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Pleasantville Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Pleasantville vacation rentals

A sandy beach with people walking along the shore.

1. Downtown Bridgewater Suite near River and Trails

Downtown Bridgewater Suite near River and Trails
Bridgewater
9.4 out of 10, Exceptional, (3 reviews)
"Excellent kitchenette having everything needed to cook for yourself -ceiling fans needed a serious cleaning but not a dealbreaker"
Canada
Tim
$109 nightly
The price is $126
Oct 7 - Oct 8
Total with taxes and fees
Downtown Bridgewater Suite near River and Trails
A bedroom with a wooden ceiling, a bed with white bedding, a nightstand, a dresser, a chair, a window with a view of trees, and a patterned rug.

2. Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (83 reviews)
"It was a cute and cozy stay. We would stay here again."
Canada
Julie
$226 nightly
The price is $258
Oct 17 - Oct 18
Total with taxes and fees
Black Forest Cabins
A bright living room with a white sofa, a coffee table, and a potted plant.

3. One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (117 reviews)
"Wonderful property and extremely clean. Hosts were wonderful!"
United States
Dianne T.
$207 nightly
The price is $236
Oct 17 - Oct 18
Total with taxes and fees
One bedroom fully equipped Mahone Bay luxury cottage
A living room with a sofa, a table with a plant, and a window with blinds.

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, (12 reviews)
"Great location for us and very clean and spacious."
Canada
Christina
$200 nightly
The price is $233
Oct 18 - Oct 19
Total with taxes and fees
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
A wooden building with a sign reading "The Knot."

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.
$169 nightly
The price is $192
Oct 12 - Oct 13
Total with taxes and fees
Red Barn Bed & Breakfast
A modern kitchen with white cabinetry, a wooden countertop, and a large mirror.

6. Mahone Bay Hide-Away

Mahone Bay Hide-Away
Mahone Bay
10.0 out of 10, Exceptional, (112 reviews)
"Comfortable cottage very close to town centre but also quiet and calm."
Canada
Richard
$207 nightly
The price is $235
Oct 20 - Oct 21
Total with taxes and fees
Mahone Bay Hide-Away
A cabin with a dock extending into a lake, surrounded by dense forest.

7. The Eagle's Landing on Minamkeak Lake

The Eagle's Landing on Minamkeak Lake
Italy Cross
9.8 out of 10, Exceptional, (97 reviews)
"Lovely host. The property is not a cabin as posted but a lovely little separate room under the owner’s home. Everything was there for a comfortable stay. Loved listening to the loons call from the lake as we fell asleep."
Canada
Allyson
$181 nightly
The price is $206
Oct 6 - Oct 7
Total with taxes and fees
The Eagle's Landing on Minamkeak Lake
A dining area with a wooden table, chairs, and a chandelier. There is a living room with a sofa and a TV in the background.

8. 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, (7 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
$225 nightly
The price is $263
Oct 13 - Oct 14
Total with taxes and fees
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
A sandy beach with people walking along the shore.

9. Pretty Bachelor with Balcony near River & Trails

Pretty Bachelor with Balcony near River & Trails
Bridgewater
2.0 out of 10, (1 review)
$121 nightly
The price is $138
Oct 14 - Oct 15
Total with taxes and fees
Pretty Bachelor with Balcony near River & Trails
A tented accommodation with a bed, two chairs, and a view of a lake.

10. 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, (39 reviews)
"The dome was well appointed and beautifully decorated. I would highly recommend it to anyone who wants a comfortable, relaxing getaway."
Canada
LISA
$276 nightly
The price is $315
Oct 20 - Oct 21
Total with taxes and fees
Luxury lakefront dome with private beach, close to nature and town!
A sandy beach with people walking along the shore.

11. Cozy Riverside Escape 1BR Near Trails and Parks

Cozy Riverside Escape 1BR Near Trails and Parks
Bridgewater
6.6 out of 10, (7 reviews)
"Love the quaint style of the suite in the converted older house. The air-conditioning worked very well; however, quite noisy (I don’t think there’s any way around that, however.) could use a couple of flatter pillows as options as the ones there were just too tall. And a couple extra towels would’ve been nice."
Canada
Karen
$110 nightly
The price is $126
Oct 14 - Oct 15
Total with taxes and fees
Cozy Riverside Escape 1BR Near Trails and Parks
A cozy living room with a white sofa, patterned cushions, and large windows overlooking a body of water.

12. 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.
$326 nightly
The price is $412
Oct 8 - Oct 9
Total with taxes and fees
The Salty Cribb - Private oceanfront vacation home just minutes from Lunenburg
A sandy beach with people walking along the shore.

13. Large Backyard Oasis near River and Trails

Large Backyard Oasis near River and Trails
Bridgewater
6.8 out of 10, (5 reviews)
"Perfect place to stay. We will be back for sure."
Canada
Geoff M.
$122 nightly
The price is $140
Oct 14 - Oct 15
Total with taxes and fees
Large Backyard Oasis near River and Trails
A bedroom with a bed, a window seat, a radiator, a chair, a dresser, and a ceiling fan.

14. 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
$132 nightly
The price is $153
Oct 8 - Oct 9
Total with taxes and fees
King Bed Apt in Bridgewater near River and Trails
A cozy outdoor seating area with wicker furniture, a small round table, and binoculars, overlooking a forested landscape and a body of water.

15. 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
$355 nightly
The price is $413
Nov 1 - Nov 2
Total with taxes and fees
Luxury Coastal Dome - Private Hot Tub, Oceanfront Deck, Firepit & Parking
A calm lake with boats docked at the pier, surrounded by trees.

16. Lake Mushamush Cottage!

Lake Mushamush Cottage!
Lower Northfield
9.4 out of 10, Exceptional, (11 reviews)
"Very clean, well-stocked, hospitable and comfortable space."
Canada
Rita
$208 nightly
The price is $237
Oct 5 - Oct 6
Total with taxes and fees
Lake Mushamush Cottage!
A wooden deck with white railings and steps leading to a house.

17. 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
$213 nightly
The price is $269
Oct 5 - Oct 6
Total with taxes and fees
Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)
A spacious living room with a white sofa, wooden coffee table, and a rustic wooden chest. A wooden staircase leads to another room.

18. Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay

Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay
Mahone Bay
10.0 out of 10, Exceptional, (24 reviews)
"This was our second stay at this cottage and are planning to make this a yearly event. The cottage has everything you need, well appointed and very cozy! Location is also great."
Canada
Brauna R.
$327 nightly
The price is $373
Oct 6 - Oct 7
Total with taxes and fees
Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay
A dock with boats, a clear blue lake, and a forested island.

19. Mermaid's Retreat - Caribou Lake Cottage!

Mermaid's Retreat - Caribou Lake Cottage!
Mahone Bay
9.8 out of 10, Exceptional, (6 reviews)
"This property would be excellent for older couples and handicapped people. There's a ramp leading to the cottage and grab bars inside. Very peaceful and such a wonderful couple who owns it."
Canada
Betty
$240 nightly
The price is $273
Oct 6 - Oct 7
Total with taxes and fees
Mermaid's Retreat - Caribou Lake Cottage!
Terrace/patio

20. 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.
$355 nightly
The price is $413
Nov 1 - Nov 2
Total with taxes and fees
Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck
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

Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

8/10 Good
"Evening clerk was very nice and helpful"
Robert 1-night trip
Posted 2 hours ago
Travelodge by Wyndham Bridgewater

Find out more about Pleasantville

Everything you need to know about Pleasantville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasantville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasantville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pleasantville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasantville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pleasantville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $183 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pleasantville rentals

At Expedia, we put the best Pleasantville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pleasantville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasantville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasantville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

New Waterfront Cottag on Hirtle Lake: This vacation home rental near Pleasantville is located on a lake and has a balcony, a garden, and a barbecue grill 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 Risser's Beach Provincial Park. 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.