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!

We LOVE when we can help make guests' dreams come true. Thank you so much Celeste for choosing to stay with us for your ...
06/02/2026

We LOVE when we can help make guests' dreams come true. Thank you so much Celeste for choosing to stay with us for your dream visit to the island.

Memories that last a lifetime. That's what vacation on Chincoteague is all about. 🐴🌊🏖️

🏠: https://www.seasidevacations.rentals/rentals/painted-pony-cottage

🌊 Looking for the perfect coastal getaway? Dock Holiday is a stunning 5-bedroom waterfront retreat offering beautiful ca...
06/01/2026

🌊 Looking for the perfect coastal getaway? Dock Holiday is a stunning 5-bedroom waterfront retreat offering beautiful canal and bay views, endless outdoor fun, and resort-style amenities just steps away!

✨ What you’ll love:
🦀 Catch crabs right from your own backyard
🚤 Bring your boat and explore the Eastern Shore by water
🌅 Relax and soak in breathtaking waterfront views
🍽️ Walk to the community restaurant for an easy night out
🏊 Enjoy nearby pools, fitness center, playground, and more
🏡 Spacious 5-bedroom layout perfect for bringing multiple families together

Whether you’re spending the day on the water, gathering around a crab feast, or simply unwinding by the water, Dock Holiday delivers the ultimate Shore vacation experience.

📍 Your waterfront escape is waiting. Book your stay today!

https://www.seasidevacations.rentals/rentals/dock-holiday

Please join us in welcoming a longtime island favorite to the Seaside Vacations family — Chris’ Cottages 🌊🏡For decades, ...
05/29/2026

Please join us in welcoming a longtime island favorite to the Seaside Vacations family — Chris’ Cottages 🌊🏡

For decades, these charming cottages have been part of so many visitors’ Chincoteague memories, and we couldn’t be more excited to now share them with our guests!

These cozy 1-bedroom homes are perfect for a romantic couple’s getaway, a quick weekend beach retreat, or even booking multiple cottages together so friends and families can vacation side-by-side while still having plenty of space to relax and unwind ☀️

Guests will love the backyard picnic area and grill for laid-back summer evenings, and best of all, you’ll still enjoy access to the Sea Shell Hotel pool just a short walk away! 🏊

If you’re searching for your next beach break on Chincoteague Island, be sure to check out Chris’ Cottages and experience a classic island stay with all the comfort and charm you know and love. 💙

Chris' Cottage 1: https://www.seasidevacations.rentals/rentals/chris-cottage-1

Chris' Cottage 2: https://www.seasidevacations.rentals/rentals/chris-cottage-2

Chris' Cottage 3: https://www.seasidevacations.rentals/rentals/chris-cottage-3

The weekend is almost here, and after days of gloomy skies, it looks like we’re finally in for a beautiful one on Chinco...
05/28/2026

The weekend is almost here, and after days of gloomy skies, it looks like we’re finally in for a beautiful one on Chincoteague and Assateague 🙌☀️🌊

Take advantage of the sunshine and get outside this weekend — hike the scenic nature trails, paddle through the marshes on a kayaking adventure, hop aboard a boat tour, cast a line and see if you can reel in the big catch, try your hand at some pickleball at Brianna's Kindness Park, or grab a table by the water and enjoy some fresh seafood with a view. There's SO much to do! 🍤🎣🛶🌿

There’s nothing quite like soaking in the fresh coastal air after a rainy week. However you choose to spend it, we hope your weekend is full of sunshine, salt air, great food, and unforgettable memories!

https://www.seasidevacations.rentals/

05/27/2026

Gray skies this week, but don’t let the weather fool you… summer on Chincoteague is getting closer by the day ☀️🌊

Before long, the beach days, bike rides, pony sightings, seafood dinners, and sunsets over the bay will be back in full swing. There’s nothing quite like summertime in our little island town. 💙

Tag a friend who’s never been to Chincoteague before so they can see why Summer 2026 is the perfect time to experience the magic for themselves ✨

https://www.seasidevacations.rentals/

Join us in wishing Hotdog a very Happy Birthday! 🎉🌭We’re so grateful for everything he does, not only for the countless ...
05/26/2026

Join us in wishing Hotdog a very Happy Birthday! 🎉🌭

We’re so grateful for everything he does, not only for the countless families who stay with us on Chincoteague Island each year, but also for our entire Seaside family. His positive attitude, hardworking spirit, and great sense of humor truly make every day a little better.

Thank you, Hotdog, for all that you do and for always bringing smiles wherever you go. We hope your day is filled with laughter, celebration, and everything you enjoy most. Here’s to many more! 🎂🎈

🚨 Voting Ends Soon!!!If you missed the memo, Seaside Vacations & Sales has been nominated for Best Vacation Rental Compa...
05/26/2026

🚨 Voting Ends Soon!!!

If you missed the memo, Seaside Vacations & Sales has been nominated for Best Vacation Rental Company AND Best Property/Rental Management Company in Coastal Style Magazine’s Best of 2026 Awards! 🌊🏡

We are incredibly honored to even be considered for these awards, and it’s all thanks to the amazing support from our guests, homeowners, vendors, and community. 💙

Now we need your help! We’d love for our Facebook family to join in and cast your vote for Seaside Vacations & Sales. Both categories can be found under the “Professional” section when voting.

Please take a moment to vote and feel free to share with your friends and family — every vote means the world to us!

Thank you all SO much for supporting our local team and allowing us to continue helping families create unforgettable memories on the shore. ☀️🏖️

Vote Here: https://coastalstylemag.com/best-of-2026-worcester/ #//

Today is more than a long weekend or the start of summer. It’s a day to remember and honor the brave men and women who g...
05/25/2026

Today is more than a long weekend or the start of summer. It’s a day to remember and honor the brave men and women who gave their lives in service to our country so we could enjoy the freedoms we have today.

Take a moment today to reflect, pay your respects, and remember the true meaning of Memorial Day. We are forever grateful for the sacrifice of those who never made it home. 🇺🇸

This Memorial Day weekend, as we gather with family and friends and enjoy the freedoms we cherish, let’s take a moment t...
05/23/2026

This Memorial Day weekend, as we gather with family and friends and enjoy the freedoms we cherish, let’s take a moment to remember the true meaning of the holiday. 🇺🇸

Today, we honor the brave men and women who made the ultimate sacrifice for our country. Their courage, service, and selflessness have given us the freedoms we enjoy every day.

Please join us in remembering and honoring those heroes — not just this weekend, but always. ❤️🤍💙

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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