Chincoteague Pet Friendly House Rentals
Everyone deserves a vacation, even your dog. Bring them along on your next Chincoteague vacation and stay in one of our pet-friendly house rentals, so everyone has room to relax. There is so much to enjoy in Chincoteague Island, even for our furry family members.
If you don't see the perfect rental below, check out all of our Chincoteague pet-friendly rentals for our complete inventory.
33 properties available
Welcome to Oasis on Main — a charming retreat nestled in the heart of Chincoteague Island. This beautifully updated home sits right on Historic Main Street, offering the perfect blend of island convenience and peaceful seclusion. Step out front to explore the shops, galleries, and restaurants, just a short stroll away, or slip out back to your own
Oasis on Main
House
$115 - $375 / per night
3
bedrooms
1
bath
10
guests
“To travel in the company of those we love is Home in motion.” ~ UnknownWhen was the last time you stepped away from the day to day to just BE together - to laugh, to play, to explore? With no appointments, no baseball practices, and no zoom calls, there’s nothing but time together, and nothing but incredible memories to be made, right here on Chin
Bayside Haven
House
$125 - $400 / per night
3
bedrooms
2
baths
7
guests
Welcome to beautiful Saltwater Cottage, in the heart of Chincoteague Island, Virginia. You've heard stories about our little piece of Paradise - the Wild Ponies running free, Saltwater Cowboys leading the way, the Saltiest, Sweetest Oysters to be found, and hands down THE best Sunsets over the water. Guess what? It's ALL true - isn't it time you di
Saltwater Cottage
House
$85 - $275 / per night
3
bedrooms
2
baths
6
guests
The best things in life are the people we love, the places we’ve been, and the memories we’ve made together….Feel like you’re going a million miles an hour every single day? We get it - life is so busy that it’s hard sometimes to just find time to BE together. But it’s so important to gather those who matter most and make it happen, and we’ve got
The Blue Crab
House
$125 - $375 / per night
3
bedrooms
2
baths
9
guests
Slack Tide rents Sunday to Sunday during the Peak Season. Huge Updates for 2024 - New Flooring, Fresh Paint, New Couples Shower, and lots of New Furnishings and Fresh Decor! Bring your family dog at NO additional cost!Slack Tide - by its very definition is a time when the water is completely unstressed. This is a short period of time, kind of like
Slack Tide
House
$135 - $450 / per night
3
bedrooms
2
baths
8
guests
Are you all about ponies in paradise? If so, you will love comfy and cozy ‘Pony Paradise’ in the very heart of Chincoteague Island! Formerly ever-popular ‘Sunshine and Daydreams’, this Seaside Vacations’ fan-favorite is under New Ownership, and y’all are going to LOVE what they’ve done with the place! This adorable 3 Bedroom/2 Full Bath Cottage is
Pony Paradise
House
$125 - $500 / per night
3
bedrooms
2
baths
7
guests
Sunsets are proof that no matter what happens, every day can end beautifully - and there is no better place to take in one of our famous Chincoteague Sunsets than fabulous Waterfront Wonder (formerly Sunset Foals). With gorgeous Newly Refinished, but still Historic, Hardwood Floors, and other upgrades, Waterfront Wonder still oozes the quintessenti
Waterfront Wonder
House
$125 - $495 / per night
3
bedrooms
2
baths
8
guests
If you’ve been longing for a totally different vacation experience, we cannot wait to introduce you to The Pearl at Wallops, tucked on 4.5 acres in beautiful Wallops Island, less than 15 minutes from Chincoteague Island and Assateague National Seashore, where our famous wild ponies roam free! What makes The Pearl at Wallops so special, you ask?This
The Pearl at Wallops
House
$150 - $400 / per night
3
bedrooms
3
baths
8
guests
“Not all who wander are lost…..”Welcome to Lily Pad 2 in the very heart of Chincoteague Island! If you’ve been looking for the perfect place to “get lost”, yet still be close to everywhere you want to be, this is the place for you! Brand New Lily Pad 2 sits tucked down a quiet Lane, and is the sister-house to Lily Pad on Wayne Road, sitting almost
Lily Pad 2
House
$99 - $350 / per night
3
bedrooms
2
baths
9
guests
Carriage House - Relax, Rejuvenate, and Reconnect……The best things in Life are the people you love, the places you go, and the Memories you make! If you’ve been looking for that special place to make incredible Vacation Memories, you’re going to fall in love with beautiful Carriage House in Oyster Bay II! AND, your family dog is welcome with no add
Carriage House
House
$195 - $575 / per night
4
bedrooms
3
baths
12
guests
Marsh Madness - Because saltwater is simply good for the soul…..**Marsh Madness now sleeps 12 and is Dog Friendly with a $100 Pet Fee per dog! AND, has a fully enclosed fence in the backyard!Break away from the daily grind at Marsh Madness - leave your troubles at the door, you won't be needing them here! This incredibly unique Waterfront Home trul
Marsh Madness
House
$175 - $800 / per night
5
bedrooms
2
baths
11
guests
Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe Painted Pony Cottage, but the word Charming is the first to come to mind. This quintessential Chincoteague Cottage simply oozes it. The perfect blend of Yesteryear and Modern Amenities, there's no better home base for making Chinc
Painted Pony Cottage
House
$75 - $224 / per night
3
bedrooms
1
bath
6
guests
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