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 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, 577 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 secluded outdoor area is surrounded by trees, featuring a wooden deck with a hot tub. Two plush bathrobes hang on a wooden partition, and a small side table provides a spot for refreshments.
Cabin in Mount Pleasant
4.98 out of 5 average rating, 178 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, 665 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.

Top guest favourite
The kitchen features wooden cabinetry and an inviting wood-burning stove. Sunlight filters through the large window, illuminating the countertop and a circular window above the sink. A staircase made of natural wood leads to the loft, enhancing the cabin's rustic charm.
Cabin in LaHave
4.97 out of 5 average rating, 905 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!

Guest favourite
A geodesic dome is illuminated at dusk, showcasing large glass panels that offer a view of the interior. Soft lighting highlights the spacious bedroom area, while the natural surroundings are encompassed by lush green grass and tree line in the background.
Dome in Rose Bay
4.87 out of 5 average rating, 128 reviews

Glamping Dome 3 DriftWood

Welcome to Board & Batten in beautiful Rose Bay, Nova Scotia. Sitting on a cliff overlooking the ocean, this breathtaking property is home to four, individually rented, geodesic glamping domes and two premium cottages (coming soon). Each identical dome offers a breathtaking view of the ocean and the night sky, as well as everything you’ll need for a luxury stay (this isn’t camping, it's glamping!). The domes and cottages are set nicely apart to allow a feel of privacy.

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, 102 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
Guest house in Upper LaHave
4.97 out of 5 average rating, 538 reviews

Sea Shore Bunkie is the jewel of the South Shore!

Sea Shore Bunkie is a cozy space with stunning water views and many amenities! The Bunkie is a delightful space for sleeping and relaxing with its own deck. Kitchenette and bathroom are separate space, off the main house with its own entrance and private. Not suitable/ mobility issues Peddle into the cove for a closer look at nature. Star gaze and sit by the campfire at night. Hike Gaff Point or walk the oceans shores of over ten beaches on the South Shore!

Superhost
Home in Conquerall Bank
4.88 out of 5 average rating, 113 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
Home in Lunenburg
5 out of 5 average rating, 168 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
An open living area features warm wooden floors and high ceilings with wooden beams. Colorful walls and large arched windows provide ample natural light. A cozy stove stands among comfortable seating, and shelves display decorative items, creating an inviting communal space.
Home in Dayspring
4.85 out of 5 average rating, 109 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.

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
4.97 out of 5 average rating, 144 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

  1. Airbnb
  2. Canada
  3. Nova Scotia
  4. Pleasantville