Holiday rentals with beach access in Chesapeake

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Top-rated rentals with beach access in Chesapeake

Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

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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

4.9 out of 5 average rating, 144 reviews

Beach Cottage #2 19th - 3 Blocks from Beach

Welcome to ResortCottages19. Cozy authentic beach cottage with many original features centrally located on 19th street, the heart of the VIBE district; boardwalk, beach, convention and sports center within 3 blocks. Walk or bike to local coffee shops, breweries, and restaurants. Take in the live music from various venues along the boardwalk. Shop at the Old Beach Farmer's Market on Saturdays. Enjoy the privacy of your own deck and backyard with plenty of parking. Easy access to the interstate.

Guest favourite

Apartment

4.86 out of 5 average rating, 229 reviews

Ocean Escape

Ocean Escape, 4th floor condo in the luxuriously upscale Sanctuary Resort at False Cape in Virginia Beach, Virginia, breathtaking views of both the Atlantic Ocean and Back Bay and is a leisurely 100 step stroll to the beautiful beach and surf. Beach chairs, coolers, umbrellas, sand toys for the kids, boogie boards and two beach cruiser bikes. Community pool area, complete with Jacuzzi tub, lounge furniture, and stainless steel gas grills. The elevator is just across from dedicated parking spot.

Guest favourite

Apartment

4.85 out of 5 average rating, 127 reviews

Oceanfront, beachfront, boardwalk, fun, dolphins

Fantastic condo on the beach. Floor to ceiling windows in living-room, bedrooms. Watching waves, sunrise, dolphins. Enjoy the ocean, boardwalk, beach gym, playground right at downstairs. Extra-large end-unit with fully equipped kitchen, saves you $$$ on meals. One free parking. Walking distance to restaurants, bars, stores, beach concerts, activities, art shows, performance. New 65” QLED TV, new sofa and dining set. Ask for extended stay discount! Up to 45% off Winter Special Deals. Book now!

Superhost

Cottage

4.79 out of 5 average rating, 117 reviews

Beach Cottage-Bay Views Loft on Beach & Veranda

We are on the Beach. Look at the Chesapeake Bay from the elevated veranda and living room from this second floor loft vacation rental. Our private wood walkways lead you from this rental to our beach. 100 year old duplex Cottage with large deck & Bay Views. Fully restored, modern & newly appointed. The rental isnt on the beach-side of the property so you will need to walk around the building to the beach which is only a few feet away. Read on about all of the amenities that await you here

Superhost

Home

4.71 out of 5 average rating, 31 reviews

Home Blocks from Beach!

Welcome to the perfect beach vacation getaway! You'll LOVE this quiet secluded home, that is also only a bike ride or walk via the bike path to get to ANY destination in mins! Find yourself surrounded by great food and drinks overlooking Lake Rudee where you can enjoy Paddle boarding, dolphin watching, fishing and so many other cruise tours. Just a few more blocks away, you'll stumble upon the Boardwalk, Oceanfront and all the shopping and best local dining for all of your vacay needs!

Superhost

Flat

4.83 out of 5 average rating, 155 reviews

THE OLD SALT A | Beach Living

Relax in the historic home of The OLD SALT. built in 1910 and renovated in 2021 this home is the perfect beach getaway. Nestled in heart of the highly sought after Virginia Beach Boardwalk area, close to the area’s best attractions, top restaurants and bars, you will find yourself right at home in this cozy haven. Just steps to the boardwalk and a beautiful view of the Atlantic Ocean. This unit is 3 bedrooms, 2 bathrooms, sleeps 6, and has the private second story deck.

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

Flat

4.88 out of 5 average rating, 180 reviews

Va.Beach/Oceanfront Studio, Boardwalk, Beach, Pool

Nestled on the desirable north end of the boardwalk, close to the area’s best attractions, the top restaurants and bars. Just steps to the boardwalk, beach and ocean. Enjoy a nice meal or a early morning cup of coffee while enjoying a beautiful view of the Atlantic Ocean. Our studio includes a reserved parking space, saltwater pool, large BBQ deck area and a lawn on the beach. This small oceanfront complex is a great place for couples or a small family.

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

Apartment

4.99 out of 5 average rating, 218 reviews

Chic's Beach Rental and Fishing

Duplex on Chic's Beach, expansive water view and private beach access right out the back door. Everything needed for the House & Beach included, including Coffee. We also offer Fishing Trips, Fish for Sale, Dolphin Cruises and Seafood & Greek Dinners! Michael Griffith, President/Manager, Chic's Beach Rental and Fishing LLC