
Family-friendly holiday rentals in Middlesex County
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Top-rated family-friendly rentals in Middlesex County
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The Crab Shack
Enjoy the sunrise at this unique and tranquil getaway! This property was originally a seafood processing facility...hence The Crab Shack! Watch all the action on the water right out the front door with local waterman in and out of beautiful Carter's Creek to and from the Rappahannock River and Chesapeake Bay. There are marinas and The Tides Inn very close by. This property provides privacy and a short 10 minute drive to nearby restaurants and shops in Irvington, Kilmarnock, and White Stone.

Creek cottage getaway
House address is 520 Paynes Creek rd. Down sandy road house is to the left. Last house on road. Comfortable cottage on Paynes creek going out to Rappahannock River. 1 bedroom with queen sized bed and sofa that folds out to a full sized bed in the living room. House has high speed fiber internet. There is a dock with crab pots to use. Crab season Is May 15 - Nov 15. No crabs outside of those dates. Please do not use boat. It leaks. It's not safe. 7812 River road is laundromat. Use front door.

Waterfront Guesthouse II on the Rappahannock
The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

“Old Smokey”A cozy, single bedroom, unique getaway
"Old Smokey" is a 1965 pull-behind camper that has been beautifully remodeled. It is cozy, rustic and has been restructured with lots of love. You can enjoy breathtaking sunrises and sunsets. The camper has both air conditioning and a wood stove. "Old Smokey" is a unique and romantic glamping experience. You can cook delicious meals on the propane stove/grill or visit one of our charming local restaurants. This is the perfect location to relax and reset, either solo or with someone special.

Cottage on Prentice Creek, PA
Cozy two Bedroom Cottage with a Sectional Sofa that has queen bed pull out. Screened Porch, Large Patio & Dock to enjoy views of the creek and wildlife. Great for a romantic getaway or vacation. Well-appointed kitchen. Dogs allowed (2 Max, under 70 pounds-must be notified first) an additional fee of $60 per dog. No third-party bookings. Just outside Kilmarnock, very close to White Stone and Irvington with a good variety of Restaurants, Wineries, Breweries a Cidery and shopping.

1891 Coastal Charmer: fully renovated farmhouse
Built in 1891, this farmhouse has been totally renovated by a professional designer. The Cottage is filled with coastal colors and accessories so it feels fun and updated but still retains the feeling of walking into a well loved family beach cottage. We are pet friendly as any beach cottage should be and love seeing our guests and their pets enjoying the cottage. Follow the cottage on social media @ BlueOysterCottage for more pictures, design ideas and local places to visit.

Cottage on Irvington
Enjoy our clean, cozy, newly remodeled 2 bedroom, 1 bath home where you can walk to downtown Kilmarnock. A coffee area and sparkling kitchen has everything you will need during your visit. The small bath has been totally remodeled to maximize the space and include a walk-in shower. Just outside the bath is a vanity area for a second person to get ready. The Cottage on Irvington is a lovely place with good light and great vibes. No smoking, no animals.

The Moore Cottage
The Moore Cottage is a rustic-chic, fisherman's cottage.The cottage is less than a mile from Windmill Point Marina, and five miles from the town of White Stone. You will enjoy the views of amazing wildlife, boaters, the beach, and breath-taking sunsets all while sitting on the back porch. The Cottage is nestled on a cove overlooking Little Bay and the mouth of Antipoison Creek. Come check out one of the Northern Neck's best kept secrets!

Peaceful Haven: nature & charming town
Do you want to get away from it all, change your surroundings and recharge yourself mentally and physically? Welcome to Peaceful Haven. Shops and restaurants of the lovely historic Village of Irvington are only a couple of minutes away. Hike just outside your door or in nearby parks, ride bikes around the meadows or to town, hang outside and listen to the birds, or just sink into the comfy couch to enjoy a movie on our large TV screen.

Relaxing Waterfront Cottage w/ Private Dock/Kayaks
Welcome to 'The Pearly Oyster,' your ideal waterfront retreat! This 3-bedroom, 2-bathroom cottage sleeps 8 and offers stunning river views, a fully equipped kitchen, and unique decor. Enjoy grilling on the deck, family-friendly amenities, and paddle the Corrottoman from our private dock. Explore nearby Kilmarnock, Irvington, and White Stone with access to local playgrounds, tennis and pickleball courts. Be our guest!

Best View on the Northern Neck, Sandy Beach!
A video tour is hosted on Youtube; please feel free to ask for the link - Airbnb won't let me include it here. You can also find it yourself on Youtube searching for the title "White Stone River Cottage". Come down the long private drive along the pasture to the little cottage perched on the banks of the river, surrounded by large oak trees. Its a simple, cozy spot with lots of outdoor spaces for spreading out.

Kilmarnock*NNK, Walkable Shopping/Dining Firepit!
Unpack and relax in the quaint town of Kilmarnock, Virginia..Per Friendly..Minutes to Irvington, home of The Tides Inn... Peaceful home with all the amenities you will need to relax. Walk to the coffee shop, grocery store, restaurants and shopping. Close to the Chesapeake Bay for boating/beach/hiking adventures. Visit Historic Christ Church or many of the historic sites among the Northern Neck of Virginia.
Popular amenities for Middlesex County family-friendly rentals
Family-friendly home rentals with a hot tub

Waterfront Home: Hot Tub, Game Room, Dock, Beach

Waterfront Holiday home! Kayaks, Firepit, Hot Tub

Eventide Inn | Peaceful, Luxury Modern w/ Hot-Tub

Scenic, Spacious Riverside Retreat | Ropeyarn

Dreamy Waterfront+Hot tub+Kayaks+Deck+Dock+Games

Hot Tub + Private Beach: Waterfront Urbanna Escape

The Perfect View Virginia Tiny Home

Waterfront Retreat w/ Hot Tub, Game Room, Kayaks,
Family- and pet-friendly home rentals

The Little House at Waveland

Waterfront Golden River Watch

Irvington Country Getaway House

Rivah View

Sea La Vie: A Nautical Farmhouse

Creeks End Farmhouse

Waterman's Waypoint

PORT DITCHLEY - Northern Neck Waterfront Home
Family-friendly home rentals with a pool

Waterfront panoramic point with pool

Rivah Getaway!

Relax in Urbanna, @ The Blue Tango!

Waterfront Getaway w/ Pool, Firepit, Kayaks, Dock

Maddie's Place

The Rosé Retreat: Fireplace-Screened Porch-RELAX

Waterfront Cottage Getaway Views/Kayaks/Fire Pit

CHARMING COTTAGE, 3 AND FULL 3, KAYAK DOCK, POOL
Destinations to explore
- Rentals with a kayak Middlesex County
- Beachfront rentals Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with a fire pit Middlesex County
- Rentals with pools Middlesex County
- Waterfront rentals Middlesex County
- Rentals with a fireplace Middlesex County
- Rentals with a washing machine and dryer Middlesex County
- Rentals with outdoor seating Middlesex County
- House rentals Middlesex County
- Rentals with lake access Middlesex County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Water Country USA
- Buckroe Beach
- Jamestown Settlement
- Cape Charles Beachfront
- Outlook Beach
- Libby Hill Park
- The Poe Museum
- Virginia Living History Museum
- Colonial Williamsburg's Merchants Square
- Virginia Holocaust Museum
- The National
- Virginia State Capitol-Northwest
- Hampton University
- Point Lookout State Park
- Ingleside Vineyards
- The Mariners' Museum
- Sandy Bottom Nature Park
- Virginia Air & Space Sci. Center




