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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 LaHave River, featuring two lounge chairs with navy cushions set against the tranquil water. A dining table is positioned nearby, while greenery surrounds the area, enhancing the serene environment of the waterfront setting.
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 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, 572 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!

Top guest favourite
A modern red cabin is nestled among trees, featuring large windows that invite natural light. A hot tub is positioned on a wooden deck, accompanied by two stylish outdoor chairs for relaxing. A gravel parking area is visible nearby.
Cabin in Mount Pleasant
4.98 out of 5 average rating, 168 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, 646 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 covered deck is showcased, featuring a barbecue grill and a small round table accompanied by two chairs. The wooden flooring offers a natural feel, while large sliding glass doors provide access to the living area. A glimpse of the surrounding landscape is visible in the background.
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, 108 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 hand-built wood-fired hot tub is nestled among trees, surrounded by wooden decking. Sunlight filters through the forest canopy, creating an inviting atmosphere. A metal bucket rests nearby, adding a rustic touch to the serene outdoor space.
Cabin in LaHave
4.97 out of 5 average rating, 877 reviews

East Coast charm, cabin and hot tub by the river

The perfect location to explore the very popular South Shore of Nova Scotia. Close to beaches, cafes, restaurants, charming fishing villages and many other amenities. Come for a magical getaway. Tucked away in the woods along side a babbling brook. Enjoy morning coffee on the deck, BBQ your dinner overlooking the river, groove to our vintage record collection, keep toasty by the wood stove and float in the hot tub under the stars. This is a wonderful cabin experience you won't forget!

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, 110 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
Cottage in Lunenburg
4.98 out of 5 average rating, 127 reviews

A Secluded Lakefront Spectacle

Kick back and relax in this calm, stylish space. This lake side cottage is located minutes from the historic towns of Lunenburg and Mahone Bay. Regardless of which direction you go, there is an abundance of choices. Whether you enjoy outdoor activities such as beaches, hiking, off road and water sports, or would rather site see and dine out, this area offers it all. If relaxing while overlooking the lake is what you would prefer then this is the perfect setting.

Guest favourite
Home in Conquerall Bank
4.92 out of 5 average rating, 102 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**

Top guest favourite
A bright and airy living space features large windows offering scenic views of the water. A modern kitchen island equipped with stools overlooks a cozy seating area with a comfortable sofa and tasteful decor. Soft natural light enhances the inviting ambiance.
Home in Lunenburg
5 out of 5 average rating, 144 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.

Top guest favourite
A logo for BrookSide Loft features the name in a modern, artistic font, accented by flowing, colorful brush strokes in shades of blue and yellow, evoking a sense of calm and connection to the nearby brook.
Loft in Wileville
4.99 out of 5 average rating, 353 reviews

Brookside Loft

A cozy, inviting, newly constructed studio apartment nestled along side a quiet, babbling brook. Walk up to a private balcony and enter this relaxing space. Located close to walking trails and all the amenities of town (laundromat, restaurants, shopping, cinema, etc). Experience the South Shore's historic towns of Lunenburg, Mahone Bay and Chester as well as beautiful beaches and scenic coastline, all within a short drive.

Popular amenities for Pleasantville holiday rentals

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  3. Nova Scotia
  4. Pleasantville