is your new get away spot.

Essex Mill Pond
Essex Mill Pond is a private 47 acre pond that will leave your family refreshed. Take it easy at this unique and peaceful getaway. If you like fishing for large bass or crappie, jumping off the floating dock, kayaking, or just relaxing on the porch swing with an amazing view; this place is for you. If you have a boat, there is a drop off (no gas motors, please!). Bring your poles!
Popular amenities for Essex County family-friendly rentals
Family-friendly home rentals with a hot tub

Riverfront with farmhouse charm

Erica's Place waterfront with pontoon sleeps 8

The Haven at King Copsico Comfortable, Clean, Cozy

Stunning Dunnsville Retreat on Rappahannock River!

Palmers Cove Retreat
Family- and pet-friendly home rentals

Changing Tide

Fall Sale! Game Theme+Boats+Beach+King Bd+EV Chrgr

Lake Glamping beside a winery.

Cozy cottage with water access

Riverview Lane

The Fernwood Cottage

The Carriage House at Historic Nomini Hall Farm.

Waterfront home, private dock
Family-friendly home rentals with a pool

Slice Of Heaven

Guest House on the Rappahannock

Waterfront | 3N+ PROMO! Gameroom+Kayak+Firepit

Harbor Hideaway
Destinations to explore
- Kings Dominion
- Carytown
- Brown's Island
- Royal New Kent Golf Club
- Piney Point Beach
- Ragged Point Beach
- Lake Anna State Park
- Independence Golf Club
- The Country Club of Virginia - James River
- Kinloch Golf Club
- Sandyland Beach
- Hermitage Country Club
- Lee's Hill Golfers' Club
- The Poe Museum
- Hollywood Cemetery
- Leesylvania State Park
- St George Island Beach
- Libby Hill Park
- Kiskiack Golf Club
- Science Museum of Virginia
- Grand Prix Raceway
- Cordreys Beach
- Lane Beach
- Ingleside Vineyards