
Places to stay near Layton's Chance Vineyard and Winery
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Top-rated vacation 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.

Hideaway on the Bay: Waterfront Vintage A Frame
The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Soul Oasis - home on the Chesapeake Bay
Listen to the waves of the Chesapeake Bay from the trex deck. There are 2 private community beaches in the neighborhood where you can find fossils and sharks teeth. A great place to relax and unwind. You will hear the sounds of all kinds of birds, see lots of very tiny frogs in spring and summer and maybe some deer around the house! You can also expect to see/hear aircraft from Pax River Base fly overhead! Book your stay today and let the magic of the woods and water wash away your cares.

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!

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.

Blue Crab Lodge
Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right above the delightful aroma of freshly brewed coffee, this unique and inviting space offers the perfect blend of comfort and convenience. Stepping outside, you'll find yourself in the heart of St. Michaels' quaint streets. The rental's prime location provides easy access to the town's boutique shops, waterfront promenades, and a diverse array of restaurants.

Peace Point - Waterfront, Secluded, Home w/hot tub
Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.

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

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”).
Popular amenities for vacation rentals near Layton's Chance Vineyard and Winery
Condo rentals with wifi

Direct Ocean Front! Unwind with an Ocean View

Bluewater Couples Escape

Bethany Bay. Sleeps 4. AC, Pool, Ground Floor

OceanfrontJewel|DirectOceanView•NewlyRenovatedPool

Beach Sunrise: Walk to Downtown & Lewes Beach

Gorgeous Beachfront! King Bed, Direct Ocean View!

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool

Oceanside Charm, desirable midtown Ocean City, MD
Family-friendly house rentals

Waterfront Getaway with Dock

Waterfront Getaway

Waterfront, Private Pier, Sleeps 10, 4 bedrooms

Waterfront & Hot Tub! 4 BR/4 BA - Central Location

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Cove Point Cottage with Chesapeake Bay views

3BR Luxury Retreat, Pond, Gym, Near DC

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

Newly Constructed 2nd-Story Studio Apartment

Little Slice of Cambridge. 2 bedroom, pet friendly

Beach Highway Hobby Farm

Luxury escape in DC now with a private Deck!

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

Nature's Rest in Church Creek

Lovely 2 bedroom overlooking Main St.

Cozy condo / 3,5 miles from the beach.
Other great vacation rentals near Layton's Chance Vineyard and Winery

Waterfront Modern Guest Barn

Beautiful Waterfront Getaway on the Choptank River

Cove Point Lighthouse Keeper's House- Side B

Spacious Gorgeous Waterfront Home with Sunset View

Countryside Home in Princess Anne

Waterfront-View of Bay from your Bed

Rosses Chance Guest House

Relaxing Retreat on the Hudson
Destinations to explore
- Chincoteague Island
- Assateague Island National Seashore
- Ocean City Beach
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Assateague State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Ocean City Boardwalk
- Fenwick Island State Park Beach
- Breezy Point Beach & Campground
- Roland E Powell Convention Center
- United States Naval Academy
- Annapolis City Dock
- Downtown Annapolis Partnership
- Gerry Boyle Park
- Funland
- Dewey Beach Access
- Quiet Waters Park
- Navy–Marine Corps Memorial Stadium





