
Places to stay near Layton's Chance Vineyard and Winery
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Top-rated holiday rentals near Layton's Chance Vineyard and Winery
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Relaxing Water Views - Mill Creek Cottage
Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

Blackwater Tiny Cabin on Snakehead Creek
The Solar Powered Tiny Cabin is located on a farmette, making your visit even more memorable! Just a 5 min drive from Blackwater Refuge! It's an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! The Tiny Cabin is located steps away from Pitcher Dam Creek, leading to Little Blackwater! Kayaks on site! Bring your fishing rod to catch Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining! *BOOKING PARTY MUST BE 21 yrs+

The Little House on the Farm, Water Access
Peaceful, Quaint & located on the Little Blackwater River, & 1.5 miles from the Blackwater National Wildlife Refuge & The Harriet Tubman Underground Railroad State Park & Museum. A bird watching, kayaking, and bicycling paradise awaits. Perfect for a couples retreat, girls getaway or a solo vacation to relax & unwind. Hunters and Fishermen are welcome also! Route 50 & downtown Cambridge are 10 mins away for local eateries and shopping! This is the perfect location to explore the Eastern Shore!

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.

Peaceful Historic House Near Water, with Hot Tub!
Peaceful 3 bedroom/1.5 bath Victorian house near the water. Located in Historic West End, this 1900 house has been recently renovated to accentuate its historic charm while delivering all the modern comforts. Just a short walk from Long Wharf Park, the Choptank River Lighthouse, and downtown Cambridge with great restaurants and shops. Amenities include air conditioning/heating, a hot tub, WIFI, a back deck and grill, front porch with rocking chairs, and a fire pit with Adirondack chairs.

Sunset Breezes - quiet waterfront retreat
Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.

Waterfront Getaway with Dock
Bicyclist's and outdoorsman's dream! Beautiful rancher on two waterfront acres just 4 miles from Blackwater Wildlife Refuge and Harriet Tubman National Park. 10 minute drive from downtown, the Hyatt, and the Ironman starting point as well. Ironman and Eagleman races actually pass right by! Bright, sunny, and newly renovated, it's a great place to hang your hat after a day of hunting, fishing, bicycling, or triatholon-ing! Or just take a weekend to relax on the water!

Waterfront Barn Loft with Modern Cabin Vibe
Relax in nature for a while in our beautiful and cozy barn loft. The loft is located next to our primary residence on 7 private acres along scenic Rewastico Creek, offering year round beauty. Kayak on, or relax by, the tidal marsh creek which is fed by the Nanticoke River and Chesapeake Bay. Centrally located between popular Eastern Shore destinations such as Atlantic beaches and historic small towns. A serene oasis with abundant wildlife.

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”).

Cottage on the Creek
The Cottage is perfectly perched alongside Cuckold Creek showcasing the beauty of Southern Maryland. Our home provides plenty of space for relaxing together with a water view everywhere you turn. Each space is set up to provide you with the comforts of home, so you can relax and enjoy being in the moment. Located in the heart of Hollywood, not too far from stores or restaurants, but still "away from it all". ✨

High St. Art Gallery Suite
This boutique suite is adjoined to the future home of High St. Art Gallery. This historic home was built in 1796 and is being lovingly restored by three generations of a family committed to creating beautiful, unique and comfortable spaces that can be a retreat away from home. This suite has all the details and delights that will make your stay enjoyable and we hope you will come again and again.
Popular amenities for holiday rentals near Layton's Chance Vineyard and Winery
Apartment rentals with wifi

One Bedroom Beachfront Apartment Mid-Town

Direct Ocean Front! Unwind with an Ocean View

Bluewater Couples Escape

Stylish Apartment Steps From the Beach

Gorgeous Beachfront! King Bed, Direct Ocean View!

Oceanside Charm, desirable midtown Ocean City, MD

Direct Oceanfront close to Northside Park!

The Loft 2B/2BA minutes to Rehoboth & Lewes Beach
Family-friendly house rentals

Annapolis 3 BR Sleeps 8 Waterfront Dock & Firepit

Waterfront, Private Pier, Sleeps 10, 4 bedrooms

Waterfront with sweeping bay view & private beach

Kick Back and Relax at Bay Country Cottage

*Brand New | Modern Farmhouse | Lux 4 BR | Near DC

Riverfront Home w/Dock · Fire Pit · Kids Play Area

Waterfront home, private dock

River Refresh - Waterfront with Spa on Placid Bay
Apartment rentals with air conditioning

Blue Crab Lodge

Serenity Suite on Chesapeake Bay

Little Slice of Cambridge. 2 bedroom, pet friendly

Beach Highway Hobby Farm

Luxury escape in DC now with a private Deck!

Cozy Waterfront Apartment Chester, MD

Charming Studio in the heart of St. Michael's, MD.

Nature's Rest in Church Creek
Other great holiday rentals near Layton's Chance Vineyard and Winery

Private point on the Bay🌤hammock, hot tub, kayaks❤️

Good Vibe Villa, Tiny houseboat

Cove Point Lighthouse Keeper's House- Side A

Hideaway on the Bay: Waterfront Vintage A Frame

Waterfront-View of Bay from your Bed

Coastal Waterfront 1 Bedroom Cottage

"Wittman Cottage"

Waterfront Sanctuary only 50 Min. From DC/Balt.
Destinations to explore
- Chincoteague Island
- Assateague Island National Seashore
- Ocean City Beach
- Broadkill Beach
- Ocean City Boardwalk
- Rehoboth Beach
- Cape Henlopen State Park
- Assateague State Park
- Bethany Beach Boardwalk
- Northside Park
- Ocean City Boardwalk
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Breezy Point Beach & Campground
- Roland E Powell Convention Center
- United States Naval Academy
- Ocean Pines Golf Club
- Downtown Annapolis Partnership
- Annapolis City Dock
- Funland
- Gerry Boyle Park
- Quiet Waters Park
- Navy–Marine Corps Memorial Stadium





