The Oaks Seaside Retreat | House in Chester

Q: How much does it cost per night to stay in The Oaks Seaside Retreat?

Best-rates for the The Oaks Seaside Retreat starts from $520 per night with includes TV, Ocean View, Sports/Activities, Wellness Facilities, Hot Tub, Internet, Kitchen, Laundry, Fireplace/Heating, Entertainment, Parking, Pet Friendly, View, Balcony/Terrace, Security/Safety, Bedding/Linens, Barbecue/Outdoor Cooking, Child Friendly, Air Conditioner with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

9.8 (19 Reviews) | Pet Friendly 5 Bedrooms 5 Bathrooms 10 Guests

Chester Basin House | The Oaks Seaside Retreat

5 Bedroom House in Chester Basin, Chester

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.

The Oaks Seaside Retreat is located in Chester Basin. The Oaks Seaside Retreat provides accommodation, featuring Barbecue/Outdoor Cooking, Child Friendly, Air Conditioner, among other amenities. This House features Barbecue/Outdoor Cooking, Child Friendly, Air Conditioner, to make your stay a comfortable one.

The Oaks Seaside Retreat has 5 Bedrooms , 5 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Chester Basin has interesting places to visit. If you want to learn more about the House in Chester Basin, such as places to visit and things to do nearby, you can check below to learn more.

Amenities

Air Conditioner
Parking
Pet Friendly
TV
View
Ocean View
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Policies

Event Policy Events allowed

Check-in Check-in time starts at 3:00 pm minimum check-in age: 25

Check-out Check-out before 10:00 am

Child Policy Children are welcome.

Pet Policy Pets allowed service animals are welcome, and are exempt from fees

Smoking Policy Smoking is not permitted

Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has not indicated whether there is a smoke detector on the property parties and events are allowed on site property registration number str2425d6908 safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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

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Reviews

Maria C. Jul 15, 2025 07:07:46 PM

Summary: Absolutely beautiful. Spacious, and comfortable.

Eden S. Jul 11, 2025 12:10:16 AM

Summary: This was an amazing property. It was large enough to meet the needs of a group of grandparents, parents, and young children. We were provided a pack and play and a high chair. There was absolutely everything you could want in the kitchen from dishes to spices. With a large group, we tried to make some things prior to our stay, so it was wonderful to have two fridges and a drink fridge on the porch. Our son and daughter-in-law and 2 grandkids stayed in the carriage house and appreciated the privacy and quiet to be able to put the kids to bed. It was so convenient to have a kitchen at their disposal, there as well. The location was fantastic, so near everything we needed to access. Restaurants are so close as well as things like the wonderful Lido Pool in Chester. This is the third year that we have had a family reunion, and The Oaks was definitely the best place we have rented. Thanks to our hosts who answered any questions quickly. They were very helpful and understanding with anything we asked, especially things having to do with the children. We are looking forward to the next time that we can make The Oaks our home away from home!

Steve S. Jun 17, 2025 04:01:03 AM

Summary: Very nice property. High quality

Tim V. Jun 9, 2025 04:46:24 AM

Summary: The Oaks Seaside Retreat was a great place to stay. It was clean, had everything we needed, and was big enough to allow a person some alone relaxation time if they desired it.

Duane L. Apr 16, 2025 11:09:35 PM

Summary: Enjoyed our stay. Extremely comfortable beds.

Melanie M. Mar 23, 2025 11:13:02 PM

Summary: Overall we had a great stay, beautiful home. All you needed in the home was provided for. Carriage house was beautiful as well. Our only issue was the hot tub didn't seem clean or have enough water in it. Overall visit was great though.

Calinda B. Feb 10, 2025 01:08:44 AM

Summary: A beautiful heritage property with ample room for a girls weekend away. The bedrooms were comfortable and private. The kitchen was well-stocked and large. We would love to come back during the summer to enjoy thegardens and BBQ

Chrystal G. Nov 18, 2024 06:22:02 AM

Summary: This is a gem of a property. We had 6 adults in our party and it was more than enough room. It is overlooking the beautiful bay and about 10 minutes from Chester. So many beautiful and thoughtful touches from the artwork, extra bedding, fully stocked kitchen, and the most comfortable beds with soft and lovely sheets. Alan is very responsive with all questions and check in was quick and easy. it’s nice as the actual houses, the carriage house just a few steps away above the garage is equally as quaint and impressive with amazing views. Despite it being very cold, we still sat out and enjoyed coffee just to absorb these views.. We are already planning on when we can rent this wonderful home again in warmer weather so we can truly appreciate and utilize all of it specialness. One small thing to note: while there is ample space to work out in the garage, the treadmill is quite dated, and perhaps the weights could be replenished with newer ones. That said, this is minor and does not take away from this property being one of the nicest ones at.we can’t wait to come back.!

Tania D. Oct 15, 2024 07:15:20 AM

Summary: This place has so many lovely little corners that there is somewhere for everyone, even with a large group. Want to read a book on the verandah? Check. Play pool? Check. Have a full Thanksgiving sit-down dinner? Check. Do a puzzle in the sunroom? You get the idea. :) Communication was excellent and everything was well taken care of.

Garth T. Sep 22, 2024 07:50:20 AM

Summary: Great property and location. Will stay again.

FAQ's

Is this The Oaks Seaside Retreat pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the The Oaks Seaside Retreat have a swimming pool?

No, this The Oaks Seaside Retreat does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in The Oaks Seaside Retreat?

Best-rates for the The Oaks Seaside Retreat starts from $520 per night with includes TV, Ocean View, Sports/Activities, Wellness Facilities, Hot Tub, Internet, Kitchen, Laundry, Fireplace/Heating, Entertainment, Parking, Pet Friendly, View, Balcony/Terrace, Security/Safety, Bedding/Linens, Barbecue/Outdoor Cooking, Child Friendly, Air Conditioner with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

Is The Oaks Seaside Retreat a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the The Oaks Seaside Retreat wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the The Oaks Seaside Retreat has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the The Oaks Seaside Retreat?

Based on the information reported by the owner or manager, the The Oaks Seaside Retreat indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for The Oaks Seaside Retreat?

Based on the information reported by the owner or manager, details for the cancellation policy for the The Oaks Seaside Retreat are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Check House Availability

Nightly rates from:

US $520