
Places to stay near Guard Shore
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Guard Shore
Guests agree: these stays are highly rated for location, cleanliness and more.

Little Red House on a Farm - Quiet Rural Waterview
The Little Red House VA is a cozy tiny home on a 50-acre farm, surrounded by fields, woods, marsh, and a creek. Curated with hygge comfort and efficiency, you'll love the natural light and calm decor. • Escape the noise & reset in nature • Peaceful sleeping • Thoughtful interior design • Large full bath • Comfy patio for coffee, cocktails, and epic stargazing • Firepit with wood provided • Large private outdoor shower surrounded by woods • Wide open spaces • Fast WIFI • Superhost for 10+ years

Historic St.Mary's City at the Lazy Bear Cottage
Inquire first on pets, there is a 50 lb. weight limit total, can be split up between 2 small dogs or 1 at 50lbs or less,must be house broken and friendly. Close to Saint Mary's historic city, Pt. Lookout State Park, Sotterley Plantation. Great hiking trails, restored colonial village,a replica of the Maryland Dove. Tour a lighthouse. Great restaurants , or spend a day over in Solomons Island, about 20 miles from us. Peaceful settings for relaxing right on the water,or kayak on the river.

Charming Waterfront Cottage on Cedar Creek
Come unwind in this comfy cottage right on the water. Situated on a 2 acre wooded lot, this colonial home offers peaceful seclusion and unbelievable water views from every room. This 1930’s cottage has modern updates and plenty of room, with two large bedrooms downstairs and a delightful bedroom suite upstairs. Restaurants and shopping await in the historic town of Onancock, only a 5-minute drive or an even quicker boat ride away. Private dock for swimming and fishing, two kayaks for guest use.

Eastern Shore Romantic Waterfront Getaway Upscale
A waterfront getaway at the newly renovated Westview Cottage on Onancock Creek just off the Chesapeake Bay. Wake up to beautiful water views through floor-to-ceiling glass doors. A private, peaceful escape in the country conveniently surrounded by fields and wildlife complete with a dock for crabbing and fishing (seasonal) 4 MI to Downtown Onancock & Restaurants 4.5 MI to Walmart 25 Mi to Camp Silver Beach 35 MI to Chincoteague Island 39 MI to Cape Charles >save listing to your wishlist<<

Bell Farm Cottage LLC - quiet and peaceful
Cozy cottage located on a quiet backroad overlooking a wide open field & back deck provides warm & sunny space for relaxing or reading a book. The kitchen is fully equipped. BFC has a warm farm house feel w/ a touch of the beach. The bathroom has been updated to a more modern feel. Located only a few miles from both seaside and bayside boat ramps. A 7 minute drive to Onancock, Walmart, YMCA, shopping & many local shops for just the right souvenir. Wallops & Chincoteague are just a short drive.

Private romantic pet friendly waterfront cottage
On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Heartsong Farmhouse , a nature lover's retreat.
Heartsong Farmhouse was completely renovated in 2019. Beautiful hardwood floors, brand new furniture, in a modern farmhouse style with a Boho vibe. The entire home is filled with beautiful natural light and the brick walls ensure a peaceful nights sleep. The yard is completely surrounded by a 15ft hedgerow of holly, magnolia and camellias, like walking into a secret garden. You will feel welcome from the moment you drive up. The Farmhouse is also beautifully decorated for the holidays.

NEWLY Renovated -- Waterfront Getaway
Renovation - Siding, windows, doors, landing/stairs, flooring, foam insulation, paint, min-split AC/heat unit. Nestled comfortably on an acre along Onancock Creek, this quiet one-room guest house boasts a full kitchen, Serta queen size bed, TV/internet, and incredible scenery of the creek. Spend a weekend exploring historic Onancock, with its unique shops and variety of cuisine, or rent kayaks in town for a relaxing cruise on the creek to watch the sunset over the Chesapeake Bay.

Cozy Barn Loft: Country Views & Central to Beaches
Relax and recharge as you soak in the country views while enjoying this cozy space. A private entrance leads upstairs to the loft, located above our renovated barn. Enjoy your days at the beach, boating, fishing, birding, and more. Return home to be greeted by goats as you pull in the drive. Coffee, tea, and farm fresh eggs will be waiting for your arrival. Centrally located between the beaches of Chincoteague, Va and Ocean City, MD. Beach gear provided as well.

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.

Rumbley Cottage on the Tangier Sound-Private Beach
Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all windows. Look out at the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. WE PROVIDE THE FIREWOOD AND STARTERS. Many amenities including Molton Brown toiletries, kayaks, SPBs, bikes, beach equipment; well-stocked kitchen.
Popular amenities for holiday rentals near Guard Shore
Apartment rentals with wifi

Gorgeous New Beachfront! King Bed, Direct Sea View

Beautiful Renovated Ocean Front Condo 1b/1.5ba

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Pines Getaway - Berlin Tree Light & Ice Ice 11/28

The Hideaway By The Bay OCMD

Beachfront with a View and Amenities Galore

Caramar Couples Retreat

DirectOceanFront on Boardwalk/Newly Remodeled/Pool
Family-friendly house rentals

Dragonfli Bay House on Chincoteague Island

Soul Oasis - home on the Chesapeake Bay

BayTime

Watermans Hideaway, Tangier Island, Chesapeake Bay

3 bedroom/2.5 bath Smith Island bungalow with dock

Charming Island Home "Sandy Pines"

Cozy Home near Waterfront in Crisfield, MD

Seas the Day Getaway ~ Pool ~ ONLY 3 mi to BEACH
Apartment rentals with air conditioning

The Fish House

Newly Constructed 2nd-Story Studio Apartment

Morning Light Apartment

Nice view self-contained Apart.

Private Entrance Apartment on the Chesapeake

Little Cove Cottage, Couples Retreat/Mathews

Pelican Place, Cozy Retreat | Pool | Walk to Tides

Salty Dog Compound
Other great holiday rentals near Guard Shore

Baywatch North-Waterfront & Roaming Ponies

Cattail's Branch

"The Little Red Cabin" aka The Galley

Cozy shore bungalow

“Cabana by the Bay”-tiny home on a pier!

Waterfront Guesthouse II on the Rappahannock

Cozy Beach Cottage

Pretty Byrd Cottage, a Victorian Bayfront Getaway!
Destinations to explore
- Chesapeake Bay
- Ocean City Boardwalk
- Assateague Island National Seashore
- Assateague Beach
- Haven Beach
- Jolly Roger Amusement Park
- Bethel Beach
- Jolly Roger at the Pier
- Assateague State Park
- Kiptopeke Beach
- Cape Charles Beachfront
- Wilkins Beach
- Splash Mountain Water Park
- Wallops Beach
- Ocean Pines Golf Club
- St George Island Beach
- Trimper Rides of Ocean City
- Parramore Beach
- Gargathy Beach
- 6 Mile Beach
- The Links at Lighthouse Sound
- Langford Sand
- Bow Beach
- Little Egging Beach




