Pleasantville Vacation Rentals

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Vacation Rentals in Pleasantville

Fisherman's River Hideaway with private dock
Property grounds
Fisherman's River Hideaway with private dock
10.0 out of 10, Exceptional, (3)
"This was the cleanest place I have ever stayed. The view from the porch/dock is amazing! The property manager was awesome and very quick to respond. I will be staying here again next time I am in the area."
Fisherman's River Hideaway with private dock
Cozy Cabin Getaway on Buffalo River with HUGE Patio
Property grounds
Cozy Cabin Getaway on Buffalo River with HUGE Patio
10.0 out of 10, Exceptional, (2)
"Very relaxing cabin right on Buffalo River. Very clean and decorated nicely. Close to grocery. Host was very responsive and helpful. Cabin had everything we needed to enjoy our long weekend. We grilled out on the large back deck overlooking the river and the bed was so comfortable. Two sofas in the living room allowed for us to lounge and watch tv and read. I would recommend it to anyone looking for a nice quiet place to stay"
The price is CA $203
CA $456 total
includes taxes & fees
Jul 3 - Jul 4
Cozy Cabin Getaway on Buffalo River with HUGE Patio
Colorful & Cozy River Retreat with a View
Property grounds
Colorful & Cozy River Retreat with a View
9.8 out of 10, Exceptional, (6)
"The house was great, perfect for me and my sisters getaway. We loved the porch, definitely would stay again."
The price is CA $176
CA $454 total
includes taxes & fees
Jul 1 - Jul 2
Colorful & Cozy River Retreat with a View
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Great Hunting, Fishing and Family Vacation Getaway
Property grounds
Great Hunting, Fishing and Family Vacation Getaway
9.4 out of 10, Exceptional, (34)
"We have stayed here about 10 times over the past several years. We absolutely love it. It has all the necessity for river fun. We bring the boat because it has its own dock, we bring the 4wheelers, and the kayaks. Its safe for the kids. Everyone is super nice, and you might be invited to a cook out or 2. We have enjoyed cooking out with the grill, we have enjoyed the fire pit at night. Kids have enjoyed fishing. And a perfect quiet cove for the kiddos to play in the river if you bring boat or...
The price is CA $178
CA $314 total
includes taxes & fees
Jun 27 - Jun 28
Great Hunting, Fishing and Family Vacation Getaway
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, (98)
"Absolutely beautiful property ❤️ we had an amazing time!"
The price is CA $173
CA $432 total
includes taxes & fees
Jun 27 - Jun 28
Peaceful Hills Retreat Lodge with a Great View, a Pond, a Fireplace, Sleeps 10.
Cozy Tennessee Retreat w/ Patio & Charcoal Grill!
Fridge, microwave, stovetop, dishwasher
Cozy Tennessee Retreat w/ Patio & Charcoal Grill!
10.0 out of 10, Exceptional, (5)
"Such a cozy cabin with great views! We stayed 12/25-12/28. Super clean and very well stocked. Very comfortable beds and nice sheets! Plenty of kitchen items and towels. I was very impressed with how clean the cabin is - it’s immaculately clean! Host’s are very responsive and helpful with recommendations! There is no TV - which was actually very nice! Small area outside for a fire perfect for s’mores. We roasted marshmallows and sausages, our teenagers enjoyed doing that the most! The only thing...
Cozy Tennessee Retreat w/ Patio & Charcoal Grill!
Beautiful cabin overlooking Crooked Creek on the Tennessee river
Outdoor dining
Beautiful cabin overlooking Crooked Creek on the Tennessee river
10.0 out of 10, Exceptional, (40)
"Everyone was so friendly and the house was clean and comfortable"
Beautiful cabin overlooking Crooked Creek on the Tennessee river
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, (85)
"This little place is worth the 20 min. drive you'll make to grocery stores. A gathering of three homes around a green space. A home so comfortable it feels like you're visiting your grandma or some other dear relative. Super-easy access, friendly and helpful host. We had no trouble with wifi; couldn't make phone calls but could still text. A great fire pit. The only possible downside for some could be that the home is located in the bend of the gravel road, but the road is only for the three...
The price is CA $146
CA $363 total
includes taxes & fees
Jul 1 - Jul 2
Peaceful Hills Retreat’s cottage is clean and cozy with a creek on 97 acres.
Cozy pine log cabin
4 bedrooms, desk, iron/ironing board, travel crib
Cozy pine log cabin
9.8 out of 10, Exceptional, (16)
"Overall the cabin was wonderful. We did see the occasional water bug, ants and so on but that is to be expected. The king bed was really nice. The double beds were harder to get in and out of due to the design. Josh and Cassia were extremely wonderful hosts! Many businesses near to the cabin had friendly service."
Cozy pine log cabin
Stylish Cottage central to wineries, Natchez Trace, Buffalo River, Amish Country
Pool
Stylish Cottage central to wineries, Natchez Trace, Buffalo River, Amish Country
9.8 out of 10, Exceptional, (16)
"My husband was a little concerned after we discovered that someone had entered the house & slept in one bed prior to our visit. Locked box code needs changed & door is hard to open with lock box attached."
Stylish Cottage central to wineries, Natchez Trace, Buffalo River, Amish Country
Direct access camping on the Buffalo River with bathrooms/showers!!!
Property grounds
Direct access camping on the Buffalo River with bathrooms/showers!!!
Direct access camping on the Buffalo River with bathrooms/showers!!!
Cozy Tennessee Retreat w/ Patio & Charcoal Grill!
Microwave, oven, stovetop, dishwasher
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!
River Run Cottage at Horseshoe Bend Farm
Fridge, microwave, oven, stovetop
River Run Cottage at Horseshoe Bend Farm
10.0 out of 10, Exceptional, (2)
"What a beautiful property! Such a wonderful little cottage. It was perfect for my fiancée and me. We came it for an event up at Loretta Lynn’s Ranch, and ended up just hanging out at the property more than the even! The winery next door had live music and vendors and ended up just enjoying the beautiful views and atmosphere! Kim was a wonderful and considerate host! And the blueberry muffins were phenomenal!!!"
The price is CA $205
CA $352 total
includes taxes & fees
Jul 12 - Jul 13
River Run Cottage at Horseshoe Bend Farm
Duff Properties
3 bedrooms, WiFi, bed sheets
Duff Properties
10.0 out of 10, Exceptional, (1)
"House was cute and clean, A/C worked great, house was super easy to find, close to stores and right next to the best little coffee shop. Owner of the house replied back quickly, was very accommodating and welcomed us with a unique flower bouquet when we arrived at the house."
The price is CA $299
CA $647 total
includes taxes & fees
Jun 26 - Jun 27
Duff Properties
Country Cabin
Oven
Country Cabin
10.0 out of 10, Exceptional, (3)
"This was the perfect house for our family! The porch was absolute our favorite place, ! Great place for visiting and playing card games! Had a few visitors, ground hog, bats and a deer!"
Country Cabin
Southern Serenity at The Aetna Green
Property grounds
Southern Serenity at The Aetna Green
10.0 out of 10, Exceptional, (1)
"I couldn't have been happier with my stay at Laura's beautiful home! Everything is just as it is listed. No surprises. Can't wait for the opportunity to go back!"
Southern Serenity at The Aetna Green
Buffalo River new cabin cozy retreat
Fridge, microwave, oven, stovetop
Buffalo River new cabin cozy retreat
10.0 out of 10, Exceptional, (1)
"We absolutely loved this property! We felt right at home. Very cozy! Wifi worked great and the tvs had all streaming devices. The cabin was very clean and equipped with all that we needed. It was far enough away from other properties and nearby camps were quiet. Maria was quick to respond and was very accommodating. We stayed one night when we were passing through the area on our way back from our Christmas vacation. We would like to come back in the future when it’s warmer to enjoy the river!"
The price is CA $231
CA $385 total
includes taxes & fees
Jun 30 - Jul 1
Buffalo River new cabin cozy retreat
50 Shaydes of Play
Property grounds
50 Shaydes of Play
50 Shaydes of Play
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
Weekend cabin retreat on a secluded 1,000 acres. Miles of hiking trails.
Wayfarer's Inn: Cottage Suite Nestled in a Woodland Setting Near Historic Square
Interior
Wayfarer's Inn: Cottage Suite Nestled in a Woodland Setting Near Historic Square
Wayfarer's Inn: Cottage Suite Nestled in a Woodland Setting Near Historic Square
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See all available properties in Pleasantville
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.

Other types of properties in Pleasantville you may be interested in

Holiday Inn Express Hurricane, an IHG Hotel
Exterior
Holiday Inn Express Hurricane, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (292)
"Everyone was very accommodating and friendly! The room and beds were very comfortable."
The price is CA $209
CA $236 total
includes taxes & fees
Jul 1 - Jul 2
Holiday Inn Express Hurricane, an IHG Hotel
Quality Inn And Suites Centerv
Seasonal outdoor pool
Quality Inn And Suites Centerv
2.5 star property
6.4 out of 10, (283)
"The person at the front desk could not have been any more polite, and after the trip that I had losing my cell phone while on a motorcycle, he was more than happy to help me. Try to get a hold of my spouse and allowed me to call from my room so that she knew that I had made it safely. "
The price is CA $76
CA $87 total
includes taxes & fees
Jul 17 - Jul 18
Quality Inn And Suites Centerv
Days Inn by Wyndham Hurricane Mills
Outdoor pool
Days Inn by Wyndham Hurricane Mills
2.0 star property
6.8 out of 10, (355)
"N/A"
The price is CA $123
CA $139 total
includes taxes & fees
Jun 26 - Jun 27
Days Inn by Wyndham Hurricane Mills
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.

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasantville vacation rentals we have selected for you start as low as CA $146 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 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?

House with a big deck and boat dock on Toms Creek: This vacation home rental outside of Pleasantville is equipped with a patio, air-conditioning, and cable TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Pleasantville?

While you're exploring the area, Veterans Park and Linden City Park are a couple of picturesque spots to get outside and enjoy nature. 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.

Recent reviews of Pleasantville properties
Expedia verified reviews

Embassy Inn

Embassy Inn

5/5 Excellent
"The room was clean. Property was very quiet which made the stay restfull. "
A verified traveller stayed at Embassy Inn
Posted 2 days ago
Embassy Inn