Pleasantville Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Pleasantville

Cozy pine log cabin

9.4 out of 10, Exceptional, (21)
"Beautiful cabin!"
Cozy pine log cabin

Spectalur Bez Valley Farm

9.8 out of 10, Exceptional, (89)
"Very nice, clean and relaxing property. Great hosts!"
The price is NZ$730
includes taxes & fees
2 Aug - 3 Aug
Spectalur Bez Valley Farm

Beautiful cabin overlooking Crooked Creek on the Tennessee river

10.0 out of 10, Exceptional, (55)
"Very clean nice quite area. Host is excellent look forward to staying again."
Beautiful cabin overlooking Crooked Creek on the Tennessee river

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

10.0 out of 10, Exceptional, (112)
"We enjoyed- will definitely return! "
The price is NZ$685
includes taxes & fees
10 Aug - 11 Aug
Peaceful Hills Retreat Lodge with a Great View, a Pond, a Fireplace, Sleeps 10.

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

Great Hunting, Fishing and Family Vacation Getaway

9.4 out of 10, Exceptional, (42)
"Had an amazing stay was relaxing and peaceful "
The price is NZ$427
includes taxes & fees
2 Aug - 3 Aug
Great Hunting, Fishing and Family Vacation Getaway

Secluded Cottage Near Franklin, Nashville

8.8 out of 10, Excellent, (66)
"Overall a great place to stay."
Secluded Cottage Near Franklin, Nashville

Jessie's Hideaway Cherokee Rd

The price is NZ$224
includes taxes & fees
29 July - 30 July
Jessie's Hideaway Cherokee Rd

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!"
Cute Little Cabin

Fisherman's River Hideaway with private dock

10.0 out of 10, Exceptional, (12)
"We really enjoyed the stay !! But the flooding of the river scared us a little.. "
Fisherman's River Hideaway with private dock

Colorful & Cozy River Retreat with a View

9.2 out of 10, Wonderful, (13)
"We had a very enjoyable stay. Sleek and clean cottage with a unique design. It is right on the highway but the owners placed sound machines in each bedroom to override road noise. We had everything we needed and felt right at home. Really appreciated that I could bring my dog along. Thanks for a great stay. "
The price is NZ$663
includes taxes & fees
3 Aug - 4 Aug
Colorful & Cozy River Retreat with a View

Guest house in Hurricane Mills

The price is NZ$309
includes taxes & fees
4 Aug - 5 Aug
Guest house in Hurricane Mills

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 NZ$560
includes taxes & fees
4 Aug - 5 Aug
Cozy Cabin Getaway on Buffalo River with HUGE Patio

Tennessee River RV Retreat

10.0 out of 10, Exceptional, (1)
"Absolutely what we was looking for . Swimming , boating and peaceful all right on the edge of TN. river. Everything was available . Host was amazing. We will be returning again in the future.. "
Tennessee River RV Retreat

Cozy Tennessee Retreat w/ Patio & Charcoal Grill!

9.8 out of 10, Exceptional, (8)
"We had a great time. The property is so quiet and peaceful. The host was great, answered my questions promptly. Will stay again."
Cozy Tennessee Retreat w/ Patio & Charcoal Grill!

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

9.6 out of 10, Exceptional, (25)
"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

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"This place is a suprise when you walk in the door. The outside does not match the loge like feel of the inside. Very well stocked and very nicely furnished. We had a great time with friends and we all felt like we were in a Montana lodge not in Tennessee. We will be coming back for sure. The only negative was no blinds or curtains on the bedroom windows so sleeping in was not an option."
Weekend cabin retreat on a secluded 1,000 acres. Miles of hiking trails.

River Run Cottage at Horseshoe Bend Farm

10.0 out of 10, Exceptional, (5)
"Really nice, We completely enjoyed the homie atmosphere. I would recommend it to anyone. And we have plans on returning."
River Run Cottage at Horseshoe Bend Farm

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. "
Secluded Hollow Branch Hideaway w/ Loft

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

10.0 out of 10, Exceptional, (90)
"Awesome home. It has everything. Space, quiet and beautiful woods. A little challenging to get to, but worth it. Jennifer is so wonderful with information and communication."
The price is NZ$591
includes taxes & fees
26 Aug - 27 Aug
Peaceful Hills Retreat’s cottage is clean and cozy with a creek on 97 acres
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pleasantville Hotel Reviews

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?

Fisherman's River Hideaway with private dock: This holiday home rental outside of Pleasantville is located on a river, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.