Homes in The 100 Collection

The 100 Collection House Rentals

What is The 100 Collection?

The 100 Collection™ imprint on a property indicates it is part of a collaborative effort to set the gold standard for vacation rentals. The professionals caring for these properties must meet the highest hospitality standards. Additionally, properties in this collection must pass specific quality, safety, and cleanliness inspections. Only locally owned and/or operated vacation rental brands are invited to be considered for this stamp of approval, which is issued by a trusted peer-to-peer collective of leading industry owners and managers, known as Doyens. See the entire collection of curated properties, brands, Doyens, and destinations in The 100 Collection at www.theonehundredcollection.com.

DOYEN | doy·en | noun | the most respected or prominent person in a particular field


Properties Available 11 properties available
Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - a Water Lover’s Paradise! These gorgeous condos sit directly on the Bay with stunning Views of the Bay, Drawbridge, and the best Sunsets to be found. Lounge by the Bayfront Pool and watch Herons and Egrets frolic over the water. Try your hand at crabbing or fishing from the Community
Hot HOT 22
Sunset Bay Villa 310 - Nauti Girl
Condominium Pet Friendly
$150 - $475 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Belmont 603 - Heaven seems a little closer when you’re sitting by the Ocean!The waves crashing on the Shore, building Sandcastles for the first time, and Oh, the smells of the Boardwalk (Thrasher’s Fries, anyone?!). These are all the things we hold dear from our childhood that make up the perfect Summer Vacation! Isn’t it time you made those same u
Hot HOT 49
Belmont Towers 603
Condominium
$150 - $2,120 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Looking for a dream vacation home that can accommodate the whole gang? This spectacular 4-BD, 3.5-BA  condo has the perfect layout for a large family or 2 families to share with both a Master Suite and Jr. Master, and is loaded with all the bells and whistles - with more than enough room to give everyone their space!  Upon entering Meridian 601 Wes
Hot HOT 23
Meridian 601 West
Condominium
$280 - $1,000 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 13 guests
Were you dazzled by your last Vacation? If not, you clearly weren’t staying at absolutely stunning and Brand New ‘Gallops Point’ in Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. This stunning 3 Bedroom Waterfront Dream Home has something for everyone in the family. Located at the water’s edge o
Hot HOT 32
Gallops Point
House Pet Friendly
$160 - $625 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Please note - All Decked Out has a Strict Occupancy of 8 at ALL times in the home and on the grounds, and this is enforced. At the Beach, life is different. Time doesn't move hour to hour, but mood to moment. We live by the currents, plan by the tides, and follow the sun. When is the last time you can say you had a day like this? Well, now is the t
Hot HOT 18
All Decked Out
House
$400 - $900 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
The Sea, once it casts its spell, holds one in its net of wonder forever……When was the last time you had a Vacation that truly took your breath away? An OCMD Vacation where you could bring the whole family together - even the family dog! We’d like to introduce you to ‘Sea Salt’ ~ an absolutely stunning Townhome only steps from the Beach, the Bay, a
Hot HOT 38
Sea Salt
Condominium Pet Friendly
$169 - $725 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on the Bay with stunning Views of the Bay, Drawbridge, and the best Sunsets to be found. Lounge by the Bayfront Pool and watch Herons and Egrets frolic over the water. Try your hand at crabbing or fishing from the Community Dock - or w
Hot HOT 26
Sunset Bay Villa 209
Condominium Pet Friendly
$125 - $525 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
At the Beach, life is different. Time doesn't move hour to hour, but mood to moment. We live by the currents, plan by the tides, and follow the sun. When is the last time you can say you had a day like this? Well, now is the time - pack your bags, grab those who mean the most to you, and head to the Beach. And there is no better place to do this th
Hot HOT 42
Sea Watch 1909
Condominium
$289 - $1,300 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 14 guests
Stop for a moment and imagine your dream vacation - what would it be like? A spectacular Custom Home perched on the Assateague Channel with breathtaking Views? Or maybe a Dream Home in which everyone has a Master Bedroom with Waterfront Balcony and Private Master Bath? How about a warm and inviting Great Room where you can gather with those who mat
Hot HOT 23
Stoney Point
House
$600 - $900 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Travel - It leaves you speechless, then turns you into a Storyteller…..When was the last time you took a Vacation that took your breath away? If you’ve been looking for that one-of-a-kind Vacation Experience, we’d love to introduce you to ‘House on the Dune’ in the prestigious Wildcat Community on Chincoteague Island. This stunning Custom Home is 1
Hot HOT 37
House on the Dune
House
$325 - $600 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
**Captain's Rest is now Flex-Stay ALL year long!**We travel not to escape Life, but so that Life doesn't escape us. It's so hard to find time to break away from the daily grind and spend time with those who matter most - but, we all know there's nothing more important. Make time to make Memories, because we've got the place for you! Welcome to Capt
Hot HOT 27
Captains Rest
Town House
$99 - $575 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests

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