Holiday Rentals in Pleasantville

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Holiday Rentals in Pleasantville

Our top choices for Pleasantville holiday rentals

Fisherman's River Hideaway with private dock

10.0 out of 10, Exceptional, (13)
"We really enjoyed the stay !! But the flooding of the river scared us a little.. "
Fisherman's River Hideaway with private dock

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

9.6 out of 10, Exceptional, (26)
"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

Secluded Cottage Near Franklin, Nashville

8.8 out of 10, Excellent, (66)
"Easy access. Nice accommodations. Quiet and peaceful location. My suggestion would be to invest in some nicer/newer towels. Garbage in lower floor bathroom had not been emptied "
Secluded Cottage Near Franklin, Nashville

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 €274
includes taxes & fees
2 Sept - 3 Sept
Peaceful Hills Retreat Lodge with a Great View, a Pond, a Fireplace, Sleeps 10.

Jessie's Hideaway Cherokee Rd

The price is €120
includes taxes & fees
31 Aug - 1 Sept
Jessie's Hideaway Cherokee Rd

Hollowbranch Hideaway

2.0 star property
The price is €124
includes taxes & fees
2 Sept - 3 Sept
Hollowbranch Hideaway

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 €227
includes taxes & fees
21 Aug - 22 Aug
Great Hunting, Fishing and Family Vacation Getaway

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 €275
includes taxes & fees
25 Aug - 26 Aug
Cozy Cabin Getaway on Buffalo River with HUGE Patio

Beautiful cabin overlooking Crooked Creek on the Tennessee river

10.0 out of 10, Exceptional, (56)
"Very clean nice quite area. Host is excellent look forward to staying again."
Beautiful cabin overlooking Crooked Creek on the Tennessee river

Colorful & Cozy River Retreat with a View

9.0 out of 10, Wonderful, (14)
"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 €286
includes taxes & fees
25 Aug - 26 Aug
Colorful & Cozy River Retreat with a View

Guest house in Hurricane Mills

10.0 out of 10, Exceptional, (1)
The price is €186
includes taxes & fees
21 Aug - 22 Aug
Guest house in Hurricane Mills

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

Spectalur Bez Valley Farm

9.8 out of 10, Exceptional, (91)
"Very nice, clean and relaxing property. Great hosts!"
The price is €387
includes taxes & fees
21 Aug - 22 Aug
Spectalur Bez Valley Farm

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.

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

Cozy Tennessee Retreat w/ Patio & Charcoal Grill!

9.8 out of 10, Exceptional, (9)
"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!

Cozy pine log cabin

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

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 €230
includes taxes & fees
2 Sept - 3 Sept
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)
"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."
Peaceful Hills Retreat’s cottage is clean and cozy with a creek on 97 acres

Cozy Tennessee Retreat w/ Patio & Charcoal Grill!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This was the perfect home away feom home for trip. I would highly recommend it. "
Cozy Tennessee Retreat w/ Patio & Charcoal Grill!
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

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.