
Places to stay near Oak Island
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Top-rated holiday rentals near Oak Island
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Chester Oceanfront Luxury Villa
Welcome to Skipper Hill, where you will find this stunning villa nestled in the corner of the community, on a 178' oceanfront lot! Enjoy being 10 minutes from both SENSEA Nordic Spa, and Chester Village - where you'll find a selection of restaurants, cafes, and shops sure to please any discerning traveller. Our villa was professionally built and decorated in 2020, thoughtfully prepared for both short and long stays. You'll love the uninterrupted ocean views, countless windows capturing the ocean
4.92 out of 5 average rating, 165 reviews
Ocean Front #4 Hot Tub 2bdrm huge deck BBQ 2bath
- Oceanfront, Pier, Boat Launch, - Massive Deck: Ideal for lounging entertaining, dining, High-Top Table, BBQ, Firewall: Ensures safety and peace of mind. - Hot Tub: Unwind and enjoy the serene ocean views. - Kitchen: induction cooktop and wall oven, ideal for preparing gourmet meals. - Two Bedrooms, Two Baths: The home includes a spacious master bedroom with a king-size bed and an en suite bath. - Second Bathroom: tub for a relaxing soak. HOOKd 4 perfect retreat best of oceanfront living.
5.0 out of 5 average rating, 232 reviews
The Narrows Nest
In the natural world, a nest is a place of safety and security. We created The Narrows Nest with this intention of bringing this warm energy to you. The Narrows Nest will welcome you with expansive ceilings, light filled rooms and different views from every window. Let The Narrows Nest be a place where you can arrive, leave the weight of the world at the front door, and rejuvenate your heart and soul fireside. Watch the sun change to stars from the comfort of your bed. Welcome to serenity.
4.82 out of 5 average rating, 163 reviews
Lunenburg Harbourfront Hideaway-The View-Sauna!!**
The fully updated suite, boasts breathtaking, panoramic harbour views, sprawl out on the king-size bed and let your dreams set sail. Enjoy front row waterfrontage, boats sailing by, horses trotting along the iconic Bluenose Drive. This 19th century building offers the perks of a boutique hotel; infrared sauna, bathrobes, LED TV, iron, hairdryer, Keurig, microwave, mini fridge, with its own private entrance. Located 50m from the Bluenose, you can not get any closer, without staying onboard!
4.97 out of 5 average rating, 697 reviews
Kaikoura Cottage - In the Heart of Mahone Bay
Kaikoura Cottage in the heart of the iconic town of Mahone Bay is a newly (2021) renovated 2 bedroom, 2.5 bath tastefully appointed cottage a short stroll to the picturesque waterfront or the popular multi use rails to trails. This peaceful space is at the epicenter of so many potential adventures. Kayak along the coast, visit the beach, stroll the historic town of Lunenburg, bike the trail, enjoy the local brew pub, relax at Chester's Sensea Nordic Spa. It's all yours to savour and enjoy.
4.94 out of 5 average rating, 113 reviews
OTW Close 2 Nordic Spa — Accepting Travel Nurses
• "Occupancy Fees or Property use tax" are local sales taxes charged by Airbnb (HST 15%) • 3pm Checkin • 15 mins to NORDIC Spa • 10 mins from Mahone Bay & Oak Island • Free bikes with access to the Chester Connection Trail • BBQ, full kitchen and utensils, A/C, cable TV, wifi and parking • Open-concept living • Full bath on the main floor, 2 bedrooms on the second floor • The house is 100 years old so the stairs are steep • Porch has shared laundry facilities for the guesthouse next door
4.95 out of 5 average rating, 241 reviews
Captain's Quarters - 2 bedroom harbourview condo
Located in the heart of sea-side Chester, Nova Scotia with a gorgeous, full view of the front harbour. The Captain’s Quarters is a bright and beautifully finished, spacious, 2-bedroom condo that is central to all that scenic Chester has to offer. Walking distance to the pubs, restaurants, bakery, yacht club & much more! Large, floor-to-ceiling windows offer a perfect view of Mahone Bay. Less than a 5-minute drive to Sensea Nordic Spa - a perfect home base for your South Shore stay.
4.94 out of 5 average rating, 106 reviews
The Oasis on Blueberry Lane
Welcome to your private lakefront escape in Chester Grant. Swim from the dock on a warm, swimmable lake, paddle at sunrise, and soak in the hot tub beneath star-filled skies. Gather around indoor and outdoor wood fires in every season, then head inside for pool tournaments and spacious, comfortable living designed for connection and relaxation. Just 10 mins to Sensea Nordic Spa and 30 mins to Ski Martock, the perfect four-season retreat for families and friends year-round.
4.96 out of 5 average rating, 179 reviews
Oceanfront #6 Hot tub sun sets huge deck BBQ 2 bed
Nate’s Nest is super close to the Historic town of Lunenburg Huge deck outdoor living Hot tub, Sun Sets Waterfront Ocean views quite charming unit with 2 baths modern kitchen & Den for friends to visit. HOOKd home Nestled in a very rare community lil HOOK Properties inclusive of a private pier boat launch and like minded people who enjoy living on the water A water lovers dream Wake up to sparkly water shimmering into your windows or enjoy star gazing in the hot tub.
4.92 out of 5 average rating, 142 reviews
"Lisette's on Long Hill", cozy with boho charm
The moment you walk through the door, you are treated with your own oasis -- a spacious solarium with a cozy day bed tucked in the corner waiting for you to relax, or sit at the table and play a game of tic-tac-toe. This two-bedroom professionally decorated charmer has brand new queen and double beds with hotel linen and lots of pillows. Need to work a bit? Use our cozy office nook. Welcome to Lisette's on 66 Long Hill. HST IS INCLUDED IN PRICE
4.92 out of 5 average rating, 106 reviews
Endeavour Cottage
Take it easy at this unique and tranquil getaway. Enjoy your stay in our private lakefront cottage that’s only a short walking distance to the heart of Chester to explore local shops and restaurants. The Nordic Spa, Golf Club, Yacht Club and Beach are only minutes away. We are nestled in a hidden peaceful yet central location making our cottage the perfect getaway for all!
4.93 out of 5 average rating, 105 reviews
Peaceful 2-Bedroom Coastal Cottage with Hot Tub
High above the ocean, this spacious two-bedroom cottage combines sweeping coastal views with a dedicated dining area and a comfortable layout for families or friends. One queen bedroom and a second bedroom with twin beds make it easy to share, while the private hot tub, sunsets, and starry skies set the scene for a peaceful South Shore escape.
4.99 out of 5 average rating, 171 reviewsPopular amenities for holiday rentals near Oak Island
Apartment rentals with wifi

Mahone Bay Condo - Coastal Getaway
4.97 out of 5 average rating, 105 reviews
Mahone Away From Home | Suite 2
4.89 out of 5 average rating, 178 reviews
Prime location on the waterfront in Mahone Bay
5.0 out of 5 average rating, 39 reviews
Captain's Quarters - 2 bedroom harbourview condo
4.94 out of 5 average rating, 106 reviewsFamily-friendly house rentals

Charming Chester cottage steps from Nordic spa
4.95 out of 5 average rating, 101 reviews
Ocean front cottage, Mahone Bay
4.8 out of 5 average rating, 232 reviews
Millet Lake House • Hot Tub • Sandy Beach
4.93 out of 5 average rating, 213 reviews
Nordic Tides Retreat Sauna & Spa
4.87 out of 5 average rating, 152 reviews
Luxury Getaway Home | Cozy Vacation in Mahone Bay
4.98 out of 5 average rating, 189 reviews
Back Bay Cottage
4.9 out of 5 average rating, 288 reviews
Salt & Tide Ocean Retreat
4.95 out of 5 average rating, 153 reviews
Kingsburg Guest House
4.93 out of 5 average rating, 285 reviewsApartment rentals with air conditioning

Pleasant Street Suite
4.91 out of 5 average rating, 213 reviews
Guest accomodation in Mahone Bay town
4.98 out of 5 average rating, 142 reviews
Salt spray
4.96 out of 5 average rating, 102 reviews
Chester Basin Place
4.89 out of 5 average rating, 100 reviews
Architecturally-designed: The Ironbound, B2 Lofts
4.81 out of 5 average rating, 153 reviews
2 Bed on Main
4.85 out of 5 average rating, 117 reviews
Cozy Cove Studio in Peggys Cove incl. Breakfast!
4.94 out of 5 average rating, 200 reviews
Downtown Bridgewater Modern Studio with Parking!
4.89 out of 5 average rating, 106 reviewsOther great holiday rentals near Oak Island

Charming Historic Cottage on Main in Mahone Bay
4.92 out of 5 average rating, 109 reviews
The Beach Loft: 5-bedroom
4.97 out of 5 average rating, 150 reviews
Unique oceanfront home near Lunenburg
5.0 out of 5 average rating, 121 reviews
Hutt Lake Studio 10 minutes away from Sensea Spa
4.85 out of 5 average rating, 181 reviews
Luxury Lakefront Suite - Hot Tub & Amenities!
4.97 out of 5 average rating, 538 reviews
Waterfront loft with million dollar view- Suite 2
4.91 out of 5 average rating, 433 reviews
Oak Island House - facing the famous island
4.72 out of 5 average rating, 25 reviews
The Whale House
4.99 out of 5 average rating, 73 reviewsDestinations to explore
- Carters Beach
- Rissers Beach Provincial Park
- Kejimkujik National Park & National Historic Site
- Hirtle's Beach
- Lawrencetown Beach Provincial Park
- Dalhousie University
- Halifax Citadel National Historic Site
- Conrad's Beach
- Big Mushamush Lake
- Long Lake Provincial Park
- Shubie Park
- Rainbow Haven Beach
- Point Pleasant Park
- Maritime Museum of the Atlantic
- Halifax Public Gardens
- Luckett Vineyards
- Crystal Crescent Bch Provincial Pk
- Canadian Museum of Immigration at Pier 21
- Ski Martock
- Halifax Central Library
- Halifax Seaport Farmers' Market
- Fisherman's Cove
- Sir Sandford Fleming Park
- Queensland Beach Provincial Park





