
Places to stay near Oak Island
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Top-rated holiday rentals near Oak Island
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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.

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.

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!

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.

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

Sleep in the clouds. 30 feet in the air with hotub
Perched high on an ocean hillside, built on 30 ft tall steel legs, the cozy quarters above are akin to an old ship’s cabin. With 360 views at 30ft up you can chart the sun and stars across the sky, set your rhythm to the ebb & flow of the tide and scout the surf from above. Greet the evenings with a cozy woodstove, sunset with drinks on the deck, moonrise with a dip in the hottub & mornings with fresh espresso. Permit yourself to depart land for a while and come stand watch at The Tower.

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.

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.

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.

Charming Historic Cottage on Main in Mahone Bay
Cottage on Main is centrally located in the heart of town across from the harbour wharf in beautiful Mahone Bay. It is within walking distance of extraordinary local shops, restaurants, cafes, local brewery, grocery store and more. Enjoy this charming property all to yourself and all that the town has to offer! Want to see different views of Mahone Bay? We have 2 bikes and 2 paddle boards available for guest use. The trails are handy and the water is calm!

Lovely oceanfront home w/4 BR + stunning views
Enjoy our lovely and spacious oceanfront home with port views to the iconic churches of Mahone Bay and starboard views past Strum Island to the open ocean. Sailboats bob at anchor just beyond our decks. Stroll out the back door to reach cafes, bookstores, the brewpub, village pub, restaurants and civic marina all within minutes. We pay diligent attention to cleaning protocols for your safety.
Popular amenities for holiday rentals near Oak Island
Condo rentals with Wi-Fi

Mahone Bay Condo - Coastal Getaway

Mahone Away From Home | Suite 2

Prime location on the waterfront in Mahone Bay

Captain's Quarters - 2 bedroom harbourview condo
Family-friendly house rentals

Salt & Tide Ocean Retreat

Conrad House - A Lunenburg Waterfront Retreat!

Nordic Tides Retreat Sauna & Spa

Kingsburg Guest House

Millet Lake House • Hot Tub • Sandy Beach

The Beach Barn + Cedar Sauna

Ocean front cottage, Mahone Bay

Lakeview Cottage | Fox Point Lake | Hot tub/Kayaks
Apartment rentals with air conditioning

Pleasant Street Suite

2 Bed on Main

Guest accomodation in Mahone Bay town

Architecturally-designed: The Rosebay, B2 Lofts

Cozy Cove Studio in Peggys Cove incl. Breakfast!

Downtown Bridgewater Modern Studio with Parking!

Romantic Waterfront Retreat in Downtown Lunenburg

'Breeze from LaHave'-Cozy&Modern Walkout Basement
Other great holiday rentals near Oak Island

Hutt Lake Studio 10 minutes away from Sensea Spa

"Lisette's on Long Hill", cozy with boho charm

Luxury Lakefront Suite - Hot Tub & Amenities!

The Beach Loft: 5-bedroom

Unique oceanfront home near Lunenburg

Moss Cottage on the Lake

Serene Cottage on 10 acres, Hot Tub, Lake Access

Luxury Tiny Home Retreat w/ Hot Tub Near Chester
Destinations to explore
- Carters Beach
- Rissers Beach Provincial Park
- Kejimkujik National Park & National Historic Site
- Hirtle's Beach
- Dalhousie University
- Lawrencetown Beach Provincial Park
- Halifax Citadel National Historic Site
- Conrad's Beach
- Big Mushamush Lake
- Long Lake Provincial Park
- Rainbow Haven Beach
- Shubie Park
- 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
- Scotiabank Centre
- Sir Sandford Fleming Park
- Museum of Natural History





