Calypso by Seaside Vacations & Sales

Top rated by guests
Tropical Calypso in Captain`s Cove is a Waterfront Dream Home.
Surround yourself with pure Luxury in Calypso.
A Chef`s Kitchen with Granite & High-End Stainless Appliances.
Enjoy Water Views as you prepare Family Meals in this gorgeous Kitchen.
Calypso is well-stocked with all you need for Family Meals, or try The Crusty Crab - a Local`s Favorite.
review stars
9.2Outstanding
(36 Ratings)
"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."
Lisa C.
Don't miss out! Price and availability may change
9.2 / 10
Outstanding(36 Ratings)

House in Virginia

8 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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.

Amenities

Non-smoking
No pets allowed
Family friendly

Map of Virginia


Ratings and reviews

9.2 / 10
Outstanding(36 Ratings)
10 / 10Outstanding·Jul 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.
10 / 10Outstanding·Jun 2025
Beautiful location and home.
10 / 10Outstanding·Jun 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!
6 / 10Average·Dec 2020
We found it okay.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Calypso by Seaside Vacations & Sales. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Calypso by Seaside Vacations & Sales pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Calypso by Seaside Vacations & Sales?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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