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Pleasantville Holiday Rentals

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Our top choices for Pleasantville holiday rentals

1. Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
8.8 out of 10, Excellent, (23 reviews)
"Staff was super welcoming and cabin was all set for us! "
Canada
Andrea
The price is NZ$163
includes taxes & fees
18 Aug - 19 Aug
Oakhill Pines Campground

2. Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (69 reviews)
"A very lovely weekend getaway from my partner and I. Great location to go between Mahone Bay, Lunenburg and Bridgewater. Communication was very good. Really enjoyed our stay."
Canada
Jacob
The price is NZ$450
includes taxes & fees
20 Aug - 21 Aug
Black Forest Cabins

3. Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
Bridgewater
9.4 out of 10, Exceptional, (6 reviews)
"Great location for us and very clean and spacious."
Canada
Christina
The price is NZ$401
includes taxes & fees
4 Sept - 5 Sept
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

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

Luxury lakefront dome with private beach, close to nature and town!
Lunenburg
10.0 out of 10, Exceptional, (29 reviews)
"The dome was well appointed and beautifully decorated. I would highly recommend it to anyone who wants a comfortable, relaxing getaway."
Canada
LISA
The price is NZ$515
includes taxes & fees
31 Aug - 1 Sept
Luxury lakefront dome with private beach, close to nature and town!

5. Red Barn Bed & Breakfast

Red Barn Bed & Breakfast
Lunenburg
9.4 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay very much! "
Canada
Kimberley K.
The price is NZ$333
includes taxes & fees
26 Aug - 27 Aug
Red Barn Bed & Breakfast

6. Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater

Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
Bridgewater
8.8 out of 10, Excellent, (5 reviews)
"Handy location for us. Very roomy. Clean. Easy parking."
Canada
Karen
The price is NZ$451
includes taxes & fees
18 Aug - 19 Aug
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater

7. King Bed Apt in Bridgewater near River and Trails

King Bed Apt in Bridgewater near River and Trails
Bridgewater
6.8 out of 10, (3 reviews)
"Property was clean and as described. Entrance to the building & unit was a little confusing because there’s a common area that we weren’t sure about. Host was great with communication!"
Canada
Ivy
The price is NZ$418
includes taxes & fees
4 Sept - 5 Sept
King Bed Apt in Bridgewater near River and Trails

8. One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (62 reviews)
"Immaculately clean and cozy! We had a lovely stay."
United States
Kathryn H.
The price is NZ$449
includes taxes & fees
16 Aug - 17 Aug
One bedroom fully equipped Mahone Bay luxury cottage

9. One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (111 reviews)
"It was perfect. Very relaxed stay close to town. Thanks"
Canada
James
The price is NZ$443
includes taxes & fees
30 Aug - 31 Aug
One bedroom fully equipped Mahone Bay luxury cottage

10. Shackup Cabin— Wood Fired Hot Tub & Near the beach

Shackup Cabin— Wood Fired Hot Tub & Near the beach
West Dublin
10.0 out of 10, Exceptional, (10 reviews)
"Fantastic little hideaway. Very comfortable and private"
Canada
Adam
The price is NZ$554
includes taxes & fees
18 Aug - 19 Aug
Shackup Cabin— Wood Fired Hot Tub & Near the beach

11. Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)

Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)
Lunenburg
9.0 out of 10, Wonderful, (4 reviews)
"12 minutes walk from the waterfront made it a great location for us. We just left the car there the days we visited Lunenburg."
Canada
Eric
The price is NZ$549
includes taxes & fees
29 Aug - 30 Aug
Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)

12. Pretty Bachelor with Balcony near River & Trails

Pretty Bachelor with Balcony near River & Trails
Bridgewater
2.0 out of 10, (1 review)
The price is NZ$331
includes taxes & fees
9 Sept - 10 Sept
Pretty Bachelor with Balcony near River & Trails

13. Luxury Coastal Dome - Private Hot Tub, Oceanfront Deck, Firepit & Parking

Luxury Coastal Dome - Private Hot Tub, Oceanfront Deck, Firepit & Parking
LaHave
10.0 out of 10, Exceptional, (13 reviews)
"We had a wonderful stay the hot tub and fire table were excellent."
Canada
Kenneth J
The price is NZ$749
includes taxes & fees
10 Sept - 11 Sept
Luxury Coastal Dome - Private Hot Tub, Oceanfront Deck, Firepit & Parking

14. Downtown Bridgewater Suite near River and Trails

Downtown Bridgewater Suite near River and Trails
Bridgewater
The price is NZ$269
includes taxes & fees
18 Aug - 19 Aug
Downtown Bridgewater Suite near River and Trails

15. Large Backyard Oasis near River and Trails

Large Backyard Oasis near River and Trails
Bridgewater
6.6 out of 10, (4 reviews)
"Perfect place to stay. We will be back for sure."
Canada
Geoff M.
The price is NZ$343
includes taxes & fees
9 Sept - 10 Sept
Large Backyard Oasis near River and Trails

16. Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck

Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck
LaHave
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful stay. "
Canada
Kyle M.
The price is NZ$749
includes taxes & fees
10 Sept - 11 Sept
Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck

17. Mahone Bay Hide-Away

Mahone Bay Hide-Away
Mahone Bay
10.0 out of 10, Exceptional, (107 reviews)
"Close to restaurants, sights, many walking distance. Clean, bright, lodgings. Welcoming and helpful hosts. Would recommend to anyone "
Canada
Nancy R.
The price is NZ$441
includes taxes & fees
9 Sept - 10 Sept
Mahone Bay Hide-Away

18. Lake Mushamush Cottage!

Lake Mushamush Cottage!
Lower Northfield
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful spot we had the best time!!"
Canada
Patricia C.
The price is NZ$405
includes taxes & fees
21 Aug - 22 Aug
Lake Mushamush Cottage!

19. Oceanfront Kayaking retreat close to Lunenburg

Oceanfront Kayaking retreat close to Lunenburg
Lunenburg
9.0 out of 10, Wonderful, (2 reviews)
"Place was really spacious, amazing living spaces and out of this world views. Access to kayaks was a great treat. Enjoyed location just outside of Lunenburg and lots to do. Unfortunately weren’t able to get the TV to work and some appliances were finicky to get operating though nothing that would keep us from coming back. The place had so much to offer and was a nice place for a relaxing weekend getaway!"
United States
Matthew P.
The price is NZ$581
includes taxes & fees
18 Aug - 19 Aug
Oceanfront Kayaking retreat close to Lunenburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pleasantville Hotel Reviews

Find out more about Pleasantville

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pleasantville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pleasantville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pleasantville. Seeing all the best attractions is bound to make you fall in love with Pleasantville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pleasantville short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Pleasantville?

Yes, there are holiday rentals close to the most popular sights in Pleasantville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pleasantville has to offer?

New Waterfront Cottag on Hirtle Lake: This holiday home rental outside of Pleasantville is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 wider area, you’ll find Bridgewater Mall and Fancy Lake Provincial Park.

What’s a holiday rental in Pleasantville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pleasantville. Holiday rentals offer amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family getaway.