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Holiday rentals in Essex County

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Top-rated holiday rentals in Essex County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An intimate fire pit area is surrounded by three adirondack chairs positioned on gravel, offering a cozy space for gatherings. Natural wooden stumps serve as rustic side tables, while tall trees provide a serene backdrop, enhancing the peaceful outdoor setting.
Home in Montross
4.98 out of 5 average rating, 131 reviews

3+N PROMO-Waterfront w/Gamerm, Firepit, Dog+EV OK

*Ask about our 3+ Night promotion* ☀️ Waterfront 🛶 Kayak/Paddleboard 👨‍🍳 Gas griddle ⛱️ 3 Community Beaches 🔥 Fire pit 🐶 Dogs OK (Max 2) 🎯 Gameroom ⚡️EV Outlet Relax - Star Gaze - Kayaks/Paddleboard - Hike - Fish - Swim - Beach & more! 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 Book your getaway today or ❤️ us for next time!

Top guest favourite
A wooden dock extends towards a two-story house surrounded by greenery, with a grassy area sloping down to the sandy beach. The scene features tall trees and neighboring houses in the background, all under a clear blue sky.
Guest suite in Dunnsville
5 out of 5 average rating, 286 reviews

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.

Guest favourite
A covered porch features two wooden chairs and a small table, positioned on a wooden deck. Warm outdoor lights hang along the railing, illuminating the space. A grassy area extends into the background, with trees lining the horizon under a softly colored sky.
Home in Tappahannock
4.97 out of 5 average rating, 34 reviews

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

Top guest favourite
Flat in Dunnsville
5 out of 5 average rating, 25 reviews

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.

Guest favourite
The rustic a-frame cabin stands surrounded by bare trees, with a soft glow of sunset illuminating the sky. Leaves cover the ground, and the cabin features large windows that blend with the natural setting, providing an inviting connection to the outdoors.
Cabin in Colonial Beach
4.96 out of 5 average rating, 179 reviews

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.

Top guest favourite
A landscaped area in front of the retreat features lush greenery and a walkway leading to the entrance. Nearby, a seating area with several chairs is visible against a backdrop of trees. Sunlight filters through the foliage, creating a serene outdoor setting.
Flat in Hustle
4.94 out of 5 average rating, 67 reviews

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.

Guest favourite
A spacious lakeside home is illuminated as evening sets in, showcasing large windows and a balcony. The wooden deck leads to the entrance, while seating areas and outdoor spaces are positioned around the property, surrounded by lush greenery and tall trees.
Home in Montross
4.96 out of 5 average rating, 267 reviews

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.

Guest favourite
A remodeled cottage is set amidst a green lawn, featuring a spacious screened front porch and surrounded by trees. The building showcases a classic design with a dark exterior and a contrasting light roof, under a clear blue sky.
Cottage in Warsaw
4.92 out of 5 average rating, 133 reviews

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!

Top guest favourite
Several green rocking chairs with colorful cushions are positioned on a grassy area, facing a tranquil river. The scene is framed by large trees and lush foliage, offering an inviting space to relax and enjoy scenic water views.
Tiny home in Westmoreland County
4.99 out of 5 average rating, 103 reviews

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.

Superhost
Home in Dunnsville
4.76 out of 5 average rating, 156 reviews

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!

Top guest favourite
A charming cottage is featured with a minimalistic design and a welcoming front porch, adorned with white railings and hanging planters. The well-maintained lawn enhances the home's appeal, while trees surrounding the property offer a sense of privacy. Clear blue skies complement the setting.
Home in Tappahannock
5 out of 5 average rating, 44 reviews

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.

Top guest favourite
A serene exterior view of the one-bedroom house, featuring a gravel driveway and lush greenery surrounding the structure. The porch is lined with comfortable seating, offering views of the private pond at sunset. Soft lighting enhances the home's welcoming presence.
Home in Dunnsville
4.95 out of 5 average rating, 97 reviews

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 holiday rentals

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