Holiday rentals with a pool in Northampton County

Bayfront Retreat w/ Game Room + Outdoor Pool!

An excursion to the Eastern Shore of Virginia is your perfect chance to unwind and enjoy a waterside getaway! Settled on 3 acres in Exmore, this 4-bedroom, 3-bathroom house gives you the solitude you need to relax with loved ones. Spend time soaking in the pool, playing foosball in the game room, kayaking on the bay, or simply watching the sunset on the dock. Plus, this abode offers the chance to explore beaches, farmers’ markets, and local shops in the nearby towns of Cape Charles and Onancock.

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

Couples Retreat-Floor 1 King- Family Friendly Loft

Escape to your brand-new coastal beach retreat! This home features seaside decor and a serene atmosphere, blending comfort and elegance. The kitchen is a chef's dream with a gas stove, granite countertops, and a bar area with a wine and drink fridge. You'll love the private beachfront access and community pool. Play pickleball or tennis, then relax with a drink on the front porch or play cards on the screened-in back porch. Shops and restaurants are just a 5-minute drive or golf cart ride away.

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!

Bay Creek (Pool!) Meets Historic Cape Charles!

Best of both worlds - first house off the historic center of Cape Charles, but part of the gated Bay Creek community with access to exclusive amenities including pool, tennis, and PRIVATE beaches! Single floor living with handicap access from the two car garage. TONS of space! Great front porch for lounging. Walkable to both public and private beaches. Closest house in town to mini golf, Cape Charles Welcome Center (includes a train museum - always a hit with the kids) and the brewery!

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.

Rendezvous at the Bay Special Fall Rates

A luxurious 1550 sq foot 2nd floor resort condo that offers comfort and tranquility in a private beach and country club setting. Imagine your most prefect beach vacation: sun, sand, morning walks, pool, time with the family, relaxing, exploring nature, great restaurants, golf cart rides around town, romantic sunset walks, and evening ice cream. Experience these things and so much more when you stay at Rendezvous in Cape Charles on the Virginia Eastern Shore. Come experience it for yourself!

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.

14th & Hoos

Relax with the whole family at this peaceful place to stay. This charming home, nestled on the beautiful Eastern Shore of Virginia in the Bay Creek Spa & Golf Resort gated community is the perfect get away! You will be welcomed by all the comforts of home with the relaxed beachy chic vibe that will make this the vacation of a lifetime! Our house is special because it's a home away from home that can be enjoyed all year! It's great for summer vacation and for the holidays, as well!

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.