Seaside Vacations & Sales Chincoteague Island

Seaside Vacations & Sales Chincoteague Island 🏆 Best of Locals Choice 3 Years Running!
🏆 VRMA 2023 Vacation Rental Management Co. We Live here, we work here, we play here.

of the Year
🏆 VRMA 2024 Excellence Award for Community Impact
🏆 2025 VRMA Marketing Campaign of the Year

❤️Serving Chincoteague Island, Captain's Cove, & OCMD!❤️ Founded by Lance & Elaine Stitcher, SV is military family-owned & operated - We are YOUR Local Experts. We want to make this Vacation stress free for you - just sit back and enjoy the time with family and friends. Beach more, worry les

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If you're a Homeowner, our Property Care, Technology, and Service is second to none. When you work with us, we aren’t just your property managers - you become a part of our Seaside family. If you've been dreaming of owning a little slice of our Paradise, we've got you covered there, as well! No one knows the Vacation Rental (2nd Home) Market better than we do - whether you're relocating or just looking for your own little getaway, our dedicated Local Team of Realtors has your back. Seaside Vacations & Sales - Let us help y'all Live the Shore Life!

🐬🏡 Looking for the perfect Chincoteague getaway? Meet The Dolphin House!This charming home captures the timeless charact...
06/13/2026

🐬🏡 Looking for the perfect Chincoteague getaway? Meet The Dolphin House!

This charming home captures the timeless character and laid-back spirit that have made Chincoteague Island a favorite vacation destination for generations. Conveniently located just a short walk from Historic Main Street, you’ll be close to unique shops, local restaurants, waterfront views, and all the small-town charm that makes the island so special.

After a day spent at the beach, rinse off the sand in the outdoor shower before settling in for a relaxing evening on one of the home’s standout features—its massive screened-in porch! Whether you’re gathering for a family meal, sharing stories from the day’s adventures, or simply enjoying the sweet, salty Chincoteague breeze, this is the kind of space where vacation memories are made. 🌊✨

If you’re dreaming of a classic island escape filled with charm, comfort, and plenty of porch time, The Dolphin House is ready to welcome you.

https://www.seasidevacations.rentals/rentals/the-dolphin-house

06/12/2026

🚨 Warning: This video may cause excessive smiles

🇺🇸 America’s 250th Birthday deserves a celebration to remember, and there’s no better place to spend the 4th of July tha...
06/10/2026

🇺🇸 America’s 250th Birthday deserves a celebration to remember, and there’s no better place to spend the 4th of July than on Chincoteague Island! 🎆

The holiday festivities kick off with the return of the Chincoteague Volunteer Fire Company Carnival on July 2nd, bringing all the games, rides, food, and family fun that have become a beloved island tradition. Then, on the 4th of July, gather with friends and family for the Fire Company’s spectacular fireworks display!

As an added bonus, the holiday weekend is also a National Park Service Free Entrance Weekend, meaning FREE access to the beach and the breathtaking natural beauty of the Wildlife Refuge all weekend long! 🏖️🐴

Click the link below to check availability for the holiday weekend, and let's get your family to the beach!

https://www.seasidevacations.rentals/chincoteague/rentals

⭐ Testimonial Tuesday ⭐A big thank you to Kathy for choosing Pony Paradise for your Chincoteague Island getaway! 🐴🏡Loca...
06/09/2026

⭐ Testimonial Tuesday ⭐

A big thank you to Kathy for choosing Pony Paradise for your Chincoteague Island getaway! 🐴🏡

Located right across the street from the carnival grounds, Pony Paradise puts you in one of the island’s most unique locations. Keep an eye out—you may even spot some of Chincoteague’s famous wild ponies grazing across the street during your stay!

Start your mornings with a cup of coffee on the welcoming front porch, listening to the island wake up around you. When it’s time for family fun, the massive backyard offers plenty of space for yard games, cookouts, and making memories together after a day at the beach.

The owners have poured their hearts into this home, making numerous improvements throughout the years, and guests will love the brand-new updates completed for the 2026 season.

Check out Pony Paradise at the link below, and let's get your family on island time!

🏠: https://www.seasidevacations.rentals/rentals/pony-paradise

🚨 LAST-MINUTE DEAL ALERT! 🚨One lucky family is about to score an incredible waterfront getaway! 🌊☀️ Coastal Retreat now ...
06/08/2026

🚨 LAST-MINUTE DEAL ALERT! 🚨

One lucky family is about to score an incredible waterfront getaway! 🌊☀️ Coastal Retreat now has availability from June 27th – July 4th, and we’ve just reduced the rates to make this amazing week even sweeter.

This pet-friendly waterfront home is packed with everything you need for the perfect start to summer. Cast a line or drop a crab pot from your private dock, bring your own boat and spend your days on the water, or hop into one of the included kayaks and explore Chincoteague’s scenic waterways at your own pace. 🛶

With the holiday week right around the corner, opportunities like this don’t come around often. Don’t miss your chance to enjoy waterfront living, island adventures, and quality time with the whole family, all at a fantastic last-minute rate!

📞 Give our office a call at (757) 336-7070 or visit SeasideVacations.Rentals to book your stay before this opening is gone! 🌅🏡🐶

🏠: https://www.seasidevacations.rentals/rentals/coastal-retreat

🐴🎉 Believe it or not, Pony Swim Week is NEXT MONTH! 🎉🐴The biggest week of the year on Chincoteague Island will be here b...
06/08/2026

🐴🎉 Believe it or not, Pony Swim Week is NEXT MONTH! 🎉🐴

The biggest week of the year on Chincoteague Island will be here before you know it, and available vacation rentals are disappearing by the day!

Whether you’re coming to experience the world-famous Pony Swim for the first time or continuing a family tradition that’s been years in the making, NOW is the time to finalize your plans. From the Beach, Pony Swim, and Auction to the carnival, fireworks, and all the excitement around town that makes this week so special, you won’t want to miss it!

🏡 Availability is limited and booking activity is picking up fast, so don’t wait until it’s too late!

📲 Visit seasidevacations.rentals or call our office at (757) 336-7070 to find the perfect place to stay and secure your Pony Swim Week getaway today.

06/07/2026

Say hello to Waterfront Sunsets 🌅✨

This cozy 1-bedroom condo on Marsh Island gives guests the very best of waterfront living on Chincoteague Island. Spend your evenings soaking in breathtaking sunset views over the water, head out to the dock for a little crabbing, and enjoy the peaceful sounds of the waterfront as the perfect soundtrack to your evening.

After a day of island adventures, cozy up by the fireplace, turn on your favorite show, and settle into all the comforts of home. Whether you’re looking for a romantic getaway or a quiet coastal escape, Waterfront Sunsets is the perfect place to slow down, relax, and take it all in. 🦀🏡💙

https://www.seasidevacations.rentals/rentals/waterfront-sunsets

No matter who you’re sharing it with — a loved one, a furry family member, or a plate full of fresh local seafood — ther...
06/06/2026

No matter who you’re sharing it with — a loved one, a furry family member, or a plate full of fresh local seafood — there’s just something magical about ending the day with a Chincoteague sunset. 🌅

The sky lights up, the pace slows down, and for a moment, everything feels absolutely perfect.

Here’s to all of the magical sunsets we’ll enjoy all summer. ❤️

06/05/2026

🍩 Happy National Donut Day! 🍩

There’s no better place to satisfy your sweet tooth than Sandy Pony Donuts on Chincoteague Island! Whether you’re a purist who loves a warm, perfectly glazed donut or you’re feeling adventurous and ready to try one of their incredible specialty creations, there’s something for everyone!

And don’t stop at the donuts! Pair your treat with a refreshing bubble tea or smoothie for the ultimate island indulgence. 🤤

Trust us—one visit is never enough. What’s your go-to Sandy Pony order? 🍩

Seaside is hiring a Guest Experience Specialist right here on Chincoteague Island!This is a full-time position with a te...
06/04/2026

Seaside is hiring a Guest Experience Specialist right here on Chincoteague Island!

This is a full-time position with a team that truly cares—about our guests✨ and our employees✨. Join our Award Winning Team 🏆!

💼 What you’ll get:
• Great work environment
• Full benefits (health, dental, vision)
• PTO + profit sharing
• Life insurance + more

Must have own transportation 🚙and be available weekends✅.
If you enjoy helping people and being part of a strong local team, we’d love to meet you!

👉 Apply today with Seaside Vacations & Sales - Email resumes to [email protected] or call 757-336-7070 for more information!

Address

4101 Main Street
Chincoteague, VA
23336

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 5pm
Sunday 9am - 4pm

Telephone

+17573367070

Website

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