37+ Vacation Rentals Near Oak Island |
  1. Canada
  2. Nova Scotia
  3. Oak Island

Oak Island All-Inclusive Resorts, Hotels & Rentals

Plan Your Next Vacation to Oak Island to Relax, Recharge & Re-imagine

Property Image From $133
         

9.8 (14 Reviews)
Apartment
A Sailor's Paradise - Stevens Cove Guest Quarters
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $92
         

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9.8 (32 Reviews)
House
River Ridge Lodge
  • Air Conditioner
  • Parking
  • TV

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Property Image From $136
         

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9.6 (11 Reviews)
House
River Ridge Lodge
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $104
         

10.0 (21 Reviews)
Cottage
Oceanfront cozy comfortable cottage!
  • Parking
  • Pet Friendly
  • TV

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Property Image From $540
         

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7.7 (7 Reviews)
House
Oceanfront Luxury Magical Views Sunset and Sunrise
  • Parking
  • View
  • Ocean View

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Property Image From $194
         

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8.0 (478 Reviews)
Hotel
Oak Island Resort & Conference Centre
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $581
         

10.0 (1 Review)
House
Charming 3-bedroom exclusive house with WiFi, AC in serene Chester
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $244
         

9.6 (18 Reviews)
House
Oceanfront Luxury Magical Views Sunset and Sunrisen
  • Parking
  • TV
  • Security/Safety

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Property Image From $410
         

New
Cottage
Large, modern Cape Cod style cottage in oceanside charming town
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities

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Property Image From $266
         

New
House
Authentic South Shore Farm House
  • Parking
  • Pet Friendly
  • Balcony/Terrace

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Property Image From $327
         

10.0 (42 Reviews)
Cottage
Cooperage Cottage - Peaceful & Family Friendly, Oceanfront
  • Air Conditioner
  • Parking
  • TV

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Property Image From $437
         

10.0 (25 Reviews)
House
Custom Built Home On The Scenic Waterfront Facing The Picturesque MarriottsCove
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $171
         

10.0 (22 Reviews)
Condo
The Captain’s Quarters 2 bedroom harbourview condo
  • Air Conditioner
  • Pet Friendly
  • TV

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Property Image From $247
         

10.0 (2 Reviews)
Cottage
Chester Village Charmer
  • Air Conditioner
  • Parking
  • TV

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Property Image From $191
         

9.8 (6 Reviews)
Apartment
Studio Apartment in the Heart of Chester
  • Air Conditioner
  • Pet Friendly
  • TV

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Property Image From $482
         

9.6 (21 Reviews)
House
Gorgeous Oceanfront Estate with Heated Seawater Pool
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $327
         

9.6 (15 Reviews)
House
Attention Curse of Oak Island fans!
  • Air Conditioner
  • Parking
  • TV

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Property Image From $855
         

New
House
Back Harbour House - Remarkable Chester Waterfront
  • Parking
  • TV
  • View

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Property Image From $140
         

4.9 (56 Reviews)
Cottage
SANDY COVE COTTAGE / CHESTER / oceanfront / private beach and wharf / kayak
  • Air Conditioner
  • View
  • Ocean View

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Property Image From $720
         

New
House
Spacious Exclusive 5-bedroom house in fabulous Chester with WiFi, AC
  • Air Conditioner
  • Parking
  • TV

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Property Image From $709
         

New
Cottage
Cosy Cottage
  • Air Conditioner
  • Pet Friendly
  • TV

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Property Image From $478
         

New
House
Spacious Chester Village Home
  • View
  • Ocean View
  • Oceanfront

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Property Image From $418
         

10.0 (21 Reviews)
House
Spacious Chester Village House, 4 Bedrooms, 2.5 Baths
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $339
         

10.0 (3 Reviews)
House
Home in the Heart of Chester
  • TV
  • Security/Safety
  • Bedding/Linens

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★ Pro Tip: Allinclusivebeachresorts makes it easy to compare the best listings on Allinclusivebeachresorts homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Allinclusivebeachresorts homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Oak Island.

Weather in Oak Island

View the weather forecast for Oak Island before booking your Oak Island Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Top Attractions Around Oak Island, NS

Allinclusivebeachresorts offers a large selection of top attractions around Oak Island. Research things to do on your vacation before you visit Oak Island.


Chester Golf Club Fisheries Museum of the Atlantic Swiss Air Flight 111 Memorial Bayswater Bluenose II Chester Playhouse Pearl Theatre St John's Anglican Church Bayswater Beach Provincial Park Lunenburg Visitor Information Centre Halifax and Southwestern Railway Museum Mahone Bay Swimming Pool Cocoa Organic Spa & Boutique Have A Yarn Chester Art Center Birdsall-Worthinton Pottery Ltd. Lunenburg Art Gallery Bluenose Golf Club Northern Sun Gallery & Gifts Lunenburg Opera House Mahone Bay Settlers Museum