Always Sunny

Amenities: Central A/C, WiFi, Gas Grill, TV, DVD, Microwave, Outside Shower

Charming and quaint, this restored island home will make you smile! Located just outside downtown, this home is close to everything! Just a short walk to the carnival grounds and to historic downtown. Perfect location if you want to be near the action. With a cute little yard and an outside shower this is a great rental for children and pets. Please ask about our cancelation policy. 60 day cancellation prior to occupancy date (100% refund minus processing fee, travel insurance and credit card fee's). ( NO WASHER/DRYER) Pet friendly home $75. per pet fee will be added to your reservation. This home is not providing linens or towels. Please bring your own or call us to rent them.


Bed Sizes: 1 Queen, 1 Double, 1 Bunk w/ 2 Twins, 1 Queen Sleep Sofa

Saturday Change Over

2025 Prime Season Rates $ 959 per week / $ 137 per night 3 night Min.
2025 Off Season Rates $ 854 per week / $ 122 per night 3 night min.

**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Vacation Rental Reviews

• Would not Recommend

  Stayed 7 days ending in July, 2024

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  Cheryl P from Wampum, Pennsylvania does not recommend this vacation rental.

  It was not very clean spider webs everywhere and lots of spiders. Weeds around the front door make it un-usable and the weeds by the back door that get caught in the door.

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• Great week

  Stayed 7 days ending in July, 2024

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  a guest from Mount Joy, PA recommends this vacation rental

  Check in and check out very easy. House was very sweet, air conditioning was very good. Was walking distance the fireman carnival and fireworks. House was clean and comfortable. The outside plantings were a bit disappointing they were over grown and wild. But overall I'd stay here again it met all our needs

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• Summer getaway

  Stayed 7 days ending in June, 2023

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  a guest from Burbank, OH recommends this vacation rental

  Charming little house, I love old houses and this one is a gem. Quiet, had everything we need and more!

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• Oyster Festival 2022

  Stayed 3 days ending in October, 2022

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  a guest from Lorton, VA recommends this vacation rental

  WE had a great time. Great little house with everything we needed. Although it was a little dirty. A professional carpet cleaning and scrub in the kitchen would do it good! With that being said, I'd stay there again! Great location and such a nice relaxing, quiet street.

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• Fun but buggie

  Stayed 7 days ending in July, 2022

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  a guest from Brookline, MA recommends this vacation rental

  The house was quaint and charming. However, there was lots of bugs to deal with. Tons of ants, which is expected in summer months but also one bedroom had a large amount of beetles which came out of the windowsill and onto the bed, not ideal for sleeping.

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• Willow Street Living at the Always Sunny House

  Stayed 7 days ending in September, 2021

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  Stephen B from HAVRE DE GRACE, Maryland recommends this vacation rental

  I thoroughly enjoyed our stay in Chincoteague. Love the island and everything there. The always sunny house is like a walk back in time. The A/C unit gave us some trouble but we figured it out. The grounds outside need work. Weeds everywhere. The grass got cut three days after we arrived. Very dog friendly though.

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• Had a good time. It was affordable, but...

  Stayed 7 days ending in August, 2021

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  Rebecca C from Stroudsburg, Pa does not recommend this vacation rental.

  We enjoyed our week, but would not return to this property for several reasons.
  1. It wasn't very clean. We had to sweep and mope the kitchen floor when we first arrived. We recognize the difficulties of finding cleaning help at this moment in time.
  2. The kitchen was very small and didn't have everything I needed. We eat in mostly and I found it difficult to cook it the small space.
  That said, I realize the prize was quite low so expecting can't be too high. We had what we needed and we had a good time!
  This house would work best for those on a budget, those who aren't planning to do much cooking and aren't clean freaks.

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• 2021 Beach Trip

  Stayed 7 days ending in August, 2021

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  a guest from Philipsburg, Pennsylvania recommends this vacation rental

  We have rented from Harbour Rentals for years and this the first property that rates Satisfactory-the floor had never been to swept or mopped, we Swiffered the first day and all three pads were black.Very small stove, we like to cook our meals. We brought our dog this time and this was the only one available that allowed pets. We do have other favorites!

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• OK for cost

  Stayed 8 days ending in October, 2020

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  James R from New Hope, PA recommends this vacation rental

  My wife liked unit more than I. Bed in master is developing a valley in middle so that's not great. AC was fine but there are window units to augment main units. It can take a few days to get used to the noise. Living area is comfortable but for me I'd rather pay a few hundred more and get a newer place with a water view.

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• Very nice rental. Well taken care of.

  Stayed 3 days ending in September, 2020

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  William P from Stewartstown, Pennsylvania recommends this vacation rental

  What a nice house. We have stayed here several times. Harbor Rental is the bomb!

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• Affordable rental

  Stayed 7 days ending in August, 2019

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  a guest from Powhatan, VA recommends this vacation rental

  We always love coming to Chicoteague Island. Needed to vacation o a budget this summer and this property was the right price at the right time.

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• Always sunny

  Stayed 7 days ending in August, 2019

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  Aublet F from Coaticook, Quebec recommends this vacation rental

  Excellent. We were very comfortable.

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• Great House Great Value

  Stayed 7 days ending in July, 2019

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  William M from BALTIMORE, MD recommends this vacation rental

  Got this place so we could bring our fur baby with us. It is a great location in the middle of the Island making any destination close. The bed in the master bedroom is possible the most comfortable bed I have come across in all the rentals I have stayed at. AC works very well (2 Zones)to keep the house cool. Great house for a family of 4 plus a pup, but can accommodate at least 7 Already looking at booking it again next year.

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