Cottage
4.93

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Property ID: 514183EwellMDUS
Sleeps 42 BR1 BA

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

4.93
15 reviews
  • 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
  • Castaway cottage

    5/5

    From I moment I walked in the rental I was pleasantly surprised how spacious, clean and comfortable it was. It had a great color scheme that worked well together. I felt right at home with all the amenities.

    *This review was originally posted on Vrbo

    michael
    Published June 3, 2025
    Manager's Response:

    From the owner: "Thanks so much, Michael! I’m so glad you felt at home the moment you walked in—that’s exactly what I hope for every guest. And I love that you appreciated the color scheme! The pink gives Castaway its personality. I'll pass along your compliments to the cleaning partner! You’re welcome back anytime for another cozy island stay!"

  • Relaxing getaway

    5/5

    Calm island living. No beach, no booze, nice kind people. Good food. Lazy relaxed atmosphere.

    *This review was originally posted on Vrbo

    Karen
    Published May 31, 2025
    Manager's Response:

    From the owner:
    “Thanks so much, Karen! You summed up Smith Island perfectly—simple, kind, and calming. So glad you enjoyed the slower pace, good food, and laid-back island life. We’d love to have you back anytime you're ready to unwind again!”

  • Relaxing

    5/5

    Relaxing, comfortable, interesting, good food, nice people. No beaches, no bars, no McDonald. I needed to unplug, this is the place to do that.

    Karen
    Published May 25, 2025
    Manager's Response:

    From the owner: "Thank you, Karen! I’m so glad this little island gave you the chance to truly unplug. It really is a different kind of getaway—no frills, just comfort, good food, and kind people. You captured it perfectly.

    We’d love to have you back anytime you need another break from the noise."

  • First trip to Smith Island

    5/5

    Smith Island was on our bucket list of visits, and for spring break we finally went. Castaway Cottage is great!!!! It is the perfect place to stay, and Smith Island is a great way to get away from work and school and the buzz of life on the mainland, which was our whole point of the trip. We totally recommend this house, it is adorable, it has everything you need, and we took our dog and it is SOOOO pet friendly! Oh my gosh, we didn't want to leave! We are absolutely planning a summer trip and staying at Castaway Cottage. Book Island Belle ferry, the Captain is the best and he is FAST, he gets you there and back way faster than the other ferry and he is awesome! Totally recommend!

    *This review was originally posted on Vrbo

    HOLLY
    Published April 28, 2025
    Manager's Response:

    From the owner: "Holly, your review made my day—thank you! I’m so glad Castaway Cottage and Smith Island gave you exactly the break you were looking for, now that you finally made it there! We love that you brought your pup along too—this place was made to be shared with furry family members! I’ll definitely pass the kind words on to the Captain of Island Belle (he really is the best, isn’t he?). Can’t wait to welcome you back this summer!"

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4.93
15 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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