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*

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

Nicest area in VA Beach & 5 minute walk to the beach! Enjoy a private, peaceful, vintage beach house and fully fenced yard in exclusive North End's quiet family neighborhood! Away from the crowds w/ easy access to everything. Great for surfing, swimming, walking, biking (1st State Landing park nearby), kayaking, fishing, dreaming, or reading. Cul-de-sac location. Detached house with dog-friendly yard! Comes w/ sheets & towels, 3 bikes, surfboard, beach chairs, buggy & umbrella. Equipped kitchen.

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".

Beachy Hot Tub Haven

This modern 2-bedroom beach home is 2 blocks from the beach. It features an open living space, fully equipped kitchen, dining area, and board games. The private backyard features a cedar-stained privacy fence, a volleyball/badminton court, outdoor dining area, and hot tub under string lights — perfect for unwinding after beach time. It is also centrally located between Virginia Beach boardwalk, historical Williamsburg, Busch Gardens Amusement Park, downtown Norfolk and Norfolk Naval Station.

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).

Private Pool at the Oceanfront in a Spacious Home

Private Pool at the Oceanfront in a spacious 2600 sq ft home. 3 blocks from the Virginia Beach Boardwalk, Vibe District. 4 bedrooms in a three-story Private Home. 1st Flr: 2 bathrms, a bedrm with Full-bunk bds, kitchen, dining rm & living rm. 2nd lvl contains a lux Mstr ste with massive jacuzzi, dbl shwr and living rm . 3rd Lvl: 2+ bedrms, bathrms & prvt balconies (queen in 1 room and 2 doubles in the other). Two-car garage and driveway, NOT a duplex. Pool unheated. Modern Tvs and cable!

Respass Beach Cove Cottage

Enjoy your private beach and panoramic views of Hampton Roads where the James River meets the Chesapeake Bay. Bring your canoe or kayak. Stroll down to your secluded beach, fish or crab from the quaint pier off Streeter Creek surrounded by marshes on this 13-acre property. Marvel at the glorious morning views and romantic sunsets. You will be well positioned to take advantage of the area’s shopping, fine dining, and historical past, or just simply relax overlooking the water.

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.

Family beach home with 1st floor master bedroom

This young age house has a big backyard for kids and dog running around( pet fee is $100 per stay). Decent size patio with bbq grill makes a great hangout spot. 4 bedrooms with 1 king and 3 queen beds, a queen size pull out couch sleeper in the living room. Only 2-1/2 blocks away from the clean sand beach, you can take a walk on the beach and come home for breakfast! Perfect for your family vacation! We are not hosting any party/ event, thank you for understanding!