Calypso by Seaside Vacations & Sales

Photo gallery for Calypso by Seaside Vacations & Sales

A two-story residential building with a front porch, a staircase, and a garage.
A modern kitchen with white cabinets, a black granite countertop, and stainless steel appliances. There are white chairs around the island and a view into the adjacent living area.
A coastal residential area with houses along a marina.
A covered porch with a ceiling fan, white railings, and a view of a river and houses.
A large house with a swimming pool, a covered patio, and a view of the water.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Balcony or patio
  • Outdoor pool
  • Waterpark access
  • On-site fitness centre
  • Barbecue grill
  • Free internet

Explore the area

View in a map
Greenbackville, VA
  • Place, Captain's Cove Golf and Yacht Club
    ‪1 min drive‬
  • Place, Chincoteague National Wildlife Refuge
    ‪32 min drive‬
  • Place, Assateague Lighthouse
    ‪34 min drive‬
  • Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
    ‪50 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

Add dates for prices

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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.
View more Holiday homes in GreenbackvilleOpens in a new window
Map
Greenbackville, VA

What's nearby

  • Captain's Cove Golf and Yacht Club - 1 min drive - 0.7 km
  • Maui Jack's Waterpark - 29 min drive - 39.6 km
  • Chincoteague National Wildlife Refuge - 32 min drive - 41.3 km
  • Assateague Lighthouse - 34 min drive - 42.7 km
  • Salisbury University - 53 min drive - 65.3 km

Getting around

  • Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) - 41 min drive

Restaurants

  • ‪Island Creamery - ‬30 min drive
  • ‪Ropewalk - ‬31 min drive
  • ‪Amarin Coffee - ‬19 min drive
  • ‪Captain Zack's Seafood - ‬31 min drive
  • ‪Asian Express - ‬33 min drive

Frequently asked questions

Does Calypso by Seaside Vacations & Sales have a pool?

Yes, this property has an indoor pool and an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Calypso by Seaside Vacations & Sales?

As of 3 Nov 2026, prices found for a 1-night stay for 2 adults at Calypso by Seaside Vacations & Sales on 5 Mar 2027 start from £767, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Calypso by Seaside Vacations & Sales pet-friendly?

No, pets are not allowed at this property.

How much is parking at Calypso by Seaside Vacations & Sales?

On-site parking is available at the property.

What time is check-in at Calypso by Seaside Vacations & Sales?

Check-in begins at 4:00 PM.

What time is check-out at Calypso by Seaside Vacations & Sales?

Checkout is at 10:00 AM.

Where is Calypso by Seaside Vacations & Sales located?

Located in Captain's Cove, this holiday home is 1.3 mi (2.1 km) from Captain's Cove Golf and Yacht Club and within 9 miles (15 km) of Stockton Park and E.A. Vaughn Wildlife Management Area. Chesapeake Forest and Vaughn State Wildlife Management Area are also within 9 miles (15 km).

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 window
Rating 10 - Excellent. 22 out of 37 reviews
Rating 8 - Good. 14 out of 37 reviews
Rating 6 - Okay. 1 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

9.4/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.4/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

We really enjoyed our stay. The house was great and the location was nice.

We really enjoyed our stay and all the amenities. We really like the year long residents.
Stayed 7 nights in Aug 2022
Response from VrboOwner on 8 Jul 2023
Thanks so much for choosing to stay with us, Stacey! We're so glad to hear you enjoyed your stay! We hope to have you back soon! :)
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

nice place!

very nice, would stay again. very good communication
Stayed 7 nights in May 2023
Response from VrboOwner on 8 Jul 2023
Thanks so much for choosing to stay with us, Gary! We're so glad your family enjoyed its visit, and hope to have you back soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Better Than Expected

Beautiful location and home.
Stayed 7 nights in Jun 2025
Response from VrboOwner on 1 Jul 2025
Thanks so much for taking the time to leave a review, Cindy! We're so glad to hear you enjoyed your time at Calypso, and hope to have you back soon! Best, Tim
Verified review

8/10 Good

Liked: Check-in, listing accuracy
Disliked: Communication
Had some issues with cleanliness when we first got there. When working with the property management company, we were blamed for the issues we reported. That interaction could have been handled better. Otherwise, the property was great.
Stayed 14 nights in Jul 2026
Response from VrboOwner on 10 Aug 2026
Hi Richard! We're so sorry about any issues you arrived to, but are glad we were able to figure out a solution for you! Thanks again for choosing to stay with Seaside Vacations. We hope to have you back on the island soon!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy

Fit our family’s needs

It was a very nice place to rent. It is a little far from shops/beach but beautiful bay views and nice amenities.
Stayed 7 nights in Jun 2022
Response from VrboOwner on 8 Jul 2023
Thanks so much for choosing to stay with us, Shane! You really can't beat those bay views! We hope to have you back soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Jul 2025
Response from VrboOwner on 21 Jul 2025
Thanks so much for choosing to stay with Seaside, and for taking the time to leave a review! We're so glad to hear you enjoyed your time at Calypso, and hope to have you all back soon! Best, Tim
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

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.
Stayed 4 nights in Jun 2022
Response from VrboOwner on 8 Jul 2023
Thanks so much for staying with us, Duwane! We're so glad to hear you enjoyed your stay, and found our team helpful. We'd love to have you back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Place!

This house was perfect for our family getaway! The house was clean and roomy enough for our family! The views were great and all the extras in the garage were perfect for us to enjoy! We will definitely rent this house again if we go back! Oh, the price was amazing for such a beautiful and well maintained home!
Stayed 3 nights in Mar 2021
Response from VrboOwner on 8 Jul 2023
Amy, We are happy that the house met all of your needs for a great family vacation. We sure hope you come back! Best, Lynn
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect getaway

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.
Stayed 7 nights in Aug 2022
Response from VrboOwner on 8 Jul 2023
Thanks so much for choosing to stay with us, Corinne! So glad you all enjoyed your stay, and were able to experience the rocket launch! We'd love to have you back anytime!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy

Fun week with the family

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!!
Stayed 7 nights in Jul 2022
Response from VrboOwner on 8 Jul 2023
Carol, Thank you for the review. Sounds like fun was had by all, especially the two year old! Please visit us again. Best, Lynn with Seaside Vacations
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful family vacation

We had a great family vacation! The house was beautiful, very nice amenities, and good restaurant in the community. The kids loved fishing and crabbing right out the back door. It is a bit of a drive to get out and see the area (30 minutes to Chincoteague, 40 minutes to Assateague, 1 hour to Ocean City) but worth the drive. Only complaints are dishwasher left dishes dirty and greasy and the oven task longer than it should to cook meals. Overall, it was a wonderful experience and would stay here again.
Stayed 7 nights in Jun 2022
Response from VrboOwner on 8 Jul 2023
We're so glad you enjoyed your stay at Calypso, Rebecca! We can't wait to have you back! :)
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just as seen.

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!
Stayed 7 nights in Jun 2024
Response from VrboOwner on 8 Jul 2024
Thanks so much for choosing to stay with Seaside Vacations, Kim! We're so glad you enjoyed your stay! Unfortunately, the HOA handles all of the amenities themselves, so we have no control over those. We hope to have you back soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

short mama

great time . just one small suggestion, I am four foot ten, kitchen cabinets very high. a small step stool in pantry would be great
Stayed 7 nights in Jul 2021
Response from VrboOwner on 8 Jul 2023
Carole, Thank you for the review. We are glad you had a great time! Hope to see you again. Best Lynn
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house with minor flaws

A group of friends and I stayed here for a week. Very clean house with lots of space for our large group. The balconies were very nice and it was a beautiful location. It was about a 30 minute drive to Chincoteague. The kitchen was updated with a full pantry, newer stove, and a fridge that had a water purifier built in. Check-in was online which was very convenient, but they don't give you the code to the house until actual check-in time. The internet connection at the house was poor but we could still stream shows on a lower quality setting. The queen beds were very nice but the bunk beds were a little too wobbly for comfort. Overall it was a nice place with full amenities!
Stayed 6 nights in Jun 2021
Response from VrboOwner on 8 Jul 2023
Hi Krista! Thank you for staying with us at Calypso in Captain's Cove! :) I am glad you enjoyed your stay! Hope to have you again! Best, Lea Anna ~ Seaside Vacations
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chincoteague Stay

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.
Stayed 7 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful

The home was beautiful and the location was great, very peaceful and serene. We had a couple bumps in the road that were addressed- the property manager was responsive however one issue was not resolved to my liking but it would not effect my rating of this property. I would definitely come to this area again.
Stayed 7 nights in Jun 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Serene and comfy

Everything was exactly as pictured. We especially enjoyed sitting on the high deck with our morning coffee. So quiet and comfy. Just the sound of the birds and views of the bay. We had everything we needed. (Except a griddle!) Such a nice vacation. Thank you!
Stayed 7 nights in Jun 2021
Response from VrboOwner on 8 Jul 2023
Nancy, Thank you for the review. We are happy you enjoyed your stay. Please visit us again. Best, Lynn
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful and relaxing

Beautiful place. Enjoyed our stay.
Stayed 4 nights in May 2021
Response from VrboOwner on 8 Jul 2023
Hi Lisa! Thank you for staying with us! We hope to have you again! Best, Lea Anna ~ Seaside Vacations
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very peaceful, beautiful atmosphere, ample room, we loved it

This was a beautiful property, we really enjoyed ourselves. Group of 10 people slept comfortably in all the bedrooms. Felt like home away from home. Love the surroundings, love the home, we will visit again
Stayed 3 nights in May 2021
Response from VrboOwner on 8 Jul 2023
Hi there! Thank you for staying with us at Calypso in Captain's Cove! We hope to have you again soon! :) Best, Lea Anna ~ Seaside Vacations
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely beautiful home. The view was amazing. Would definitely return.

Everything was easy, from sign up to rent to the check in and check out process. We couldn't have asked for a better place. The steps gave us our cardio for the week 😆
Stayed 3 nights in May 2021
Response from VrboOwner on 8 Jul 2023
Hi Tammy! We are happy to hear you enjoyed your stay at Calypso! Yes those steps are a work out! :) We hope to have you back again! Best, Lea Anna
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful Location

This is the perfect getaway if you want peace and quiet. Far from the hustle and bustle a city life brings. Great home to spend time with family and friends. Don’t plan on doing remote work from here as internet connection is extremely slow. Cellular connection is poor also. Clean and spacious. Just remember to bring your own pillows. Near the shore with beautiful views.
Stayed 6 nights in Apr 2021
Response from VrboOwner on 8 Jul 2023
Hi there! We are happy you enjoyed your stay at Calypso. :) We hope to have you back again! Best, Lea Anna
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice house

This house is perfect for two families to share. The Marina at Capitain Cove is literally 2 minutes drive away and their food is amazing. The house is about 30 minutes from Chincoteague, which we don’t mind. I do echo one of the earlier reviews about the internet. It is indeed dial-up slow and AT&T does not have good coverage. That did not matter to us because we wanted to be disconnected and the house offered a good selection of DVDs. The kitchen cookware can be expanded. Overall we enjoyed our stay.
Stayed 3 nights in Apr 2021
Response from VrboOwner on 8 Jul 2023
K S, So happy the house and location worked out for you. Disconnecting is a great way to unwind! We appreciate the comments regarding the kitchen supplies and internet. This feedback is exactly what we want. Come back soon. Best, Lynn
Verified review

8/10 Good

Liked: Cleanliness, check-in, location, listing accuracy

This vacation house is perfect to hang out with family and friends

Everything about the house is pretty good. Nice and clean, good location, quiet neighborhood. One problem to fix is that the door to the second floor balcony can't be locked. We found it out upon leaving.
Stayed 3 nights in Mar 2021
Response from VrboOwner on 8 Jul 2023
Xiaoyan, We are glad you enjoyed the visit. Thanks for bringing the issue with the door to our attention. We will get right on that. Come back soon. Best, Lynn
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful Location

Nice quiet location. Everything was clean and comfortable. Set up for two families with kids. Internet was dial-up slow.
Stayed 16 nights in Feb 2021
Response from VrboOwner on 8 Jul 2023
Mark, Happy the house was set up for your needs. Internet is constantly being improved in this area. We are working on it. Visit soon. Best, Lynn
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean spacious house with very limited consumable supplies

The house is clean and spacious with beautiful views and fair equipment. All the commumable supplies we got is 3 rolls of toilet paper and 1 roll of kitchen paper towel, one hand wash soap in 1
Stayed 3 nights in Dec 2020
Response from VrboOwner on 8 Jul 2023
Hi there! We are happy to hear y'all had a great time! :) Hope to have you again! Best, Lea Anna ~ Seaside Vacations
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