Holiday rentals in Chester

4.78 out of 5 average rating, 9 reviews

Home in Carrollton

Secluded cabin on the lake shore - Sm Dogs Allowed

BarbaraRating, 5 stars6 months ago

Marissa's cabin was exactly as promised! This was are 4th year of coming to Leesville Lake to fish. The fishing this year was not the best and I'm pretty sure the drought is over, can't control the weather. Staying at the cabin was a total pleasure, the enclosed porch area is very comfortable and a great place to spend a rainy day! We were able to enjoy a outside fire on our first night, and totally enjoy the night time calming sounds of the lake, the owl every evening was a plus. When we were unable to spend our evening outside around the fire ring the fireplace in the living room was a great replacement, there is nothing like a fire and watching a movie to relax. It was very nice not having TV and all the political commercials. If you are looking for a beautiful place to get away and relax this is the place.

Home in Mexican War Streets

5 out of 5 average rating, 47 reviews

3 King Beds! Garage! Theater! Great Location!

MarkRating, 5 stars3 weeks ago

As advertised. Easy to find, easy to check in. The house was very very clean. We had no issues at all with anything. The location was great to all of our destinations including restaurants. The neighborhood was quiet and parking behind the house was great. I would recommend this house to anyone. It was perfect for our family of four with bedrooms and bathrooms. The beds, sheets, and pillows were comfortable. It was a great stay and would definitely stay here again if in the Pittsburgh area!

4.82 out of 5 average rating, 88 reviews

Home in Lake Milton

Scenic Shores Guest Lake House with dock.

LukeRating, 5 stars3 months ago

Stayed at 294 Shore Dr. from 12/24–1/2 and had a great experience! The house is super convenient, with easy freeway access and beautiful views of Lake Milton. It was the perfect spot to rest, shower, and recharge after spending our days out and about. The home had everything we needed, and the hosts clearly put thought into making guests comfortable. Highly recommend this spot for anyone looking for a cozy and convenient stay in the area!

4.98 out of 5 average rating, 62 reviews

Cottage in Mercer

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.

5 out of 5 average rating, 15 reviews

Home in New Wilmington

Cozy country home sleeps up to 9 guests

JessicaRating, 5 stars4 days ago

Bob was great! He is responsive and friendly and easy to reach. Property is beautiful and great location to popular restaurants and the quaint college area. We came to visit family and the location was 1.5 miles from them! Overall the home was “homey” and comfortable and lovely.

5 out of 5 average rating, 3 reviews

Cabin in Scio

Grand Teton: 4-6 Person Midsize Luxury Cabin

KylieRating, 5 stars16 months ago

I was only at the Grand Teton for one night but it was the perfect stay for my holiday road trip. The cabin had everything my dogs and I needed for our night and they loved the treats left behind by the cleaner. 🐶 (Thank you for being a dog-friendly Airbnb with no hidden/high fees, they are so rare to find!) We would happily return to Kodi’s resort oasis in the future!

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Popular amenities for Chester holiday rentals

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Wifi

Pool

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Air conditioning

Stay near Chester's top sights

Sparkle Market3 locals recommend

Saddle Ridge3 locals recommend

Casa de Emanuel3 locals recommend

Other great holiday rentals in Chester

4.8 out of 5 average rating, 44 reviews

Home in Sarver

Cozy Farmhouse Retreat

HunterRating, 5 stars1 month ago

amazing house, everything was so nice and the appliances were all new and clean. really enjoyed my stay.

5 out of 5 average rating, 7 reviews

Home in South Side Flats

Spacious home with great views

RaymondRating, 5 stars5 months ago

Kyle was a fantastic host and very flexible when it came to booking dates for my stay. His place offers a lot of space and was very clean and stocked with the necessary resources to cook as well. Kyle went above and beyond as a host when I mentioned that the group and I that were staying were in school and he offered to drop off two white boards to help us study!

4.97 out of 5 average rating, 58 reviews

Bungalow in Oakmont

Oakmont Bungalow with private hot tub

LisaRating, 5 stars7 months ago

We had a great stay at Laura’s place. The bungalo was adorable & comfortable. It had everything we needed. We felt right at home. It was very clean. Location was great! Couldn’t beat being down the block from Oakmont Bakery. There is a park right across that our Grandson had fun at. Quiet neighborhood. Laura was a great host. Highly recommend.

4.91 out of 5 average rating, 11 reviews

Home in Carrollton

Oak Haven Retreat: Tranquil Stay w/King bed

ErinRating, 5 stars1 week ago

Had a great stay at Christine’s!! Beautiful surroundings, big beautiful space in the apartment, and everything was so CLEAN! Nice and relaxing getaway, and I highly recommend!

4.93 out of 5 average rating, 30 reviews

Flat in Shadyside

Spacious 1 bd in Shadyside - Walk to CMU and Pitt

AideenRating, 5 stars10 months ago

We really enjoyed staying at Grace's place as it was spacious and comfortable. It's beautifully decorated and has period features and charm. In spite of early traffic we slept soundly in a very comfortable bed. The water was always hot and the shower powerful,the separate sinks was a novelty! It was great to be able to was our clothes too... We loved Shadyside too as it was a beautiful,peaceful neighbourhood with lots of good restaurants and bars which Grace recommended. The bus stops down the street and the 71B takes you to town near where the three rivers meet. Take the hop-on,hop-off tour and see the city. We got the 28x to the airport for $2.75,for nothing! Overall we would highly recommend Grace's place,Shadyside and Pittsburgh.

4.89 out of 5 average rating, 140 reviews

Flat in Pittsburgh

Luxury Apartment with Balcony Near Stadium

TobyRating, 5 stars1 week ago

Great place in a great location! Went on a road trip to Pittsburgh with a few friends and we were able to walk to downtown and the incline within 40 minutes. The Pittsburgh locals in the area were pretty friendly, too, and gave us suggestions for restaurants to try out. Only minor complaint was that instructions for parking were unclear, but it was still easy to figure out after driving around a bit (the parking lot is behind the building).

4.87 out of 5 average rating, 71 reviews

Home in Renfrew

Stunning 4 bedroom, female veteran owned, multi level home. perfect for a long weekend while attending any of the 4 wedding venues within 3 miles of the front door. The beautifully designed patios are perfect for hosting both outdoors and indoors!

RosemaryRating, 5 stars2 months ago

This was a great venue for our cozy and quiet bachelorette party! There was plenty to do nearby and we loved using the hot tub in the cold weather! Thank you for a wonderful stay!