Holiday rentals with a pool in Northampton County

Bay Creek Blessed at The Fairways

Summary... Enjoy an upscale stay with a downhome feel. Unwind to an island vibe of comfort with our vintage Tommy Bahama furnishings. All the basics for coffee, laundry, bathing, cooking & grilling provided. Plus beach chairs, towels, coolers & toys. Check out the pool (steps away), Nature Trails (short bike ride), Bay Creek private beach (3 min drive), Cape Charles public beach (5 min drive). You'll love exploring back waters & towns between the ocean & the bay! *No pets, smoking, parties*

Home near Pvt Beach, Pool &Golf

This Bay Creek home within a gated community has so much to offer for that special vacation on the Eastern Shore of Virginia. As part of your vacation, should you want to play a round of Golf at Bay Creek, they are home to a collection of 27 remarkable holes of nationally acclaimed golf designed by Arnold Palmer and Jack Nicklaus.You will be able to take advantage of the private beach just a short 5-minute Golf Cart ride away.Downtown Cape Charles is also close with wonderful restaurants & shops

Hot Tub - Massage Chair - Golf Cart - Beach Gear

Whether you are looking for some rest and relaxation, a home-base for the beach or water activities, or a place that comfortably allows you to bring your pets, you are sure to find your desired experience at Paws at the Beach. Open concept space with large glass doors and window to bring in natural light. Sunset room with multiple entertainment options, a massage chair in the living room and a Hot Tub. Four bedrooms that comfortably sleep 10. Rental includes access to a four-seater golf cart!

Shore Is Fun: Private Beach, Pool & Bunk Room!

Tucked away on a private drive, this spacious getaway offers breathtaking sunsets, exclusive beach access, and all the comforts of home. Just steps away, enjoy a swim in the community pool or take a short stroll to the private beach. Nearby Cape Charles has something for everyone, including miniature golf, pickleball and tennis courts, boutiques, restaurants, and confectionaries. Whether you’re seeking beach days or small-town charm, this rental is the ideal place to make lasting memories.

Sunshine Baydream Cape Charles

Sunshine Baydream is bay living at its finest! Vacation comfortably with 3 master suites, including one on the main floor. The kitchen has all you need for a comfortable stay. Have some fun playing head-to-head Ms Pac Man! The open floor plan is great for entertaining! Enjoy the grill on the rear deck or the large second floor deck. The home is in a quiet community with a pool on Stone Road just outside Historic Cape Charles. Owners' 6-person golf cart may also be rented in advance!

East of the Sun Victorian - Private Pool

Back after a 2-year hiatus! East of the Sun is a fully-restored ca. 1890 Victorian (3 en-suites) with a large screen porch and private, 12' round plunge pool. Our place is ideally suited for 3 couples or families with older children. We welcome younger children as long as parents confirm they're okay with 3 floors/2 sets of stairs, antiques, and a pool. We have a strict limit of 6 guests (however, children under 2-years do not count). We offer a 3-night minimum both low and high season.

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.

Family Retreat, In-Ground Pool, plus Private Beach

5 bedrooms and 3 full baths plus an outdoor shower. Sleeps 10 adults. 1/2 mile walk, bike, or drive to our private community beach. Kiptopeke Park, Cape Charles, VA Beach, and Williamsburg. Ideal family get-a-way. Modern and private. Please note: Parties, loud music, or lots of screaming in the yard, are not allowed or tolerated. This is a peaceful and quiet community and we need you to honor that. Otherwise, please book another home for your vacation. Thank you.

Seabreeze Cottage ... explore the Eastern Shore!

Seabreeze Cottage is located on a country lane just outside the seaside village of Cheriton, less than 5 miles from downtown Cape Charles. This is the perfect home base for you and your family to explore all that Cape Charles and the Eastern Shore has to offer. This home is also a great place for fishing and duck hunting trips, as it is close to several boat launches. We welcome dogs under 55 lbs with $60 pet fee.