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Holiday Rentals in Pleasantville

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Pleasantville holiday 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
9.0 out of 10, Wonderful, (2 reviews)
The price is €151
includes taxes & fees
1 Nov - 2 Nov
Country Sunshine Cabins
A two-story cabin with a wooden deck and a small porch.

2. Hollowbranch Hideaway

Hollowbranch Hideaway
2.0 star property
Lobelville
9.0 out of 10, Wonderful, (2 reviews)
"This place was quiet, off the beaten path, and cozy, just how we like it. We totally enjoyed our one night and will definitely come back. Just a heads up, & it didn't matter to us at all, there are 2 bathrooms but only 1 shower."
United States
Jennifer
Hollowbranch Hideaway
A river with a waterfall, surrounded by dense trees and greenery.

3. 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 traveller
The price is €290
includes taxes & fees
12 Oct - 13 Oct
Peaceful Hills Retreat’s cottage is clean and cozy with a creek on 97 acres
A gravel driveway leading to a metal building with a bright light source.

4. Secluded Creekside Cabin w/ Loft

Secluded Creekside Cabin w/ Loft
Linden
10.0 out of 10, Exceptional, (4 reviews)
"Great place"
United States
William
Secluded Creekside Cabin w/ Loft
A modern living space with a kitchen, dining area, and seating.

5. 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.
The price is €166
includes taxes & fees
2 Nov - 3 Nov
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.

6. 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.
The price is €281
includes taxes & fees
20 Oct - 21 Oct
Peaceful Hills Retreat Lodge with a Great View, a Pond, a Fireplace, Sleeps 10.
A kitchen with white cabinets, a built-in dishwasher, a sink, and a window with blinds.

7. 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
The price is €182
includes taxes & fees
12 Oct - 13 Oct
Guest house in Hurricane Mills
A wooden deck with a bench overlooking a calm lake.

8. 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.
The price is €195
includes taxes & fees
14 Oct - 15 Oct
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.

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

Charming 2-bedroom cabin on the water with AC in Linden
Linden
The price is €380
includes taxes & fees
13 Oct - 14 Oct
Charming 2-bedroom cabin on the water with AC in Linden
A wooden deck with a table and chairs, overlooking a calm lake.

10. 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.
The price is €207
includes taxes & fees
12 Oct - 13 Oct
Great Hunting, Fishing and Family Vacation Getaway
A covered wooden bridge with a central walkway and railings on both sides, surrounded by greenery.

11. Frank's Retreat Cherokee Rd

Frank's Retreat Cherokee Rd
Waynesboro
10.0 out of 10, Exceptional, (1 review)
The price is €286
includes taxes & fees
12 Oct - 13 Oct
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

Tennessee River RV Retreat

Tennessee River RV Retreat

10/10 Excellent
"It was a very nice experience so lovely !"
Mia C. 2-night trip
Posted 3 weeks ago
Tennessee River RV Retreat

Find out more about Pleasantville

Everything you need to know about Pleasantville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasantville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pleasantville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pleasantville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasantville holiday rentals we have selected for you start as low as €151 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pleasantville rentals

At Expedia, we put the best Pleasantville holiday 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 holiday.

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 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?

Superb 2-bedroom house on the Tennessee River.: This holiday home rental outside of Pleasantville has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a stovetop and a microwave can make your holiday 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 wider area, you’ll find Buffalo River Country Club and Grinder's Switch Winery.

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 feature amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.