Pleasantville Vacation Rentals from ￥12,716: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Pleasantville?

Family Home In the Heart of the Village of Chester : This vacation home rental near Pleasantville is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

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Vacation Rentals in Pleasantville

Enjoy meals in this dining area with a long table and comfortable chairs, surrounded by exposed beams and a high ceiling.

"Beautiful quiet cabins with local trails to enjoy and explore. The sauna was fantastic and we loved the decor! So easy to access our room. Highly recommend!"

￥38,420 total

includes taxes & fees

Jul 14 - Jul 15

Features sleek cabinetry, stainless steel appliances, and a wooden ceiling.

"Property was wonderful, love Lunenburg and area would definitely return!!!"

Situated in a wooded area, this cabin features a front porch with a railing and a small window.

"It was ok but I found it very expensive for only 1 plug in and no shower. I did like the location and staff were very friendly. "

￥14,496 total

includes taxes & fees

Jul 17 - Jul 18

Relax by the serene lake with a fire pit, comfortable seating, and a scenic view.

"Great house with basics to make it easy to stay."

Relax in a serene bedroom with a large bed, featuring a white duvet and multiple pillows, and enjoy a scenic view.

"Short stay, unfortunately, but I’ll definitely be back. "

Relax on the deck with Adirondack chairs and a small table, taking in the view from the adjacent house.

"The property was large and very spacious. It was clean and comfortable. The house is near the water and close to town. We stayed here for a work conference, and it was nice for everyone to have their own space. "

Cabins nestled among the trees, surrounded by a tranquil forest setting.

"What an amazing and magical place. Accommodations are excellent. The small houses have everything you need and then some. Highly recommend this place. "

￥27,895 total

includes taxes & fees

Jul 13 - Jul 14

Situated in a wooded area, this two-story house offers a serene natural setting.

"Wonderful studio, clean, comfortable bedOn 2nd floor (very quiet)Walkable to Lunenburg old town, restaurants & Bluenose marinaWalkable to Tim Hortons & Independent Grocery "

￥38,971 total

includes taxes & fees

Jul 28 - Jul 29

Set amidst mature trees, this charming home features a gabled roof and a cozy porch.

"Close to Lunenburg, nice and quiet area. Small rocky beach 2 minutes across the street. Great views "

Enjoy a serene lake view from this outdoor deck, complete with a grill and lighting.

"Beautiful quiet place in beautiful nature"

Enjoy meals with a view of the sea from this dining room, featuring a dining table and chairs, a cabinet, and a small table with a chair.

"Very clean, comfy, great water views. Recommended!"

Relax in a spacious living area with a comfortable seating area and large window, adjacent to a well-appointed bathroom with a toilet, towels, and mirror.

"It was fine. Issues with checkin"

￥38,849 total

includes taxes & fees

Jul 24 - Jul 25

Enjoy cooking in this kitchen with a central island, microwave, oven, and refrigerator.

"We enjoyed our stay. The location was perfect for visiting Mahone Bay. "

Relax in a comfortable living space with a sofa, TV, kitchen, and dining area.

"Great little cottage. It was very clean and well equipped as well as nicely decorated. The man that met us there seemed very nice and helpful as well. "

￥38,372 total

includes taxes & fees

Jul 27 - Jul 28

Relax in the hot tub with a view of the surrounding space, adjacent to a building with a sloped roof and large windows.

"Clean, cute spot, a beautiful view."

￥63,818 total

includes taxes & fees

Aug 1 - Aug 2

Enjoy a peaceful retreat with a lake view, featuring a table set with fresh fruit and lush greenery.

"Large comfortable property with lots to see and do."

￥72,357 total

includes taxes & fees

Jul 31 - Aug 1

Enter a serene space with a comfortable bed and stylish decor.

" "

￥38,971 total

includes taxes & fees

Jul 13 - Jul 14

Enjoy waterfront views of boats docked along the harbor, with a historic church in the background.

"Everything was perfect with our stay."

Experience the charm of The Knot, a serene retreat surrounded by lush greenery.

"Had the house to ourselves. Clean and quiet"

￥29,114 total

includes taxes & fees

Jul 15 - Jul 16

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Find out more about Pleasantville

Search for holiday rentals in Pleasantville on Expedia! You can easily find your home rentals, villas, holiday apartments in Pleasantville using one of the methods below:

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Recent reviews of Pleasantville properties

5/5 Excellent

"Loved our room! It was clean and cozy with a great view of the ocean. Owners are lovely and friendly. A great spot for family’s and couples. Would happily stay here again and would recommend to others looking for a wonderful place to stay. "

A verified traveler stayed at Atlantic View Motel and Cottages

Posted 3 days ago

5/5 Excellent

"We had a fantastic stay at this historic B&B, set in a beautifully preserved 1800s home that still carries its old-world charm. Margaret, our host, was incredibly welcoming and truly showcased warm Canadian hospitality. She made us feel right at home from the moment we arrived. The atmosphere was cozy and peaceful, and we especially loved Chevy, the adorable house dog who added a special touch to our visit. Would absolutely stay here again—highly recommended for anyone looking for a unique and heartwarming experience!"

A verified traveler stayed at Miller House By the Bay

Posted 5 days ago

5/5 Excellent

Wonderful stay

"Magnolia Inn in Mahone Bay may have opened in 2024, but it’s housed in a beautifully restored historic property dating back to 1879. We were lucky to stay in the master bedroom on the second floor, which featured a spacious, modern bathroom. Each room includes a mini-fridge, smart TV, and Keurig coffee maker for added comfort. The first floor offers inviting shared spaces, including a cozy sitting room, a large dining area, and a quiet library—perfect if you need to get some work done. The entire inn is spotless and thoughtfully organized. Craig, the owner, was incredibly gracious and welcoming, and their summer staff (whose name we sadly forgot) was equally kind and helpful. We truly enjoyed our stay and would love to return."

A verified traveler stayed at Magnolia Inn

Posted 9 days ago

Frequently asked questions

Can I find vacation rentals in Pleasantville?

Yes, we give you a choice of vacation rentals close to top sights in Pleasantville, or you can choose a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Pleasantville?

Family Home In the Heart of the Village of Chester: This vacation home rental near Pleasantville is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

What’s there to see and do in Pleasantville?

While exploring the area, visit family-friendly sights like Fisheries Museum of the Atlantic, or get outside and enjoy nature at Woodland Gardens. In the larger area, you’ll find Bridgewater Mall and Wile Carding Mill Museum.

What’s a vacation rental in Pleasantville like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Pleasantville. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.

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Pleasantville Vacation Rentals

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Vacation Rentals in Pleasantville

Black Forest Cabins

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

Oakhill Pines Campground

Luxury lakefront dome with private beach, close to nature and town!

Beautiful Lakefront Home with 5 Bed/3 Baths, WiFi, tons of amenities!

Oceanfront Luxury Magical Views Sunset and Sunrise

Family Home In the Heart of the Village of Chester

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)

Apple Orchard Cottage Lunenburg, Nova Scotia, Canada

Sandy beaches, big trees, lovely 3BR lodge - private. 10 km to Mahone Bay area

Oceanfront 3-Bedroom Captain's House

Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)

One bedroom fully equipped Mahone Bay luxury cottage

Mahone Bay Hide-Away

Romantic Oceanfront Retreat - Hot tub

Tranquil Lakefront Property, Situated in the Heart of the South Shore

Executive 1-Bedroom King Bed Suite in Lunenburg (Suite 5)

Mahone Bay Town Center 2 Bedroom Apt. - Steps to Everything - Vacation Oasis

Red Roof Bed & Breakfast

Find out more about Pleasantville

Recent reviews of Pleasantville properties

Atlantic View Motel and Cottages

Smugglers Cove Inn

Travelodge by Wyndham Bridgewater

The Dockside Inn & Restaurant

Miller House By the Bay

Rum Runner Inn

The Homeport Motel

Fairmont House Bed & Breakfast

Magnolia Inn

Frequently asked questions