
Holiday rentals in Western Shore
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Top-rated holiday rentals in Western Shore
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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

Windrose Cottage welcomes you
Nestled on peaceful little Mushamush Lake, Windrose Cottage is a unique, cozy, family-friendly escape where comfort meets nature. Whether you’re sipping coffee on the porch, swimming or fishing on the lake, relaxing by the firepit, or exploring nearby trails, every moment here feels like home. Freshly renovated and thoughtfully designed for relaxation, our cottage offers warm touches, stunning lake views, and space to reconnect. It’s more than a place to stay, it’s where lasting memories begin.

Storybook coastal farmhouse with ocean access
Live the seaside dream in this beautifully decorated and generously equipped Cape Cod home. Nestled in a picture postcard setting just outside the Village of Chester, this oasis is the perfect home base to enjoy all Nova Scotia's storied South Shore has to offer. Just a short walk down a tree-lined lane you can picnic and swim off a shared oceanfront wharf. Come home to whip up a feast in the well-stocked kitchen, then settle in for a game of pool or evening by the fire –either inside or out.

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.

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

East Coast charm, cabin and hot tub by the river
The perfect location to explore the very popular South Shore of Nova Scotia. Close to beaches, cafes, restaurants, charming fishing villages and many other amenities. Come for a magical getaway. Tucked away in the woods along side a babbling brook. Enjoy morning coffee on the deck, BBQ your dinner overlooking the river, groove to our vintage record collection, keep toasty by the wood stove and float in the hot tub under the stars. This is a wonderful cabin experience you won't forget!

Sailors’ Paradise - Stevens Cove Guest Quarters
Just steps from the wharf you'll find Stevens Cove Guest Quarters. The apartment is at ground level with a spacious deck overlooking the mooring field. The bay is dotted with boats in this very active sailing community of Chester - home to the largest keel-boat regatta in North America. Whether you are a sailor or just enjoy the water view this is the place to see boats large and small, modest and grand from May through October. The posted price includes 15% Harmonized Sales Tax.

Chester Basin Vacation Retreat Oceanfront
This cottage is located in Chester Basin, Nova Scotia. Along the world famous lighthouse scenic route 10 minutes from Chester Golf Course Chester Yacht Club and Marina Mins to beaches Bike Trails World famous Oak Island 54 mins to Peggy's Cove Lighthouse 24 mins to Lunenburg Heritage Site and Home of the BlueNose Tall Ship 42 mins to metro Halifax 57 mins to Halifax International Airport 18 mins to World Famous Shore Club Lobster Hall and live music 1 hour to Alyesford Zoo

The Sunspace Retreat
Relax and unwind at the Sunspace Retreat - This 3 bedroom with queen size beds, 2 bathroom space is the perfect combination of seclusion and central location. You will enjoy scenic views of Gold River in the sunroom extension. Located close to amenities, spas, biking/hiking trails and beautiful Mahone Bay. The owners of the Sunspace retreat make a stop in to our detached garage (M-F) to pick up material for the day and drop back at 4. This will not impact your privacy or stay

The Oasis on Blueberry Lane
Welcome to your private lakefront escape in Chester Grant. Swim from the dock on a warm, swimmable lake, paddle at sunrise, and soak in the hot tub beneath star-filled skies. Gather around indoor and outdoor wood fires in every season, then head inside for pool tournaments and spacious, comfortable living designed for connection and relaxation. Just 10 mins to Sensea Nordic Spa and 30 mins to Ski Martock, the perfect four-season retreat for families and friends year-round.

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.
Popular amenities for Western Shore holiday rentals
Other great holiday rentals in Western Shore

Mahone Bay - Oceanfront Luxury- Oak Island/Chester

White Cottage

The Boathouse on Scotch Cove

The Oaks Seaside Retreat

Lake House Escape

Stillshore | Luxury Lakehouse Retreat | Hot Tub

The Narrows Nest

High Water Mark
Destinations to explore
- Halifax Holiday rentals
- Bar Harbor Holiday rentals
- Moncton Holiday rentals
- Charlottetown Holiday rentals
- Fredericton Holiday rentals
- Saint John Holiday rentals
- Bangor Holiday rentals
- Dartmouth Holiday rentals
- Ellsworth Holiday rentals
- Dieppe Holiday rentals
- Cape Breton Island Holiday rentals
- Gaspé Holiday rentals
- Carters Beach
- Oak Island
- Rissers Beach Provincial Park
- Hirtle's Beach
- Dalhousie University
- Halifax Citadel National Historic Site
- Kejimkujik National Park & National Historic Site
- Lawrencetown Beach Provincial Park
- Halifax Waterfront Boardwalk
- Conrad's Beach
- Rainbow Haven Beach
- Long Lake Provincial Park
- Maritime Museum of the Atlantic
- Shubie Park
- Point Pleasant Park
- Big Mushamush Lake
- Halifax Public Gardens
- Canadian Museum of Immigration at Pier 21
- Luckett Vineyards
- Grand-Pré National Historic Site
- Peggys Cove Lighthouse
- Halifax Central Library
- Ski Martock
- Halifax Seaport Farmers' Market





