Come out and enjoy Autumn at the HH Ranch on Smith Island.

Smith Island, Maryland
$327 avg/night
Minimum Stay 1 Nights
Bed 1

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 4

Max Sleeps

Night 1 nights

Min Stay

Relax in this 1910 era Smith Island home. Has one large upstairs bedroom with second twin bed separate from main bedroom. A short 3 minute walk from the ferry dock for the boat Island Belle II by Harborside restaurant to the house. Comfortable family room with new furniture and seating for 5. Enclosed patio with new screens is ideal in the summer. Large kitchen fully stocked to cook your meals. Large bathroom recently renovated (Summer ‘23) with new shower, vanity and washer/dryer.Easy access to the water. Kayak, SUP, and bikes are included. Island is only accessible by boat. Keypad entrance is on the side patio door. Enjoy the tranquility of this unique place. Truly a special place never to be forgotten. Golf cart is included and may be covered and parked on the property. You may use but please rinse off entire cart including underside and on bricks to side of house. Ferry boat leaves Crisfield,MD daily at 12:30pm. Park one block away at Tawes lumber yard for $3/night or about 10 minutes walk from ferry at Somers Cove Marina which is gated, lit and secured for$5-$10/night. Ferry (Island Belle II or Capt Jason) leaves the island at 7:30am Mon-Sat and 11:00am on Sunday (weather dependent). It is about a 40 minute ride and around $25 cash per person plus luggage(check with captain on price but around $5/luggage.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    2 Total (up To 999 Lbs Per Pet) Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • BEACH

    Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom Bed Sheets Provided
  • GENERAL

    Bulk Dispenser For Toiletries Local Artist Showcase Local Culture & Ecosystem Education Recycling Unit Size: 972 Sq Ft (90 Sq M) Uses Some LED Lighting
  • KITCHEN

    Coffee Grinder Ice Maker Microwave Oven Paper Towels Refrigerator Stovetop Toaster Water Dispenser
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio
  • BATHROOMS

    1 Bathroom Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • THINGS TO DO

    Bicycle On Site Fitness Center Kayak On Site Water Sports Equipment
  • ENTERTAINMENT

    Books Games Table Tennis Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Children's Toys
  • LOCATION HIGHLIGHTS

    Near The Bay
  • SERVICES AND CONVENIENCES

    Local Meal Delivery Service
  • SUITABILITY/ACCESSIBILITY

    3 Stairs To Reach Property Area Rugs In Public Areas Designated Smoking Areas Handrails In Stairways Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Note From Host: Use Ashtray And Empty Ashes. Ok To Smoke Outside. Smooth Flooring In Public Areas Stairway Handrail Height (inches): 20 Upper Floors Accessible By Stairs Only Well-lit Path To Entrance

CheckIn Check-in : 01:00 PM CheckOut Check-out : 08:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Availability

Review Review

  • David

    Submitted Sep 1, 2025

    Stayed Aug 30, 2025

    The perfect place to wind down, reconnect with people, culture and a way of life we’ve strayed away from. The house was amazing! The town, the good people and the atmosphere just as much.

  • Timothy S.

    Submitted Oct 28, 2025

    Stayed Oct 18, 2025

    Excellent property, excellent host. This is a very well-appointed property located very close to the ferry dock. Golf cart, bikes, and kayaks were in great shape. Chris could not have been a more responsive or helpful host.

  • Amanda W.

    Submitted Oct 7, 2025

    Stayed Oct 2, 2025

    This was our first visit to Smith Island and the Double H was perfect. It was close to the ferry landing so getting there was very easy. The house was well appointed and felt like home as soon as we arrived. We enjoyed the quiet of the island and we were able to fully disconnect and relax Thank you for a great day.

  • Debra M.

    Submitted Sep 20, 2025

    Stayed Aug 21, 2025

    Such a lovely, cozy little house. Right in town. We could walk to restaurants and the bakery. We really enjoyed talking with the islanders and the walk out to Rhodes Point was beautiful.

  • Trevor H.

    Submitted Jul 28, 2025

    Stayed Jul 16, 2025

    Great stay, Christopher was accommodating. Great place for 2-3 people. Golf cart was a great add on. Friendly neighbors. Very short walk from boat ( use green boat) Otis

  • Karen T.

    Submitted Jul 27, 2025

    Stayed Jul 25, 2025

    Very comfortable house that had everything we needed. Having the golf cart included in the rental was super convenient. The only downside was the sulphur smell of the water but otherwise the property was well cared for and a great location. First time to the island but we had a great time. Pelican island was amazing

  • Karen W.

    Submitted Jul 13, 2025

    Stayed Jul 11, 2025

    This was a last min trip so it was a lot of info to gather in less a day but we did it and we made the ferry on time and we got here on a very hot and humid day. The ferry ride was fun and the dog didn’t seem to mind it. We should have mapped out where the house was better because when we arrived we were walking with our suitcases and dog and it was hot! We did finally arrive and the house was just as described. The water was right behind the house and the island was so peaceful. We relaxed and took the dog for a walk and got some food at the local restaurant - crab cakes were so good! We enjoyed our time on Smith Island - don’t forget to try the Smith Island Cake, the bakery is two doors away! Thanks for letting us share your little piece of heaven here in the middle of the Chesapeake!

  • John D.

    Submitted Jul 1, 2025

    Stayed Jun 27, 2025

    Smith Island is remote, isolated, and a 45 minute ferry trip from Crisfield on lower Maryland's Eastern Shore.The house was recently renovated. It is very well furnished and equipt. Chris has a detailed handbook about what to expect on the island with names and phone numbers for residents who can provide services and give tours including the listing for the ferry boats. He is an engaged, conscientious and outstanding host who quickly and thoroughly responded to our questions. As a waterman community, resturants close very early, so some advance planning is essential. There are fortunately multiple local families that will cook dinners for reasonble prices and deliver food directly to the house.My daughter and I spent two days kayaking various water trails around the island, paddling 7 - 8 miles each day. As this was my second kayaking trip to the island, we knew what to expect and was aided by our hosts excellant handbook. The cultural center in Ewel sells detailed water trail maps published by the State of Maryland. These can also be found online. There is an abundance of wilflife on the island, such as Maryland terrapins, blue crabs, varius types of ducks, geese, great blue herons, great white egrets, commorants and brown pelicans. The waters around the island are shallow, except for the dredged channels. Much of the trails are inaccesible to boats with motors so the experience is very peaceful. Insect repellant is essential.Finally the sunsets are spectacular!

  • Samantha J.

    Submitted Jun 16, 2025

    Stayed Jun 13, 2025

    Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life

  • Jean T.

    Submitted Jun 9, 2025

    Stayed Jun 7, 2025

    Wonderful little house overall. The small bed was not great. It did not appear clean. The only sheet, the fitted one was in knots under a messy comforter. Since it was a mattress on the floor, jammed into a corner, it was not great for this 71 year old. The shower was not clean. We did not take photos.

  • Tom K.

    Submitted Sep 14, 2024

    Stayed Sep 13, 2024

    This beautiful house is perfect for two or three travellers who want to be in the heart of a sleepy waterfront town with lots of heritage. The house is nicely updated and has all the necessary creature comforts and is a very short walk from the town's waterfront.

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Total

Includes taxes and fees
$327+
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