Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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Guest favourite

Cottage

4.99 out of 5 average rating, 204 reviews

Fox Point Lake House - Luxury Lakefront Rental!

Featured on Home Shores - Season 2, Episode 1! This one of a kind luxury lake house has plenty to offer. Gorgeous lakefront, private beach, hot tub that overlooks the lake, water views from the main floor and primary bedroom, wood fireplace and the list goes on. Other features include: - 30 mins from Halifax - Cathedral ceilings with A frame front - Built in wet bar with wine and beer fridge - Private sand beach - Salt water hot tub that comfortably sits 7 Check our IG - @foxpointlakehouse

Guest favourite

Home

4.94 out of 5 average rating, 124 reviews

The Oasis on Blueberry Lane

Enjoy swimming or kayaking in our beautiful lake. Afterwards, hop in the hot tub to relax your tired muscles, then roast marshmallows over the firepit or have a game of pool. You can also curl up next to wood stove for a lazy evening in. Take a short drive to one of the several stunning beaches. Enjoy being 10 minutes from both SENSEA Nordic Spa, and Chester Village - where you'll find Chester Golf Course, a selection of restaurants, cafes, and shops. Only 30 minutes to ski Martock!

Guest favourite

Tower

5 out of 5 average rating, 260 reviews

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.

Guest favourite

Tiny home

4.96 out of 5 average rating, 215 reviews

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

Guest favourite

Cottage

4.96 out of 5 average rating, 121 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 favourite

Home

4.97 out of 5 average rating, 155 reviews

Mahone Bay Ocean Retreat

Your private spa & luxury ocean getaway for 2. Beach access, keyless self check-in. Completely private on the South Shore. Cathedral ceilings. Four seasons private spa with hot tub, full spectrum infrared sauna, indoor & outdoor rainfall showers, and indoor wet room with claw foot tub. Bbq, wireless wifi, chef’s kitchen, wine fridge, AC, wood stove, smart tv. King size bed with premium linens. A calm, luxurious space flooded with natural light and epic ocean views.

Guest favourite

Guest suite

4.96 out of 5 average rating, 195 reviews

Studio Suite at Cove Cottage Eco Oasis

Come get cozy in the woods for a great price atm, we've deeply discounted our winter rates. 💜 We're a lakefront eco-retreat tucked into the woods, 45 mins from HRM. Walk the boardwalk, sit lakeside enjoying the views or enjoy the ducks & chickens. Star-watching a must! Your stay includes a DIY Breakfast bar: Fresh eggs, buttermilk pancakes, oats Studio Suite is an Apartment here in our main building, more detail ⬇ Find us on TT, IG & FB: covecottageecooasis

Guest favourite

Villa

4.98 out of 5 average rating, 125 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 favourite

Dome

4.96 out of 5 average rating, 250 reviews

Blysteiner lake domes

Luxurious retreat within minutes of the scenic seaside towns of Mahone Bay and Lunenbrug.This four-season,lake-front dome with radiant in- floor heating is jammed with amenities ranging from the king-sized bed to the leather lounging recliners with a beautiful view of the lake.the dome includes a kitchenette,a spacious shower,and a beach with imported soft white sand.It’s the perfect get-away complete with kayaks,hot tub and easy access to rails to trails.

Guest favourite

Chalet

4.92 out of 5 average rating, 314 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 favourite

Bungalow

4.98 out of 5 average rating, 104 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 ,

Guest favourite

Home

4.86 out of 5 average rating, 162 reviews

Back Bay Cottage

Designed and built by architect Peter Braithwaite, the unique cottage design offers an exclusive and tranquil getaway. Accommodating up to 6 guests, this open concept, fully equipped cottage is ideal for couples, small families or outdoor enthusiasts any time of year. The airbnb is located 20 minutes outside of Halifax on six-acres with an outdoor fireplace, BBQ and stunning views that overlook Back Bay.