Vacation rentals in Pleasantville

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Top-rated vacation rentals in Pleasantville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Edinboro

4.88 out of 5 average rating, 138 reviews

The Cove, cozy cottage by Edinboro Lake

ReneeRating, 5 stars2 weeks ago

The Cove was a delightful stay for my husband and I. I especially appreciated that this location was pet friendly and a great place to bring our dog. Lots of space, quiet, and cozy. We also appreciated her responsiveness to the front porch lights being burnt out- this was taken care of immediately the next day and we extremely grateful for the care shown by our host. Would absolutely book again!

Top guest favorite

Apartment in Findley Lake

4.94 out of 5 average rating, 176 reviews

Becker Rentals

LeahRating, 5 stars1 month ago

Leanne’s place was so cozy and a great stay for a weekend spent skiing at Peek n peak resort! She was so kind and always responded quickly to any questions we had. She was flexible for our check in and check out times which is really appreciated! Would definitely recommend staying here.

Guest favorite

Cottage in Findley Lake

4.87 out of 5 average rating, 175 reviews

Just another day in paradise

RandyRating, 5 stars3 weeks ago

Beautiful lake setting even for a rainy March weekend. Did get to enjoy fire on the 1 dry evening. Seating for meals was limited but outside table would help in warmer months. Also lower level bedrooms could be warmer. Loved the decor of old school local items.

Guest favorite

Cottage in Findley Lake

4.98 out of 5 average rating, 105 reviews

Hidden Cove

CindyRating, 5 stars1 month ago

Had an amazing quiet get away! Everyone in town was friendly and helpful! The cottage was clean, well stocked and had more than we could have imagined. Looking forward to a future stay when the weather is warmer! We had everything we needed and more to recharge our batteries.

Top guest favorite

Cottage in Mercer

4.98 out of 5 average rating, 62 reviews

Mermaid Inn romantic house on the lake

Leigh AnnRating, 5 stars6 months ago

Anna thought of everything someone might need for a “home away from home.” The place was beautifully decorated with everything seemingly brand new. It was a very comfortable and peaceful place to hang out. Being outside was so relaxing. We enjoyed the pond and the backdrop of woods with changing autumn leaves. It was the perfect location being so close to the outlets and restaurants too.

Guest favorite

Home in Erie

4.94 out of 5 average rating, 48 reviews

Tranquil Lake Erie

AbigailRating, 5 stars4 months ago

Nadia's place is great and very well-appointed. It's so cozy and clean and well taken care of. Nadia was also really helpful and flexible during our stay when we got stuck in a snowstorm. She's a very gracious host and went out of her way to make the accommodations work for us on short notice and through many twists and turns. We loved the beds and couch -- so comfortable and nice looking!

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What guests are saying

Modern Lakefront Cottage

4.94 out of 5 average rating, 17 reviews6 months ago

WOW! That’s what we said when we opened the front door. The view of the lake was awesome and Barbara’s house was perfect for the 4 of us celebrating our 70th birthdays. We have stayed in many Airbnb’s before but this house had every amenity you could ask for. It is tastefully decorated and well stocked including paper products, shampoos, spices, etc. The beds were very comfortable and the view of the morning sunrise from the master bedroom was absolutely breathtaking! We visited the National Comedy Museum in Jamestown and walked the beautiful grounds of the Chautauqua Institute ! Barbara was the perfect hostess and even offered to mail the clothes we left in the dryer back to us. As one ages, we tend to remember the “moments” and forget the “things”🥴. Thank you, Barbara, for transforming your shack into a spectacular cottage and sharing it with us.

Cottage in Mayville

What guests are saying

Dreamy Home on Lake Erie

5 out of 5 average rating, 54 reviews5 months ago

This place really felt like our home away from home. My kids especially felt comfortable and enjoyed the main living area and games the most. I appreciated the attention to detail. It’s rare to get a rental that included everything (toiletries, kitchen spices, etc.). It made packing so much easier. I will definitely be renting another place by Janelle when we go back to Erie!

Cottage in Erie

What guests are saying

Lazy Bear Cabin Handicap Accessible, Pet Friendly

4.97 out of 5 average rating, 34 reviews2 months ago

This was a last minute booking when our winter cabin reservation had to cancel. It turned out great! Beautiful, comfortable, very well stocked log home that had everything we needed and more! Pond was skateable at edge and the hill next to the house was perfect for sledding. Our grandkids had a ball! Dianna quickly responded to all our inquiries and they even made it possible to get a campfire started . Thank you!

Cabin in Frewsburg

What guests are saying

The Blue Rooster

5 out of 5 average rating, 10 reviews1 month ago

I can’t say enough good things to explain how wonderful this house is! It is so spacious and CLEAN!! It is exactly as pictured/explained. Everything works perfectly. Paula was very nice and kept us updated. Check in with door keypad was very convenient, as we were later getting there. If you’re anywhere near the area - I highly recommend staying here, you won’t regret it 😊

Home in Warren

What guests are saying

Vineyards Edge

5 out of 5 average rating, 11 reviews4 months ago

We stayed at Vineyards Edge over the Christmas holiday. Heidi's home was exactly what was advertised. Vineyards Edge is beautiful, very clean, in a quiet location, and is set-up for a family to enjoy and feel comfortable. There is plenty of comfortable furniture in the living room and den. Heidi has provided everything you can think of needing while on vacation. The kitchen is beautiful and fully stocked. One evening we had dinner for 8 people and had plenty of room for everyone, and all the things we needed to cook a meal. Since we were there for Christmas, Heidi reached out a few weeks before our stay and asked if we celebrated Christmas, and if we did would we like her to put up a Christmas tree for us. When we arrived, the house was fully decorated upstairs and downstairs for Christmas. It was beautiful. If I could give Vineyards Edge 10 stars instead of 5 I would! Heidi was always proactive in her communications to us as well.

Home in North East

What guests are saying

AMAZING Lake Road location!!!

4.89 out of 5 average rating, 47 reviews6 months ago

We had a really nice stay at Jane’s place. The home was clean, comfortable, and had everything we needed. The location was convenient and in a quiet area. Jane was easy to communicate with and made sure we had what we needed. Overall, it was a great stay, and we’d recommend this place to others and we would definitely stay there again.

Home in Conneaut

What guests are saying

Cozy lakefront cabin with new dock + fire pit

4.94 out of 5 average rating, 32 reviews1 week ago

Cozy location for our family get together with three families, including three young kids. The weather was chilly some of the time so we spent a good bit of time indoors and there was enough space for our group of nine. Kayaking in the lake was fun and the fire pit was lovely. Great sunset over the lake. Located right next to a large bridge, which is under construction. There was loud jackhammering throughout the day. Quiet at night though. The four-bed bedroom is accessed through the double bed bedroom, both of which have very low ceilings.

Cabin in Bemus Point

What guests are saying

Family Fun! Tons of room inside and out!

4.87 out of 5 average rating, 86 reviews3 months ago

Perfect stay for our large group with kids in varying ages. Although not fully wheelchair accessible, 1 of our guests in a wheelchair (age 14) was able to easily access amd navigate the ground level with ease (including entry, bathroom, and a bottom bunkbed) with plenty of space for all to gather together on the ground level.

Home in Clymer

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Popular amenities for Pleasantville vacation rentals

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Other great vacation rentals in Pleasantville

Guest favorite

Apartment in Conneaut Lake

4.94 out of 5 average rating, 83 reviews

Lovely, Two Bedroom Apartment with tons of space

JuliaRating, 5 stars6 days ago

The airbnb was clean and beautiful. It looked exactly like the photos and had a ton of space. The co-host Will was always reachable and responded timely with questions, etc.

Guest favorite

Cottage in Linesville

4.95 out of 5 average rating, 62 reviews

Pymatuning Lake Cottage - Walk to the Lake

DakotaRating, 5 stars8 months ago

Matt’s place was perfect for my family and I we enjoyed the privacy while being close to everything we were there to do! Very responsive and made us feel at home will definitely stay again in the future.

Superhost

Guest suite in Asheville

5 out of 5 average rating, 10 reviews

Gorgeous lake front house w/ private dock

JosephRating, 5 stars11 months ago

We had a wonderful time. Jean was always incredibly quick to respond to the few questions I had and very courteous. The view was great and the location was absolutely perfect to watch the sun rise in the morning. Thanks for the good memories!

Top guest favorite

Home in Clymer

5 out of 5 average rating, 18 reviews

Haasienda Slopeside Condo

TomRating, 5 stars3 months ago

Perfect for what we were looking for. Very convenient ski in/out right off the slopes. Very responsive host and very clean.

Guest favorite

Condo in Clymer

4.93 out of 5 average rating, 128 reviews

Home Away From Home at Peek n Peak

SarahRating, 5 stars1 month ago

We had an amazing stay here! Perfect for ski in and ski out!

Superhost

Home in Mayville

5 out of 5 average rating, 3 reviews

Lovely house on a hill w/a view

NoelRating, 5 stars7 months ago

Wonderful place!! Home has all amenities with huge full windows & high ceilings overlooking the lake in a great small community of 50 private homes with lovely & friendly neighbors. Proximity to Jamestown & Chautauqua institutions was great. Use of bike paths in adjoining Camp Chautauqua(100 acre site with 100 mobile trailer homes & 20 small fixed homes ) was great Also private tennis/pickelball court available at no cost on premises & large pool on adjoining camp property available as well as 2 boat docks.Great & safe for young children as community is private with no through streets & most kids & people use golf carts. There is adjoining campsite playground on lakefront which is great for young children. Bring a boat or kayak along & use Chautauqua institutions nearby for nightly entertainment as well as day lectures , art instruction courses sailing school, variety of day courses & lectures with great theater & opera productions. only 3 miles away.

Guest favorite

Home in Warren

4.94 out of 5 average rating, 34 reviews

Cozy Conewango Comfort

JaimieRating, 5 stars2 days ago

We enjoyed our stay at Nancy’s house. It was perfect for traveling with our infant to visit family in the area. We had last minute travel changes and Nancy was great to get it ready and allow us to get in the same day we booked. We will definitely be looking to book again the next time we are in town!

Guest favorite

Home in Conneaut Lake

5 out of 5 average rating, 19 reviews

Lakeside Landing

KarenRating, 5 stars1 month ago

Plenty of room, very comfortable. Although we didn’t cook there much, everything we needed was available. The fenced yard was very convenient for our two dogs. Bed was very comfortable. I would definitely stay here again when visiting our Granddaughter at Allegheny College.

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Vacation rentals in Pleasantville

Top-rated vacation rentals in Pleasantville

2 Bed 1 Bath Ski-in/Ski-Out Condo W/ Mini Split AC

Newest Listing! Huge over 4800+ sq ft... Spaci

Modern Lakefront Cottage

Dreamy Home on Lake Erie

Mulligan Retreat | Cottage at Treasure Lake

Lazy Bear Cabin Handicap Accessible, Pet Friendly

The Blue Rooster

Vineyards Edge

AMAZING Lake Road location!!!

Cozy lakefront cabin with new dock + fire pit

Cozy 2 Bedroom Cottage with Private Beach Access

Family Fun! Tons of room inside and out!

Vacation rentals for every style

Popular amenities for Pleasantville vacation rentals

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