Places to stay near Oak Island

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Top-rated vacation rentals near Oak Island

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Guest favorite

A dining area features a round black table surrounded by upholstered chairs. Large windows provide views of the water, allowing natural light to fill the space. A striking chandelier hangs above, complemented by a staircase visible in the background.

Villa in Chester

4.94 out of 5 average rating, 116 reviews

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

Top guest favorite

The exterior of the tiny home is shown alongside a tranquil lake, with a wooden deck leading to the entrance. Gravel pathways and neatly arranged natural surroundings complement the modern black structure, which is nestled against the water's edge.

Tiny home in Maitland

4.98 out of 5 average rating, 164 reviews

Lakefront Tiny Home ~ Hot tub

Lakefront access and water views with stunning sunsets greet you from the hot tub! Spacious and bright, this tiny home features: -Queen bed loft 🛏️ -Pull-out sectional with queen-sized sleeping area 🛋️ -Stocked kitchen with full-size appliances 🧑‍🍳 -3 piece bathroom with shower 🚿 -Deck for enjoying water views and sunshine ☀️ -Beautiful quiet lake 🌊 Only 10 minutes to the tourist hub of Mahone Bay, and 15 minutes to Lunenburg! Discounts when booked with the cottage on the property.

Guest favorite

The open-concept living area features a wooden dining table surrounded by upholstered chairs. A cozy seating arrangement is highlighted by a neutral-toned sofa, with decorative cushions. Exposed wooden beams provide a rustic touch, while a stone fireplace adds character to the space.

Cottage in Martins Point

4.96 out of 5 average rating, 188 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

Guest favorite

An inviting living space features large windows offering ocean views. A wood stove stands prominently, while cozy seating areas highlight the room's warmth. A well-equipped kitchen corner and a table for dining enhance the functionality of the space, all under a wooden beam ceiling.

Tower in Broad Cove

5 out of 5 average rating, 322 reviews

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.

Top guest favorite

A scenic waterfront view showcases a charming town with vibrant red buildings reflected on the still water. Soft evening light bathes the scene, with gentle cloud coverage adding depth to the sky. The tranquility of the harbor is enhanced by the presence of boats moored along the docks.

Loft in Lunenburg

4.95 out of 5 average rating, 598 reviews

‘The BOHO retreat’ (entire ‘loft’ suite)

A newly constructed loft apartment, nestled between Lunenburg and Mahone bay. Minutes from either. A beautiful open plan living space, high end bathroom, all rustically finished with reclaimed 200 yr old Douglas fir. A stunning private deck, to enjoy the beginning or end of your adventure around the south shore! Easy self check in, parking, and private. Please note- there is a kitchenette/coffee bar-no stove/oven to cook on. (Please see ‘amenities’ list, for full description).

Guest favorite

A private outdoor seating area features a sturdy table with chairs under a large umbrella. Planters with blooming flowers hang from a wooden fence, which displays a decorative wheel. Lush greenery surrounds the patio space, enhancing the tranquil atmosphere.

Guest suite in Lunenburg

4.96 out of 5 average rating, 339 reviews

A Suite Stay!

Whether you are looking for a weekend get away or have business in the local area, we have the perfect place for you. Just 3 minutes from Mahone Bay, 7 from Lunenburg and 25 minutes from Sensea Nordic Spa in Chester. Enjoy the convenience of a full kitchen, relaxing living room, spacious bedroom and bathroom! Enjoy an outdoor fire pit after a day of exploring! Please note : Our grandchildren are now living with us and therefore we are unable to guarantee complete silence.

Top guest favorite

A wooden dock extends over calm waters, featuring a green sit-on kayak and a red adirondack chair. Lush trees line the opposite shore under a blue sky with scattered clouds, creating a serene lakeside setting.

Cottage in Chester

4.96 out of 5 average rating, 127 reviews

Moss Cottage on the Lake

Moss Cottage can be your getaway only 45 minutes from Halifax and a few kilometers from the village of Chester on Nova Scotia's beautiful south shore. It's your choice to take in the many local sights, shop in towns and villages that dot the coastline, sail, play golf or stretch out on any number of beaches -- all within easy driving. Or, perhaps you'd prefer to stay put at Moss Cottage for a lovely chance at solitude and a dip in our crystal clear, spring fed lake.

Guest favorite

Home in Mahone Bay

4.98 out of 5 average rating, 178 reviews

Mahone Bay Ocean Retreat

Your luxury ocean getaway and private spa for two. Private beach access, keyless self check-in. On the beautiful South Shore minutes from town. Cathedral ceilings & epic views. Four seasons. Hot-tub, full spectrum infrared sauna, both indoor & outdoor rainfall showers. Indoor wet room with claw foot tub. Bbq, wireless wifi, chef’s kitchen, wine fridge, AC, wood stove, Netflix, and King size bed with premium linens. A calm, luxurious space flooded with natural light.

Guest favorite

A stone and timber chateau is seen against a serene ocean backdrop. Lush greenery surrounds the property, with apple trees and landscaped areas framing the view. The soft hues of the sky add to the tranquil setting, showcasing the home's distinct architectural features.

Villa in Hubbards

4.98 out of 5 average rating, 135 reviews

Breathtaking Oceanfront Chateau

Tranquility awaits at 'Harbour Mist' on the Aspotogan Peninsula w/ 192ft of private oceanfront. This stone & timber chateau was constructed by the finest craftsmen in 2015 w/ unique, luxurious materials curated globally. She sleeps 10 guests in 5,556 square ft over 3 levels; featuring 5 wood and propane fireplaces inside & out, breathtaking spiral staircase, geothermal heat/AC, lighted apple grove, & 2 master bedrooms. The most unique stay in Atlantic Canada!

Guest favorite

A hot tub is positioned on a deck, overlooking serene waters. The modern building, with a sleek black exterior, contrasts with the soft blue water of the tub. The calm reflection of the sky adds to the tranquil atmosphere of the surroundings.

Chalet in Lunenburg

4.91 out of 5 average rating, 358 reviews

Waterfront loft with million dollar view- Suite 2

These unique and thoughtful suites, each of the three units are outfitted with subtle nuances giving the spaces their own special feel. Visitors will enjoy designer micro-kitchens, fully stocked with amenities any food enthusiast would appreciate. A cozy wood stove for those chillier evenings. All units have a special secondary sleeping nest area accessible by ladder. A serene place to hide away and watch for shooting stars through the skylight windows.

Guest favorite

A cozy log cabin interior is depicted, featuring high ceilings with wooden beams. Large triangular windows frame a scenic view of the ocean. A hand holding a mug is visible, creating a welcoming atmosphere, while comfortable seating areas are arranged around a natural wood coffee table.

Island in West Dover

4.96 out of 5 average rating, 118 reviews

Nova Glamping Log Cabin

Experience the natural beauty of Nova Scotia through your own island oasis experience! Our upscale, cozy log cabin is equipped with everything you need with a view you will never forget. Enjoy a unique blend of nature and luxury as you explore the island during the day and relax in your own private jacuzzi under the stars at night. We guarantee this experience will be one you’ll never forget and one that you’ll keep coming back to time and time again!

Guest favorite

A rotating spice rack is displayed on a countertop, featuring clear cylindrical containers filled with various herbs and spices. The containers are capped with metallic lids, contributing to an organized and accessible cooking space.

Bungalow in Chester Basin

4.95 out of 5 average rating, 107 reviews

Ocean Front Home Chester Basin

Mini Home private Quiet area with ocean view. Large Deck Everything you need dishes, pots pans, washer and dryer, dishwasher, One double bed, one queen size bed, 2 full bathroom Master Bathroom with shower, Bathroom 2 regular tub/shower. Pets are welcome if the humans are well behaved. Halifax 45 minutes, 10 minute to Chester, 15 minutes to New Ross, or Town of Mahone Bay, Lunenburg 25 minute, Airport Halifax 1 hour ,