Beach house holiday rentals in Chesapeake

Oceanfront Oasis — Steps to Sand & Surf

This stylish coastal retreat is perfect for group trips, offering space, comfort, and an unbeatable location. Enjoy ocean views from the third floor and the rooftop deck with bistro lighting under the stars. Just 500 feet from the beach, you are steps from restaurants, shopping, live music, the boardwalk, and pier. The brand-new kitchen with high-end appliances makes gathering easy. Minutes to the Surf Park, Water Park & Virginia Aquarium. Everything you need for a fun, stress-free beach getaway

Private Beachfront Modern Villa: Outdoor Shower!

*Sparkling views* of Chesapeake Bay, direct private beach access, and sleek modern interiors await at *New* 3-story Norfolk Villa. This coastal escape on Ocean View Beach (a hidden gem) has tidal pools, restaurants, parks, and summer live entertainment all within walking distance. Limitless peace and enjoyment. Its central location is perfect for travel enthusiasts routing Virginia Beach, Hampton Roads, Historical Williamsburg, and so much more; or don't get back in your car and just *beach it*

Exclusive Beachfront Home w/ 180° Views & Hot Tub!

If you enjoy majestic ocean views from almost every room & your own exclusive beach just steps below, Bay Bliss is for you! The panoramic views from this luxury home are unmatched & sure to relax you! Sip coffee from the grand deck or take a soak in the hot tub w/ breathtaking views. Cook/eat in the high-end chef's kitchen or watch a movie on a 75" TV all with stunning views! Wake up in the plush, king-sized bed and enjoy views of the water without having to get up. Your bliss at the bay awaits!

Sandy Serenity - On Beach- No Pets or Cleaning Fee

Relax with the whole family at this beautiful beachfront home nestled in the sand dunes, only a few steps to the beach. Watch the boats and dolphins go by on the Bay. As superhosts for 4 years, we strive to provide an excellent experience. No Parties/ Events/quiet hours at 10pm. Previous guest comment: "As a flight attendant who’s traveled all over the world and experienced countless accommodations, I can confidently say this was one of the best. Even in the off-season, the house was magical".

East Beach Bungalow, 1 block to the beach!

Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! Easy drive to the Naval Bases. A quick walk to the beach or Bay Oaks Park, this four bedroom, three bath home is perfect for a relaxing getaway. This bungalow is great for groups of 8 or fewer. Brand new appliances, washer/dryer, private off-street parking. This house features an open floor plan. Guests are provided with linens, towels, toiletries and high speed internet (SmartTV).

Wild Horses | Hot Tub | Pet Friendly | 4x4 Beach

Welcome to Salty Sea Dog, a cozy escape on the secluded Corolla 4x4 beaches where wild horses roam. A 4WD vehicle is required, rewarding you with quiet, uncrowded beaches and a special Outer Banks getaway. Relax in the covered outdoor sitting area with a fire-top table, soak in the 4-person hot tub, unwind in the hammock, or gather around the yard fire pit. Enjoy coffee on the front deck with rocking chairs under live oaks. Inside offers two bedrooms and everything needed for a relaxing stay.

Walk to Beach, Game Room, Fire Pit, King Beds

“Peace of Blue” - Relax in this bright modern beach home with a game room, fire pit, two King Suites, and lightning-fast fiber Wi-Fi in the heart of Ocean View! Just steps from sand between your toes and surf on your feet, welcome to your coastal getaway just one block from the beach! Watch a movie while the kids enjoy Mario on the Nintendo Switch or sit around a cozy lit fire outback until it's time to unwind in one of our king beds. It's totally up to you... Get your “Peace of Blue!”

New Beach Home on the Chesapeake Bay

New Beach House on the Chesapeake Bay. Entire 2500 SF Home, 1st, 2nd and 3rd floors. Three King size bedrooms, third floor with 2 Sofa Beds. One Full kitchen and one Kitchenette. House on the dune 40 steps to the sandy beach. Balcony view of bay for sunrise coffee & sunset wine. New & old homes surround this newly built home in "East Ocean View." Restaurants short walk, more only a two min. drive. Summer Sailing regattas on Weds. and Sun. evenings, live music at the Pavilion.

Play by the Bay 1 MIN TO WATER

LESS THAN 1 MIN WALK TO WATERS EDGE. Fantastic beach home with 3 bdrms, 3 baths, Living room-dining rm combo with vaulted ceilings, kitchen, TV in 4 rooms, Wi-Fi, large deck with natural gas Weber grill, Washer-dryer. Great water views while you are relaxing on the deck. Many amenities! Just bring your bathing suit. Our guests have all said they love this place! Very close to many wedding venues, restaurants, state park, oceanfront boardwalk is closeby, military bases, etc.

Stylish Beach House, Hot Tub, Pet Friendly

Welcome to your coastal oasis of relaxation & fun. Enjoy beach fun, hot tub & games in a modern open concept living space. This stylish, pet friendly home away from home is perfect for families. It's 1.5 blocks from the beach. This charming SFH offers 2 bedrooms, loft, chef's kitchen, game room, spacious backyard with deck, hot tub, fire pit, BBQ grill, & volleyball/badminton court. It's centrally located near VA Beach, Williamsburg, & Downtown Norfolk.

Quaint and Comfortable Buckroe Beach Getaway.

Our quaint, cozy and comfortable, 1,100sf house is perfect for a small family or small group of friends, 4 guests MAX, to relax from the hustle and bustle of life. Take a nap or watch a movie while relaxing on the cozy and comfortable power reclining living room furniture. Enjoy the patio and firepit in the spacious fenced backyard. This getaway is located a short two-minute car ride or ten-minute walk from the beautiful and family-friendly Buckroe Beach.

The Happy Place-Quiet, North End 1 block to ocean!

Stay in Virginia Beach's sought-after North End, just a 5-minute walk to a quiet, uncrowded beach! Relax in a private beach cottage with a fully fenced, dog-friendly yard on a peaceful cul-de-sac. Walk, bike, surf, kayak, fish, or explore First Landing State Park nearby. Includes linens, towels, 3 bikes, surfboard, beach chairs, umbrella, beach wagon, a fully equipped kitchen, free parking, and fast Wi-Fi. Perfect for families and couples!