Beach house holiday rentals in Chesapeake

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".

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!

Quiet East Beach Bungalow, 1 block to beach!

Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! A quick walk to the beach or Bay Oaks Park, this bungalow is perfect for relaxing getaways. Fireplace, patio, grill, spacious front porch, new appliances, washer/dryer, private off-street parking. A quick trip to the Naval Bases! Guests are provided with linens, towels, toiletries, and high speed internet(SmartTV). Additional rooms available case by case basis. Please ask.

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.

Open house with Ocean views!

Semi Ocean front 4 bedroom home with lots views of the beach and ocean. Ocean views from Great room, 2 front bedrooms and large deck. Updates thru out home and kitchen. Fresh sheets and towels for every stay. New large deck for entertaining and grilling. Outside shower, fire pit with Adirondack chairs, hammock, basketball hoop, beach wagon with 4 beach chairs and umbrella. Cornhole set. Beach is across the street or a 1 minute walk. Parking for 6 cars. No smoking and no pets.

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.

Semi-Ocean Front|4x4 Beach|PET friendly|Hot Tub

A second row beach cottage with unobstructed ocean views on the 4WD Corolla beach area awaits. Located only 3 miles from the paved road, you are sure to get a visit from the Wild horses roaming about freely. This tranquil Corolla beach cottage provides all you need to relax and unwind, only steps away from the beach. Shops and restaurants are a short drive down the beach to the quaint town of Corolla. Our dog friendly, 3 bedroom 2.5 bath home with amazing views is unbeatable

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.