Vacation rentals in Gloucester Point

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Top-rated vacation rentals in Gloucester Point

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

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Guest favorite

A spacious bedroom features a large bed with fresh linens, complemented by a wooden bench at the foot. Light-colored walls and hardwood floors enhance the airy feel. Natural light floods in through shuttered windows, and bedside lamps provide soft illumination.

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

Guest favorite

A cozy bedroom features a spacious bed adorned with soft linens and decorative pillows. Natural light enters through sliding glass doors that open to a deck overlooking the water. A bedside table holds a lamp, with a tray presenting two cups beside a light snack.

Home in Cobbs Creek

4.9 out of 5 average rating, 148 reviews

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

Welcome to The Cottage at Misti Cove, where you can experience the epitome of relaxation and tranquility. Immerse yourself in the serene ambiance of our cottage, aptly named for its simplicity, which belies the luxurious amenities that await you. At The Cottage at Misti Cove, we understand that the essence of a fulfilling vacation lies in the delicate balance between embracing the simple life and indulging in modern comforts. Here, you will discover a haven that seamlessly blends these elements

Superhost

The exterior of a renovated country home is visible, featuring a charming front porch with stairs leading to the entrance. A brick chimney is seen on the roof, while greenery and shrubs frame the property, enhancing the natural setting of the surrounding area.

Home in Nassawadox

4.8 out of 5 average rating, 143 reviews

Brownsville Cottage

This beautifully renovated home in the country is perfectly located next to a 1250 acre historic farm and coastal reserve called the Brownsville Preserve maintained by The Nature Conservancy and only 10 min from beautiful, pristine Cape Charles Beach. Country living close to our historic downtown Cape Charles and less than an hour to Chincoteague Va! Visit both during easy day trips, this home is perfectly located to explore the Shore. Great spot for resetting and getting back to nature.

Guest favorite

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!

Top guest favorite

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 favorite

A sparkling swimming pool is framed by lounge chairs with a clear view of the ocean in the background. The pool features a vibrant lane marker along its length, and the bright blue sky reflects onto the water's surface.

Condo in Sandbridge

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 favorite

A serene sunset is captured over calm ocean waters, where hues of orange and pink blend softly into the sky. The horizon is defined by the setting sun, reflecting light across the water's surface, creating a peaceful atmosphere.

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 favorite

A welcoming porch features a vibrant coral door framed by two windows. Light-colored outdoor chairs are arranged around a small table, complemented by a decorative mat and nautical-inspired decor. The covered area provides a cozy spot to relax outside.

Tiny home in Cape Charles

4.88 out of 5 average rating, 120 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 favorite

A modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and oven. A spacious countertop offers room for food preparation. Natural light enters through the window, illuminating the neutral-toned flooring and decorative elements on the wall.

Condo in Tangier

5 out of 5 average rating, 18 reviews

The Tarryn Elizabeth Unit A

What better way to enjoy a getaway or family vacation than on a peaceful quiet island where the beach is clean and spacious and some of best fishing and crabbing in the world! Rent a four wheeler and drive on the beach 24/7 or lounge on the porch and soak in the sun, and not to mention the unlimited hi speed Internet with smart TVs in all 3 rooms for all your relaxing needs if you should choose to stay in the home!

Guest favorite

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.

Superhost

Home in Virginia Beach

4.89 out of 5 average rating, 132 reviews

Beach Home, Upscale Croatan Resort + Private Pool

This spacious Atlantic Ocean view beach home is breathtaking. Only a two minute walk to the private beach area in the Upscale Croatan neighborhood. Beautiful Atlantic ocean, boardwalk views, and the inlet from decks. Pool and grill in backyard and a grill off third floor kitchen deck entrance.

Guest favorite

A modern kitchen and dining area is presented, featuring a large island with seating for four. An adjacent dining table accommodates four, with wicker chairs nearby. Natural light filters through multiple windows. The kitchen includes stainless steel appliances and white cabinetry, enhancing a clean and functional space.

Cottage in Gloucester

4.89 out of 5 average rating, 189 reviews

White Heron Cottage

Find yourself feeling cozy at this charming and peaceful home. Centrally located 15 minutes from our lovely little town and 45 minutes to Williamsburg, VA. Several public beaches are close by. Owners are proud Super Host who specialize in attention to detail and making sure guest have a great stay.