Apartments (16)
- Assateague Inn 103-S Deep Hole
- Assateague Inn 104-S Deep Hole
- Assateague Inn 105-S Deep Hole
- Assateague Inn 106-S Deep Hole
- Assateague Inn 107-A Deep Hole
- Assateague Inn 109-S Deep Hole
- Assateague Inn 110-S Deep Hole
- Assateague Inn 111-2R Deep Hole
- Assateague Inn 202-S Deep Hole
- Assateague Inn 203-S Deep Hole
- Assateague Inn 204-S Deep Hole
- Assateague Inn 205-S Deep Hole
- Assateague Inn 207-S Deep Hole
- Assateague Inn 208-S Deep Hole
- Assateague Inn 213-2R Deep Hole
- Bellas Beach Retreat - Assateague Inn 211 Deep Hole
Ferienvermietungen (100)
- Admiral Benbow - Contemporary Home With Shared Boat Ramp Deep Hole
- Avalon - Waterfront Home With Fireplace And Screened Porch Deep Hole
- Bayside Bliss - Waterfront Home, Beautiful Views Deep Hole
- Beach Bungalow - Pet Friendly Cottage W/ Amazing Views! Deep Hole
- Beach Pines Deep Hole
- Beachgrass Bungalow Deep Hole
- Belle Of The Bay - Beautiful Custom Waterfront Home! Deep Hole
- Blake'S Purple Point - Waterfront Splendor! Deep Hole
- Blue Heron Deep Hole
- Blue Pointe Bayside - Cozy, Waterfront Home! Deep Hole
- Blue Sea Star - Beautiful Pet Friendly Home! Deep Hole
- Castlebar - Luxury Waterfront Home With Private Dock! Deep Hole
- Cedar Cove - Waterfront Home With Fire Pit! Deep Hole
- Chamallow - Waterfront Home With Floating Dock! Deep Hole
- Channel View Cottage Deep Hole
- Channel Watch - Waterfront Home With Private Pier! Deep Hole
- Coastal Cottage - Beachy Oasis In Oyster Bay! Deep Hole
- Cockleshell Cottage - Pet Friendly & Handicap Accessible! Deep Hole
- Conch Shell - Waterfront Villa With Wrap Around Deck! Deep Hole
- Coral Cove - Fun Waterfront Home With Floating Dock And Amazing Patios Deep Hole
- Cozy Nest - Waterview, Pet Friendly, Screened Porch Deep Hole
- Crabby Pines - Pet Friendly Modern Accommodations! Deep Hole
- Dragonfly Point - Waterfront Home W Boat Dock & Deck! Deep Hole
- Egret'S Walk - Charming Cottage On North Main! Deep Hole
- Endless Summer - Pet Friendly With Screened Porch! Deep Hole
- Grandview - Pet Friendly, Waterfront Home With Dock! Deep Hole
- Grey Heron - Pet Friendly, Waterfront Home With Boat Dock! Deep Hole
- Hailey'S Roundhouse - New & Unique Home W/ Water Access! Deep Hole
- Heron'S Cove On Salt Meadow - Pet Friendly, Waterfront Home! Deep Hole
- Hidden Treasure - Waterfront Home With Boat Dock! Deep Hole
- Highlander - Quiet Vacation Comfort! Deep Hole
- Homestead - Located On Main Street With Outdoor Shower! Deep Hole
- House On The Dune Deep Hole
- June'S Retreat - Waterfront; Boat Dock! Deep Hole
- La Dolce Vita - Waterfront With Boat Dock! Deep Hole
- Lazy Days - Pet Friendly With Screened Gazebo! Deep Hole
- Mainstay - Outdoor Shower & Multiple Balconies! Deep Hole
- Osprey - Pet Friendly, Fireplace! Deep Hole
- Our Happy Place - Pet Friendly & Waterfront! Deep Hole
- Oyster Catcher - Pet Friendly & Deep Water Access! Deep Hole
- Paradise View Deep Hole
- Ryokan - Water Views, Shared Boat Launch! Deep Hole
- Sanderling Deep Hole
- Sandy Penny | Luxury New Build W/ Water Views, En-Suite Bedrooms + Gourmet Kitchen Retreat Deep Hole
- Serenity At Deep Hole Hideaway - Pet Friendly!
- Serenity At Oyster Bay, Water Access & Firepit! Deep Hole
- Shady Grove - Water views, Fireplace! Deep Hole
- Shady Side - Water Access, Screened Porch! Deep Hole
- Shore Thing On Oyster Bay - Waterfront, Boat Dock! Deep Hole
- Slack Tide Deep Hole
- Southern Dream - Water Views & Screened Porch! Deep Hole
- Southern Exposure - Waterfront With Boat Dock! Deep Hole
- Star Of The Sea - Renovated Home Located In Town & Pet Friendly! Deep Hole
- Sunrise Shore - Waterfront With Private Pool & Hot Tub! Deep Hole
- Sunset Bay Cottage - Main Street Charm With Water Views! Deep Hole
- Tall Pines - Pet Friendly With Screened Porch! Deep Hole
- Teal Cottage Deep Hole
- The Robinson Family Beach House Deep Hole
- The Suncatcher Deep Hole
- Tranquility - Brand New Home In Quiet Location! Deep Hole
- Villa 'Chincoteague Charm' Escape W/ Bikes & Yard Games! Deep Hole
- Villa An Unfettered View - Beautiful Ranch W/ Boat Dock! Deep Hole
- Villa Barefoot Breeze Deep Hole
- Villa Bayside Haven Deep Hole
- Villa Blue Moon - Pet Friendly And Great Location! Deep Hole
- Villa Caribbean Ketch Deep Hole
- Villa Carriage House Deep Hole
- Villa Catch Of The Day Deep Hole
- Villa Cedar Haven Deep Hole
- Villa Charlotte'S Morning Sun - Unobstructed Water Views! Deep Hole
- Villa Coastal Retreat Deep Hole
- Villa Deja Blue Deep Hole
- Villa Egret'S Cove - Pet Friendly W/ Hot Tub! Deep Hole
- Villa Escape At Deep Hole Hideaway - Pet Friendly Duplex!
- Villa Gray Pearl Deep Hole
- Villa Island Sage Deep Hole
- Villa Island Sunrise - Pet Friendly, Waterfront Duplex! Deep Hole
- Villa Joint Venture - Pet Friendly & Water Views! Deep Hole
- Villa Langtree - Pet Friendly, Waterfront With Boat Dock! Deep Hole
- Villa Lavinder House - Waterfront, North Main! Deep Hole
- Villa My Island Escape - North Main & Private Dock! Deep Hole
- Villa Nunzs Cove Deep Hole
- Villa Off Belay - Creek View Deep Hole
- Villa Oyster Bay Hideaway Deep Hole
- Villa Oyster Bay Oasis Deep Hole
- Villa Poole'S Cove - Waterfront; Main Street! Deep Hole
- Villa Saltwater Gospel Deep Hole
- Villa Sea Oats - Water Front With Boat Dock! Deep Hole
- Villa Shackeau East Deep Hole
- Villa Smooth Sailing Deep Hole
- Villa Stoney Point Deep Hole
- Villa Sunrise View - Waterfront, Kayaks, Gorgeous Sunrises! Deep Hole
- Villa Sunshine Daydream - Pet Friendly & Waterfront View! Deep Hole
- Villa The Blue Crab Deep Hole
- Villa The Happy Crab Deep Hole
- Villa Trembling Bay - Waterfront & A Private Pier! Deep Hole
- Villa Vineyard Cove Deep Hole
- Villa Wildcat Haven - Waterfront & Phenomenal Views! Deep Hole
- Villa Wildcat Retreat - Waterfront & Phenomenal Views! Deep Hole
- Villa Windshadow - Waterfront & Pet Friendly! Deep Hole