Entire home
The Oaks Seaside Retreat
Photo gallery for The Oaks Seaside Retreat





Reviews
9.8 out of 10
Exceptional
5 bedrooms 5 bathrooms Sleeps 10 278.7 sq m
Popular amenities
Explore the area

Chester, NS
- Tancook Island8 min drive
- Chester Golf Club12 min drive
- Oak Island17 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 Queen Bed
Bedroom 5
1 Queen Bed
5 bathrooms
Bathroom 1
Soap · Towels provided · Bathtub · Bidet · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 3
Soap · Towels provided · Toilet
Bathroom 4
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Bathroom 5
Soap · Towels provided · Toilet
Spaces
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
About this property
The Oaks Seaside Retreat
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.
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.
Add dates for prices
Amenities
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
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House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed
Pets
Pets 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
Parties and events are allowed on site
Host has indicated that there is a carbon monoxide detector on the property
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number STR2425D6908
About the area
Chester Basin
Located in Chester Basin, this holiday home is on the beach. Chester Golf Club and Cocoa Organic Spa & Boutique are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Have A Yarn and For The Birds Nature Shop.

Chester, NS
What's nearby
- Tancook Island - 8 min drive - 8.6 km
- Chester Playhouse - 9 min drive - 9.3 km
- Chester Golf Club - 12 min drive - 10.7 km
- Graves Island Provincial Park - 13 min drive - 13.2 km
- Oak Island - 17 min drive - 12.1 km
Restaurants
- Island View Family Restaurant & Bakery - 5 min drive
- Tim Hortons - 7 min drive
- Seaside Shanty - 3 min walk
- Tim Hortons - 1 min walk
- Subway - 7 min drive
Frequently asked questions
About the host
Hosted by Sleepyhouse

We LOVE hosting families and new found friends from across the country and around the globe. Helping to provide exceptional experiences and memories that you will carry for a lifetime, that's why we love what we do.
Why they chose this property
Chester Basin is the ideal jump off spot to exploring Nova Scotia's South Shore. The endless charm of the historic villages of Chester, Mahone Bay and Lunenburg, plus less than an hour to Halifax. Top it all off with your own private cove and you will love the area as much as we do.
What makes this property unique
The Oaks is all about maintaining a long-standing local tradition - to host the most exceptional stays on the South Shore. It's all here, everything a modern traveller could want has been carefully planned and curated. Doing it great, since 1898.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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