
Holiday rentals in Jersey Island
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Top-rated holiday rentals in Jersey Island
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The Hideaway at Mill Creek
We welcome 6 persons, however 4 adults max. Here you will find nestled in the woods atop a beautiful hill overlooking Mill Creek, a short distance from the Chesapeake Bay, an architect's home. With beautiful sunrises and sunsets, this hideaway gives you an escape from everyday life. Relax on the patio with a book, out on the water kayaking, fishing or crabbing off the dock or sitting watching the wildlife. You will never forget the views or the sight of the sailboats in for a rest from the bay.

IDLE HOUR 3 BR 1 1/2 B w/ golf cart rental
Unwind and relax after the busy life in the city. Get comfortable and enjoy plenty of extra space in this inviting retreat. Wake up refreshed and ready for a day of kayaking, bicycling and or exploring the island. Just four houses down, you'll find our deep-water dock--perfect for crabbing, launching kayaks, mooring your boat, or simply soaking in the peaceful surroundings. After a day of adventure, rinse off in our spacious hot and cold shower for a refreshing, nature inspired experience.

Unique style, Waterfront Dock,Yard,Kayaks,SUP,King
Nestled on Little Oyster Creek in the charming small town of White Stone, is Beacon Bay Getaway. This lighthouse style home is situated on 3 private acres and has 3 water views: the Creek, the Chesapeake Bay and the Rappahannock River all which can be viewed from the wrap @ deck and top observation lookout. Enjoy the large yard with fire pit. Launch a kayak/SUP from our dock or bring your fishing rods to catch Croaker. Have fun catching blue crabs with our crab traps. Follow @beaconbaygetaway

Cottage on Prentice Creek, PA
Freshly painted 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.

Marshall’s Retreat Chesapeake small town getaway
Modern 3 bedroom home centrally located in the heart of Crisfield, Md. Off & on street parking. Minutes from our towns new bike trail, boat & Kayak launch, park play ground,Wellington Beach, shopping, Ferry’s to The Islands, fishing piers, restaurants, Crab & Cruise (within walking distance), beautiful views. about an hour drive to Ocean City, Assateague or Chincoteague. Or stay in & relax watch Cable tv, Wifi. Please be sure to research the area online to make sure it’s right for your needs.

Home of The Terrapin King
The LaVallette House is where the Maryland terrapin originated! Albert Tallmadge LaVallette Jr. launched the terrapin soup industry from this very site in 1887 (you can still see the old terrapin pins beside the driveway). In addition to the property’s historic charm, the location just can’t be beat. The five-bedroom house is completely private. Guests have to drive through wetlands to get to it, and the only neighbors in close proximity are the gulls and the fish in the Chesapeake Bay.

Mary’s Cottage•at Old Beauchamp Homestead•
This quiet, charming, historic property is one of a kind! You won’t want to miss the opportunity to stay here! Mary’s Cottage is the perfect place to enjoy nature and its peaceful atmosphere. There is beauty all around on this property. You simply won’t want to leave! Just 20 minutes from Chrisfield There is plenty of parking space to bring your boat! If you’re traveling with a group we can accommodate more guests in the adjoining “Martha's Cottage” (check my profile for listing).

Stargazer Tiny Cabin
(Winter: Stargazer has a diesel heater and a woodstove but is not insulated. The cabin can be kept quite warm into the low 30's if these heaters are running. Below freezing may freeze pipes, message for info) Rustic off grid tiny cabin tucked in the trees on the back side of a large field. The cabin has solar, kitchenette, shower, composting bathroom, heat, and Wifi! Enjoy being immersed in nature while staying comfortable in a quirky cabin built from local and reclaimed materials.

Marsh View Saxis
We love this home and we hope you will as well, offering a perfect blend of comfort and style with 3 bedrooms and 2 bathrooms, breathtaking views of the wetlands, where sightings of graceful blue herons await you. Step into the spacious living area, where natural light floods the beautiful and bright open kitchen. The large yard surrounding the house provides a serene setting, great for relaxation and outdoor activities including a fantastic firepit.

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU
BEFORE BOOKING: Pool will be open 4/05/26 Unless PRIOR AUTHORIZATION….. NO PARTIES/NO EVENTS/NO GATHERINGS, only the amount of guests in your party are allowed on the property. Fully restored top to bottom 1920s farm house. Every bedroom has its own full bathroom Full laundry room with extra refrigerator RH furniture All bedding/towels/paper towels/toilet paper/body wash/shampoo/conditioner/spices/laundry detergent included;Total turn key

The Serenity House
Regenerate at the Serenity House! Second floor apartment; three spacious queen bedrooms with SmartTV, equipped kitchenette, work space with WiFi, mudroom and laundry on the first floor. Large yard with big mature shade trees nestled in a quiet neighborhood. One corgi and two cats live on the property. The pets are not allowed into the guest rooms. Continental breakfast served in the shared space. Private entrance, off street parking available.

ISLAND RELAXATION Near Chincoteague Island
2 Story home build in early 1900's Near Chincoteague Island, Virginia Waterman's fishing village, surrounded by water on three sides & Virginia Wildlife Refuge on fourth side. 400ft. Walking Distance to Beach, Kayaking & Canoeing, Wildlife, Fishing Pier, Boat Ramp, Marina, Public Pavilion, Ice Cream Shop, 2 Restaurants, Museum, Multiple Seafood Shantys
Popular amenities for Jersey Island holiday rentals
Other great holiday rentals in Jersey Island

The Callie Cottage at Belmont

Come enjoy Summer on Smith Island at the HH Ranch

Newly Constructed First Story Apt Open Floor Plan

Central & Quaint Island House

Waterfront Escape • Dock, Views, Peace & Kayaks

Holly Cove’s “Tiny” Guesthouse

Modern Bayfront Escape with Sweeping Water Views

The River House
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Pittsburgh Holiday rentals
- Ocean City Holiday rentals
- Raleigh Holiday rentals
- Virginia Beach Holiday rentals
- Wilmington Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Chincoteague Island
- Chesapeake Bay
- Assateague Island National Seashore
- Ocean City Boardwalk
- Cape Charles Beachfront
- Assateague State Park
- Ocean City Boardwalk
- Ocean Pines Golf Club
- Gerry Boyle Park
- Calvert Marine Museum
- Salisbury Zoo
- Trimper Rides of Ocean City
- NASA’s Wallops Flight Facility Visitor Center
- Suicide Bridge Restaurant
- Leonardtown Wharf
- Baja Amusements
- Layton's Chance Vineyard and Winery
- General's Ridge Vineyard
- Belle Isle State Park





