Holiday rentals with a home theatre in Eastern Shore of Virginia

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

Locklies Innlet, A unique waterfront experience!

Welcome to Locklies Innlet; a peaceful, quaint, waterfront cottage, nestled in a protected, deep water haven along with neighbor Regent Point Marina. A perfect place for total relaxation, connection with nature, family bonding, or even a refreshed opportunity for remote work. For water enthusiasts, Locklies Innlet provides 4 kayaks for exploration through calm waters, for crabbing; a large dock with crab pots, and for the anglers the green lights will bring in the keepers right off the dock.

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Launch your fabulous beach getaway at amenity-rich Sunset Cove at Sea Watch, part of an oceanfront condo complex offering 3 pools, complimentary movie theater, game room, gym, and much more. Enjoy spectacular ocean and bay views from 2 balconies, smart TVs in every bedroom and living room with provided satellite programming, fully equipped kitchen, comfortable living and bedroom spaces–and that’s just the beginning as your group has a blast at the beach and all of Ocean City’s fun attractions.

NEW!OceanView-Pool-Sundeck-Bike-Theater-Game Room

Welcome to Your Elegant Oceanview Escape Home Experience the perfect blend of upscale comfort and family-friendly amenities in this spacious 5-bedroom retreat designed to host unforgettable getaways. Overlooking the sparkling coastline, steps from the beach, this home sleeps 16+ and offers everything you need to relax, recharge, and reconnect. Highlights • Breathtaking ocean views from multiple decks • Pool and sundeck (Pool closes Sept 29th 2025) • Arcade/game room • Outdoor movie deck!

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guest, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

32-Acre Farm, Pool • Hot Tub • Holiday Lights

Escape to this 32-acre retreat, perfect year-round! Relax in the NEW 7-person hot tub while enjoying festive holiday lights (Nov 1–Jan 31) or lounge by the heated saltwater pool & pool house (May 1–Sept 30). Gather by the fire pit, enjoy 2 screened porches, theatre, bar & game room w/ ping pong & poker. 5BR/6BTH, large TVs in every room, comfy beds & stocked kitchen. Small pond for fishing, grassy play areas & plenty of parking. Spacious home for family & friends—every season feels special!

Sunshine Baydream Cape Charles

Sunshine Baydream is bay living at its finest! Vacation comfortably with 3 master suites, including one on the main floor. The kitchen has all you need for a comfortable stay. Have some fun playing head-to-head Ms Pac Man! The open floor plan is great for entertaining! Enjoy the grill on the rear deck or the large second floor deck. The home is in a quiet community with a pool on Stone Road just outside Historic Cape Charles. Owners' 6-person golf cart may also be rented in advance!

Oceanfront Condo pools/Gameroom/Theatre/Restaurant

Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season

Waterfront | Remodeled | Epic Sunset Views | Decks

Waterfront 3BR/2BA home on 3 acres with remodeled kitchen and central brick fireplace. Master has CA king with water views; bedroom 2 has queen + crib; bedroom 3 has 2 twins (can combine into king). Multiple outdoor spaces include an expansive deck for stargazing, a screened porch with bench swing, and sprawling meadow views. Enjoy epic sunsets across the river, explore nearby trails, or relax near public piers. Entire home + garage included for privacy and comfort.

Walk to beach BEAUTIFUL 2BR 1BA condo

1 block to Ocean/Boardwalk on 9th and Pacific in the heart of resort town. Beautifully furnished, 600sq ft beach-themed condo. Beds sleep 4 (1 Q, 2 Twin) and comfortable sleeper sofa adds 2 more. Also close to Convention Center, Vibe District, new Sports Complex. Perfect for family w/children or 4 adults. Free parking for 1 vehicle in front of unit. Spend a min 2 nights Sept-May and stay a week from early June to Labor Day (summers days are Sat-Sat rental).

Riverfront, Kayaks, 9 acres, 6mi to Kilmarnock

Nestled along a picturesque river, your vacation home boasts stunning waterfront views. Your riverfront vacation home is the perfect destination for relaxation, adventure, and creating lasting memories. Whether you're lounging on the dock, exploring the river, or enjoying the cozy indoor amenities, you'll find everything you need for an unforgettable stay. Use of kayaks and swimming is at your own risk. Variety of life jackets are provided.

FREE Luxury Golf Cart - across from CC Beach

🏖 Steps from the Sand – Unbeatable Location! This stunning, single-story ranch home is directly across from the Cape Charles beach, sitting on the corner of Bay Ave & Monroe Ave—the most coveted location in town! Enjoy breathtaking sunsets, walk to local dining, golf cart or bike through charming streets, all from your front door. Just purchased a 6 seater golf cart, and decided to make it free for the 1st year!