Pleasantville Vacation Rentals

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In two weeks
Sep 19 - Sep 21
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30
In four months
Dec 26 - Dec 28

Vacation Rentals in Pleasantville

Oakhill Pines Campground
Cabin, Multiple Beds, Shared Bathroom | Desk, free WiFi

Oakhill Pines Campground

3.0 star property
9.2 out of 10, Wonderful, (9)
"Great place"
$86 nightly
The price is $98
Sep 7 - Sep 8
Total with taxes and fees
Oakhill Pines Campground
Black Forest Cabins
Meeting facility

Black Forest Cabins

3.0 star property
10.0 out of 10, Exceptional, (9)
"Great spot for a special night out … beds were super comfortable "
$230 nightly
The price is $262
Oct 7 - Oct 8
Total with taxes and fees
Black Forest Cabins
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
Full-size fridge, microwave, oven, stovetop

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

10.0 out of 10, Exceptional, (105)
"Wonderful. Great cottage."
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
One bedroom fully equipped Mahone Bay luxury cottage
Fridge, microwave, oven, stovetop

One bedroom fully equipped Mahone Bay luxury cottage

10.0 out of 10, Exceptional, (99)
"I really appreciated having the washer and dryer in the unit. It was walkable to all areas in Mahone Bay."
One bedroom fully equipped Mahone Bay luxury cottage
The Salt + Soul Suite – Cozy Apt 5
1 bedroom, WiFi, bed sheets

The Salt + Soul Suite – Cozy Apt 5

10.0 out of 10, Exceptional, (1)
"Cozy little space for short term stay. Fairly well equipped. Appliances in good shape. Clean and tastefully decorated. Noisy road. No yard. Well situated close to amenities."
$151 nightly
The price is $176
Sep 7 - Sep 8
Total with taxes and fees
The Salt + Soul Suite – Cozy Apt 5
Oceanfront 3-Bedroom Captain's House
Dining

Oceanfront 3-Bedroom Captain's House

10.0 out of 10, Exceptional, (21)
"Clean and lots of space for the four of us "
Oceanfront 3-Bedroom Captain's House
Family Home In the Heart of the Village of Chester
Terrace/patio

Family Home In the Heart of the Village of Chester

9.6 out of 10, Exceptional, (28)
"Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return."
Family Home In the Heart of the Village of Chester
Mahone Bay Hide-Away
TV

Mahone Bay Hide-Away

10.0 out of 10, Exceptional, (84)
"This was a gem of an accommodation! It was beautifully decorated and designed with all sorts of tasteful decor items but there was a ton of storage space for all of our needs. They had everything it was so well equipped, nothing was missed in the design and layout. It was just as comfortable as it was aesthetically beautiful. We give this a 10 out of 10!"
Mahone Bay Hide-Away
Mahone Bay Town Center 2 Bedroom Apt. - Steps to Everything - Vacation Oasis
Marina

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

10.0 out of 10, Exceptional, (32)
"Everything was perfect with our stay."
Mahone Bay Town Center 2 Bedroom Apt. - Steps to Everything - Vacation Oasis
Unique Ocean View Hilltop Retreat
Exterior

Unique Ocean View Hilltop Retreat

10.0 out of 10, Exceptional, (170)
"Great house with tonnes of character, the hosts answered all questions we had and had good communication!"
Unique Ocean View Hilltop Retreat
Beautiful Lakefront Home with 5 Bed/3 Baths, WiFi, tons of amenities!
Terrace/patio

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

10.0 out of 10, Exceptional, (32)
"Great house with basics to make it easy to stay."
Beautiful Lakefront Home with 5 Bed/3 Baths, WiFi, tons of amenities!
Luxury lakefront dome with private beach, close to nature and town!
Terrace/patio

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

9.6 out of 10, Exceptional, (5)
"I didn’t like the lake frontage,was not inviting for a swim, "
$263 nightly
The price is $300
Oct 1 - Oct 2
Total with taxes and fees
Luxury lakefront dome with private beach, close to nature and town!
Oceanfront Luxury Magical Views Sunset and Sunrise
2 bedrooms, desk, WiFi, bed sheets

Oceanfront Luxury Magical Views Sunset and Sunrise

9.6 out of 10, Exceptional, (17)
"Short stay, unfortunately, but I’ll definitely be back. "
Oceanfront Luxury Magical Views Sunset and Sunrise
Lunenburg's Cupcake House
Exterior

Lunenburg's Cupcake House

10.0 out of 10, Exceptional, (2)
"What can I say? Lovely hosts, gorgeous cozy property, comfy beds, well-equipped kitchen, thoughtful information pack, board games in the cupboard, everything spotless, and in a great location within a few minutes walk of Lunenberg’s waterfront, shops and restaurants. Even the flowers at the front were in full bloom and smelled amazing! We toured Canada for 5 weeks, as a family of 4, staying in 14 different locations, and this house was my favourite. Thank you so much for a lovely stay! I only...
Lunenburg's Cupcake House
Cozy south shore home close to beautiful beaches!
Beach

Cozy south shore home close to beautiful beaches!

10.0 out of 10, Exceptional, (8)
"Gorgeous century old home with all the amenities you would hope for! We loved the open concept, updated modern furniture, strong wifi and quiet location - away from the hustle and tourist bustle, yet still close to beaches and local attractions. Mike replied promptly to all of our queries and was also able to check us in ahead of time too boot! Like Schwarzenegger…”We’ll be BACK…”"
Cozy south shore home close to beautiful beaches!
Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg
Exterior

Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg

10.0 out of 10, Exceptional, (13)
"Lovely walking distance to the waterfront. Beautiful place to stay!"
$356 nightly
The price is $406
Sep 20 - Sep 21
Total with taxes and fees
Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg
Tucked away on quiet street but short walk to Mahone Bay and all its amenities.
Fridge, microwave, oven, stovetop

Tucked away on quiet street but short walk to Mahone Bay and all its amenities.

9.8 out of 10, Exceptional, (18)
"We enjoy staying in Mahone Bay, and this very nice home was wonderful - with excellent amenities. A few minutes walk to all shops, park, restaurants and grocery! Would definitely stay here again!"
Tucked away on quiet street but short walk to Mahone Bay and all its amenities.
Iconic Cabin on Lighthouse Route
Terrace/patio

Iconic Cabin on Lighthouse Route

10.0 out of 10, Exceptional, (3)
"Had a super comfortable stay. Kate had thought of everything you might need when away from home. Accommodation was better than we expected and all her suggestions of places to eat and visit were terrific. It was exactly what we were looking for. "
Iconic Cabin on Lighthouse Route
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
Exterior

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

8.8 out of 10, Excellent, (3)
"Wonderful studio, clean, comfortable bedOn 2nd floor (very quiet)Walkable to Lunenburg old town, restaurants & Bluenose marinaWalkable to Tim Hortons & Independent Grocery "
$231 nightly
The price is $264
Oct 1 - Oct 2
Total with taxes and fees
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
Perfect Getaway at Lake Mushamush!
Dining

Perfect Getaway at Lake Mushamush!

9.6 out of 10, Exceptional, (4)
"Beautiful spot we had the best time!!"
Perfect Getaway at Lake Mushamush!
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

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 $98 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.