Skip to content

Holiday rentals in Oak Island

Find and book unique accommodation on Airbnb

When results are available, navigate with the up and down arrow keys or explore by touch or swipe gestures.

Top-rated holiday rentals in Oak Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Townhouse in Chester Basin
Tranquility's Equilibrium Too - Oceanside retreat
Welcome to Tranquility's Equilibrium Too! A beautiful 2 bedroom oceanfront townhouse with all the amenities you need for your stay. Nestled between the communities of Chester and Mahone Bay, and located 45 minutes from Halifax, this location is the perfect seaside getaway. Located seconds from Oak Island Resort & Spa, this unit is walking distance to some restaurants, and a short drive to shopping, dining and the communities or Chester, Mahone Bay and Lunenburg. We would be happy to host you
20–27 MayIndividual Host,
£136 per night
4.8 out of 5 average rating, 166 reviews
Guest favourite
Villa in Hubbards
Breathtaking Oceanfront Chateau
Wedding inquiries @ HarbourMist.com. 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!
6–13 FebIndividual Host,
£435 per night
4.98 out of 5 average rating, 103 reviews
Guest favourite
Tower in Broad Cove
Shackup Tower - 30 ft in the air & hot tub
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.
20–27 NovProfessional Host,
£528 per night
4.99 out of 5 average rating, 178 reviews

Popular amenities for Oak Island holiday rentals

Other great holiday rentals in Oak Island

Guest favourite
Cottage in East Chester
Squid Cove Cottage on ocean
28 Nov – 5 DecIndividual Host,
£114 per night
4.98 out of 5 average rating, 188 reviews
Guest favourite
Cottage in Chester
Moss Cottage on the Lake
21–28 AprIndividual Host,
£135 per night
4.95 out of 5 average rating, 104 reviews
Guest favourite
Holiday home in Mill Village
The Old Kettle Cabin with Hot Tub
20–27 MayIndividual Host,
£141 per night
4.94 out of 5 average rating, 120 reviews
Guest favourite
Dome in Chester
Norse Geodesic Retreat (Balder)
24–31 OctProfessional Host,
£150 per night
4.95 out of 5 average rating, 117 reviews
Guest favourite
Tiny home in Nova Scotia
Cozy Cottage on South Shore. 30 min from Halifax!
3–10 JanIndividual Host,
£46 per night
4.96 out of 5 average rating, 184 reviews
Guest favourite
Tiny home in Lunenburg
Birch tree abode (with dry/wet CEDAR SAUNA)
23–30 MayIndividual Host,
£130 per night
4.97 out of 5 average rating, 121 reviews
Guest favourite
Home in Chester Basin
Lake House, Hot Tub, Fireplace and Private Beach
4–11 FebProfessional Host,
£260 per night
4.95 out of 5 average rating, 130 reviews
Guest favourite
Tiny home in LaHave
Modern Ocean Front Tiny House
7–14 OctIndividual Host,
£289 per night
4.94 out of 5 average rating, 308 reviews
Guest favourite
Home in Mahone Bay
Lovely oceanfront home w/4 BR + stunning views
12–19 SeptProfessional Host,
£277 per night
4.94 out of 5 average rating, 107 reviews
Guest favourite
Cottage in Hubbards
Fox Point Lake House - Luxury Lakefront Rental!
10–17 SeptIndividual Host,
£347 per night
4.98 out of 5 average rating, 167 reviews
Guest favourite
Cottage in Chester
Peaceful 2-Bedroom Coastal Cottage with Hot Tub
5–12 DecProfessional Host,
£224 per night
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Western Shore
Little Pink Cottage
6–13 OctIndividual Host,
£161 per night
5.0 out of 5 average rating, 35 reviews

Destinations to explore

  1. Airbnb
  2. Canada
  3. Nova Scotia
  4. Oak Island