Beach house holiday rentals in Chesapeake

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Top-rated beach house rentals in Chesapeake

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Top Guest favourite
A bright living space features large windows offering panoramic views of Chesapeake Bay. A comfortable leather sofa and colorful area rug are positioned around a wooden coffee table. A decorative mirror and fireplace add interest to the room, while a stylish desk is situated nearby.
Home in East Ocean View
4.98 out of 5 average rating, 48 reviews

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*

Guest favourite
A charming beach house is presented, featuring a simple white exterior and a well-maintained landscape. The entryway is framed by two small trees, with a pathway leading to a front door. A wooden fence encloses the yard, enhancing the inviting and peaceful ambiance.
Home in North Virginia Beach
4.88 out of 5 average rating, 115 reviews

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.

Guest favourite
A grand deck is viewed, featuring two white rocking chairs overlooking a vibrant sunset over the water. The sky is filled with shades of pink and orange, reflecting on the calm ocean surface. A dark wicker seating area is visible to the right.
Home in Buckroe Beach
4.96 out of 5 average rating, 99 reviews

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!

Top Guest favourite
A spacious living area is seen, featuring comfortable seating arranged around a natural wood coffee table. Large windows allow for panoramic views of the beachfront. An elegant dining table sits nearby, complemented by a soft area rug, with natural light flooding the room.
Home in Norfolk
4.96 out of 5 average rating, 67 reviews

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".

Guest favourite
A private pool is surrounded by a spacious patio, featuring lounge chairs and a shaded gazebo. Lush greenery encircles the pool area, providing a sense of privacy. The clear blue water reflects the sky, inviting relaxation and enjoyment.
Home in Virginia Beach
4.86 out of 5 average rating, 118 reviews

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!

Top Guest favourite
A modern living area features a spacious blue sectional sofa adorned with decorative pillows. A round wooden coffee table is positioned at the center, accompanied by a neutral accent chair. Natural light fills the room through large windows and a glass door leading to an outdoor space.
Home in Corolla
4.96 out of 5 average rating, 53 reviews

Brand-New Luxury Condo, Steps to the Beach

Your family will be close to everything when you stay at this centrally located brand new luxury condo, Seaduced! Steps to the beautiful wide beach, the large pool, and the Currituck lighthouse. We have provided everything you need to come relax at the beach in a clean, stylish, modern place. Comfortable beds and furniture await you, fully equipped large kitchen with lighthouse view while you enjoy breakfast at the extra long kitchen island. This will feel like your home away from home!

Top Guest favourite
A modern kitchen features white cabinetry and a granite countertop, equipped with stainless steel appliances including a stove and a refrigerator. Under-cabinet lighting enhances the space, and ample storage is provided by multiple upper and lower cabinets. A sink is positioned near a window, allowing natural light.
Home in East Ocean View
5 out of 5 average rating, 141 reviews

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.

Guest favourite
A serene view of a private beach is presented, bordered by a gently sloping green lawn. The tranquil water reflects the sky, while scattered stones and patches of marsh grass create a natural shoreline. A tree stands near the water's edge, adding to the peaceful ambiance.
Home in Suffolk
4.9 out of 5 average rating, 30 reviews

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.

Guest favourite
The image captures a serene beach scene at sunset, with soft pink and orange hues reflecting off calm waters. The sandy shoreline features gentle dunes and sparse vegetation, creating an inviting atmosphere for relaxation and contemplation.
Home in East Ocean View
4.93 out of 5 average rating, 392 reviews

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.

Guest favourite
Home in Chic's Beach
4.93 out of 5 average rating, 175 reviews

Chic’s Beach 3BR Home • Sleeps 12 • Garage

Experience the perfect blend of comfort and coastal style at this beautiful 3-bedroom, 3.5-bath home in Virginia Beach. With 5 beds plus an air mattress, it’s ideal for families, couples, or solo travelers. Enjoy a fully stocked kitchen, Wi-Fi, Smart TV, and in-home laundry for a seamless stay. Just a quick 20-second walk to the beach, you’ll have the sand and surf right at your doorstep. Book your extended getaway today. We can’t wait to host you at your home away from home!

Top Guest favourite
A sandy beach stretches into the distance, bordered by gentle dunes and green grasses. A wooden walkway leads to the shore, where several figures can be seen walking. The calm ocean reflects the blue sky, dotted with fluffy white clouds.
Home in Virginia Beach
4.99 out of 5 average rating, 213 reviews

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.

Superhost
A two-story house with a welcoming façade and a neatly maintained lawn is depicted. The driveway is paved, leading to a spacious garage. Lush greenery surrounds the property, enhancing its appeal. Various shrubs are planted near the entrance, contributing to the inviting exterior.
Home in Norfolk
4.83 out of 5 average rating, 103 reviews

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!

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