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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Sweeping Waterfront Views, Captain's Quarters ~ Cancellation! Pony Week Avail.

Bedrooms 3
Space 2,000 sq. ft.
Property type condo
Minimum Stay 3 - 7 nights


About the property

Condo, 3 Bedrooms + Other (See Description), 2 Baths, (Sleeps 6-7).

Captain's Quarters Offers 'One of THE BEST Waterfront Views in the Villas' ... Read our Guest's Comments Section....for example.....

'We have stayed in other units here, but this one is surely the best of the bunch. The view is amazing and tranquil. It's quiet, elegant and relaxing. You won't be sorry making this your vacation destination. The unit is amazing'.

*** Please Call Bonnie at (540-454-6993) for specials at Captain's Quarters

*** Update*** Our New Smaller Waterfront Condo is finally ready!

If you are looking for a smaller, less frills, waterfront spot, at 1/2 the price ... ask about our new Channel View condo, (VRBO Listing #753933) right near the Pony Swim!

Totally remodeled from the walls to the floors and new HVAC too.

~~~ Make Your Reservations for Fall and Summer 2017~~~

Waterfront designer condo, 'Captain's Quarters' is located in the Sunset Bay Villas on Main Street in the quaint town of Chincoteague Island, Va. The island is 7 miles long with Assateague Island, a barrier reef and the Ocean to the east. Assateague can be reached by walking, biking or driving across the small bridge.

The spacious, condo offers 3 bedrooms:

Romantic King Suite

Private Queen Bedroom

Cozy Twin Bedroom, with a comfy King Conversion

Also Twin Aero Bed with addl. pad.(for children)

A new Pack'nPlay: Crib/PlayPen Combo is available for guests.

**We can accommodate 6 adults and 1-2 children MAX.

Each room offers wireless internet, cable TV and clock radio.

The 'Chef Stocked' gourmet kitchen includes a vast array of cooking items and the island bar offers additional seating.

The Dining area includes a large elevated dining table with ample room for 6-8 persons and great water views while dining.

The 'Waterfront' Living area is well appointed with a HD flat screen cable TV with expanded channels, 40 Music Channels, DVD player, Wireless Internet and well as DVD's, and family games & books.

Romantic 'Waterfront' sitting area in Master Suite with Cable TV, 40 Music Channels, Wireless Internet and DVD. Master Bed faces the water! Private Bath.

Enjoy sweeping water views and unforgettable sunsets from living, dining, kitchen and master bedroom and wake up to brilliant sunrises and tide water!

The large furnished balcony is a perfect place to enjoy morning coffee while watching the tides change and the shore birds play. Later in the day, relax after a fun day at Assateague beach, a swim in our Sunset Bay pool, a workout in our gym, fishing or crabbing on our private Sunset Bay dock or a cook out at our Sunset Bay grills with picnic table.

Don't worry about bringing or renting beach chairs, cooler and beach umbrella, our condo has those too!

Enjoy our magazines, paperbacks and tons of adult, teen and children's books...Lots of DVD's and family games for your enjoyment too!

There are (3) TV's, (3) DVD units, Stereo, Phone

High Speed Wireless Internet too!

Linens can be provided at an additional fee.

You will want to return to 'Captain's Quarters' again and the peaceful town of Chincoteague Island, Va...the magnificent wildlife and ocean at Assateague...and the memories you will cherish for a lifetime!

~~~~Ideal for a Romantic Honeymoon or Special Weekend!~~~~

We'll add your personal 'Surprises' to make it memorable.

~~Visit Our Beautiful Island During One of The Many 2016 Events~~

Visit the Herbert H. Bateman Educational and Administrative Center @ Assateague for a schedule of their special ongoing tours.

Assateague Lighthouse Tours:

April - June: Fri., Sat.& Sun.

Mid-June thru Sept: Thurs.- Mon.

Oct. thru Nov.: Fri., Sat. & Sun.

Assateague Lighthouse Oil Shed Art Shows: Weekends Starting Mid-Apr. thru Nov. (Oil Shed in Small Bldg. next to Lighthouse)

2nd SATURDAY ART STROLL - April thru December, 2016

Participating galleries and shops open extended hours with special events on the 2nd Saturday of each month.

Farmer's Market - Spring to Fall

Every Wed. and Sat. morning. Fresh veggies, seafood, etc. (Located on Church Street))

More Details

Bonnie Phipard
Member since: 2008
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
March 30, 2017

About Bonnie Phipard

My Family visited Chincoteague many times when my sons were small boys. We have memories of flounder fishing, crabbing and swimming in the surf at Assateague. The Assateague ponies were a favorite.

There's magic about the Island, it stays with you and you want to come again and again!

A unique, peaceful, small town atmosphere with wildlife everywhere you look!

Why Bonnie Phipard chose Eastern Shore Virginia

Amazing Sunsets and Wonderful Waterfront Views ...

'One of the BEST Views in the Villas'

One of the Largest Villas

What makes this condo unique

A cozy, clean condo loaded with all the comforts of home!

Guestbook comments from the owner


It’s my first day back at work and for that matter back on-line. We just wanted to let you know that we had a great time at your condo. It was pretty cool sitting on your balcony and watching the rocket launch on 4/21. Thanks for the restaurant tips too as I think we hit everyone on your list. Overall it was a very relaxing week and we hope to return soon. Thanks Again.
Apr 2013
  • 1 of 14


Chincoteague Island Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 2
Building Type:
  • villa
  • Guests provide their own meals
Floor Area:
  • 2000 sq. ft.
House Rules:
  • Max. occupancy 7
  • non smoking only
  • pets not allowed ...
  • Minimum Age Limit for Renters ...
  • children welcome ...
Location Type:
  • Waterfront ...
  • Family
  • Romantic
  • Air Conditioning
  • Clothes Dryer ...
  • Elevator
  • Fitness Room / Equipment ...
  • Hair Dryer
  • Heating
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Parking ...
  • Parking Off Street
  • Telephone ...
  • Washing Machine ...
  • Wireless Internet ...
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Stove
  • Toaster ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • 3 Bedrooms, Sleeps 7
  • Bedroom 1 - 1 king , Private bath
    Bedroom 2 - 1 queen
    Bedroom 3 - 2 twin/ single
    Other (See Description) - For children: cot, aero twin, pad & Pack'nPlay
  • King size beds (1) Heavenly, very deep 19" Sterns & Foster mattress, Queen size Beds (1) Serta mattress, Twin or Single Beds (2) (2) twin beds can be made into (1) King with our King Topper, let us know if you will need the topper., Baby Cribs (1) Complimentary Pack 'n Play ... Crib/Play Pen Combo available for Guests!, Small cot (1), (1)Twin Aero bed with(1) addl. folding pad ***can accomodate 7 max., if children use bedding noted above
  • Books ...
  • CD Player
  • DVD Player
  • Games ...
  • Music Library ...
  • Satellite / Cable ...
  • Stereo
  • Television
  • Toys ...
  • VCR
  • Video Library ...
  • Balcony ...
  • Outdoor Grill
  • wheelchair accessible ...
Pool / Spa:
  • Communal Pool ...
  • jetted tub ...
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • horseback riding
  • miniature golf
  • paddle boating
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • hiking
  • hunting
  • jet skiing
  • kayaking
  • parasailing
  • pier fishing
  • sailing
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • water skiing
  • wind-surfing
A Library of Movies, Family and children's Games, Adult, teen and children's Books, Magazines, Hair Dryers (2), Beach Chairs, Cooler, Beach Umbrella. Pool with outside shower, Marina with boat slip and upgraded dock ladder, Dock for fishing & crabbing Crab Catcher for Crabbing on the Dock Exercise Room, (2) Charcoal Grills and Large Picnic table on Sunset Bay Villas site!


Exceptional! 5/5 -
(59 traveler reviews)

Sweeping Waterfront Views, Captain's Quarters ~ Cancellation! Pony Week Avail.
average rating of 4.9661016 based on 73 reviews

Great location, view and beautiful condo

  • 5 of 5

We had a wonderful time staying in Captain's Quarters. The condo is spacious, a beautiful layout and lots of space for visiting with family or watching TV or a video. It also has a wonderful deck that overlooks the back bay; it is so relaxing watching the boats go back and forth and the wildlife. The master bedroom is awesome!!!! The view, layout.... everything.

Oh, I forgot to mention that you can easily walk to great restaurants and shops.

We loved it!!

  • Submitted: Oct 28, 2016
  • Stayed: Oct 2016
  • Source: VRBO, from HomeAway
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Totally relaxing mid-winter break

  • 5 of 5

A wonderfully roomy and comfortable getaway. Enchanting views from the MBR, the living room, and balcony. Everything you need in the kitchen to cook up a feast. For relaxation, comfort, and breathtaking sunsets, this is the place to go.

  • Submitted: Mar 5, 2017
  • Stayed: Feb 2017
  • Source: VRBO, from HomeAway
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Very comfortable, great accommodations and location!

  • 4 of 5

The property was wonderful - great location and lovely views. The only disappointing item was having to make the beds when getting in late after a long day of travel. Other than that - and that's pretty minor - it was very nice and if we come back to the area, we will definitely check if this unit is available! In terms of the town, it was definitely off-season so only a couple of places were open which made things to do very limited but we were looking for a relaxing trip which is what we got. I would just recommend Bonnie to update her tip sheet to reflect off-season as most of the recommendations were not available. Overall, loved our stay. Thank you!

  • Submitted: Mar 5, 2017
  • Stayed: Mar 2017
  • Source: HomeAway
Owner's Response: Thank you for your review, Alex. So glad you had a restful weekend. The town does become rather sleepy in the off-season, but it's a great time to recharge your batteries! Had we known that you needed to have the beds made, we would have tried to accommodate your needs. Please come visit when it's a bit warmer and enjoy all the island has to offer! Kind regards, Bonnie
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Excellent stay

  • 5 of 5

Just got home from spending a wonderful week with my family at the Captain's Quarters. Our family of 6 adults and 2 infants were very comfortable in this spacious condo. The condo was in walking distance of many restaurants and shops in the quaint town. Everything we needed was available with the unit. Bonnie was an attentive and gracious host. We would recommend this family friendly vacation to friends and family.

  • Submitted: Jul 25, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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Great Condo and owner was extremely helpful

  • 5 of 5

Had a wonderful time at this condo that we rented for a family reunion. Lovely condo with great views and the sunsets from the balcony cannot be beat. The condo had beach chairs and other supplies that made a day at the beach easy and comfortable. Centrally located so that you can walk to downtown. The owner provided valuable information about events and great spots in town. She was also extremely responsive to any issues we had, for example there was a mechanical problem with the elevator. The issue was addressed within just a couple hours. Very pleased will rent again.

  • Submitted: Jul 20, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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Stay here!! It is fantastic!

  • 5 of 5

This was our 2nd stay at Captain's Quarters and it was absolutely perfect. This condo is incredibly comfortable and just right for our family of four. We spent countless hours on the balcony enjoying the view and the passing boats. Our kids loved having the pool just steps away. It was once again a relaxing, enjoyable experience and we feel like this condo is our home away from home.

We also enjoyed being able to walk to restaurants and shops that are a short walk. We spent most of our time on the beach though.

Thank you for making more memories for my family!

  • Submitted: Jun 21, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
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Rates & Availability

Chincoteague Island Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Off Season
Jan 8 2017 - Mar 31 2017
3 night minimum stay
Apr 1 2017 - May 5 2017
3 night minimum stay
Late Spring
May 6 2017 - Jun 2 2017
3 night minimum stay
Early Summer
Jun 3 2017 - Jun 16 2017
7 night minimum stay
Summer - Prime
Jun 17 2017 - Jul 21 2017
7 night minimum stay
Pony Penning Week
Jul 22 2017 - Jul 28 2017
7 night minimum stay
Summer - Prime
Jul 29 2017 - Aug 25 2017
7 night minimum stay
Late Summer
Aug 26 2017 - Sep 8 2017
3 night minimum stay
Early Fall
Sep 9 2017 - Sep 29 2017
3 night minimum stay
Sep 30 2017 - Nov 3 2017
3 night minimum stay
Late Fall
Nov 4 2017 - Nov 30 2017
3 night minimum stay

Additional information about rental rates

Refundable damage deposit $400
Spring & Fall Specials $0
Cleaning Fee $89
Tax Rate 11.3%

Contact Bonnie (540-454-6993) if you have any questions about renting.
Bonnie will always give you the best care, she has owned several vacation homes with repeat guests & she knows her property and the area.
* Linens: Sheets, towel sets and kitchen towels (laundry fee: $45.- $80. depending on the number of guests)
* Boat Slip Rental $125. per week
* Summer Months: June through August ... Sat. to Sat., 7 days minimum
* Ask about SPECIAL DISCOUNTS, 3 night minimum. Excludes Summer months

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
Enter dates for accurate pricing
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Nearest Airport
95 Miles
Norfolk, VA
Nearest Restaurant
0.1 Miles
Bill's & Don's
Nearest Beach
3 Miles
Car: necessary

Exercise room and pool on site,

(outside pool shower to the right side of pool area by the pool control room),

Private Marina for crabbing & fishing, Boat Slip, (3) new outside Grills and Picnic Tables at far south side and far right side of the complex!

Golf @ Captain's Cove (off the island, about 15-20 min. away)

PutPut Golf on the Island

Bike, Scooter, mini car. rental on the Island

Assateague Park


Herbert Bateman Center


July - Fireman's Carnival and Pony Penning Week


Partner Offers