Holiday rentals in Western Shore

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

Oceanfront Luxury Magical Views Sunset and Sunrise

Luxurious 3 level townhouse with high end finishes. High end furnishings, art work, Persian carpets throughout. Located at The well known Oak Island Resort on The South Shore, 10 mins to both Chester & Mahone Bay. Breathtaking views of The Ocean,& The Oak Island marina from The living room, dining room and both bedrooms. 1 deck off the main living area & lower bedroom, overlooking the Marina & Mahone Bay, as well as looking directly at The Famous Oak Island. Daily boat tours from the Marina.

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.

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.

Cozy Cottage on South Shore. 30 min from Halifax!

A very cozy and peaceful place to base any vacation on the South Shore out of. Very close to hiking and ATV trails. No visible neighbors from the yard, lots of wildlife. Large parking areas. Interior is a mixture of new and re purposed materials. Appliances are small but functional, all the comforts of home but smaller. Double bed is incredibly comfortable. It is my home that I vacate for guests, and contains some sentimental decorations and items. RYA-2023-24-03271525339628999-1197

Cozy Cottage by the River

Escape the hustle and bustle and immerse yourself in the tranquility of nature at our charming cottage by the river. Nestled in the heart of the beautiful municipality of Chester our cottage is walking distance to the Chester connection trail and just a short distance to the spa, golfing, beaches and downtown chester plus so much more that the south shore has to offer. Whether you're planning a romantic getaway or family vacation you will leave feeling refreshed and rejuvenated.

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.

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.

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!