This beautiful oceanside 5 bedroom plus den is located in a private cove. You can lounge on gracious decks, enjoying a starry night or your morning coffee. We have the most amazing sunrises.
Its a short drive to one of the several beaches. and minutes to multi-use trails, watersports, SENSEA Nordic Spa, and Chester Village. The Seaside Shanty restaurant is just seconds away. We allow 10 guests and charge $100 each for up to 2 more.
Nova Scotia Tourist Accommodation - STR2425D6908
The 3 bedroom Main House built in 1898 has been beautifully upgraded. The 2 bedroom/den Carriage House, built recently, compliments the history of the property.
Each of the 5 Bedrooms plus den have luxurious bedding and individual style. Prive includes 10 guests with an extra charge for up to 2 more. Preparing meals is easy with 3 kitchens and you can choose a different spot to dine for every meal. With our onsite garden you are welcome to pick your own fresh salad (in season). Rainy day, no problem The Oaks boasts many spots to curl up a great book, play cards in the lounge, watch a movie, play pool or soak in our new hot tub overlooking the ocean.
The Oaks is the perfect place for couples to get together, book club getaways, multi-generational family gatherings, or corporate retreats.
In the summer you can swim, sail or kayak in our privately owned cove. Hike or bike the TCT which cuts through our property for private access.
Come in off season for snowshoeing, sledding, roasting marshmallows in our outdoor fireplace.
All areas of the Main & Carriage House other than the basement and attic and garage. Access to the outdoor fireplace, hot tub and our gracious yard is all included.
While we don`t allow parties, we are open to discuss extra guests for retreats, dinners and set hour events. This must be approved by your host so please reach out first! We reserve the right to charge extra based on numbers, cleaning charges and other items.
We are available to greet guests on site or availble via phone, text, or email.
Chester is a village on the Chester Peninsula, Mahone Bay, Nova Scotia, Canada. The nearby waters of Mahone Bay and its numerous islands are well known for yachting and have made the Chester Yacht Club into a cruising destination. A provincial ferry from the village provides a schedule of daily trips to Big Tancook Island and Little Tancook Island.
The best way to get around the area is a vehicle. There is a Provincial Trail that runs behind the house and is great for biking or hiking. No parties are allowed on our property. We reserve the right to rent to only those who have previously stayed at air bnb and have positive reviews. We prefer a minimum age of 25. If you are considering our place for corporate retreat, yoga retreat etc. please reach out to us and we will help guide you as how best we can facilitate your request.
We offer curated experiences and event planning but it must be authorized by us. Quiet hours after 10:00 pm through the week and midnight on weekends. No additional guests or visitors unless previously approved. No appliances of any kind can be brought into the house.
While we do allow pets, we do charge an additional cleaning fee of $100 and all pets need to be approved by the host. If your pet is approved, please pick up after them during your stay, leashed at all times outside and do not wash them inside (including the bathrooms). No cats are allowed the owner has a severe allergy to them.
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Pets allowed: less than 23 kg per pet (limit one pet total)
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Smoking
Smoking is not permitted
No parties are allowed on our property. We reserve the right to rent to only those who have previously stayed at air bnb and have positive reviews. We
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
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 villa is on the waterfront. Lordly House Museum and Valverde Studio Gallery are cultural highlights, and some of the area's attractions include Have A Yarn and For The Birds Nature Shop.
Island View Family Restaurant & Bakery - 5 min drive
Tim Hortons - 1 min walk
Fo'c'sle Tavern - 8 min drive
Frequently asked questions
Is The Oaks Seaside Retreat pet-friendly?
Yes, this property allows pets (limit 1 total) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at The Oaks Seaside Retreat?
As of 20 April 2026, prices found for a 1-night stay for 2 adults at The Oaks Seaside Retreat on 20 July 2026 start from NZ$1,286, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at The Oaks Seaside Retreat?
On-site parking is available at the property.
What time is check-in at The Oaks Seaside Retreat?
Check-in begins at 4:00 PM.
What time is check-out at The Oaks Seaside Retreat?
Checkout is at 10:00 AM.
Where is The Oaks Seaside Retreat located?
Situated on the waterfront, this villa is within 6 miles (10 km) of Tancook Island, Lordly House Museum and St. Stephen's Church. Chester Art Center and Valverde Studio Gallery are also within 6 miles (10 km).