Holiday rentals with a kayak in York

The Harbor House - Waterfront with private pier!

4 BR, 2 bath, 1850 Square Feet of total relaxation! Every bedroom has a water view! Enjoy private pier, huge deck, and amazing water views! Beautiful sunrises and sunsets, 5 kayaks and a canoe, bikes, fishing, corn hole, crabbing or just relax the day away. Close to beaches, Williamsburg, Yorktown, and Richmond. If you want to stay inside, curl up with a book or watch a favorite movie on our Smart TV or pop in a blue ray disc from our movie collection, all while still enjoying your water views.

Kingsmill 2bd2ba Condo on Golf Course 9th Fairway!

This beautiful, 2B2Ba condo is 1400 sq.ft. in the exclusive Kingsmill neighborhood. This 1st floor unit has two master suites w/ king beds. One features a luxurious bathroom w/ a walk-in shower & dual shower heads, the other has a shower/tub combo as well as a private patio, stepping out onto the 9th Fairway. The open-concept living space has dining for 6, a queen sleeper sofa, a fully stocked kitchen, and an additional private patio. Golf course views from anywhere in the main living space!

York River Vacation Home

This lovely, spacious waterfront home is located on the York River in Gloucester County Virginia. It is the perfect get away to enjoy the relaxing sounds and sights of nature. The views are spectacular! Keep an eye out for osprey and dolphins as you enjoy watching the sunrise and set over the water. There is plenty to do! Relax in the salt water pool overlooking the water, bring a pole & fish and crab right off of the private dock, or venture out on the kayaks. 16 ton boat lift, Jet ski lifts.

Anne's Beachfront Shangri-La

Enjoy spectaular views in this peaceful, well-appointed beachfront cottage on the Chesapeake Bay. Two bedrooms, one bath on the main level with an open kitchen and great room plus a huge loft space and second bath above, all with giant picture windows facing the Chesapeake Bay. A large screened-in porch just off the kitchen is perfect for gathering and relaxing by the gentle tides. Beach-level has another large deck and built-in seating, with the inviting waters just steps away.

Beach Heron Retreat

Find your own private sandy beach just steps away from the house! The water is perfect for swimming. Enjoy the breathtaking views from anywhere in this newly renovated home. This home is a great escape from the city or the everyday hustle and bustle of life. This property is a short drive to Williamsburg, Yorktown, Jamestown, Richmond and Northern Virginia. Find yourself sitting on the large screen porch or the beach with a cool breeze and tranquility to wash your worries away.

Severnly Pointe Cottage Waterfront Retreat

Relax with the whole family at the peaceful "Severnly Pointe" Cottage just off the Mobjack Bay. Surrounded by water on 3 sides and a private dock, enjoy secluded access to everything the water provides. Kayak, fish or just enjoy the rivah breeze on the spacious dock with friends. Launch your boat at the private concrete boat launch on the property. Home is well equipped and enjoys water views from all 4 bedrooms. Only 10 a minute boat ride to the “fishing haven” Mobjack bay.

Waterfront 4 bedroom home with marina facilities

Stunning river views from this spacious family home. The quiet, peaceful setting is perfect for taking in nature and wildlife. The open floor plan that spills onto the patio is great for entertaining. Wonderful spot to enjoy boating, crabbing, fishing, kayaking - all the Severn River has to offer. Home features first floor BR and BR w/ shower, upstairs 3 BR and 2 full BR. Award-Winning Busch Gardens, Historic Colonial Triangle (Yorktown / Williamsburg / Jamestown) Nearby.

York River Penthouse

Relax at our guesthouse, aka the "Penthouse" on the York River! This cozy space features: 2 queen bedrooms, loft w/ 2 twin beds (great for kids), one full bath, well stocked kitchen and a laundry nook with an LG ThinQ washer/dryer combo. There's more outside! You have your own PRIVATE dock (sink w/fresh water), beach area, 2 kayaks, fire pit, Charcoal BBQ, games and large grassy backyard. Perfect for riverfront fun, sunsets and making memories.

Beachfront Luxury | Family Holidays by the Bay

Gather family and friends for the perfect holiday getaway in this stunning 4-bedroom Chesapeake Bay beachfront retreat. Cook festive meals in the fully equipped kitchen, share laughter around the dining table, and watch sunsets from the deck. Whether it’s Thanksgiving, Christmas, or New Year’s Eve, this home offers warmth, comfort, and coastal luxury—all just 90 minutes from Richmond, and convenient to Virginia Beach and the Tidewater region.

The Cottage on Sarah's Creek

Nestled on the waters of Sarah's Creek, this cozy cottage is just a short drive from historic Williamsburg and Yorktown. Fully furnished with a new kitchen, dining area, 1 bedroom, 1 bathroom, and a large loft with a queen bed and a pool table. Whether spending your days relaxing on the beach, exploring historic sights, or taking a tour of a local vineyard, you can look forward to the quiet comfort this cottage has to offer during your stay.

Spacious waterfront home, private dock

Spacious 5 bedroom waterfront home with private pier, dock, and stunning sunrises AND sunsets! Perfect for both group gatherings and quiet retreats, with a billiard room, theater room, multiple TVs, and an eclectic mix of DVDs, games, and books. Outside, enjoy the deck, lawn, kayaks, cornhole, crab traps, fire pit and more. Bring your boat or fish right off the dock. Beautiful beaches just minutes away!

Clay Bank River Front Cottage

Recently updated waterfront cottage 2 bedroom - 2 queen beds, a pull out sofa, 28 private acres on the York River in Gloucester, Va. Great remote getaway with a pool, kayaks and private pier for fishing/crabbing. Lightly traveled river. Access to Yorktown, Newport News, Williamsburg, Jamestown, Richmond, Norfolk, Urbanna. Shares the property with the main house where owner lives.