Holiday rentals in Pleasantville

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Top-rated holiday rentals in Pleasantville

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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, 102 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.

Top guest favourite
A cozy seating area features an orange sofa adorned with soft cushions, complemented by a patterned accent table. Natural light pours in through large windows with checkered curtains, highlighting the textured rug on the concrete floor. Decorative plants add a touch of greenery.
Cabin in Mount Pleasant
4.98 out of 5 average rating, 171 reviews

Orig.Inns - Cozy Bunkie Hideaway with Hot Tub

Unwind and relax near the stunning beaches and charming cafés on the South Shore. Tucked away surrounded by trees, this cozy retreat offers all the comforts you need for a perfect getaway. Listen to a record, cook a delicious meal, snuggle up with a movie, soak in the hot tub, stargaze under the clear night sky, and listen to the peepers. Just a 5–10 minute drive away, you’ll find Crescent Beach, Rissers Beach, Ploughman’s Lunch Café, Osprey Nest Pub, and the Lahave Bakery. Follow us @Orig.Inns

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, 651 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 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, 268 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.

Guest favourite
A charming white house features a classic black star decoration on its exterior. Lush green grass surrounds the entrance, which is complemented by colorful flower beds. A pathway of stones leads to the entry, while dark shutters adorn the windows for a subtle contrast.
Home in Conquerall Bank
4.94 out of 5 average rating, 109 reviews

Cottage on the Cove

A cozy 4-bdrm home on the popular South Shore! Enjoy the tranquility of the LaHave River flowing to the Atlantic and many activities and services nearby. Situated on 1.5 acres with waterfront, a peaceful setting to relax and enjoy the best of Nova Scotia. Enjoy our dock, paddle on the river, hiking and surfing close by. Only 10 mins to the famous LaHave Bakery & 20 mins to beaches, including Crescent and Rissers. Close to Lunenburg, a UNESCO world heritage site, great hiking and surfing.

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
4.99 out of 5 average rating, 111 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.

Guest favourite
Home in Conquerall Bank
4.92 out of 5 average rating, 105 reviews

Hot Tub & Sauna, Sleeps 8 – Private Waterfront!

Hot Tub & Sauna, Sleeps 8! Private Waterfront Retreat on the LaHave River Escape to your own 3-acre oasis on the LaHave River. - Hot tub that fits 8 - Outdoor wood-fired sauna - Enjoy Stunning Sunrises - Swim From The *NEW* Dock - Paddle The Canoe - Cozy up by the fireplace - Cook on the charcoal BBQ Private, yet only 10 min to Bridgewater, 25 min to Lunenburg, and 40 min to SENSEA Spa, the perfect South Shore getaway! **Hot tub coming Dec 1, 2025**

Guest favourite
Two modern loft-style units are positioned at the water's edge, featuring black metal siding and sloped roofs. Large windows and skylights reflect the evening light, while a box of smooth stones lines the shoreline, providing a natural transition from the building to the gentle waves.
Chalet in Lunenburg
4.92 out of 5 average rating, 400 reviews

Waterfront loft with million dollar view- Suite 2

These unique and thoughtful suites, each of the three units are outfitted with subtle nuances giving the spaces their own special feel. Visitors will enjoy designer micro-kitchens, fully stocked with amenities any food enthusiast would appreciate. A cozy wood stove for those chillier evenings. All units have a special secondary sleeping nest area accessible by ladder. A serene place to hide away and watch for shooting stars through the skylight windows.

Top guest favourite
Home in Lunenburg
5 out of 5 average rating, 154 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.

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
4.84 out of 5 average rating, 102 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.

Top guest favourite
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, 100 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!

Guest favourite
A modern living area is highlighted by a spacious sectional sofa adorned with decorative cushions. A stylish chandelier hangs above, while natural light floods in from large windows. A small side table is nestled beside the sofa, contributing to the inviting layout.
Home in Lunenburg
4.97 out of 5 average rating, 138 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.

Popular amenities for Pleasantville holiday rentals

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