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

Value · Location · Grill

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.

Family · Location · Access

The Whale House

The Whale House offers bright panoramic water views from every room. Located in the beautiful Village of Chester steps away from marinas, eclectic restaurants, artisan shops, beach, and yacht club. Open concept with large deck to eat and enjoy the stunning views of sailing boats. Well appointed and beautifully decorated with fireplace and comfy furniture. Three large bedrooms, 2 full baths (one upstairs and one downstairs), fully equipped chef style modern Ikea kitchen. A true place to harbour.

Value · Location · Amenities

Ocean Front #2 HotTub 2 bdrm Rooftopdeck BBQ 2bath

Escape to Oceanfront Bliss! This stunning property features an epic deck, perfect for sunbathing or evening gatherings. Step inside to discover modern finishes a blend style & comfort soak in a hot tub with ocean views. Rooftop deck for stargazing& Sunsets! The luxurious King Master suite with an ensuite and a cozy queen bedroom provide ample space for family and friends. Experience the ultimate lifestyle of relaxation, where every moment is a celebration, create memories. Book your stay now!

Family · Location · Amenities

Kaikoura Cottage - In the Heart of Mahone Bay

Kaikoura Cottage in the heart of the iconic town of Mahone Bay is a newly (2021) renovated 2 bedroom, 2.5 bath tastefully appointed cottage a short stroll to the picturesque waterfront or the popular multi use rails to trails. This peaceful space is at the epicenter of so many potential adventures. Kayak along the coast, visit the beach, stroll the historic town of Lunenburg, bike the trail, enjoy the local brew pub, relax at Chester's Sensea Nordic Spa. It's all yours to savour and enjoy.

Family · Location · TV

Oak Island House - facing the famous island

Attention Curse of Oak Island fans! Oak Island House is a newly restored and renovated century house which overlooks the famous Oak Island and the marina of the Oak Island Inn. Located on two acres of manicured grounds just next door to the resort, you can take advantage of all there is to offer; such as a wonderful restaurant, lounge, spa and marina. It is the perfect place for a family holiday or romantic getaway. There are three bedrooms so there is plenty of room for up to four people.

Value · Family · Sleep quality

Beautiful home in picturesque Chester NS

Kick back and relax in this calm, stylish space. Newly renovated and stylishly decorated, this 4 bedroom home is in the heart of beautiful South Shore NS in the lively and picturesque town of Chester. Close to beaches, golf, Sense Nordic Spa, Trans Canada Trail and lots of little shops and restaurants. Only 40 minutes from Halifax, an hour from the airport and 30 minutes for Lunenburg/Mahone Bay. Fully set up for a wonder gathering of family and friends with lots of space for everyone.

Location · Family · Access

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

Family · Location · Indoor spaces

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.

Family · Location · Hot tub

White Cottage

White Cottage, synonymous with endless charm, true grace and elegant oceanfront living since 1795. One of the original homes in Chester village and most recently remodelled by renowned designer Philip Mitchell, it is currently recognized as one of the most beautiful & highly awarded homes in Atlantic Canada. Featured on covers and detailed in the pages of sophisticated magazines across the globe, our Nova Scotian landmark is now ready for you to add the next chapter to it’s story.

Location · Family · Decor

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

Location · Family · Access

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.

Value · Family · Long stay