The Oaks Seaside Retreat

Hosting ocean-loving travellers on the South Shore since 1898. The Oaks Seaside Retreat has been a historic inn, elegant personal residence and now after an architecturally inspired renovation - the most charismatic and relaxing vacation home for your family, friends, or both. With 5 private bedrooms, 5 private baths and plenty of space for everyone on that classic covered porch - there is room for the whole group.
No matter what's on your amenities list, The Oaks has you covered in fine fashion. Your own private beachfront, brick outdoor fireplace, dining area overlooking the water, carriage house complete with a dedicated gym/yoga space, pool table and even a large hot tub. We could keep going on this list, but the pics tell an even better story.
Ideal for multiple or multi-generational families, hosting small group getaways and memorably celebrating any of life's milestones together. Space for everyone where you want it, space just for you where you need it.
Perfectly situated on the traditional route connecting Chester to the rest of the South Shore, everything you want to experience and explore is only a short distance away.
All of the places and spaces on your itinerary are within easy reach - SENSEA spa, the magical town of Chester, Mahone Bay and Lunenburg, pristine beaches, or how about a little Oak Island mystery? For over a century, The Oaks has been a hub to access it all.
We pride ourselves in honouring the history of this iconic home by providing a spotless property and of course, that legendary East Coast hospitality.