Holiday houses in Chester Basin

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Top-rated holiday rentals in Chester Basin

Guests agree: these stays are highly rated for location, cleanliness and more.

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A spacious great room features large windows, allowing natural light to fill the space. A central fireplace with a wooden mantle serves as a focal point, complemented by soft seating arrangements including a light-colored sofa and a blue accent chair. Light-hued curtains frame the windows, providing a calming atmosphere.
Villa in Chester
4.92 out of 5 average rating, 165 reviews

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

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Guest favourite
Home in Chester Basin
4.93 out of 5 average rating, 213 reviews

Millet Lake House • Hot Tub • Sandy Beach

"Like having your own private resort" - Millet Lake House is welcoming, warm & every little comfort has been considered. Serious staycations start & end right here. Perfectly perched on peaceful forested acreage overlooking over 250ft of your own sandy beachfront, the setting is simply unmatched. Privacy, finishes, the outdoor toys & all of the special little touches to ensure everyone's vacation goals are exceeded. The reviews & the reputation as the South Shore's premium lake front retreat.

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Top Guest favourite
Bungalow in Lunenburg
5.0 out of 5 average rating, 231 reviews

Ocean Front #4 Hot Tub 2bdrm huge deck BBQ 2bath

- Oceanfront, Pier, Boat Launch, - Massive Deck: Ideal for lounging entertaining, dining, High-Top Table, BBQ, Firewall: Ensures safety and peace of mind. - Hot Tub: Unwind and enjoy the serene ocean views. - Kitchen: induction cooktop and wall oven, ideal for preparing gourmet meals. - Two Bedrooms, Two Baths: The home includes a spacious master bedroom with a king-size bed and an en suite bath. - Second Bathroom: tub for a relaxing soak. HOOKd 4 perfect retreat best of oceanfront living.

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Top Guest favourite
A charming Cape Cod home is set on a landscaped lawn, featuring a wooden front deck that leads to a welcoming black door. Two large windows are visible on either side of the entrance, framed by well-maintained greenery.
Home in Chester Basin
4.97 out of 5 average rating, 39 reviews

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.

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Top Guest favourite
A charming cottage is framed by a lush garden, featuring vibrant purple flowers and green foliage. Tall trees provide natural shade, creating a serene atmosphere. Large windows allow views of the surrounding greenery, emphasizing the connection between indoor and outdoor spaces.
Cottage in Mahone Bay
4.94 out of 5 average rating, 113 reviews

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.

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Guest favourite
An open-concept living area showcases a blend of rustic and modern design elements. A wood stove stands beside a large window, allowing natural light to fill the space. Two chairs and a small table create a cozy nook, complemented by sleek cabinetry and polished wooden floors.
Cottage in Martins Point
4.95 out of 5 average rating, 240 reviews

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

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Top Guest favourite
Condo in Chester
4.94 out of 5 average rating, 106 reviews

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.

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Guest favourite
An aerial view captures the serene waters of a coastal cove, surrounded by lush greenery and scattered islands. The winding road along the shoreline is lined with houses, while several boats dot the tranquil bay, enhancing the picturesque landscape.
Villa in Chester Basin
4.98 out of 5 average rating, 97 reviews

The Oaks Seaside Retreat

This beautiful oceanside 5 bedroom plus den is located in a private cove. You can lounge on gracious decks, enjoying a starry night or your morning coffee. We have the most amazing sunrises. Its a short drive to one of the several beaches. and minutes to multi-use trails, watersports, SENSEA Nordic Spa, and Chester Village. The Seaside Shanty restaurant is just seconds away. We allow 10 guests and charge $100 each for up to 2 more. Nova Scotia Tourist Accommodation - STR2425D6908

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Guest favourite
The exterior of a two-story cottage is presented, featuring a light gray facade with white trim. A welcoming front porch features two adirondack chairs. Large windows provide ample natural light, while small planters adorn the window sills, offering greenery to the charming property.
Cottage in Chester
4.86 out of 5 average rating, 86 reviews

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

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Top Guest favourite
Home in Chester Basin
4.96 out of 5 average rating, 179 reviews

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.

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Top Guest favourite
Two colorful adirondack chairs, one bright pink and one blue, are positioned on a wooden deck. A potted plant with vibrant flowers sits nearby, and a barbecue grill is visible in the background, enhancing the outdoor relaxation space.
Cottage in Chester
4.95 out of 5 average rating, 157 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.

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Top Guest favourite
Cabin in Chester Basin
5.0 out of 5 average rating, 71 reviews

The Cabin at The Woodlots

Save 20% on 2-night stays Monday–Wednesday, Oct–May. The Cabin at The Woodlots is a private modern retreat surrounded by acres of Acadian forest in Chester Basin. Enjoy a large wood-fired/electric hot tub, indoor fireplace and outdoor fire pit, with Croft Lake just a short stroll away. Ideally located between the seaside towns of Chester and Mahone Bay, with the Atlantic Ocean, trails and the best Nova Scotia's South Shore at your doorstep.

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