Beach house holiday rentals in Chesapeake

Find and book unique beach houses on Airbnb

Top-rated beach house rentals in Chesapeake

Guests agree: these beach houses are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home

4.91 out of 5 average rating, 45 reviews

Perfect Escape with Ocean Breeze!

A new home constructed in 2021 that is a 5 minute walk to the beach from 25th Street. Located in the heart of Old Beach with numerous restaurants, bars, high end supermarket and the boardwalk all within walking distance from the home. The home consists of 3 bedrooms, a bonus room with a king size bed, and a media room/office with a queen size pullout sofa. The home is professionally designed with detailed amenities for our guests throughout the home. Transcendent Stays is a locally driven group

Guest favourite

Home

4.98 out of 5 average rating, 43 reviews

*Oceanview Oasis- Walk to the Beach! Big Game Room

Take a load off and relax at the beach! This open concept home is walking distance from the beach (3-5 mins). It has everything you need to enjoy your stay. Enjoy the updated decor, multiple dining areas and plenty of comfortable beds to go around. There's 3 additional pull out beds and an extra mattress for additional sleeping arrangements. In the garage, you'll see plenty of games foosball, ping pong, darts. Enjoy a game of volleyball! Cook out on the grill or sit next to the firepit!

Guest favourite

Home

4.96 out of 5 average rating, 100 reviews

Cape Charles Retreat - 2 Blocks from Beach/Town

Welcome to Cape Charles Retreat! Come on up to the porch, grab a lemonade and settle into the porch swing for some much deserved rest and relaxation. Cape Charles Retreat is a beautiful 100+ year old American Foursquare located two blocks from the beach, Central Park, and town! Our home has been restored to preserve much of its original charm while adding modern amenities and outfitted with everything you’ll need for a great beach vacation. So grab your bathing suit and come for a visit!

Guest favourite

Home

5 out of 5 average rating, 102 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

Home

4.96 out of 5 average rating, 111 reviews

Bakery Next Door & Historic DT 1 block away

This centrally located, century old brick duplex is newly renovated and ready for guests. It's a short walk next door to the Coastal Baking Company to get your morning coffee and freshly baked cinnamon roll. Sit on the front porch and enjoy the calm, quaint, historic town of Cape Charles. Take a swim in the bay or cast your poles from the dock just blocks down Main Street. Central Park, is a short stroll, and a great place for a picnic while the kids enjoy the playground.

Guest favourite

Home

4.94 out of 5 average rating, 101 reviews

Summer fun at Summer Salt!

Awesome off road getaway! You will need 4 Wheel Drive (not awd) vehicle to access the property as there are no roads. Newer construction on the beach in Carova right next to the wild horse preserve. You will likely see horses on a daily basis! Home has 3 bedrooms and 3 baths with 3 deck areas to enjoy the ocean views, sunsets and breezes! Easy walk to the beach, parking passes included. New party deck with hot tub, grill, table, seating and string lights.

Guest favourite

Home

4.96 out of 5 average rating, 188 reviews

Exit del Sol, North End Beach

The beach AND privacy! Wide open residential beaches, with plenty of "distancing space"! Best kept secret at the beach! Fully stocked, fully furnished, immaculate Vacation rental on Va Beach North End. 5 star rating says it all. Atlantic Ocean across the street. Public beach access. 3 flat screen TVs, Wifi, cable, beach cart, chairs &'umbrella. Outdoor grill. Private parking. 2025 Pool Season... May 23–September 7. NO HAIR DYE!

Guest favourite

Home

4.91 out of 5 average rating, 112 reviews

Cozy North End Cottage 1 block from the sand!

Welcome to our one-of-a-kind 3-bedroom beach bungalow in the heart of Virginia Beach’s historic North End. Located one block from wide, white-sand beaches and one block from the serene trails of First Landing State Park, we offer stylish and pragmatic accommodations all tucked gracefully under two beautiful Live Oaks. If you’re looking for the most relaxing house in Virginia Beach’s most relaxing neighborhood you have found it.

Guest favourite

Home

4.92 out of 5 average rating, 119 reviews

HGTV House! 2 Blocks to Beach- 2024 New Bathroom!

Welcome to Liberty on the Bay (featured on HGTVs Beachfront Bargain Hunt) Our 4 bedroom/2 bathroom (sleeps 10) stunner includes original hardwood floors, a fully updated kitchen, and two outdoor showers. The beautiful front porch is perfect for people-watching or simply escape to the private backyard to relax under the magnolia tree. This spacious house is a quick 5-minute stroll to either the historic town or the beach.

Guest favourite

Home

4.92 out of 5 average rating, 134 reviews

Cozy beach cottage! One block to the beach!

Beach cottage! Dogs sleep for free! One block to the beach. 3 bedroom. 1 bath. 1 king, 1 queen and 2 twin beds. Large deck with outdoor seating and grill! One block from Karla’s Beach House (brunch and lunch). One block from Jessy’s Taqueria. About a mile from Cova Brewing Co. (Brewery and Coffee) and East Beach Farmer’s Market (Saturdays from 9-12). EV Charger on premises. Up to 2 dogs allowed.

Guest favourite

Home

4.98 out of 5 average rating, 52 reviews

Immaculate Oceanside Home + Rooftop Deck!!!

Stunning seaside retreat, steps from the beach!! Wake up and watch the sunrise from the beautiful rooftop deck, or walk 50 yards to put your toes in the sand. This newly renovated private home is a tastefully decorated beach home. Multiple outdoor living spaces, including heated outdoor shower. Full kitchen outfitted for cooking gourmet meals, or blending beachy cocktails.

Superhost

Home

4.79 out of 5 average rating, 107 reviews

Beach Cottage #1 on 19th - 3 Blocks from Beach

This is a unique opportunity to stay in the heart of the VIBE District. Walk to the beach and your favorite coffee shop or restaurant, this cozy cottage is just three blocks from the Virginia Beach Sports Center, the Convention Center and Boardwalk. 3 Bedrooms and 1 Full Bath - Perfect for a Family Vacation!!