6 Best Vrbo Vacation Rentals Near Oak Island, Chester

Angelica
Angelica 
Updated
| 6 min read

Intrigued by the mystery surrounding the Oak Island treasure? Why not visit and explore Oak Island’s history - maybe you’ll be the one to find it! All jokes aside, Oak Island is rich with history and culture. Whether you’re a fan of history or not, you will definitely enjoy this one. Tours are also available all-year-round, regardless of the weather unless it’s too dangerous. It is teeming with museums overflowing with culture and artefacts. You can even visit the Money Pit which fuels the mystery that surrounds the alleged treasure. Otherwise, you can visit Mahone Bay and Back Harbour or even go island hopping for some breathtaking views. At the end of the day, you will need comfortable accommodation to suit all your needs. Here are the 10 best Vrbo vacation rentals near Oak Island, Chester! Read on to find the perfect one for you!

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 13, 2023.

1. A home with an authentic Nova Scotia architecture (from USD 247)

Fall asleep to the rhythmic waves as you admire the sunset and wake up with a beautiful view of the deep blue Atlantic ocean. You’ll get to enjoy the tantalising ocean breeze in this beautifully built home. It features an authentic Nova Scotia architecture and is fully furnished. The kitchen even comes with supplies you will need to try cooking your very own Nova Scotian meals! However, if you wish to dine out, you have a variety of choices nearby too: Big Red’s Pizza, Moe’s Grill and Dining Lounge, and Island View Restaurant! Additionally, you can even see the World Famous Oak Island right on the patio. Being between Chester and Mahone Bay you will surely be greeted by breath-taking sceneries during your drive here!

Stayed at this property?

1.46 km (1.0 mi) from Oak Island Interpretive Centre
5 reviews   Wifi Available
House 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
beds were super comfy as was the living room furniture
comfy beds good host and charming old place with a lovely view of the water
Host:
though we never met them they were very responsive to our questions
Location:
most of all it was peaceful - located on a quiet side road
Read more reviews

2. A charming cottage right by the ocean (from USD 141)

This beautiful home is right by the seaside in a sheltered cove where you and your loved ones can even go swimming or kayaking! The master bedroom also provides a perfect view of the ocean so you can fall asleep to the sunsetting and wake up to the sun rising due to its two glass walls. You might even get to catch a glimpse of wildlife like eagles, deers and ospreys! Moreover, its deck comes with picnic tables and barbecue grills and its porch is screened. Perfect for relaxing! You can also be assured that the home is in pristine conditions and is extremely comfortable! The owner will even share their restaurant recommendations as well as fun things to do around the vicinity!

Stayed at this property?

4.53 km (2.9 mi) from Oak Island Interpretive Centre
44 reviews   Wifi Available
cottage 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
beds were cozy furniture included some amazing antiques
the cottage is very comfortable & cozy
we loved sitting out front of the cottage for breakfast while taking in ocean views
Cleanliness:
the cottage was cozy and clean with everything requred to make the stay carefree
Host:
xedxb8x80 the owners gave us perfect directions to cottage
jane our host was wonderful and kind
very caring hosts we will be back
hosts where very helpful and while attentive to our needs were not intrusive
the owner is very kind and maintains the property beautifully
Location:
great location for close proximity touring in all directions
it was nice and central to everything we wanted to see
what a lovely place to kick back and enjoy the peace and beauty
it was in a great location for day trips to chester halifax mahone bay and lunenburg
lots of good places to eat and boutique shopping in the nearby towns of chester & mahone bay
Read more reviews

3. A nature lover's paradise (from USD 243)

This spacious home is in the middle of a flower garden, lush lawn and a charming apple orchard. A beautiful view will greet you anywhere you look. Moreover, you will have private access to the waterfront inclusive of a floating dock and wharf. You can be sure of your safety as it also comes with anchorage! The home is fully furnished and comes with rich cherrywood flooring. The kitchen is spacious so you and your loved ones can comfortably cook up a feast in it! The dining area is equally spacious and if you fancy an outdoor meal - rain or shine - the dining room leads right to a covered deck verandah. It even comes with a fireplace to keep guests cosy and warm during winter!

Stayed at this property?
Chester, Nova Scotia, Canada
5.41 km (3.4 mi) from Oak Island Interpretive Centre
32 reviews   Premier Host Wifi Available
PRIVATE VACATION HOME 8 Guests 4 Bedrooms 3 Bathrooms

Top guest reviews
Cleanliness:
the place was very clean good location
Host:
paul is very attentive and professional a true gentleman who took care of us
hes always responsive and professional to deal with
he's always responsive and professional to deal with
Location:
lovely property in a great location
the facility location privacy was perfect myself and family
ideal location for south shore excursions
many thanks for supply a great place to vacation
Read more reviews

4. A one-of-a-kind chalet (from USD 106)

Despite its unique interior, this cottage is both spacious and cosy! It is fully furnished and holds an open-plan living room with cable television and DVD as well as art and craft materials, puzzles and games to keep you and your little ones entertained during your stay! The kitchen is also fully equipped so you can cook up a storm and share a delightful meal with your loved ones. If you fancy outdoor cooking, there is also a barbecue grill for you to use. There is also a loft area which the little ones will definitely love. It provides a spectacular view for the oceanfront and has a cosy seating area. The best part? The front yard is spacious and leads right to the rocky shores!

Stayed at this property?
Western Shore, NS, CA
4 Guests 2 Bedrooms 1 Bathroom

5. A beautiful home with a modern touch (from USD 112)

A hideaway perfect for any couple! Whether you wish to simply relax together, away from life’s stresses or pamper yourselves, you will love everything the home has to offer. It’s extremely spacious with beautifully decorated interior and exterior. The kitchen is fully equipped for home-made dinner dates or if you wish to spice things up, it comes with a barbecue grill for outdoor cooking! You can even relax and rejuvenate in the spa-like ensuite anytime you please! Nonetheless, if you both wish to indulge in some shopping or exploring, Mahone Bay is nearby. You can indulge in delicious cuisines, shop ‘til you drop or even hike and cycle! Perfect for a short and fun-filled getaway.

Stayed at this property?

9.37 km (5.9 mi) from Oak Island Interpretive Centre
24 reviews   Wifi Available
House 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Location:
so many neat towns close by to visit as well
beautiful spot nice and close to town but still felt very private
very easy to locate and close to town and the grocery store
Read more reviews

6. A bright and spacious cottage (from USD 114)

Another cottage perfect for couples. If you are a fan of a minimalistic interior that is bright and spacious - this is it! A luxurious and charming cottage that features a gourmet equipped kitchen for you to bring out your inner master chef and an ensuite where you can enjoy a spa and soothe your tired muscles! It is also inclusive of a barbcue grill if you fancy some outdoor cooking. It even comes with free Netflix for you and your loved one to catch up on your favourite movies and shows! Shops, galleries and hiking trails are a few minutes away too. Relax and escape from life’s trouble even for a little bit!

Stayed at this property?

9.57 km (6.0 mi) from Oak Island Interpretive Centre
40 reviews   Wifi Available
cottage 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Cleanliness:
very clean well equipped and comfortable
it's so clean and has everything you need
Host:
owners pam and david are delightful and very helpful
Location:
this is the perfect location quiet but close to everything
this cottage is perfect sparkling clean beautifully decorated great location right in mahone bay
Read more reviews

Pamper yourselves, book a home today

A weekend getaway or a week-long getaway, one of these homes is sure to tickle your fancy. Don’t hold back and book one today! Your mental well-being is essential too. Remember to take some time off and pamper yourself and your loved ones.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Angelica has a profound appreciation for nature and the arts. Her travels serve as a canvas for her love of photography and writing, where she captures the beauty of the natural world and conveys...Read more

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