
Beach house holiday rentals in Chesapeake
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Top-rated beach house rentals in Chesapeake
Guests agree: these beach houses are highly rated for location, cleanliness and more.

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".

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.

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.

VB townhome blocks to the beach!
Your family will be close to everything when you stay at this centrally-located beach home. 3 blocks to the boardwalk and beach, 2 blocks from the new wave park and the Dome! Walking distance to over 100 restaurants! Prime location in heart of Virginia Beach Vibe District. One parking spot included with an additional guest spot available on a first come basis. Sleeps up to 12. Pets always welcome!
Popular amenities for Chesapeake beach house rentals
Beach house rentals with a pool

The Salt Life - OBX

Soundfront Sunset Estate | Pool, Elevator, Hot Tub

4BR Beach Retreat w/ Private Pool, Hot Tub & Game

4 BR w/Private Beach+Community Pool~Game Room

Hale Kai - 7 BR Oceanfront with Pool

Easy beach access, private heated pool in Corolla

1 Bedroom Suite, Virginia Beach!

Bay-front home with water views, 2 decks, fireplac
Private beach house rentals

Golf & Surf 7br: Private Pool, 5 Min to Beach

New for 2026 Season! Afterdune Delight

New 4BR Home w/ Pool, Hot Tub, Ocean & Horse Views

New 4BR Home w/ Ht Pool, Hot Tub, Ocean Views

Untamed in Carova: Where the Wild Horses Roam

2 bedroom +the Loft 2 bathroom 4 bed Toy for kids

Ocean-view 4 Bed Corolla home w/pool + hot tub

Country Roads: Private Pool | Hot Tub | EV Charge
Pet-friendly beach house rentals

Serenity and Luxury Awaits near the Beach

Cozy Bay Cottage private yard blocks from beach!

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

6min walk2beach OBX 7BedRm HeatedPool Pet Friendly

Salty Vibes | Dog Friendly, Pool & Hot Tub

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

Seas the Day: Dog Friendly, Private Pool

Beachy Hot Tub Haven
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- Beach house rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Buckroe Beach
- Water Country USA
- Cape Charles Beachfront
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Nauticus
- Kiptopeke Beach
- Old Dominion University
- Hampton University
- First Landing Beach
- Regent University
- Town Point Park
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- Virginia Zoological Park
- Currituck Club





