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Pet-Friendly Smith Island Cottage w/ Golf Cart!

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Exterior - Pet-Friendly Smith Island Cottage w/ Golf Cart! (Ewell)
Fridge, microwave, oven, stovetop - Pet-Friendly Smith Island Cottage w/ Golf Cart! (Ewell)
Marina - Pet-Friendly Smith Island Cottage w/ Golf Cart! (Ewell)
Interior - Pet-Friendly Smith Island Cottage w/ Golf Cart! (Ewell)
Dining - Pet-Friendly Smith Island Cottage w/ Golf Cart! (Ewell)
Step off the ferry and into this charming 'Castaway Cottage', perfectly situated in a pedestrian-friendly location on Smith Island. Enjoy 2 bedrooms, free WiFi, and a whimsical interior as you walk or bike to island must-sees like the Smith Island Cultural Center. Warm up by the wood-burning fire pit or relax with games and books indoors.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4137 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Parking available

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Pet-Friendly Smith Island Cottage w/ Golf Cart!

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.

-- THE PROPERTY --

Pedestrian-Friendly Location | Wood-Burning Fire Pit | Free WiFi | In-Unit Laundry

Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds

INDOOR LIVING: Flat-screen TV, dining table, foosball table, board games, books, ceiling fans
OUTDOOR LIVING: Bicycles, Levering Creek access on-site, hammock
KITCHEN: Keurig coffee maker, toaster, blender, fridge, stove & oven, microwave, island w/ seating, dishware/flatware, trash bags/paper towels, cooking basics
GENERAL: Central heat, window A/C units, towels/linens, complimentary toiletries, iron & board, hair dryer
FAQ: Pet fee (paid pre-trip), accessible via boat/passenger ferry only, very limited grocery stores
ACCESSIBILITY: Single-story home, 5 steps to enter
PARKING: No personal vehicles allowed (passenger ferry access only), complimentary golf cart provided (waiver may be required prior to use)

-- THE LOCATION --

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)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly w/ $50 fee (+ fees & taxes)
- No events, parties, or large gatherings
- Must be at least 18 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: A waiver may be required prior to using the golf cart. If you wish to use the golf cart, please reach out to the Guest Contact after booking
- NOTE: The property is on Smith Island, which can only be accessed by boat or passenger ferry. Reservations are required to ride the boat. Boat captain contact information will be provided by the Guest Contact prior to your stay
- NOTE: There are limited grocery stores on Smith Island. Guests must bring their own groceries or arrange for catering from a local restaurant. Restaurants on Smith Island close early
- NOTE: The property can only be accessed by boat or passenger ferry so the cottage only features golf cart parking on-site
- NOTE: This single-story home requires 5 steps to enter

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the cottage: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • Games
  • TV

Outdoor areas

  • Firepit

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the marina

Things to do

  • Bicycles
  • Foosball table
  • Motor boating nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Bicycles
  • Unit size: 1,476 square feet

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Policies

Check-in

Check-in time starts at 1:00 PM

Contactless check-in and check-out are available

Minimum check-in age - 18

Check-out

Check-out before 7:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed

Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the area

Located in Smith Island, this cottage is near the beach. The area's natural beauty can be seen at Smith Island and Thorofare Island, while J. Millard Tawes Museum and Tangier History Museum are cultural highlights. Take the opportunity to explore the area for water adventures such as power boating. Visit our Ewell travel guide
View more Cottages in Ewell
Map
Ewell, MD

What's nearby

  • Terrapin Sand Point
    1 min walk - 0.1 km

Restaurants

  • Drum Point Market
  • Bayside Inn Restaurant
    5 min walk
  • The Roost
    9 min walk
  • Smith Island Baking Company
    2 min walk
  • Smith Island Beans
    9 min walk

Frequently asked questions

Is Pet-Friendly Smith Island Cottage w/ Golf Cart! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Pet-Friendly Smith Island Cottage w/ Golf Cart!?

On-site parking is available at the property.

What time is check-in at Pet-Friendly Smith Island Cottage w/ Golf Cart!?

Check-in begins at 1:00 PM.

What time is check-out at Pet-Friendly Smith Island Cottage w/ Golf Cart!?

Checkout is at 7:00 AM.

Where is Pet-Friendly Smith Island Cottage w/ Golf Cart! located?

Situated near the beach, this cottage is steps from Terrapin Sand Point.

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Pet-Friendly Smith Island Cottage w/ Golf Cart! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 17 out of 19 reviews
Rating 8 - Good. 2 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

10

Cleanliness

9.8

Location

Reviews

Verified

10/10 Excellent

richard a. g.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place everything we needed!

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!
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Kara P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Island

The island is a beautiful and peaceful. Everyone there is so friendly and helpful. The cottage was a very clean and comfortable place to stay. We had 3 adults and 2 huskies and the home was very spacious. It is close to the docks, restaurant, and grocery store. We enjoyed our stay. If you’re looking for a peaceful and relaxing getaway this is the place to go!
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Get away

Castaway Cottage was as quaint and clean as can be. We absolutely loved it. And it was so much fun using the golf cart. We dined at the restaurant and learned how to make the Smith Island cake. And we were blessed by the camp meeting on Sunday. It was a wonderful stay. And of course Laura was just great.
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Paula Lucia M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quaint and Cozy

We really enjoyed our stay @ Bizzy Bungalow. It was very clean and well-stocked. The pink bee decor and the matching kitchen cookware and utensils was adorable. We especially loved the beautiful wine glasses! The teenager girls favorite part was the provided golf cart; we enjoyed riding it to see the sunset every evening. 🙂 Host was very responsive.
Stayed 3 nights in Sep 2023
From a partner site

10/10 Excellent

Kate

A very comfortable cottage on Smith Island

I spent three nights at cottage for a work assignment on Smith Island. The cottage was clean, well-appointed, air conditioned, and I was very comfortable there. The golf cart is a huge plus. The Starlink wifi far exceeded my expectations. The owner and local manager were both very communicative and helpful. I recommend this rental to you when you travels take you to Smith Island.
Verified

10/10 Excellent

HOLLY D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

First trip to Smith Island

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!
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Timothy F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect cottage for a stay on Smith Island

Can’t recommend this property and the island itself highly enough. Communication was handled well between property managers and owner. Very responsive and helpful. One note is to be prepared for an adventure. Showing up for the passenger ferry and parking logistics all were a bit stressful but ended up not being a problem. Bring small bills in cash to tip the guy who loads the boat in Crisfield. Otherwise it was nice that most places in the island now take card or venmo. Highly recommend getting crabs and shanty tour from Captain Kitching. He delivers at night right to the cottage. Had a great night with the wonderful owner at Jack and Pickles on the Fourth of July. She has great plans for the future of the cottage, so we will definitely be returning! Bugs weren’t too bad at all.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Tina A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A perfect stay on Smith Island

Such a sweet house! The accents of pink everywhere were charming. While there were indications that the house is a work in progress (a couple of wall patches needed for example), it's obvious that the owners adore their home and it shows in many ways. Home was very well equipped. Nothing was overlooked. Plenty of towels & blankets, the kitchen had it all! While I'm sure the contents change depending on who has been there recently, there was more than enough basics like spices & condiments. I appreciate the dedication to a theme & the pink along with the bees everywhere were super fun. Even the cutlery is pink! There was plenty of fridge and cabinet space for our needs. The window AC units did a wonderful job keeping the rooms cool. The bedroom with the twin beds didn't have an AC unit but the two teens that stayed in there had zero complaints so it must have been comfortable. The bed in the primary bedroom was wonderful, very comfortable! While on Smith Island we enjoyed the museum, both restaurants, the bakery & don't miss Jack and Pickles! What a cute little arcade! Our teens loved their time there. A day pass was just $3 & you could play any of the games for as long as you wanted. There were snacks there to buy too. Just a tiny stroll from the arcade, the owners have created a tiny play village for little ones & they even have a vending machine so you can get corn to feed the ducks & chickens. One day we took a boat to Tylerton for lunch. This was a perfect 3 day getaway!
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Karen B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing getaway

Calm island living. No beach, no booze, nice kind people. Good food. Lazy relaxed atmosphere.
Stayed 6 nights in May 2025
Verified

10/10 Excellent

michael b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Castaway cottage

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.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Carrie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful anniversary trip

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!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

CINDY T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

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!
Sunset from Jack and Pickles
Stayed 6 nights in Jun 2025
From a partner site

10/10 Excellent

Karen

Relaxing

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

10/10 Excellent

Thomas G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

My wife and I LOVED staying the residence. It is perfect in everyway and we will be booking another stay (if they will have us!). Property owner and community were great, very helpful and kind.
Stayed 3 nights in May 2023
Verified

10/10 Excellent

suzy r.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Adorable cottage

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.
Stayed 7 nights in Jun 2025
Verified

8/10 Good

CATHERINE M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

interesting

great but high tide problems to limit activity
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Justin H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful Getaway

The house was quaint and cozy but not cramped, had everything I needed plus more. The included golf cart was definitely one of the most value amenities. Host family was very helpful and responded to inquiries immediately. She even reminded me what boat and time to head back to mainland. If you’re looking for a different, non-touristy getaway this home and Smith Island is it!
Stayed 2 nights in Jul 2023
Verified

10/10 Excellent

Michele G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect little bungalow

I loved our time at the Bungalow, it is perfectly appointed, pretty as a picture and very comfortable. I loved our time on the island and can’t wait to come back!
Stayed 3 nights in Jul 2023
Verified

8/10 Good

Jerry L. L.

Liked: Cleanliness
Stayed 2 nights in Jul 2025