Cottage
4.89

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Property ID: 514183EwellMDUS
Sleeps 42 BR1 BA
Book with confidence

Most trips qualify for free 48 hour cancellation. Add dates for more information.

Description

From the moment you step off the ferry, you'll fall in love with Smith Island's rich history, car-free streets, and leisurely pace of life. This 'Castaway Cottage' vacation rental is the perfect place to enjoy it all, with 2 bedrooms, 1 bath, and a whimsical, Himalayan-salt-pink interior. Walk or bike to island must-sees, like the Smith Island Cultural Center and the secret beach at Martin National Wildlife Refuge, then sink your teeth into one of the famous cakes at Smith Island Bakery.

Amenities

  • Self Check-In
  • Pets Allowed
  • Wireless Internet (WIFI)
  • Washer
  • Kitchen
  • Essentials
  • Central Heating

Map

Location Details

THINGS TO DO: Smith Island Cultural Center Museum (0.3 miles), Rhodes Point (2 miles), local boat tours & excursions

OUTDOOR REC: Levering Creek (on-site), Martin National Wildlife Refuge (453 feet), Shanks Gut (1 mile), kayaking, bicycling

LOCAL BITES: Smith Island Bakery (0.1 miles), Harbour Side Grocery (0.2 miles), Bayside Inn Restaurant (0.3 miles)

AIRPORT: Baltimore/Washington International Thurgood Marshall Airport (146 miles)

Reviews

4.89
19 reviews
  • 4/5
    Jerry
    Published August 12, 2025
    Manager's Response:

    From the owner: "Thank you for staying with us, Jerry! I hope you had a peaceful and comfortable visit. If there’s ever anything we can improve to make a future stay even better, we’d truly appreciate the feedback. You're always welcome back for another island getaway."

  • Wonderful anniversary trip

    5/5

    We absolutely loved our stay on Smith island in this adorable cottage. Laura the host was very responsive, friendly and helpful. Being first timers to the island, I had several questions that were answered very quickly. The cottage was clean, well stocked (which is important for this type of unique experience) and decorated very cute. The local people were very friendly and we enjoyed the scenery of the island. We will definitely be back!

    *This review was originally posted on Vrbo

    Carrie
    Published August 12, 2025
    Manager's Response:

    From the owner: "Thank you so much, Carrie! I’m so glad the cottage was a perfect fit for your anniversary trip and your first visit to Smith Island. I’ll be sure to share your kind words with Laura—she’s always happy to help and truly cares about making each guest feel at ease. It’s wonderful to hear you enjoyed the cozy charm of the home, the friendly neighbors, and the peaceful scenery that makes this place so unique. We’d love to welcome you back anytime!"

  • Amazing

    5/5

    My sister and I have always wanted to visit Smith Island. This house was perfect! Well appointed, comfortable, great location and terrific host. The golf cart was such a huge bonus. We had amazing water tours, walked, relaxed, spotted more birds than we could count. Everyone on the island was beyond friendly. Just had a wonderful time which was amplified by the great accommodations!

    *This review was originally posted on Vrbo

    CINDY
    Published July 10, 2025
    Manager's Response:

    From the owner: “Thank you so much, Cindy! I’m so happy you and your sister finally got to check Smith Island off your list—and that the house made your trip even more special. It sounds like you truly soaked in everything the island has to offer: the wildlife, the water tours, the peaceful pace, and those wonderful locals, especially Laura, who is a terrific host! I’m thrilled the golf cart added to the fun, and I’d love to welcome you both back anytime for another island adventure!"

  • Adorable cottage

    5/5

    The cottage was very homey, pretty and clean. The furnishings and color scheme have the cottage a wam feel. What was a particularly nice touch was the cute doggie towel on the bench by the front door and doggie bags for clean up. The dog towel came in handy since my dear darling rolled on a rotten duck egg. The host was very friendly and accessible if needed. Will definitely stay there again.

    *This review was originally posted on Vrbo

    Suzanne
    Published June 29, 2025
    Manager's Response:

    From the Owner: "Thank you so much, Suzanne! I’m so glad you and your furry sidekick enjoyed the cottage, and I have to laugh… that doggie towel has definitely saved the day for a few adventurous pups, but rolling in a rotten duck egg might be a new one! I’m happy the place felt homey and welcoming for both of you, and I appreciate your kind words. You’re welcome back anytime for another (hopefully less messy!) island stay."

  • Great place everything we needed!

    5/5

    Enjoyed Smith Island , great place to stay, friendly people, loved the golf cart a real plus! Flies and mosquitoes were terrible, restaurant food was just OK! Make sure you get food and supplies before coming!

    *This review was originally posted on Vrbo

    Millicent
    Published June 21, 2025
    Manager's Response:

    From the Owner: "Thanks so much, Millicent! I’m glad you enjoyed your time on Smith Island and that the golf cart helped you get around. It really is a game-changer for exploring. And I appreciate the honest feedback, too. The island’s charm comes with a few pesky bugs now and then, and stocking up ahead of time is definitely smart advice. Thanks again for staying with us, and you’re always welcome back for another island escape!"

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Add dates for prices
4.89
19 reviews

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  • This property has a maximum occupancy of 4 guests, not including infants.
  • Pets are allowed at this property.
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