Holiday rentals in Pleasantville

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Top-rated holiday rentals in Pleasantville

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

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Top guest favourite
A spacious deck overlooks the tranquil LaHave River, featuring a dining table accompanied by six chairs and two lounge chairs positioned for relaxation. A large umbrella provides shade, enhancing the outdoor seating area with natural views of the water and surrounding greenery.
Cottage in LaHave
4.99 out of 5 average rating, 111 reviews

Waterfront cottage, private beach, LaHave River.

Stone’s Throw Cottage, century old, recently modernized, 550 sq. ft. inside, 400 sq. ft. deck, on the LaHave River and it’s own oceanfront, private pebble beach. Located on quiet Pentz Road, on the beautiful South Shore. Two minutes from famous LaHave Bakery, enjoy a morning coffee, a harty lunch or fresh baked treat. Nearby historic LaHave ferry for a 20 minute drive to Lunenburg, a UNESCO World Heritage Site. 15 minutes to Nova Scotia’s best white sand beaches, Risser’s, Crescent, & Green Bay.

Superhost
A single-story cottage is framed by greenery, highlighting the light-colored exterior and front porch. The surrounding yard is grassy with flower beds visible in the background, and a white picket fence creates a sense of enclosure and privacy.
Home in Pleasantville
4.91 out of 5 average rating, 23 reviews

Willow Cottage

Welcome to Willow Cottage, our charming escape just minutes from Nova Scotia’s beautiful South Shore beaches and the historic LaHave Bakery. With Bridgewater only 10 minutes away, you’ll have the perfect balance of relaxation and convenience. Inside, the cozy and inviting space is ideal for unwinding after a day of exploring. Whether you’re soaking up the sun on nearby sandy beaches or simply enjoying the peaceful surroundings, Willow Cottage offers a serene and refreshing getaway, just for you.

Top guest favourite
Home in Lunenburg
4.96 out of 5 average rating, 165 reviews

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!

Top guest favourite
A wooden dock extends into a calm river, surrounded by smooth stones and potted plants. Two boats are moored nearby, while soft lights illuminate the deck area. The sky displays a gradient of purples and oranges as the sun sets, reflecting beautifully on the water's surface.
Cabin in Bridgewater
4.98 out of 5 average rating, 280 reviews

Wilkies Cove Boathouse

This new cottage that is inches away from the Lahave River. You can enjoy the deck , swim, fish, kayak, or just sit back on the dock and watch the Eagles and Osprey dive for fish, Seals bask in the sun on the nearby shoal. You are just minutes away from Risser's Beach, Cresent Beach and Green Bay, Hirtle's Beach where you can hike the beautiful Gaff Point ( 2 hour hike).You can also take a 10 minute drive to the famous town of Lunenburg where the Bluenose calls home port. 1 hour from Halifax.

Top guest favourite
A spacious living area features large windows providing ample natural light and views of greenery and colorful buildings across the water. A comfortable sofa is positioned next to a white coffee table, which holds decorative plants, while a dining set is discernible in the background.
Guest suite in Lunenburg
4.97 out of 5 average rating, 691 reviews

Lunenburg Harbourfront Hideaway-The View-Sauna!!**

The fully updated suite, boasts breathtaking, panoramic harbour views, sprawl out on the king-size bed and let your dreams set sail. Enjoy front row waterfrontage, boats sailing by, horses trotting along the iconic Bluenose Drive. This 19th century building offers the perks of a boutique hotel; infrared sauna, bathrobes, LED TV, iron, hairdryer, Keurig, microwave, mini fridge, with its own private entrance. Located 50m from the Bluenose, you can not get any closer, without staying onboard!

Top guest favourite
A circular hot tub is positioned on a deck overlooking the water. Clear blue skies and scattered clouds are visible above a calm water surface. Comfortable outdoor seating is arranged nearby, creating a tranquil setting for relaxation and enjoyment of the beautiful waterfront view.
Bungalow in Lunenburg
4.92 out of 5 average rating, 133 reviews

Oceanfront #6 Hot tub sun sets huge deck BBQ 2 bed

Nate’s Nest is super close to the Historic town of Lunenburg Huge deck outdoor living Hot tub, Sun Sets Waterfront Ocean views quite charming unit with 2 baths modern kitchen & Den for friends to visit. HOOKd home Nestled in a very rare community lil HOOK Properties inclusive of a private pier boat launch and like minded people who enjoy living on the water A water lovers dream Wake up to sparkly water shimmering into your windows or enjoy star gazing in the hot tub.

Top guest favourite
A quaint exterior view of Burns Cove Cottage features colorful adirondack chairs in vibrant blue and green. Flower-filled baskets adorn the windows, contributing to the inviting appearance. A stone pathway bordered by grass leads to the entrance, enhancing the cottage's charm.
Cottage in Lunenburg
4.98 out of 5 average rating, 129 reviews

Burns Cove Cottage. Superb home, fabulous views.

Burns Cove cottage is a spacious, fully equipped vacation home. The waterfront location makes it a prime spot to relax, view nature. It’s also a great location to bike/ hike/drive the Lighthouse Route and Rails to Trails. Lunenburg, Mahone Bay, Chester and Bridgewater have some amazing local eateries, craft breweries, local wineries and lots of shops. A quick drive to the free ferry ride gets you to the LaHave bakery, crafts, pottery, art galleries and many beaches.

Top guest favourite
A two-story grey house is surrounded by lush green grass and trees, featuring large windows and a welcoming porch. A spacious deck extends from the house, with seating areas and a fire pit visible, offering a serene outdoor space for gatherings.
Home in Lunenburg
5.0 out of 5 average rating, 12 reviews

Creek House | Oceanfront Retreat

Unwind at this private oceanfront retreat just 3 minutes from Lunenburg and 10 minutes from Mahone Bay. With space for 7 guests, a huge deck, water access, and a fire pit, it’s the perfect spot to unwind, explore, or gather with friends. Enjoy the best of Nova Scotia’s South Shore from this peaceful, scenic escape. Whether you’re here for adventure or a quiet getaway, this is the perfect base to explore Nova Scotia’s most scenic coastline.

Top guest favourite
A spacious dining area features a long wooden table surrounded by white chairs, with large windows offering panoramic ocean views. Natural light fills the room, enhancing the clean lines and modern design. The serene outdoor landscape is visible through sliding glass doors.
Home in Port Medway
5.0 out of 5 average rating, 134 reviews

the Escape - A Private Oceanfront Getaway

The ESCAPE provides a private oceanfront retreat for you and your family or friends to enjoy. Modern newly built house on large private oceanfront lot. Enjoy the endless ocean views from the large oversized deck, relaxing hot tub, large lawn or oceanfront fire pit. Explore the rocky shoreline and beach areas from your front steps! This remarkable getaway is located less than 1.5hrs from Halifax and is a short drive off the highway.

Guest favourite
A historic church building is featured, showcasing vibrant yellow exterior walls and a striking red steeple. Inside, a spacious living area is equipped with several colorful couches, decorative pillows, and a wood stove, all illuminated by natural light streaming through large windows.
Home in Dayspring
4.88 out of 5 average rating, 132 reviews

South Shore Sanctuary : Historic Church w/ Hot Tub

Welcome to the South Shore Sanctuary! Nestled in Dayspring, Nova Scotia overlooking the LaHave River - this beautiful 200 year old church has been fully restored with love and is ready to be shared with those who can truly appreciate how special this unique space is. This tranquil getaway is minutes from Bridgewater and Lunenburg and will certainly be one of your most memorable Airbnb experiences - we can't wait to host you.

Superhost
The exterior of a modern home is shown at dusk, with a vibrant sunset illuminating the sky in shades of pink and orange. A spacious deck extends from the house, featuring seating arrangements for relaxation, while a field of wildflowers occupies the foreground.
Home in LaHave
4.97 out of 5 average rating, 117 reviews

The Lookout - Cottage

Luxury modern home with incredible ocean views. Just under 1,000 sq. ft. on 2 acres of land, The Lookout has been meticulously designed with a chef's kitchen, gas fireplace, heated bathroom floor, SmartTV, Wifi and some of the best views on the South Shore. The Lookout is ideal for a family, couple's getaway, girls weekend and anyone wanting to explore the natural beauty of Nova Scotia. We also welcome pets!

Top guest favourite
A spacious deck overlooks serene water views, featuring four adirondack chairs in black and red. The scene is illuminated by bright natural light, with a clear blue sky and gentle clouds enhancing the tranquil atmosphere.
Home in Lunenburg
4.98 out of 5 average rating, 166 reviews

Conrad House - A Lunenburg Waterfront Retreat!

Welcome to the Conrad House - Your charming waterfront retreat in beautiful Lunenburg, Nova Scotia! Our 3-bedroom, 2-bathroom property offers a serene escape with breathtaking water views, a BBQ, and a lovely yard. Whether you're seeking a peaceful getaway or a base to explore the stunning surroundings, our home is the perfect choice.

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