Beachfront holiday rental in Middlesex County

Secluded beach front cottage on the Chesapeake Bay

Relax, unwind & baydream w/ your party of up to 6 guests in your secluded beachfront cottage, featuring large front porch, w/ ample seating/dining. Breathtaking panoramic views of the Chesapeake Bay & your own large private beach occasionally shared w/ 1 other home. 2 BR, 2 full BA. 1st floor BR w/ king, upstairs open w/ 2 queens, fully equipped kitchen (currently, no dishwasher). Charcoal grill, hammock and kayaks available. Wi-Fi & TVs w/ fire sticks. Short drive to Kilmarnock shops & dining.

View · Beach · Value

Waterfront Retreat Pool, Hot Tub, Dock, Sand Beach

Spacious home for up to 12 people dog-friendly on Corrotoman River. Enjoy a saltwater pool (May–Sept), hot tub, sand beach, kayaks, firepit, private dock for fishing, crabbing, or boating. Full kitchen w/gas stove, game room, pool table, fireplace, Starlink Wi-Fi, and water-view deck. 5 private rooms have beds. Walk to Yankee Point Marina for boat rentals, live music, and dining. Take free ferry to Kilmarnock for shopping, wineries, and entertainment. Motor boat not included. 2 security cameras

View · Beach · Pets

Locklies Innlet, A unique waterfront experience!

Welcome to Locklies Innlet; a peaceful, quaint, waterfront cottage, nestled in a protected, deep water haven along with neighbor Regent Point Marina. A perfect place for total relaxation, connection with nature, family bonding, or even a refreshed opportunity for remote work. For water enthusiasts, Locklies Innlet provides 4 kayaks for exploration through calm waters, for crabbing; a large dock with crab pots, and for the anglers the green lights will bring in the keepers right off the dock.

View · Beach · Outdoor spaces

The Gold Coast

Forget your worries in this spacious and serene space. Newly built with 3 bedrooms … 1 king, 2 queen. 2.5 bathrooms. Large open kitchen. Large family room, Laundry room. Fiber optic high speed 1000 mgb internet. This house is overlooking the Piankatank river. Perfect weekly getaway! Boat/trailer parking on property. Mooring on pier with boathouse with fishing &crabbing. We offer a 1 room flat on property that can be rented with house for a discounted rate Increasing occupancy to 8 guests.

View · Beach · Parking

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.

View · Walkability · Kitchen

The Barn at Pond Point - Riverfront Home

The Barn at Pond Point is perfectly situated on the Piankatank River, a salt water arm of the Chesapeake Bay. It shares 19 acres of wooded and waterfront property with the owner's main home. A unique space, Barn was converted from a working horse barn into a residence in the 1980's. With a quarter mile of private, sand beach and a large pool (May-Sept), the Barn is an ideal space for time with family and friends, swimming, hunting for prehistoric shark's teeth, or simply enjoying the view.

Beach · View · River

Stunning Beachfront Cottage on the Chesapeake

Take a break and unwind at this peaceful oasis. Near the end of a private road, enjoy direct beachfront access to the entrance of the Chesapeake Bay. Chill on your own sandy beach, wade in the water, and watch an endless display of boats at quiet Stingray Point. A private lighted pier, outdoor shower, and river room porch will make your stay worthwhile. With four bedrooms (one has bunk beds and a foosball table and is accessed through the third bedroom) you'll have all the room you need.

Beach · View · Outdoor spaces

Hot Tub + Private Beach: Waterfront Urbanna Escape

Escape to the charming town of Urbanna, nestled along the scenic Rappahannock River, and discover your perfect riverfront getaway. This spacious 5-bedroom, 3 full bath, 2 half bath house offers a blend of comfort, adventure, and relaxation — perfect for families, friend groups, or couples seeking a peaceful getaway with all the amenities of home. The property features kayaks to explore, indoor activities and games, fireplaces on all floors, and more. Book this waterfront retreat today!

Beach · Walkability · Cleanliness

Coastal Farmhouse Getaway

Take it easy at this unique and tranquil getaway. This fully renovated historic farmhouse sits on 4 acres on Windmill Point. Spend the day on the expansive yard or our private beach on the Rappahannock/Chesapeake Bay. Perfect for fishing, crabbing, kayaking or just relaxing! The waterfront pavilions and tiki bar are the perfect oasis to set up camp. The house was completely renovated historic home that offers unmatched comfort and charm. Enjoy water views from almost every room!

Beach · Walkability · Quiet

“Montague Island House” on the Rappahannock Rivah

It is not just a vacation rental.... it is a special place...paradise! Come and enjoy the amenities of this island retreat home with open views of the Rappahannock River, just 15 minutes from Urbanna. Enjoy relaxing on the pier and watching the osprey come and go with their offspring or on occasion see the dolphin pass by! Bring your fishing poles because the fishing here is amazing! We have a large sandy beach and the sand extends into the river, no mucky bottom!

Beach · View · Hospitality

Haiku Harmony on the Rappahannock River

This elevated property combines peaceful Japanese-inspired design with modern comfort, featuring heated tile bathroom floors, a brand new kitchen, stylish furnishings, gorgeous artwork, and panoramic sunrise and sunset views over the Rappahannock River. Enjoy a private dock, sandy beach, and a separate game house complete with a pool table, ping pong table, bar area, beverage fridge, dining table, TV, and cozy lounge seating. This is the perfect escape!

Beach · View · Family

Off season rates! Trying something new for fall.

NEW FALL RATES! Discover a quieter side of the Chesapeake Bay. Sip morning coffee while watching migrating birds and waterfowl, then explore charming Northern Neck towns for antiques, local finds and holiday shopping. Come home for a beautiful Bay sunset, pour a drink, make s’mores and settle in around the waterfront fire pit. Crisp air, peaceful water and fewer crowds make fall one of the best times to experience the Chesapeake in this family home.

View · Walkability · TV