Holiday rentals 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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Superhost
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

Guest favourite
Home in Chester Basin
4.94 out of 5 average rating, 211 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.

Top guest favourite
An open concept living area features vaulted ceilings with exposed beams. Large windows illuminate the space, providing views of the surrounding forest. A modern kitchen with sleek appliances is adjacent to a cozy seating arrangement, which includes a leather sofa and stylish chairs.
Cottage in Chester
4.96 out of 5 average rating, 114 reviews

Serene Cottage on 10 acres, Hot Tub, Lake Access

GREENWOOD COTTAGE - 10min drive from Chester. Nestled on 10 acres of private forest, Greenwood Cottage awaits. If you seek an escape from the city, this 3 king sized bedrooms, on one level - 20ft vaulted ceilings in the Main living area. It is perfect for families, friends and couples. After a long day exploring, hiking or visiting Chester. The Hot Tub will be welcomed or cozy on up to the woodstove with your loved ones. Sensea Spa , Chester, Lunenburg and Mahone Bay are a short drive away

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, 37 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.

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, 239 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

Top guest favourite
The Tower rests among the treetops, elevated on sturdy steel legs. The structure features a modern design with large windows allowing ample natural light and views of the surrounding forest. Decks wrap around the building, providing outdoor space to enjoy nature.
Tower in Broad Cove
4.99 out of 5 average rating, 424 reviews

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.

Superhost
Flat in Chester Basin
4.75 out of 5 average rating, 8 reviews

Cozy Coastal Hideaway in Chester Basin

Located in the heart of the quaint seaside community of Chester Basin, this upper level apartment is a completely self-contained suite attached to a family home. The stylish and spacious apartment offers everything you need for a comfortable stay- a large bedroom with queen bed, one bathroom with a tub/shower combo and laundry, and generous kitchen, dining and living areas. A short drive in either direction allows you to explore the neighbouring towns of Chester and Mahone Bay with ease.

Superhost
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, 96 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

Superhost
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
4.85 out of 5 average rating, 82 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

Top guest favourite
Home in Chester Basin
4.96 out of 5 average rating, 176 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.

Top guest favourite
Home in Lunenburg
5.0 out of 5 average rating, 197 reviews

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.

Superhost
Cabin in Chester Basin
5.0 out of 5 average rating, 68 reviews

The Cabin at The Woodlots

Save 25% on 2-night stays Monday–Wednesday, Oct–Apr. 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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