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Pebble Beach East - Chesapeake Properties

"Pebble Beach East" 3 bedroom, 2.5 bath home on the bay side! Say Hello to "Pebble Beach East" an adorable home in the picturesque Bayside Village within the Bay Creek community in Cape Charles, VA. Please SEE: Other Things to Note For Area Details, Please SEE: Where You'll Be (Located under the map!) *This is a no pet/animal home. Easy access to all of the community amenities, which include pool, tennis, pickleball and expansive 2 mile private beach. Guests will have the option to include a

Peach Perfect - Chesapeake Properties

An amazing in town location on a tree lined street, that will book quickly! This beautifully renovated Victorian home has all the modern updates that meet period charm! Peach Perfect, Home Features: • 2 Bedroom, 2.5 Bath - Available for up to 6 Guests! • Modern Gourmet Kitchen • Cape Charles art by Eastern Shore artists • Stereo System, Games & Books • Free WiFi & Smart TVs Please SEE: Other Things to Note For Area Details, Please SEE: Where You'll Be (Located under the map!) This is a no pe

Restored 1930’s Tiny Home 3 min to Cape Charles

Step into Cape Charles history when staying in this newly restored 1930’s tiny home! The vintage series of tiny homes is one of 10 located in the 4-acre community. The home features a queen-sized bed with plenty of room for 2 guests, a full bathroom, microwave, mini fridge, coffee pot, a Smart TV, a private porch & access to the largest firepit you may ever see! Enjoy all that Cape Charles has to offer, while being immersed in the history that has allowed the city to grow into what it is today!

Family Reunion on the Bay

Unpretentious, clean & family-friendly. Bright open-plan for easy living. Generous seating throughout. Loads of games, toys. Ideal for extended families. Side-door ramp, 1st-floor ADA bedroom, step-in shower w/seat & grab bar nearby. Backyard fire pit, picnic tables, grill, corn hole. Free firewood, propane, stand-up paddleboard, beach chairs. 3 IMPORTANT NOTES: 1. bedrm #5 reduced to 4 beds in 2026 2. Absolutely NO PETS ALLOWED! ($750 fine) 3. Only 7-day Sat.-to-Sat. rentals June thru Aug. 30.

Three Little Birds-Kayak, fish, bike, enjoy!

We have a wonderful waterfront location with a handicap accessible studio suite, huge accessible bathroom, and PRIVATE ENTRANCE! We live on site and are around to help should you have any questions or concerns, but you will of course have complete privacy in your suite. Outside we have a dock, complete with fire pit, fishing gear, binoculars, bird watching guide, raft, and kayaks! We have bikes available upon request. The location is close to various attractions including the beach!

Sojourn Steps to the Beach Sleeps 4

When choosing to Sojourn at this beautifully appointed 2-bedroom, 2-bathroom home, you are just steps away from the Chesapeake Bay. Each bedroom features a plush queen-sized bed and a private ensuite bathroom, thoughtfully stocked with Sojourn’s handpicked Lather products. Whether you’re seeking a relaxed stay or an adventurous one, this home is your gateway to unforgettable beach days, stunning sunsets, and a true taste of a local lifestyle that Chic’s Beach has to offer.

*Grotto Waterfall* Bethel Oasis | 2masters | 5bdrs

Our home is the perfect place to unwind after your days of exploring and enjoying Virginia. Built in 2019 with guests in mind, the entire home is dedicated to your comfort. With 5 bedrooms, 3.5 baths, 2 masters with walk-in showers, there is plenty of space to relax, recharge, and enjoy your vacation. In 2023, a grotto-style waterfall feature with a 3-foot pond was added to the backyard, which also includes a play set for children.

Sojourn's Harborage

Enjoy a relaxing beach vacation in the fully renovated, pet friendly, OV Harborage Suite. This modern 750 sq. ft. 1-bed/1-bath condo on the 1st floor offers comfort and style. Shared spaces include fire pits and ample seating. Please note, ongoing city construction may cause noise during business hours and significant water pooling in 5th bay. For more details, feel free to contact us before booking.

Coastal Charmer - Chesapeake Properties

Coastal Charmer - 4 bedroom, 2 bath, sleeps 8-10 with 2 sets of bunk beds. - Completely Renovated! Cozy and comfy interiors, with an amazing backyard for outdoor dining or relaxing under the stars around the stone firepit! Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *This is a no pet/animal home.

123 Sunset - Chesapeake Properties

Gorgeous beachfront home, brand new for 2023, 4 bedroom, 4 bath, sleeps up to 12! New! Escape to sunsets on the beach at this beachfront home. Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *Pet Friendly, fee applies per pet. *See "The Space" for complimentary Bay Creek amenities information

Beach Bums Only - Chesapeake Properties

"Beach Bums Only" - 4 bedroom, 3 bath home on Sunset Blvd across the street from the beach; sleeps 11. Beach House with Private Pool! Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *This is a no pet/animal home. *See "The Space" for complimentary Bay Creek amenities information

Fireplace, Bikes, Community Pool - Bay Bliss

Enjoy this coastal-inspired condo, with nearby beach access and a community pool! Please SEE: Other Things to Note For Area Details, Please SEE: Where You'll Be (Located under the map!) *See "The Space" for Bay Creek amenities information (complimentary) and Bay Creek's Life Center access information (fee applies).