Holiday rentals in Simms Settlement

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Top-rated holiday rentals in Simms Settlement

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Top guest favourite
A charming tiny home is set amidst a lush landscape, with green foliage and rocks surrounding its base. The deck extends outward, featuring large windows that invite natural light. The gentle pathway meanders around the property, bordered by vibrant greenery and trees.
Home in Crousetown
4.98 out of 5 average rating, 563 reviews

Cozy Riverside Cottage Indoor & Outdoor Fireplace

River music awaits you. Escape the hustle and bustle of city life to embrace tranquility of nature nestled in a tiny home on 2 acres overlooking a set of rapids. Stroll along the paths and unwind or cozy up by the fire with a good book. All this awaits you at Herons Rest. This is not just a home; it's a lifestyle! If you feel like venturing out, enjoy the beauty and fun offered by the South Shore, explore its abundant beaches, restaurants, shopping and music there is something for everyone!

Guest favourite
A bright living area features a comfortable arrangement of light-colored sofas around a stylish coffee table. A white stone fireplace stands as a focal point, while natural light floods in through large windows. Wooden beams add character to the high ceiling.
Home in Hubbards
4.93 out of 5 average rating, 137 reviews

Hubbards Cozy Convenient Cottage

Welcome to our cozy cottage located in the centre of Hubbards - just steps away from all of the fabulous amenities the area has to offer. Our home has been fully updated with you in mind. We've aimed to provide comfort, cleanliness, and loads of charm! The space accommodates six in three bedrooms and one and a half baths. Ideally situated with restaurants, cafes, grocery, liquor and an amazing farmers market just across the street! You've found the ultimate home base for a South Shore adventure!

Top guest favourite
A serene lakefront view captures the luxury lake house surrounded by trees. The structure reflects gently in the calm water, showcasing warm tones from the setting sun. A private beach area with sand and a dock is visible, enhancing the tranquil atmosphere.
Cottage in Hubbards
4.98 out of 5 average rating, 254 reviews

Fox Point Lake House - Luxury Lakefront Rental!

Featured on Home Shores - Season 2, Episode 1! This one of a kind luxury lake house has plenty to offer. Gorgeous lakefront, private beach, hot tub that overlooks the lake, water views from the main floor and primary bedroom, wood fireplace and the list goes on. Other features include: - 30 mins from Halifax - Cathedral ceilings with A frame front - Built in wet bar with wine and beer fridge - Private sand beach - Salt water hot tub that comfortably sits 7 Check our IG - @foxpointlakehouse

Top guest favourite
Bungalow in Lunenburg
4.99 out of 5 average rating, 147 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.

Top guest favourite
A modern living room features a cozy seating arrangement with a large green sofa and two armchairs, accented by decorative pillows. A round wooden coffee table sits at the center, accompanied by a lamp and wall clocks. Natural light streams through large windows, illuminating the space.
Flat in Upper Tantallon
4.99 out of 5 average rating, 135 reviews

“Fox Hollow Retreat I” - Cozy, Quite and Clean

Self contained, modern, spacious one bedroom apartment with natural light, privacy, warmth & tranquility. You’ll be only 30mins away from downtown Halifax or the Airport, close to shopping centres and some of the best tourist attractions like Peggy's Cove & Queensland Beach. Just a few minutes drive to the ‘Train Station Bike & Bean’ where you can rent bicycles & access the famous ‘Rails to Trails’ for your adventure. NS Short Term Accommodation Registry No. STR2526A3881 (Valid to 03/26)

Top guest favourite
The cabin's entrance features a spacious wooden deck with stairs, surrounded by greenery. A propane grill is positioned next to bright orange and red Adirondack chairs, inviting relaxation. The exterior is constructed of wood, combining natural tones with large windows for ample light.
Cottage in Windsor
4.92 out of 5 average rating, 352 reviews

Knotty Pine Cottage - cozy lakeside getaway!

Welcome to Knotty Pine Cottage - the perfect place to relax and enjoy nature. This 2-bedroom, 1 bathroom cottage has everything you need for your year-round getaway. Located in beautiful Chalet Hamlet, a private quiet cottage community that offers a relaxing retreat from the busy pace of everyday life. Beautiful Armstrong Lake is across the road, as is the community swimming area and boat launch. Knotty Pine Cottage is located 10 minutes from Martock/OnTree, and 20 minutes from Windsor.

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, 365 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.

Guest favourite
The modern kitchen features stainless steel appliances, including a refrigerator and stove. White cabinetry contrasts with a warm orange accent wall. A window allows natural light, highlighting the spacious layout and functional countertop space, with a decorative rug positioned on the dark wood floor.
Cottage in Hubbards
4.82 out of 5 average rating, 148 reviews

Emily's Seaside Escape

Beautiful cottage overlooking St. Margarets Bay. This 2 bedroom 1 bathroom cottage sleeps 4. Less than 1 hour to downtown Halifax NS. Wood burning stove, fridge, stove, dishwasher, microwave and washer and dryer. Peggy's Cove and the beautiful Chester/Mahone Bay shoreline are all an easy drive away. The quaint village of Hubbards is a mere 10 minute drive as are sand beaches in either direction. Relax and surround yourself with the calming ocean views of Emily's Seaside Escape.

Top guest favourite
The exterior of a cottage is surrounded by lush greenery and features a circular swimming pool. Colorful flowers and shrubbery line the walkway, leading to wooden lounge chairs and a shaded umbrella. A fire pit area is visible, inviting outdoor gatherings.
Tiny home in Nova Scotia
4.97 out of 5 average rating, 241 reviews

Cozy Cottage on South Shore. 30 min from Halifax!

A very cozy and peaceful place to base any vacation on the South Shore out of. Very close to hiking and ATV trails. No visible neighbors from the yard, lots of wildlife. Large parking areas. Interior is a mixture of new and re purposed materials. Appliances are small but functional, all the comforts of home but smaller. Double bed is incredibly comfortable. It is my home that I vacate for guests, and contains some sentimental decorations and items. RYA-2023-24-03271525339628999-1197

Top guest favourite
A welcoming porch is adorned with two light blue adirondack chairs, positioned to overlook a serene lake. The ground is covered in vibrant autumn leaves, and trees in the background are reflected in the calm water. The scene captures a peaceful outdoor retreat.
Cottage in Chester
4.96 out of 5 average rating, 173 reviews

Large Pet Friendly Lakefront cottage in Chester

This pet friendly, four season cottage is the perfect space to escape the city with a loved one for a weekend or for your next family vacation! Only 50 minutes from Halifax, it’s in perfect proximity between downtown Chester and Windsor. The home Includes a large eat in kitchen with sitting area, bathroom, laundry and two bedrooms on the main level and a walkout primary bedroom and large living room with wood stove on the lower level and a large walk out deck overlooking the lake.

Top guest favourite
A charming boathouse is positioned on a wooden dock, surrounded by lush greenery. The elevated deck features a glass railing, offering unobstructed views of the water. Two wooden benches provide seating, inviting relaxation in the serene seaside setting.
Cottage in Chester
4.95 out of 5 average rating, 108 reviews

The Boathouse on Scotch Cove

This little boathouse sits right on Scotch Cove in East Chester, NS. Enjoy seaside views from every angle, with lovely outdoor seating and propane BBQ. The deck leads directly to the dock allowing for easy access for swimming or watercraft provided. The place is just a short walk from hiking and biking trails, with nearby lakes and sandy beaches. The indoor projector and screen make movie nights so much better! The boathouse is fully equipped for winter with a cozy woodstove.

Top guest favourite
A serene lakefront scene captures vibrant autumn foliage reflecting on still waters. A wooden boardwalk leads to a small dock, surrounded by trees displaying shades of red, orange, and green, creating a peaceful natural setting.
Guest suite in Hubbards
4.96 out of 5 average rating, 273 reviews

Studio Suite Apt at Cove Cottage Eco Oasis

We're a lakefront eco-retreat tucked into the woods, 45 mins from HRM. Walk the boardwalk, sit lakeside enjoying the views or enjoy the ducks & chickens. Star-watching is a must! Your stay includes a DIY Breakfast bar: Buttermilk pancakes, syrup, rolled oats & oatmeal pkgs & of course coffee and tea. We are scent free and all natural with 100% cotton bedding! Studio Suite is an Apartment here in our main building, more detail ⬇ Find us on TT, IG & FB: covecottageecooasis

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