Surry vacation rentals

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Top-rated vacation rentals in Surry

Guests agree: these vacation rentals 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!

Top guest favorite

The community pool area is illuminated at night, showcasing a clear pool surrounded by lounge chairs and tables. An umbrella stands beside a table, providing shade. Additional structures are visible in the background, contributing to the tranquil ambiance.

Condo in Corolla

4.98 out of 5 average rating, 43 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 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!

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

Two white Adirondack chairs are positioned beside a small table on a wooden deck overlooking the water. The tranquil Chesapeake Bay is visible, with green trees lining the shore and a clear blue sky above, providing an inviting space for relaxation.

Guesthouse 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 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.

Guest favorite

A modern kitchen features white cabinetry and stainless-steel appliances, including a refrigerator and oven. A large island with seating for four is placed in the center, illuminated by pendant lights. Natural light streams through the nearby windows, enhancing the airy atmosphere.

Condo 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.

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.