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Pleasantville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Pleasantville vacation rentals

A person standing by a clear water body surrounded by natural vegetation and rocky terrain.

1. Country Sunshine Cabins

Country Sunshine Cabins
3.0 star property
Linden
8.8 out of 10, Excellent, (3 reviews)
"No TV,No WFI, No Privacy , no shades on windows and doors. The bed was hard and so were the pillows. towels were nice"
United States
Cynthia Diane
$160 nightly
The price is $183
Nov 1 - Nov 2
Total with taxes and fees
Country Sunshine Cabins
A modern living space with a kitchen, dining area, and seating.

2. Cozy & private 2-bedroom home in Hohenwald, TN only 4miles to the Natchez Trace

Cozy & private 2-bedroom home in Hohenwald, TN only 4miles to the Natchez Trace
Hohenwald
9.8 out of 10, Exceptional, (7 reviews)
"Very convenient place to stay. Owner was very nice to deal with."
United States
D W.
$157 nightly
The price is $180
Nov 2 - Nov 3
Total with taxes and fees
Cozy & private 2-bedroom home in Hohenwald, TN only 4miles to the Natchez Trace
A cozy cabin interior with a stone fireplace, wooden staircase, and a deer wall art.

3. Peaceful Hills Retreat Lodge with a Great View, a Pond, a Fireplace, Sleeps 10.

Peaceful Hills Retreat Lodge with a Great View, a Pond, a Fireplace, Sleeps 10.
Centerville
10.0 out of 10, Exceptional, (130 reviews)
"Nice place to stay, very accommodating "
United States
Sonya Looney H.
$278 nightly
The price is $314
Oct 20 - Oct 21
Total with taxes and fees
Peaceful Hills Retreat Lodge with a Great View, a Pond, a Fireplace, Sleeps 10.
A river with a waterfall, surrounded by dense trees and greenery.

4. Peaceful Hills Retreat’s cottage is clean and cozy with a creek on 97 acres

Peaceful Hills Retreat’s cottage is clean and cozy with a creek on 97 acres
Centerville
10.0 out of 10, Exceptional, (94 reviews)
"Met our needs perfectly. A nice place to stay one night while visiting family."
United States
Anonymous traveler
$280 nightly
The price is $316
Oct 19 - Oct 20
Total with taxes and fees
Peaceful Hills Retreat’s cottage is clean and cozy with a creek on 97 acres
A kitchen with white cabinets, a built-in dishwasher, a sink, and a window with blinds.

5. Guest house in Hurricane Mills

Guest house in Hurricane Mills
Hurricane Mills
10.0 out of 10, Exceptional, (10 reviews)
"Super cute place!"
United States
Brittany
$180 nightly
The price is $200
Oct 14 - Oct 15
Total with taxes and fees
Guest house in Hurricane Mills
A wooden deck with a bench overlooking a calm lake.

6. Superb 2-bedroom house on the Tennessee River.

Superb 2-bedroom house on the Tennessee River.
Lobelville
10.0 out of 10, Exceptional, (9 reviews)
"Overall great view of the river We had to clean the seat cushions on the deck, but otherwise it was a pleasure"
United States
Bill M.
$191 nightly
The price is $215
Oct 14 - Oct 15
Total with taxes and fees
Superb 2-bedroom house on the Tennessee River.
A wooden deck with a white sofa and a small table, a door with a view of a green lawn, and a large window with a view of trees.

7. Charming 2-bedroom cabin on the water with AC in Linden

Charming 2-bedroom cabin on the water with AC in Linden
Linden
$374 nightly
The price is $424
Oct 15 - Oct 16
Total with taxes and fees
Charming 2-bedroom cabin on the water with AC in Linden
A wooden deck with a table and chairs, overlooking a calm lake.

8. Great Hunting, Fishing and Family Vacation Getaway

Great Hunting, Fishing and Family Vacation Getaway
Linden
9.0 out of 10, Wonderful, (48 reviews)
"Great spot for hunting trip or fishing "
United States
Cheston W.
$205 nightly
The price is $231
Oct 14 - Oct 15
Total with taxes and fees
Great Hunting, Fishing and Family Vacation Getaway
A covered wooden bridge with a central walkway and railings on both sides, surrounded by greenery.

9. Frank's Retreat Cherokee Rd

Frank's Retreat Cherokee Rd
Waynesboro
10.0 out of 10, Exceptional, (1 review)
$286 nightly
The price is $323
Oct 14 - Oct 15
Total with taxes and fees
Frank's Retreat Cherokee Rd
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

Country Sunshine Cabins

Country Sunshine Cabins

8/10 Good
"No TV,No WFI, No Privacy , no shades on windows and doors. The bed was hard and so were the pillows. towels were nice"
Cynthia Diane 5-night trip
Posted 2 days ago
Country Sunshine Cabins

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

Are there vacation rentals in Pleasantville?

Yes, we give you a choice of vacation rentals close to the most popular attractions in Pleasantville, or you can choose a secluded option if you're looking for a relaxing stay.

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

Superb 2-bedroom house on the Tennessee River.: This vacation home rental outside of Pleasantville has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly.

What’s there to see and do in Pleasantville?

Explore the area and family-friendly sights such as C.A. Thompson Park, or get out into nature at a spot like Veterans Park. In the larger area, you’ll find Buffalo River Country Club and Grinder's Switch Winery.

What’s a vacation rental in Pleasantville like?

Vacation rentals are private properties you can stay in for a couple of days or more in Pleasantville. Vacation rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family gatherings.