Pleasantville Holiday Rentals

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Holiday Rentals in Pleasantville

Fisherman's River Hideaway with private dock
Terrace/patio

Fisherman's River Hideaway with private dock

10.0 out of 10, Exceptional, (13)
"Perfect "
Fisherman's River Hideaway with private dock
Superb 2-bedroom house on the Tennessee River.
Property grounds

Superb 2-bedroom house on the Tennessee River.

10.0 out of 10, Exceptional, (3)
"This place was exactly what we were looking for to spend a weekend at the river. Very clean and the porch is perfect for sitting and watching the boats go by. "
Superb 2-bedroom house on the Tennessee River.
Spectalur Bez Valley Farm
Exterior

Spectalur Bez Valley Farm

9.8 out of 10, Exceptional, (91)
"Very nice, clean and relaxing property. Great hosts!"
The price is AU$675
includes taxes & fees
1 Oct - 2 Oct
Spectalur Bez Valley Farm
Peaceful Hills Retreat Lodge with a Great View, a Pond, a Fireplace, Sleeps 10.
Interior

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

10.0 out of 10, Exceptional, (113)
"We loved our stay at the cabin. We loved going down to the creek to play in the water. The cabin had fun things for the kiddos. Was very clean and was so beautiful "
The price is AU$494
includes taxes & fees
7 Oct - 8 Oct
Peaceful Hills Retreat Lodge with a Great View, a Pond, a Fireplace, Sleeps 10.
Great Hunting, Fishing and Family Vacation Getaway
Outdoor dining

Great Hunting, Fishing and Family Vacation Getaway

9.4 out of 10, Exceptional, (42)
"Beautiful quiet area. Home had everything you need for your stay. The beds were comfortable and appreciated the use of the boats. Taya had great communication. "
The price is AU$397
includes taxes & fees
1 Oct - 2 Oct
Great Hunting, Fishing and Family Vacation Getaway
Cozy Cabin Getaway on Buffalo River with HUGE Patio
Smart TV, fireplace, stereo

Cozy Cabin Getaway on Buffalo River with HUGE Patio

10.0 out of 10, Exceptional, (10)
"Quite small town. Loved our stay."
The price is AU$429
includes taxes & fees
1 Oct - 2 Oct
Cozy Cabin Getaway on Buffalo River with HUGE Patio
Beautiful cabin overlooking Crooked Creek on the Tennessee river
Exterior detail

Beautiful cabin overlooking Crooked Creek on the Tennessee river

10.0 out of 10, Exceptional, (56)
"Very good location and quiet place "
Beautiful cabin overlooking Crooked Creek on the Tennessee river
Secluded Cottage Near Franklin, Nashville
Dining

Secluded Cottage Near Franklin, Nashville

8.8 out of 10, Excellent, (66)
"Overall a great place to stay."
Secluded Cottage Near Franklin, Nashville
Guest house in Hurricane Mills
Fridge, microwave, oven, stovetop

Guest house in Hurricane Mills

10.0 out of 10, Exceptional, (2)
The price is AU$287
includes taxes & fees
2 Oct - 3 Oct
Guest house in Hurricane Mills
Colorful & Cozy River Retreat with a View
Exterior

Colorful & Cozy River Retreat with a View

9.0 out of 10, Wonderful, (14)
"The house was great, perfect for me and my sisters getaway. We loved the porch, definitely would stay again."
The price is AU$473
includes taxes & fees
27 Oct - 28 Oct
Colorful & Cozy River Retreat with a View
Tennessee River RV Retreat
Outdoor dining

Tennessee River RV Retreat

10.0 out of 10, Exceptional, (2)
"Beautiful property, camper really cozy and just enough space for us. We had a fantastic time fishing. "
Tennessee River RV Retreat
50 Shaydes of Play
Property grounds

50 Shaydes of Play

10.0 out of 10, Exceptional, (3)
"Everything was exactly like the listing. The host was great will definitely be renting from her again. "
50 Shaydes of Play
Peaceful Hills Retreat’s cottage is clean and cozy with a creek on 97 acres
Lake

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

10.0 out of 10, Exceptional, (90)
"We had a wonderful stay here. Beautiful cottage with everything you could possibly need for a retreat. Jennifer is a great host, answered any questions we had and very attentive. If we are ever back in the area, we would definitely stay here again."
The price is AU$413
includes taxes & fees
6 Oct - 7 Oct
Peaceful Hills Retreat’s cottage is clean and cozy with a creek on 97 acres
Stylish Cottage central to wineries, Natchez Trace, Buffalo River, Amish Country
Fridge, microwave, oven, coffee/tea maker

Stylish Cottage central to wineries, Natchez Trace, Buffalo River, Amish Country

9.6 out of 10, Exceptional, (27)
"This property has everything we need to stay in town while we are here. 2 bedrooms and super cozy! "
Stylish Cottage central to wineries, Natchez Trace, Buffalo River, Amish Country
Cute Little Cabin
Exterior

Cute Little Cabin

10.0 out of 10, Exceptional, (2)
"I will say the pictures make it look as if the home is in a secluded setting, which it isn't. That being said the neighborhood it is in is quiet and charming and is pure small town. Perfect place for a couple as it is small and cozy as described. Jennifer the owner was quick to respond to any concerns and went the extra mile to make sure we had the check in info when VRBO's system glitched. Would book this again in an instant!"
The price is AU$441
includes taxes & fees
5 Oct - 6 Oct
Cute Little Cabin
Jessie's Hideaway Cherokee Rd
Pool

Jessie's Hideaway Cherokee Rd

The price is AU$295
includes taxes & fees
1 Oct - 2 Oct
Jessie's Hideaway Cherokee Rd
Weekend cabin retreat on a secluded 1,000 acres. Miles of hiking trails.
Private kitchen

Weekend cabin retreat on a secluded 1,000 acres. Miles of hiking trails.

2.0 star property
10.0 out of 10, Exceptional, (3)
"This was a beautiful space. Close to the river and far enough to enjoy the quiet. "
Weekend cabin retreat on a secluded 1,000 acres. Miles of hiking trails.
Hollowbranch Hideaway
Cabin, Private Bathroom | Exterior

Hollowbranch Hideaway

2.0 star property
The price is AU$200
includes taxes & fees
1 Oct - 2 Oct
Hollowbranch Hideaway
Cozy pine log cabin
Fridge, microwave, oven, stovetop

Cozy pine log cabin

9.2 out of 10, Wonderful, (22)
"Beautiful cabin!"
Cozy pine log cabin
Secluded Hollow Branch Hideaway w/ Loft
Exterior

Secluded Hollow Branch Hideaway w/ Loft

10.0 out of 10, Exceptional, (2)
"Super clean accommodations, well stocked with necessities, great location in the woods with a small rolling creek. Highly recommend. "
The price is AU$380
includes taxes & fees
1 Oct - 2 Oct
Secluded Hollow Branch Hideaway w/ Loft
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

Days Inn by Wyndham Hurricane Mills

Days Inn by Wyndham Hurricane Mills

10/10 Excellent
"The guy at the desk was extremely professional! I was very surprised! I was not expecting to be greeted and served like that ... normally you don't get service like that ... I'm completing that guy .. he was an Indian guy and very professional .. I'm going to guess he had previously worked at some upper class 5 star hotel somewhere "
Harold 1-night trip
Posted 7 days ago
Days Inn by Wyndham Hurricane Mills

Find out more about Pleasantville

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, 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 favourite 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 depend 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 AU$200 per night. Entering your travel dates in the search wizard might find you 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 Linden City Park. In the wider area, you’ll find Buffalo River Country Club and Perry County Courthouse.

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.