Our Featured Properties
Sherman Cottage
A 3 bedroom, 2 bathroom cottage with direct access to Baby Beach. Located on Dodge St, this pet-friendly rental can’t get any more convenient.
Harbor Point Haven
A 2 bedroom, 1 bathroom suite that accommodates up to 4 on Amy Dodge Ln with a private outdoor patio, fire pit, and stunning ocean views.
Waverly 3
Waverly 3 is a full one bedroom, pet-friendly apartment right downtown, with a second floor deck overlooking the full stretch of Crescent beach.
Sterling House
Welcome to your home away from home—where comfort, convenience, and connection come together in this 5 bedroom, 3.5 bathroom home.
Our Story
Herdman Hospitality was built because hospitality and traveling has been a passion of mine since childhood. My grandmother and I often dreamed of running a hotel on the beach while we were on vacation, strolling down the sand early looking for shells, sand dollars, and the ever so rare shark’s tooth. That dream never left me and I am living it here on Block Island.
Amenities
At Herdman Hospitality, we believe a vacation rental should provide more than just a place to sleep—it should offer a comfortable, seamless experience from the moment you arrive. Our properties feature thoughtfully designed spaces with plush bedding, premium linens, and tasteful décor, fully equipped kitchens or kitchenettes, spa-quality bath amenities, broadband Wi-Fi, Roku TVs, and outdoor living touches like private decks, patios, or balconies, plus beach chairs and towels for your island adventures. We also pride ourselves on personalized service, offering local recommendations, smooth check-ins, and a dedicated support team. Please note: amenities vary by property, and not all rentals include the same features—be sure to review the individual property listing for details before booking.
Elevating the Rental Experience with True Hospitality
Best Rates
Always get the lowest rates and discounts when booking directly, right here, on our website.
Amenities
Linens, towels, toiletries, beach equipment and more are always included with every rental.
Personalized
We help you plan your vacation to suit your needs and offer various amenities to elevate your stay.
Travel with Peace of Mind
At Herdman Hospitality, we know that a vacation is more than just a getaway—it’s a chance to relax, explore, and create memories without worry. That’s why we offer travel insurance designed to protect your plans from unexpected events.
Our coverage helps safeguard you against trip cancellations, medical emergencies, lost or delayed luggage, and travel delays. With flexible options and easy online enrollment, you can book your stay knowing that you and your loved ones are covered.
Just like our properties, our insurance is designed to make your experience seamless and stress-free, so you can focus on enjoying the island.
“Hear From Our Happy Guests”
Amanda Tetrault
We had a wonderful stay at Waverly Suite #2! It was spacious and comfortable for our family of two adults and one child. Holly was incredibly responsive and helpful throughout our stay. The location truly can’t be beat—right on Crescent Beach and just a short walk to everything in town and Old Harbor. An added bonus was a great view of the fireworks and sunset from the back porch, and listening to the music from The National off the front porch.
The suite felt newly updated and was thoughtfully stocked with everything we could possibly need, including plenty of toilet paper, paper towels, beach towels, chairs, and more. We also really appreciated the welcome basket filled with local Block Island goodies like coffee and nut mixes—such a thoughtful touch!
We would absolutely recommend staying here and hope to return next summer.
Stacy Perry
We loved our experience at Sherman Cottage! LOCATION is absolutely amazing. Easy walk from the ferry, close to everything in town and literally steps from the beach. Plus, the beds were so comfortable! Perfect space for our family with every amenity we needed. We especially appreciated the towels and beach chairs as well as the outdoor shower. We would definitely stay here again and recommend it to friends.
Sam Trase
We absolutely loved staying at the Waverly suite 2 last week! We were there for our wedding and couldn’t have been more excited and grateful for Holly and her team to host us! The space is updated, clean and very comfortable, amazing views and such a great location downtown! We already can’t wait to go back next year!!
Marisa Ray
Stayed in the Waverly 3 for 4 nights and had a great time! Awesome location & amenities. Holly is always so warm, welcoming, and helpful! We were able to check into the room earlier than expected as well which was an added bonus, especially with a toddler and dog 🙂 Beach is steps away and the big deck has the best views! Can’t wait for our return soon!
Cindy Scott
Frequently Asked
Questions
Do you allow pets?
Yes, many of our accommodations do with an additional pet fee. All options that allow dogs are identified as pet friendly on the listing. Please let us know about your furry travel companions when making a reservation. Check out all our rentals here!
What amenities are included?
All accommodations include linens, bath towels, toiletry basics, paper products, and beach chairs and towels. If there is something specific you need, please contact us to see if we are able to accommodate your needs. Read a full list of amenities here!
When is check in and check out?
Check in is at 3 pm. We will let you know once the accommodation is ready and provide the remote check in instructions on the day of arrival.
Check out is at 10 am. There will be check out instructions provided in the guide at check in.
More information about reservation policies can be read here!
What is the cancellation policy?
The cancellation fee will be based on a 60-day policy.
Prior to 60 days before arrival, there is a 100% refund of your deposit.
Less than 60 days before arrival, there is a 50% cancellation fee.
The remainder of your balance is charged 3 days before arrival, after which, any cancellation incurs a 100% cancellation fee.
The only exception to the cancellation fees is if we are able to rebook the dates, in which case we will refund whatever we are able to recover.
There are no refunds or credits for late arrivals or early departures.
In the case of inclement weather, if all ferries and airlines are cancelled on your arrival date, that day only will be refunded and the cancellation policy applies to any remaining days. If cancelled on your departure day, you will be charged only half the rate for any additional days.
Cancellation policies may differ if booked on 3rd party websites and are generally more strict. You will be charged based on the policy listed where you booked and the rebooking exception is not valid unless booked directly through blockislandbooking.com or over the phone.
Ready to Plan Your Perfect Island Getaway?
Don’t wait—Block Island’s beauty and charm are calling. Secure your stay today and experience the comfort, style, and personalized service that only Herdman Hospitality can provide.