The Sweetest Suite – Beach, kayaks & Starry Nights

Oak Bluffs, Massachusetts
$445 avg/night
Bed 1

Bed

Bath 1

Bath

Home Guest House

Property Type

Sleep 2

Max Sleeps

Welcome to your perfect island escape. Tucked beneath a canopy of soaring 70-foot trees, our charming guest suite offers privacy, comfort, and a truly special sense of place. Whether you're here for a romantic getaway, a weekend with a close friend, or a solo retreat to recharge, this space is designed to make you feel at home the moment you arrive.

You'll have your own private entrance and a peaceful setting just steps down a picturesque dirt road to a secluded beach — perfect for sunrise walks, afternoon swims, or quiet evenings by the water. For those who love to explore, we’re right off the bike path that leads straight into the heart of Oak Bluffs, with its vibrant shops, restaurants, and classic island charm.

Inside, the suite is light-filled and thoughtfully designed for two. It includes a cozy sleeping area, a well-equipped kitchenette for light meals, a private full bathroom, and a brand new outdoor shower that lets you rinse off under the sky. Enjoy your morning coffee or evening wine on the private patio, surrounded by tall trees and birdsong — a peaceful haven you may never want to leave.

You'll also have fast Wi-Fi and a smart TV for streaming, so you can stay connected (or unplug completely — your call).

What makes this space truly special is its balance: close to everything, yet wonderfully tucked away. It’s cozy, bright, and welcoming — a little forest retreat by the sea.

We’d love to host you.

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

Feature Features

  • MORE

    Beach Towels Smoke-free Property Iron/ironing Board
  • OUTDOOR

    Beach Loungers Garden
  • PARKING

    Electric Car Charging Station On Site
  • INTERNET

    Available In All Rooms: Free WiFi Available In Some Public Areas: Internet Access
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Hot Tub Kayaking
  • FAMILY FRIENDLY

    Dining Table Kitchenette Microwave Refrigerator
  • ACTIVITIES NEARBY

    Beach Access
  • BEDROOM

    Air Conditioning Bed Sheets Heating
  • BATHROOM

    Hair Dryer Shampoo Shower Soap Toilet Paper Towels
  • ENTERTAINMENT

    Smart TV
  • OUTDOOR SPACE

    Deck Or Patio
  • FOOD AND DRINK

    Coffee/tea Maker Cookware/dishes/utensils Dining Table Kitchenette Microwave Refrigerator Toaster

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 2

Map Map

School District Rates & Availability

Review Review

  • Catalina

    Submitted Oct 3, 2021

    Stayed Sep 30, 2021

    The host was great and the location was easy to get to. There were more amenities than on the listing (microwave, toaster oven, etc). I would stay again!

  • Steven & Tara S.

    Submitted Oct 3, 2025

    Stayed Sep 30, 2025

    Overall we had a good stay- location was very convenient to OB and Edgartown. The property was quiet and private, but quick to get into nearby busy towns. Hosts were friendly and very responsive, suite was clean, and the bed was soo comfortable. Private beach was beautiful!

  • Robbyn M.

    Submitted Jul 4, 2025

    Stayed Jun 19, 2025

    Stayed for about a week property is easy to find. Excellent location. Very comfortable living area. Pleasant outdoor seating area for evenings and very close to all the hustle and bustle.

  • Kelsey C.

    Submitted Jun 18, 2025

    Stayed Jun 8, 2025

    It was a perfect location! We loved the outdoor shower! Bed was so comfortable!!!

  • Allison H.

    Submitted Sep 2, 2024

    Stayed Aug 30, 2024

    We have stayed at this property the past couple years. It’s always wonderful. Randi is a great host who lets us know whenever the property is ready for check in. Its location is tranquil, quiet and relaxing with your own back patio and outdoor shower. All the amenities inside are perfect for a weekend getaway. Beach towels and chairs provided help with one less thing to carry with us on the ferry. Highly recommend!!

  • David B.

    Submitted Jun 23, 2024

    Stayed Jun 19, 2024

    My wife and I went down to visit my cousin and his family for a few days. This place could not have been any better. Everything was as listed, the host was super helpful with any questions or concerns. You are in a prime spot for beach, bars, restaurants, and overall middle point for exploring that side of island.

  • Matt K.

    Submitted Jun 1, 2024

    Stayed May 29, 2024

    Clean and comfortable studio just outside of Oak Bluffs with parking included. Great location for a couple looking to explore Oak Bluffs along with exploring other areas of the island.

  • Allison H.

    Submitted Sep 5, 2023

    Stayed Sep 1, 2023

    Our 2nd year staying at this property and we couldn’t love the space and location more! So clean, beautifully decorated, and peaceful. Randi makes check in so easy and welcoming. We love being outside of the craziness of downtown Oak Bluffs and within a quiet, tranquil neighborhood. Location is so convenient no matter what part of the island you are visiting. Love being close to Nomans and the State Beach. Will definitely stay here again!

  • LYNN L.

    Submitted Sep 1, 2023

    Stayed Aug 27, 2023

    The “VRBO” was connected to the owner’s home and consisted of one room with a small bathroom. There was no a/c and no cross ventilation over the bed so it was stuffy and so warm we couldn’t sleep for all but one night during our stay. There were no implements in the improvised kitchenette Just two spoons2 forks & 2 butter knives. In addition to 2 plates—you get the picture. The owner was friendly but the place had none of the amenities and little of the privacy we had expected and previously experienced at all the previous VRBO locations we’ve stayed at over the years.

  • Greg B.

    Submitted Aug 29, 2023

    Stayed Aug 20, 2023

    Beautiful location in paradise, great host, very clean and well kept

  • Louise H.

    Submitted Jul 2, 2023

    Stayed Jun 28, 2023

    Very clean place ! Everything about our stay was easy !

Your dates are Available!

Total

Includes taxes and fees
$445+
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