Holiday rentals in Chester

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

Luxury Tiny Home Retreat w/ Hot Tub Near Chester

A Modern Shipping Container Retreat Tucked away in Chester NS walking distance from nine mile lake, this sleek and stylish tiny home offers big comfort in a compact space. Featuring a cozy interior, outdoor seating, and all the essentials for a peaceful getaway. Unplug, unwind and experience container living like never before. ☆ Brand New Shipping Container 320 sqft tucked away in Chester NS. Nordic spa, Ski Martock, golf ☆ Hot tub ☆ Fully equipped Kitchen, Tea and coffee ☆ Wifi ☆ Large TV

One 12 Queen - EV Charger

This one-of-a-kind property boasts a unique style and beautiful water views, all located in the heart of Chester. From the moment you arrive, you’ll be just steps away from everything this charming village has to offer, including the Chester Playhouse, Chester Yacht Club, Freda’s Beach, Kiwi Cafe, Focsle Pub, Rope Loft, as well as local art galleries and shops. The Chester Golf Course, Chester Curling Club & Hockey Rink, and the popular Sensea Nordic Spa are all less than a 5 minute drive away.

The Cabin at The Woodlots

Note: 25% off on stays of 2 nights between Mon to Wed. The Cabin at The Woodlots is located minutes from the Atlantic Ocean in the seaside community of Chester Basin. Our modern cabin is surrounded by acres of Acadian forest with stunning views of the natural landscape in all directions. A large wood-fired/electric hot tub is tucked in out front, while Adirondack chairs and a fire pit provide the perfect place to relax and keep warm. Tranquil Croft Lake is a short stroll through the woods.

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.

Spectacular 3 Bedroom Lake House!

Join us on Stanford Lake for your next getaway! This newly built home has a Scandinavian feel and overlooks a peaceful lake. Sprawl out on your king sized bed and take in the gorgeous views of Sensea Nordic Spa. Minutes from the Chester Yacht Club and Chester Golf Club. Chester Village, grocery stores, liquor store, bars and restaurants are all within walking distance. A short drive to many beautiful beaches, historic Lunenburg, Mahone Bay, Hubbards, and world famous Oak Island.

Studio Apt at Cove Cottage Eco Oasis

Cove Cottage is a lakefront eco-retreat tucked into the woods, 45 mins from HRM. We vibe with nature. Walk the boardwalk, sit lakeside enjoying the views, feed the chickens, wander the gardens, go kayaking or swimming. We are scent free & all natural with 100% cotton bedding Your stay includes a DIY Breakfast bar: Pancakes, syrup, rolled oats & of course coffee and tea Studio Suite is an Apartment here in our main building, more detail ⬇ TT, IG & FB: covecottageecooasis

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.

Ocean Front #3 HotTub Sunset RoofTopDeck BBQ 2bath

Waterfront Cottage: Huge deck, sun sets, Private Hot Tub: 6 Person tub for 2. Panoramic Water Views: Modern Cabin: privacy and a peaceful environment. Large Deck: outdoor living space both you can take in the sun or retreat into the share. Nature Retreat with wildlife Romantic Escape: for couples, Heated floors, Shower tower, queen master, an extra guest could sleep on the couch. Super private chefs kitchen. Well equipped for all seasons.

Oak Island Cottage with HOT TUB

Much more than an airbnb . A lovely country cottage representing the best of the South shore. Centrally located to all of the neighboring towns and attractions; 70 minutes from the airport. Living room with comfortable furnishings, fully equipped home with BBQ, hot tub and fire-pit. Upstairs, an attic-style bedroom with double bed and en-suite bathroom, private deck and independent entrance. A small dog is more than welcome as well.

Endeavour Cottage

Take it easy at this unique and tranquil getaway. Enjoy your stay in our private lakefront cottage that’s only a short walking distance to the heart of Chester to explore local shops and restaurants. The Nordic Spa, Golf Club, Yacht Club and Beach are only minutes away. We are nestled in a hidden peaceful yet central location making our cottage the perfect getaway for all!

Ye Olde Barne Lower Flat

Contractors and Companies, welcome to Chester and area. Ideal location for your employees to stay. Bedroom 1 has 1 king size bed. Bedroom 2 has 1 queen size bed and I have a single bed that can also be placed in this room. Living room has a pull out couch. Full kitchen stocked with basic supplies. Off street parking. Laundry mat is less than 5 minutes away.