Default HTG hotel image

Pleasantville Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pleasantville vacation rentals

1. Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
8.8 out of 10, Excellent, (36 reviews)
"Check in and out was easy cute family that runs the place. Campground was very clean well-maintained fun areas for families for kids to play in the park fun pool washroom we're clean and maintained regularly. Definitely recommend for family fun."
Canada
David
The price is CA $117
CA $133 total
includes taxes & fees
Sep 24 - Sep 25
Oakhill Pines Campground

2. Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (76 reviews)
"The cabin was adorable, and the property was so clean. It was walking distance to everything in Mahone bay. Would definitely stay again!"
United States
Elizabeth
The price is CA $322
CA $401 total
includes taxes & fees
Oct 14 - Oct 15
Black Forest Cabins

3. ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,

ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,
Bridgewater
8.6 out of 10, Excellent, (8 reviews)
"Very nice place, clean and friendly people, the door is at the back of the building which I didn’t know until arrival so jsyk"
Canada
Cadence
The price is CA $225
CA $339 total
includes taxes & fees
Sep 14 - Sep 15
ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,

4. 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
8.6 out of 10, Excellent, (11 reviews)
"Great location for us and very clean and spacious."
Canada
Christina
The price is CA $190
CA $332 total
includes taxes & fees
Sep 23 - Sep 24
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

5. Red Barn Bed & Breakfast

Red Barn Bed & Breakfast
Lunenburg
9.4 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay very much! "
Canada
Kimberley K.
The price is CA $180
CA $271 total
includes taxes & fees
Oct 5 - Oct 6
Red Barn Bed & Breakfast

6. 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 CA $96
CA $233 total
includes taxes & fees
Oct 4 - Oct 5
King Bed Apt in Bridgewater near River and Trails

7. 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
9.0 out of 10, Wonderful, (6 reviews)
"Great stay, comfortable place, quiet and close to shops. My only recommendation would be to add a photo of the exterior of the place to help identify it, even if it's only added to the check in info. Overall very nice."
Canada
Cheriee
The price is CA $190
CA $359 total
includes taxes & fees
Sep 14 - Sep 15
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater

8. 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, (34 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 CA $314
CA $448 total
includes taxes & fees
Sep 14 - Sep 15
Luxury lakefront dome with private beach, close to nature and town!

9. Ocean Sanctuary - The Salty Cribb Cabin

Ocean Sanctuary - The Salty Cribb Cabin
Rose Bay
9.2 out of 10, Wonderful, (5 reviews)
"When we arrived after a long trip we found the rooms were clean, welcoming and attractive. The cabin was well equipped and everything worked. Beautiful location, always enjoyed the drive up to Lunenberg."
United States
Paul K.
The price is CA $203
CA $436 total
includes taxes & fees
Oct 3 - Oct 4
Ocean Sanctuary - The Salty Cribb Cabin

10. Lunenburg Floating Cottages

Lunenburg Floating Cottages
Lunenburg
The price is CA $233
CA $302 total
includes taxes & fees
Sep 15 - Sep 16
Lunenburg Floating Cottages

11. Romantic Oceanfront Retreat - Hot tub

Romantic Oceanfront Retreat - Hot tub
South Shore
9.4 out of 10, Exceptional, (14 reviews)
"A very nice location"
Canada
Evelyn K.
The price is CA $274
CA $524 total
includes taxes & fees
Oct 6 - Oct 7
Romantic Oceanfront Retreat - Hot tub

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 CA $104
CA $235 total
includes taxes & fees
Sep 20 - Sep 21
Pretty Bachelor with Balcony near River & Trails

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

Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)
Lunenburg
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful room … very well done"
Canada
Camil
The price is CA $200
CA $375 total
includes taxes & fees
Oct 5 - Oct 6
Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)

14. Mahone Bay Hide-Away

Mahone Bay Hide-Away
Mahone Bay
10.0 out of 10, Exceptional, (111 reviews)
"Comfortable cottage very close to town centre but also quiet and calm."
Canada
Richard
The price is CA $225
CA $367 total
includes taxes & fees
Sep 17 - Sep 18
Mahone Bay Hide-Away

15. One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (64 reviews)
"A beautifully curated hideaway. It is everything described and more: friendly hosts, minutes from shops and dining, yet, tucked away such that the only night sound is the chirping of frogs. We were quite delighted."
Canada
Karyn
The price is CA $225
CA $372 total
includes taxes & fees
Sep 21 - Sep 22
One bedroom fully equipped Mahone Bay luxury cottage

16. 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 CA $394
CA $623 total
includes taxes & fees
Sep 23 - Sep 24
Luxury Coastal Dome - Private Hot Tub, Oceanfront Deck, Firepit & Parking

17. Lake Mushamush Cottage!

Lake Mushamush Cottage!
Lower Northfield
9.8 out of 10, Exceptional, (9 reviews)
"Very clean, well-stocked, hospitable and comfortable space."
Canada
Rita
The price is CA $209
CA $335 total
includes taxes & fees
Sep 15 - Sep 16
Lake Mushamush Cottage!

18. The Salty Cribb - Private oceanfront vacation home just minutes from Lunenburg

The Salty Cribb - Private oceanfront vacation home just minutes from Lunenburg
Rose Bay
10.0 out of 10, Exceptional, (29 reviews)
"We had a great time - the house was clean, beautiful and in a great location as a base for our family as we ventured on the South Shore."
United States
Hayley B.
The price is CA $279
CA $619 total
includes taxes & fees
Oct 6 - Oct 7
The Salty Cribb - Private oceanfront vacation home just minutes from Lunenburg

19. 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 CA $375
CA $591 total
includes taxes & fees
Oct 4 - Oct 5
Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck

20. The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg

The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg
Rose Bay
9.8 out of 10, Exceptional, (45 reviews)
"Amazing views, very cool house with lots of awesome things to look at!"
Canada
Angela T.
The price is CA $358
CA $734 total
includes taxes & fees
Sep 26 - Sep 27
The Salty Cribb II- Private oceanfront vacation home just minutes from 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pleasantville Hotel Reviews

Find out more about Pleasantville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

Mahone Bay Hide-Away : This vacation home rental near Pleasantville offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable 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 Risser's Beach Provincial Park. In the larger area, you’ll find Bridgewater Mall and Osprey Ridge Golf Course.

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.