Vacation rentals with a pool in Cape Charles

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Top-rated rentals with a pool in Cape Charles

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite

Condo in Williamsburg

4.95 out of 5 average rating, 129 reviews

Kingsmill 1bed/1ba on Golf Course 9th Fairway

This beautiful 1 bed-1 bath unit is a cozy 400 sq.ft. and is located in the exclusive Kingsmill neighborhood. This first floor unit offers a king-size bed with a private patio that walks out onto the 9th Fairway of the River Course at Kingsmill. You'll enjoy the luxurious full bathroom with shower/tub combination and upgraded finishes. In the bedroom, you'll also find a computer desk, an over-sized sitting chair, a mini-fridge, a microwave, a Keurig coffee maker, and 50" Roku Smart TV w cable!

Aug. 31 – Sep. 7

$253 CAD per night

Guest favourite

Apartment in Cape Charles

4.98 out of 5 average rating, 183 reviews

Cape Charles Plantation Home “Nevill’s Nook Suite”

Sorry We do NOT cook Breakfast, We offer a SELF catered SUITE & INCLUDES a welcome package of champagne, wine, OJ, 1/2 & 1/2, butter Bagel, Eng. muffins, crm. cheese, yogurt, jam,coffee. Counter top convection oven *Lge. microwave *Keurig coffee * ENLARGE pics 2 read captions w/needed info Click show more We help guests stay safe by disinfecting frequent touch surfaces* light switches, doorknobs, cabinet knobs, remotes, etc. before arrival. Under kitchen & bathroom sinks are Disinfectant wipes

Jan. 2 – 9

$317 CAD per night

Guest favourite

Home in Gloucester Point

4.99 out of 5 average rating, 146 reviews

York River Vacation Home

This lovely, spacious waterfront home is located on the York River in Gloucester County Virginia. It is the perfect get away to enjoy the relaxing sounds and sights of nature. The views are spectacular! Keep an eye out for osprey and dolphins as you enjoy watching the sunrise and set over the water. There is plenty to do! Relax in the salt water pool overlooking the water, bring a pole & fish and crab right off of the private dock, or venture out on the kayaks. 16 ton boat lift, Jet ski lifts.

Jan. 31 – Feb. 7

$578 CAD per night

Guest favourite

Cottage in Irvington

4.99 out of 5 average rating, 149 reviews

Peaceful Haven

Do you want to get away from it all, change your surroundings and recharge yourself mentally and physically? Welcome to Peaceful Haven. Shops and restaurants of the lovely historic Village of Irvington are only a couple of minutes away. Hike just outside your door or in nearby parks, ride bikes around the meadows or to town, hang outside and listen to the birds, or just sink into the comfy couch to enjoy a movie on our large TV screen. **Take advantage of our limited time SPECIAL PRICES**

Sep. 16 – 23

$426 CAD per night

Guest favourite

Home in Cobbs Creek

4.99 out of 5 average rating, 133 reviews

Blue Heron WaterSide

Blue Heron Waterside awaits you...Private Hot Tub, Pool, Waterfront and Pier- Kayaks included! This retreat is set up with you in mind for a special get away.Relax.Enjoy being together plus space to have quiet time. Sunroom, spacious deck, private Pool, Hot tub and Pier create a waterfront living experience. Grab a book, go for a swim or lounge by the pool. Explore the water with a variety of Kayaks plus a Stand Up Paddle Board.Great location to fish and crab from the pier. Are you ready?

Apr. 6 – 13

$586 CAD per night

Guest favourite

Home in Irvington

5.0 out of 5 average rating, 101 reviews

Escape to magical wooded cottage with hot tub

Escape to our enchanting woodland haven where gothic architecture meets sun-drenched luxury on 2 acres of tranquility. Indulge in sunlit rooms, a private bathroom for each bedroom, and starlit hot tub nights. Sip local wines, savor oysters, and dive into the community pool. Explore markets, dine on sea-to-table delights, and relish our historic water town. Unwind at Tide's Inn, shop Kilmarnock, and cruise into sunset bliss. Your idyllic retreat awaits—book now for a soul-reviving escape!

Jan. 5 – 12

$409 CAD per night

Guest favourite

Home in Accomac

4.98 out of 5 average rating, 218 reviews

Heartsong Farmhouse , a nature lover's retreat.

Heartsong Farmhouse was completely renovated in 2019. Beautiful hardwood floors, brand new furniture, in a modern farmhouse style with a Boho vibe. The entire home is filled with beautiful natural light and the brick walls ensure a peaceful nights sleep. The yard is completely surrounded by a 15ft hedgerow of holly, magnolia and camellias, like walking into a secret garden. You will feel welcome from the moment you drive up. The Farmhouse is also beautifully decorated for the holidays.

Nov. 25 – Dec. 2

$255 CAD per night

Guest favourite

Condo in Virginia Beach

4.88 out of 5 average rating, 176 reviews

Oceanfront Gem VaB Studio Exceptional Views

Newly renovated modern studio condo, owners personal getaway now open to guests. This corner unit, the largest and most private in Oceans ll Condominium complex, is on the 3rd floor and offers beautiful, expansive views at both sunrise and sunset. Just off the boardwalk with community pool, this unit sleeps three. Right on the oceanfront, you won't find a more peaceful getaway! Beach chairs and towels provided. Please note: due to the open layout of the building, there is no elevator.

Jan. 14 – 21

$317 CAD per night

Guest favourite

Farm stay in Cardinal

4.95 out of 5 average rating, 111 reviews

Wtrfrnt aptmnt w/pool/dock on private farm

Come enjoy all the outdoors has on offer at this secluded, waterfront estate. The spacious studio apartment is fully equipped for comfort. 12 acres of waterfront grounds to enjoy including great outdoor seating, fabulous bayside salt water pool. Fish, canoe and kayak right off the farms private dock. Grill and fire pit. Just 10 mins from the charming villages of Mathews and Gloucesters farm to table amenities. Great local food, music, history and shopping right on the bay!

Oct. 22 – 29

$216 CAD per night

Guest favourite

Tiny homes in Cape Charles

4.98 out of 5 average rating, 275 reviews

The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

Jan. 31 – Feb. 7

$400 CAD per night

Guest favourite

Apartment in Virginia Beach

4.91 out of 5 average rating, 231 reviews

VB. Oceanfront/ Boardwalk,Beach, Pool, Balcony

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 on the balcony 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.

Jan. 28 – Feb. 4

$199 CAD per night

Guest favourite

Home in Cobbs Creek

4.9 out of 5 average rating, 117 reviews

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

"Now this is the life!" "A little piece of paradise!" "Livin the Dream!" "It doesn't get any better than this!" Just a few thoughts that may cross your mind when you come for a stay at The Cottage at Misti Cove. While the name may be simple, don't let that fool you, for so are the best things in life! Getting a taste of the simple life doesn't mean you have to sacrifice amenities. Here, you'll enjoy resort-like amenities without resort crowds.

Oct. 4 – 11

$364 CAD per night