Calypso by Seaside Vacations & Sales

Greenbackville, Virginia
$290 avg/night
Minimum Stay 3 Nights
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 3 nights

Min Stay

Calypso - Dance to the Song of the Sea.....

You know that feeling you get while relaxing on the beach and listening to steel drums play while the Sea Breeze blows through your hair Enjoy this feeling every day at fabulous Calypso in Captain's Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. This stunning 4 Bedroom/3 Full and 2 Half Waterfront Dream Home has something for everyone in the family. Located Canal Front on the Chincoteague Bay, this statuesque home is a Water Lover's delight, and is only 20 short minutes by car or boat to Chincoteague & Assateague Islands, where our wild ponies roam free. Looking for some OC excitement Ocean City, MD is a short 45 minute drive away. Have the best of everything, right in the heart of the Eastern Shore!

Beautiful Calypso sleeps 8 more than comfortably. This Coastal Dream Home will take your breath away. As you drive through Captain's Cove, taking in the smells of whispering pines and salty, sweet air, you will feel a million miles away from the real world. This is just what you've been waiting for! Will you hear traffic on the busy highway you drive every day No way. Will you be checking into a busy hotel Not a chance. You will arrive at this lovely home and find a place of peace, serenity, pure beauty, and tons of fun!

This majestic Home is 3 Levels of pure Luxury with Decks and Porches in every location to take in nothing but amazing Views. As you enter Calypso, you'll be swept away by Tropical Colors & Decor that will make you leave your troubles at the door. This one-of-a-kind Home was designed with a Reverse Floor Plan, maximizing Views from your Living Area and Kitchen, but trust me, they're sigh-worthy on every level. Upstairs you will find gleaming Bamboo Floors and Sunny Yellow Walls opening to a Wall of Windows facing the Canal and Chincoteague Bay. With soaring ceilings and an Open Floor Plan worthy of Family Vacation time together, you'll never want to leave. The comfortable Living Area is furnished beautifully and well-equipped with Free WiFi and Flat Screen Satellite TV. A wonderful Furnished Deck off of this level is a wonderful place to relax with your morning coffee or a glass of wine at day's end as you watch the sunset. Just imagine relaxing while the kids fish and catch crabs right in your own backyard!

The Chef in your Family will adore this well-stocked Kitchen with rich Granite Countertops and every gadget you could want. High-end Stainless Appliances, a breathtaking Tile Backsplash, and Canal Views will make preparing dinner not such a chore after all. Don't feel like cooking on Vacation Visit the Marina Club in the Cove. There is ample seating for your family between the large Breakfast Bar and spacious Dining Area, and a convenient Half Bath just off the Living Area. Also on this level is a stunning Master Bedroom with a Queen Bed, Flat Screen TV, and fun Tropical Flair. The Master Bath is adorned with Granite and a Tub/Shower Combo.

As you make your way downstairs to the Middle Level, you'll find 3 more spacious Bedrooms! Bedroom 2 is a Junior Master featuring a Queen Bed, colors of Key Lime, and a great Furnished Deck with Views of Swan Gut - a beautiful area teeming with wildlife. You'll love watching Herons, Eagles, and Blue Herons fish for their morning meal. The Junior Master Bath has a Tub/Shower Combo. Bedroom 3 is a fabulous Beachy Blue and has 2 sets of Twin Bunkbeds. Finally, Bedroom 4 is showing off Nautical Navy Bedding on 2 more sets of Twin Bunkbeds, and has access to yet another Waterfront Furnished Deck! Wander to the Lower Level of Calypso, and you'll find a very cool space to hang out with the original Wooden Beams encased in the room. There is a Full Size Futon, another Half Bath, and yet another awesome Screened Porch - a great Hangout for the kids.

Parking for 4 Cars - no exceptions - Occupancy of 8 strictly enforced. Captain’s Cove is loaded with amenities - a Golf Course, Indoor Pool, 2 Outdoor Pools - 1 Bayfront with Tiki Bar, Fitness Center, Playground, Restaurant, and Snack Bar. Guests may purchase Amenity Passes for the pools by the day or the week at a minimal fee ($15/pp per day or $75/pp per week). More of a beach person One of the most gorgeous, cleanest beaches in America, Assateague Island National Park, is only 20 minutes down the street, or take your boat to one of our awesome sand bars for your own private slice of Paradise.

No Smoking and No Pets. Linens Included! No smoking/No Pets. Amenity Fees are required for Captain's Cove Amenities.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1751 Sq Ft (163 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Garden Outdoor Furniture
  • POOL/SPA

    Heated Pool Indoor Pool Outdoor Pool Shared/communal Pool
  • BATHROOMS

    3.5 Bathrooms Bathtub Or Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Cycling Nearby Fishing Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Kayak On Site Power Boating Nearby Swimming Nearby Water Park Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Flat-screen TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Hospital On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Availability

Review Review

  • Lisa C.

    Submitted Jul 19, 2025

    Stayed Jul 12, 2025

    Great house! Perfect for our crew of 7.Only thing missing was a gas grill. There was a charcoal grill though. Loved the deck overlooking the canal. So peaceful! Would stay here again.

  • Cindy M.

    Submitted Jun 30, 2025

    Stayed Jun 11, 2025

    Beautiful location and home.

  • Kim M.

    Submitted Jun 22, 2024

    Stayed Jun 15, 2024

    This place is amazing for the price. Pictures are exactly how the house is. Not outdated. My only complaint is having to pay for the amenities. The host was very responsive and helpful with everything I asked. This would be a great place for a bigger group. Thanks for having us!

  • Gary H.

    Submitted Jun 5, 2023

    Stayed May 27, 2023

    very nice, would stay again. very good communication

  • Stacey A.

    Submitted Aug 20, 2022

    Stayed Aug 13, 2022

    We really enjoyed our stay and all the amenities. We really like the year long residents.

  • Corinne D.

    Submitted Aug 15, 2022

    Stayed Aug 6, 2022

    House was fantastic! And great location. About 30 minutes from the beach, but the drive is easy. If you are there when they have a scheduled rocket launch you can watch from the balcony or walk down the street. Friendly neighbors and so much to do! Would definitely go here again.

  • Carol P.

    Submitted Jul 26, 2022

    Stayed Jul 16, 2022

    The property was as described and enough room for everyone. The kids enjoyed the local pools, but the beach was too long a drive. Beware of the pirates in the basement! The two year old saw them daily!!

  • Lindsay F.

    Submitted Jul 20, 2022

    Stayed Jul 9, 2022

    Overall we had a nice week. There were a few hiccups along the way with the amenity fees and then access. The HOA was not easy to work with per the management company, and this made it difficult when planning. Also, we had completed the form for our passes and it was received but then we were told it wasn’t received. So we weren’t able to use the amenities until our 4th day of vacation, but still were charged for the entire 8 days for the passes. The amenity pass is required even to use the playground and basketball court, which was a surprise to all parties. The washing machine had mold in it and there were no cleaning supplies for me to be able to clean it properly and the air vents were disgusting. I wouldn’t mention this except there is a cleaning fee attached to this property and I feel these items should be taken care of. When I brought them up, the property management team did say they would enter a work order. Also, we did not opt for the linen package, but didn’t think of pot holders as linens. So we were forced to purchase a set while on vacation. No big deal, just helpful to know for the next group. Ultimately, we would not stay here again, but would book with Seaside Vacations, they were easy to work with.

  • Shane H.

    Submitted Jul 2, 2022

    Stayed Jun 25, 2022

    It was a very nice place to rent. It is a little far from shops/beach but beautiful bay views and nice amenities.

  • Duwane F.

    Submitted Jul 2, 2022

    Stayed Jun 13, 2022

    Calypso was a very nice property overlooking a canal in a quiet but friendly neighborhood, with the home feeling comfortable and extremely spacious. Property management team was informative and helpful.

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Total

Includes taxes and fees
$290+
View details