Entire home
Calypso by Seaside Vacations & Sales
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Reviews
9.2 out of 10
Wonderful
4 bedrooms3+ bathroomsSleeps 8162.7 sq m
Popular amenities
Explore the area

Greenbackville, VA
- Place, Captain's Cove Golf and Yacht Club1 min drive
- Place, Ocean City Boardwalk57 min drive
- Place, Ocean City Beach57 min drive
- Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)47 min drive
Rooms & beds
4 bedrooms (sleeps 8)
1
1 Queen Bed
2
1 Queen Bed
3
4 Single Beds
4
4 Single Beds
3 bathrooms, 1 half bathroom
Full Bath 1
Towels provided · Bathtub or shower · Toilet
Full Bath 2
Towels provided · Bathtub or shower · Toilet
Full Bath 3
Towels provided · Bathtub or shower · Toilet
Half Bath
Towels provided · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area
About this property
Calypso by Seaside Vacations & Sales
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.
Linens Included! No smoking/No Pets. Amenity Fees are required for Captain's Cove Amenities.
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.
Linens Included! No smoking/No Pets. Amenity Fees are required for Captain's Cove Amenities.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
We should mention
A car is required for transport to and from this property
About the area
Greenbackville
Located on the waterfront, this holiday home is in Captain's Cove, a neighbourhood in Greenbackville. Captain Timothy Hill House and Assateague Lighthouse are local landmarks, and some of the area's attractions include Delmarva Discovery Center and Pocomoke Fair Grounds. Wallops Flight Facility and Maui Jack's Waterpark are also worth visiting. Power boating, fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.

Greenbackville, VA
What's nearby
- Captain's Cove Golf and Yacht Club - 1 min drive - 0.7 km
- Assateague State Park - 55 min drive - 72.1 km
- Ocean City Boardwalk - 57 min drive - 75.3 km
- Ocean City Beach - 57 min drive - 75.3 km
- Inlet Park - 57 min drive - 75.6 km
Getting around
Restaurants
- Amarin Coffee - 19 min drive
- Island Creamery - 30 min drive
- Steamers - 30 min drive
- Timeless Tavern - 13 min drive
- Teaguers - 32 min drive
Frequently asked questions
Reviews
9.2
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.4/10
Cleanliness
10/10
Check-in
10/10
Communication
9.4/10
Location
9.6/10
Listing accuracy
Reviews
Verified
20 August 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Aug 2022
Verified
10/10 Excellent
Cindy M.
30 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Better Than Expected
Cindy M.
Stayed 7 nights in Jun 2025
Verified
10/10 Excellent
Lisa C.
19 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lisa C.
Stayed 7 nights in Jul 2025
Verified
10/10 Excellent
Gary H.
5 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
nice place!
Gary H.
Stayed 7 nights in May 2023
Verified
8/10 Good
Beth M.
19 September 2020
Liked: Cleanliness, check-in, communication, location
Family fun!
Beth M.
Stayed 7 nights in Sep 2020
Verified
8/10 Good
Shane H.
2 July 2022
Liked: Cleanliness, check-in, communication, listing accuracy
Fit our family’s needs
Shane H.
Stayed 7 nights in Jun 2022
Verified
10/10 Excellent
Duwane F.
2 July 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Place
Duwane F.
Stayed 4 nights in Jun 2022
Verified
10/10 Excellent
Amy W.
29 March 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Place!
Amy W.
Stayed 3 nights in Mar 2021
Verified
10/10 Excellent
Corinne D.
15 August 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect getaway
Corinne D.
Stayed 7 nights in Aug 2022
Verified
8/10 Good
Xiaoyan Y.
2 April 2021
Liked: Cleanliness, check-in, location, listing accuracy
This vacation house is perfect to hang out with family and friends
Xiaoyan Y.
Stayed 3 nights in Mar 2021
Verified
8/10 Good
Carol P.
26 July 2022
Liked: Cleanliness, check-in, communication, listing accuracy
Fun week with the family
Carol P.
Stayed 7 nights in Jul 2022
Verified
10/10 Excellent
Kim M.
22 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Just as seen.
Kim M.
Stayed 7 nights in Jun 2024
Verified
10/10 Excellent
Rebecca P.
1 July 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful family vacation
Rebecca P.
Stayed 7 nights in Jun 2022
Verified
10/10 Excellent
Carole C.
28 July 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
short mama
Carole C.
Stayed 7 nights in Jul 2021
Verified
8/10 Good
Hui L.
2 January 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean spacious house with very limited consumable supplies
Hui L.
Stayed 3 nights in Dec 2020
Verified
8/10 Good
Mauricio S.
9 May 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful Location
Mauricio S.
Stayed 6 nights in Apr 2021
Verified
8/10 Good
Krista T.
23 June 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house with minor flaws
Krista T.
Stayed 6 nights in Jun 2021
Verified
8/10 Good
Lindsay F.
20 July 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Chincoteague Stay
Lindsay F.
Stayed 7 nights in Jul 2022
Verified
10/10 Excellent
Mary Ann F.
27 June 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful
Mary Ann F.
Stayed 7 nights in Jun 2021
Verified
10/10 Excellent
Nancy L.
19 June 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Serene and comfy
Nancy L.
Stayed 7 nights in Jun 2021
Verified
10/10 Excellent
Lisa F.
28 May 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful and relaxing
Lisa F.
Stayed 4 nights in May 2021
Verified
10/10 Excellent
Sanford R.
24 May 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Very peaceful, beautiful atmosphere, ample room, we loved it
Sanford R.
Stayed 3 nights in May 2021
Verified
10/10 Excellent
Tammy L.
10 May 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely beautiful home. The view was amazing. Would definitely return.
Tammy L.
Stayed 3 nights in May 2021
Verified
8/10 Good
K S.
13 April 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice house
K S.
Stayed 3 nights in Apr 2021
Verified
8/10 Good
Mark S.
11 March 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful Location
Mark S.
Stayed 16 nights in Feb 2021
About the host
Hosted by Seaside Vacations & Sales
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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