Holiday rentals in Kinsale

Osprey's roost: Spring and summer 2026

Hidden treasure! Come join the osprey along the Potomac River in the Northern Neck of Virginia! This 4 bedroom/3 bath custom home is at the end of a quiet lane and sits on a point of land between the Potomac River and Blackbeard’s Pond, making for magnificent river views from sunrise to sunset. Enjoy swimming, canoeing, Bocce on the lawn, barbecue on the deck! Osprey’s Roost is the perfect retreat to rest and recharge, ideal for a romantic week away, a girls’ weekend or a family gathering!

Waterfront, Kayaks, Gameroom, Potomac-2hr from DC

Relax - Star Gaze - Kayaks/Paddleboard - Hike - Fish - Swim - Beach & more! ☀️ Waterfront 🛶 Kayak/Paddleboard 👨‍🍳 Gas griddle ⛱️ 3 Community Beaches 🔥 Fire pit 🐶 Dogs OK (Max 2) 🎯 Gameroom ⚡️EV Outlet The Riverside Retreat in Montross, VA is the perfect spot to relax and connect with nature. We offer a peaceful sanctuary that families & small groups love to visit! Ask us about your 3+ Night Promo! Book your getaway today or ❤️ us for next time!

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Water's Edge Cottage | Luxury Retreat

We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”). And be sure to visit our sister property, White Point Cottage!

Beach Please! River cottage w/private beach & dock

Come unwind at "Beach, Please!" Our renovated cottage on the river with a private beach and dock is waiting for you! What's there to do? There's boating, fishing, crabbing, bird watching, tanning, and hammock-napping. Need more? Ok, antique shops, breweries, wineries, live music, crab boils and oyster fests. Still need more? Cornhole, can jam, horseshoes, hiking, and swimming and tennis at the community pool. That's not all, so just trust us - you will LOVE your time in Montross, Virginia!

Living on Island Time

Relax with the whole family and spend life on Island Time. Full bar set up with ice maker and wine refrigerator. Private pier, paddle boards and firepit. Unwind on St Goerge Island or head out to one of the local eateries for some southern Maryland faire. Inside you have 2 spacious rooms, 2 bathrooms. A massive island for cooking, card playing or just great conversations with endless views. Crabbing, fishing. The Neighbors have 2 Great Danes and a cat that you may see occasionally

River + Beach Front Cottage 4 BR ADA Northern Neck

Captain Davis Cottage is a waterfront retreat on the Northern Neck ( in Sandy Point, Virginia) near where the Potomac River meets the Chesapeake Bay. Enjoy a large private beach and pier—for relaxing, fishing, and taking in the views. Rental includes main cottage (3BR/2BA), a guest cottage "The Brig" (1BR, no bath), ideal for families or groups. ADA-friendly. 3-night min. for Memorial Day and Labor Day weekends. Summer stays (between those holidays) run Friday to Friday.

5Br Waterfront House w/ dock- Family getaway

New Listing! Bring your family and friends to this unique waterfront house in Kinsale, VA. If you are looking for a secluded getaway for your entire family right on the water, this two story house is for you. This is a two story house with two full equipped kitchens, two living room space, three dinning table, two indoor fireplaces, One gas and one wood. Guest will also have access to a private dock, where they can relax and enjoy the view of the water.

Fleets Cove Farm *PETS STAY FREE*

Welcome to Fleets Cove Farm y'all! Looking for a peaceful and secluded place to stay? We have the place for you! With expansive fields surrounded by tall hardwood trees, it's hard not to love the light breeze and quiet. At night, sitting around the fire pit and looking at the stars is a must. The mini donkeys and cows are always looking for new friends. We also have seasonal animals like pigs, chickens, and ducks at different times of the year.

Cottage with a view!

Enjoy nature at the cottage positioned on Cod Creek with quick access to the Potomac River. Kayak, paddle board or canoe the creek to see local wildlife. There is a private floating dock on property to access the river. Enjoy fishing and crabbing off the stationary dock. Soak up the sun on the spacious deck, relax with a cup of coffee at the dining room table with beautiful views of the Rivah! Sit back, unwind a in a peaceful quiet neighborhood.

Good Vibe Villa, Tiny houseboat

This tiny houseboat sits permanently on a boat lift, so you will have the unique experience of being over water without the risk of sea sickness! Located in the heart of quaint Solomons Island, this is a great stay if you love being near the water. Unparalleled views from your private porch. Please note, due to extensive pet damage we have changed this property to strictly no animals. You will be asked to leave if you arrive with a pet.

Waterfront Cottage on the Potomac River

Escape to our serene waterfront cottage on the Potomac River, just 2 hours from Washington D. C. and the Richmond area. This retreat comfortably sleeps 5 and features a private pier for fishing, a sandy beach for relaxing, cozy sun room for reading, and breathtaking water views. Enjoy a fully stocked kitchen, fast WiFi, and a spacious deck. The perfect spot for a romantic weekend, a special celebration or a simple peaceful retreat.