Holiday rentals in Bennett Harbor

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Top-rated holiday rentals in Bennett Harbor

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

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Guest favourite

Home in Virginia Beach

4.93 out of 5 average rating, 15 reviews

Incredible Location! Amazing Comfort!

Location, Location, Location!! Approximately 200 yards from your toes in the sand and the incredible blue Atlantic. A home away from home with all the amenities you could possibly need to make your stay, or extended stay a comfortable and memorable experience. The bunk room is ideal for an extended family or a comfortable room only for the little people. Virginia Beach has everything you need whether you're coming for vacation, relaxation, activity, or work. Experience Virginia Beach while stayi

Top guest favourite

Home in Cape Charles

4.98 out of 5 average rating, 83 reviews

Cape Charles cottage, family friendly, in town

Welcome to Cape Charles Cottage in the historic district! We are 6 blocks to the beach and 4 blocks to Mason ave (shops, restaurants). The town is very walkable or golf cartable…you can rent ours! We can host up to 10 guests with 4 bedrooms and a bonus room with a daybed w trundle that pulls to side by side twins. One bedroom has an ensuite bathroom and the others share a hall bath with a tub/shower. Kitchen is fully equipped, fenced yard, outdoor shower,fire pit, grill & shed with beach gear.

Guest favourite

Home in Cape Charles

4.96 out of 5 average rating, 103 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!

Superhost

Home in Newport News

4.78 out of 5 average rating, 27 reviews

Vacationers Dream - Theme Parks & entertainment

Close to Busch Gardens, Water Country, Colonial Williamsburg, military bases, Va Beach and much, much more. We have a public boat dock, free of charge, at the end of the road and beautiful walking paths with a great fishing pier, walking distance from the house. This house has been in our family for decades so come enjoy the charm and follow the history of this area and our little gem. We are constantly upgrading and making the home better so it will never be the same each visit.

Top guest favourite

Townhouse in Virginia Beach

5 out of 5 average rating, 44 reviews

Wave Break Hideaway

Welcome to your perfect beach getaway in Virginia Beach's vibrant Vibe district! Enjoy this centrally located, stylish townhome, located one block from the future Atlantic Park. You're near eclectic restaurants, breweries, and entertainment! Now under new ownership, we're committed to the same attention to detail that made this a top rental in the past. Enjoy sunsets on your private balcony. Ideal for romantic getaways or family vacations. Book now for an unforgettable experience!

Guest favourite

Apartment in Corolla

4.98 out of 5 average rating, 44 reviews

Luxury Oceanside Corolla Condo, Pool, No Stairs

Welcome to Corolla Luxury Rentals - TERRAPIN POINT an Oceanside vacation rental with no stairs to climb, located in the newly built Beacon Quarters community in the popular area of Corolla Light with access to Whalehead Beach. ~Terrapin Point is fully furnished with high end beach decor ~ Open concept living room / kitchen ~ Vaulted ceilings throughout to provide a spacious feel and room for all. ~ Community Pool steps away; Open May 2025 TBD ~ Gas Grill - 7 min walk to beach

Guest favourite

Apartment in Virginia Beach

4.94 out of 5 average rating, 62 reviews

Cher's Place @ The Beach

Relax with the whole family at this peaceful place to stay in Sandbridge! This property is ON the beach (unit itself is not facing the ocean) with access to 3 pools, a gym, local restaurants and much more! As you can see, guests LOVE my place! I frequently travel for work, spending a lot of time in hotel rooms. I know the NECESSITIES! ** I am currently replacing furniture and bedding so pics may not match perfectly. Need more room?? See my other property!

Top guest favourite

Home in Virginia Beach

4.96 out of 5 average rating, 194 reviews

Sunrise, 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

Tiny home in Cape Charles

4.88 out of 5 average rating, 121 reviews

Summer Camp Tiny Cottage Walk to the beach & shops

At less than 470 sq feet, this 1920s house is super fun & ready to be enjoyed for a couples, friends, and small families! • King sized bed with smart tv on the first floor • Two twin beds in a cozy sleeping loft • Small kitchen with propane stove, Nespresso maker & living space with a smart tv • Patio w/ charcoal grill, solo stove, & dining table • Paddle board & floats Please read through our totally honest disclaimer below!

Guest favourite

Guest house in Hampton

4.98 out of 5 average rating, 56 reviews

Fantastic Getaway

You need to see this fully furnished, stunning guest house located along the historic section of Chesapeake Ave. Wake-up to breathtaking views of the Chesapeake Bay. Great fishing, crabbing, sailing, bike trails, kayaking and more. Enjoy herons, osprey, dolphins and other wildlife. Centrally located to shopping, casinos, restaurants and public beaches!

Guest favourite

Home in Cape Charles

5 out of 5 average rating, 48 reviews

Captain's Cottage

The Captain's Cottage was originally built in 1886 and has recently undergone extensive renovations to create a home of charm, history, and comfort. Located a block away from Cape Charles's Central Park, four blocks from the beach, and two blocks from Mason Avenue, the Captain's Cottage is in a prime location in Cape Charles.

Guest favourite

Apartment in Corolla

4.95 out of 5 average rating, 22 reviews

The Great Crabsby: A modern gem in Corolla's heart

The best of Corolla is easily accessed at this sophisticated and intimate beachside cottage. Located just 3 minutes from the Corolla Light Town Center to the north and 5 minutes from the TimBukII shopping and dining complex to the south, you won't have to go far for the best restaurants, attractions and shops in town.