Holiday rentals with a pool in Kilmarnock

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

Welcome to The Cottage at Misti Cove, where you can experience the epitome of relaxation and tranquility. Immerse yourself in the serene ambiance of our cottage, aptly named for its simplicity, which belies the luxurious amenities that await you. At The Cottage at Misti Cove, we understand that the essence of a fulfilling vacation lies in the delicate balance between embracing the simple life and indulging in modern comforts. Here, you will discover a haven that seamlessly blends these elements

Waterfront Escape Pool Dock Kayaks Chesapeake Bay

Waterfront 4BR, 2.5BA cottage on Chesapeake Bay with private pool, dock, 2 kayaks a row boat, and fenced yard. Perfect for families or friends looking to relax and recharge. Enjoy cozy coastal decor, walk-in shower, claw-foot tub, full kitchen, linens, fast Wi-Fi, and smart TVs. Start your day with coffee on the dock, spend afternoons swimming or paddling, and unwind with peaceful waterfront views. Packed with amenities including games, 2 fishing rods and crab pots —your Bay escape starts here!

The Rosé Retreat: Fireplace-Screened Porch-RELAX

Escape to The Rosé Retreat for peace and relaxation. Enjoy a romantic getaway sipping wine on the screened porch, unwind by the refreshing pool, navigate the waterways by kayak, and stroll to great restaurants/shopping. Savor local oysters and explore nearby wineries. Bring the family for a memorable NNK adventure. The Rosé Retreat is a place to get away from it all. Enjoy a bottle (or more, we're not judging) of Rosé while you're here. Follow on IG:roseretreatva Irvington Occupancy Tax #500

Waterfront panoramic point with pool

Peaceful, picturesque and premium waterfront property on Tabbs Creek in the Northern Neck of Virginia. Completely private 4100 square foot home on 3+ acres, yet only minutes to the charming towns of White Stone, Irvington, and Kilmarnock. Swim in the saltwater pool (May-early Oct), kayak and fish on Tabbs creek, dock your boat in the backyard and take advantage of deep water access to the Chesapeake Bay, or just enjoy the spectacular views. Comfortably sleeps 12, with 4 king size beds and 4

Blue Heron WaterSide

Blue Heron Waterside awaits you...Private Hot Tub and Pool!Waterfront and Pier- Kayaks included! This retreat is set up with you in mind for a special get away.Relax.Enjoy being together plus space to have quiet time. Sunroom, spacious deck, private Pool, Hot tub and Pier create a waterfront living experience. Grab a book, go for a swim or lounge by the pool. Explore the water with a variety of Kayaks plus a Stand Up Paddle Board.Great location to fish and crab from the pier. Are you ready?

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.

“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.

Waterfront Cottage Getaway Views/Kayaks/Fire Pit

A timeless cottage on a quiet property on the Rappahannock River with charming rose garden, relaxing pool, and quintessentially Virginia feel. Find us on IG @rosehilllcottagerappahannock! Explore nearby towns of Urbanna, White Stone, and Irvington, or stay close to home to enjoy sweeping views, waterfront adirondack chairs, and kayaks — perfect for a cocktail or coffee, or take a dip in the river or pool. With open living spaces and thoughtful decor, this is your waterfront retreat.

Magical wooded cottage pool +priv hottub walk2town

Set among the trees on 2 peaceful wooded acres, this cottage delights with gothic architecture, sun-filled rooms, and a bathroom for every bedroom. Relax in the hot tub under the stars, sip local wines, eat oysters. Take a sunset boat cruise or learn oystering and crabbing from a local waterman. Farm stands, markets, and sea-to-table local fare. Live life in an historic working water town with lots of personality. Close to Tides Inn, Kilmarnock, White Stone, Compass Entertainment.

Rivah Getaway!

“Bewdley Too” welcomes you and the family to a peaceful Rivah getaway. Enjoy the quiet country right on the Rappahanock River. Located minutes from Belle Isle State park for boat unloading. Bring your boat straight over to our pier! No boat? Kayaks and a canoe are ready for adventure. Toss in a crab pot or enjoy fishing from our pier or sit back and enjoy the pool that overlooks the river. Plenty of space for walks or yard games and get ready for some breathtaking sunsets!

Deltaville Serene Riverfront Getaway | 4BR

Escape to comfort, nature, and adventure! 🌅 This spacious 4-bedroom, 2.5-bath home is your perfect riverside retreat — offering the ideal blend of relaxation and outdoor fun. Wake up to breathtaking river views, spend lazy afternoons by the private pool, or dive into adventure with kayaking and fishing just steps away. Whether you're planning a fun family getaway or a chill trip with friends, this peaceful stay promises unmatched tranquility. 🌿

Eclectic and Cozy Apartment

Close to many historical sites; Williamsburg, Yorktown, and the Northern Neck. Located on the Middle Peninsula. Close to the Tri- Rivers... fun family filled atmosphere with festivals all year long. Fully furnished. You only need your clothes and food. Full kitchen with all amenities. Owners on premises. Large dogs that are friendly. Pool available, with family and friends in and out. Small Par 3 practice space. Nice, quiet neighborhood.