A steel bridge spanning a river with a hilly landscape in the background.

Holiday Homes in Chester

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Chester holiday homes

A modern interior with a wooden ceiling, a long corridor, and large windows offering a view of greenery outside.

1. Mid-Century Estate • Sleeps 10 • 2 Fireplaces

Mid-Century Estate • Sleeps 10 • 2 Fireplaces
Weirton
8.0 out of 10, Very good, (11 reviews)
"Excellent house with good amenities and great location to downtown Pittsburgh. Would definitely recommend staying here."
United States
Zack K.
The price is €368
includes taxes & fees
8 Sept - 9 Sept
Mid-Century Estate • Sleeps 10 • 2 Fireplaces
A living room with a sofa, ottoman, patterned armchair, TV, fireplace, and a dining area with chairs and a table.

2. Super Clean 2BR House: Quiet, Safe, Near Hwy, Big TV, Nightlife, Porch, by River

Super Clean 2BR House: Quiet, Safe, Near Hwy, Big TV, Nightlife, Porch, by River
Beaver
10.0 out of 10, Exceptional, (5 reviews)
"Great stay"
United States
Tina C.
The price is €227
includes taxes & fees
6 Sept - 7 Sept
Super Clean 2BR House: Quiet, Safe, Near Hwy, Big TV, Nightlife, Porch, by River
A wooden deck with a picnic table and two white lounge chairs.

3. Quiet 2BR Bungalow with 2 Queens & Huge Deck Near Pittsburgh

Quiet 2BR Bungalow with 2 Queens & Huge Deck Near Pittsburgh
Ambridge
9.8 out of 10, Exceptional, (18 reviews)
"Pictures match the house and host had everything we needed for our pet friendly stay! Great views and plenty of parking. "
United States
Ashley C.
The price is €215
includes taxes & fees
6 Sept - 7 Sept
Quiet 2BR Bungalow with 2 Queens & Huge Deck Near Pittsburgh
A stone sign for Geneva College with the text "Pro Christo Et Patria" and "Founded 1848".

4. Super Clean, Snug 2BR: Convenient to Geneva College, Fire Pit & Big TV

Super Clean, Snug 2BR: Convenient to Geneva College, Fire Pit & Big TV
Beaver Falls
10.0 out of 10, Exceptional, (11 reviews)
"We loved our stay at the Campus Cove on College Hill.We especially appreciated how nice and helpful the owners were. We will defiinitely come back. "
United States
Byron S.
The price is €219
includes taxes & fees
13 Sept - 14 Sept
Super Clean, Snug 2BR: Convenient to Geneva College, Fire Pit & Big TV
A neatly made bed with white linens and a decorative pillow, a bedside table with a lamp, and two framed pictures on the wall.

5. Orchard House

Orchard House
Weirton
9.2 out of 10, Wonderful, (11 reviews)
"The house was clean and well equipped. It was also very spacious. Very comfortable. "
United States
Johnna P.
The price is €232
includes taxes & fees
9 Sept - 10 Sept
Orchard House
A room with a large window, a white sofa, and a small table.

6. The Cedar House

The Cedar House
Steubenville
8.8 out of 10, Excellent, (10 reviews)
"The home was clean and cozy. The beds were comfortable. We would stay here again. "
United States
Marsha B.
The price is €203
includes taxes & fees
5 Oct - 6 Oct
The Cedar House
A two-story building with a black front door, wooden shutters, and a small porch with steps leading to a metal railing.

7. Cozy 2-bedroom house/apartment in tranquil Monaca with AC and close to the River

Cozy 2-bedroom house/apartment in tranquil Monaca with AC and close to the River
Monaca
10.0 out of 10, Exceptional, (2 reviews)
"Clean and conveniently located. Carrie was a great host ."
United States
Robert P.
The price is €202
includes taxes & fees
17 Sept - 18 Sept
Cozy 2-bedroom house/apartment in tranquil Monaca with AC and close to the River
A room with two ornate columns supporting a glass shelf unit displaying decorative items.

8. Keystone Country Home- Charming 3-bedroom farmhouse nestled in the hills of PA

Keystone Country Home- Charming 3-bedroom farmhouse nestled in the hills of PA
Avella
9.6 out of 10, Exceptional, (5 reviews)
"We had a lovely time, house was equipped with everything we needed! "
United States
Kristi S.
The price is €185
includes taxes & fees
8 Sept - 9 Sept
Keystone Country Home- Charming 3-bedroom farmhouse nestled in the hills of PA
A hotel room with a four-poster bed, a chandelier, a wooden dresser, and a mirror on the wall.

9. Home away from home! Amenity-filled 3BR, 1.5BA home in Sewickley Village

Home away from home! Amenity-filled 3BR, 1.5BA home in Sewickley Village
Sewickley
9.8 out of 10, Exceptional, (12 reviews)
"We truly enjoyed our stay at this comfortable home in Sewickley Village! Everything worked out perfectly and walking around town so easily due to the convenient location was ideal!"
United States
Karen C.
The price is €251
includes taxes & fees
8 Sept - 9 Sept
Home away from home! Amenity-filled 3BR, 1.5BA home in Sewickley Village
A spacious entryway with a chandelier, a potted plant, a mirror, and a chair.

10. Rolling Acres Farm

Rolling Acres Farm
McDonald
9.6 out of 10, Exceptional, (38 reviews)
"Highly recommend! Beautiful property and very communicative hosts."
United States
Colby S.
The price is €506
includes taxes & fees
8 Sept - 9 Sept
Rolling Acres Farm
A log cabin interior with a stone fireplace, wooden furniture, and a television mounted on the ceiling.

11. Beautiful Log House in Cranberry

Beautiful Log House in Cranberry
Economy
9.8 out of 10, Exceptional, (15 reviews)
"Stayed with multiple friends and it was wonderful. Loved that we could cook together and everyone had their own room. Checkin was easy and the place was clean and comfortable. "
United States
Marissa G.
The price is €472
includes taxes & fees
8 Sept - 9 Sept
Beautiful Log House in Cranberry
A two-story house with a balcony, stone foundation, and a grassy yard.

12. Spacious Ohio Retreat w/ King Bedroom

Spacious Ohio Retreat w/ King Bedroom
New Waterford
10.0 out of 10, Exceptional, (2 reviews)
"Nice rural setting. Quiet with the exception of a little bit of road noise. Nothing that wasn’t overwhelming. Clean and well decorated. "
United States
Brent W.
The price is €486
includes taxes & fees
7 Sept - 8 Sept
Spacious Ohio Retreat w/ King Bedroom
A cozy living room with a fireplace, a large sofa, a coffee table, and a chandelier.

13. Marvelous castle with 5 bedrooms in the heart of the city of Steubenville,

Marvelous castle with 5 bedrooms in the heart of the city of Steubenville,
Steubenville
10.0 out of 10, Exceptional, (1 review)
"Property was as expected per listing/photos.Jackie was very helpful, even leaving a package cookies for our arrival. "
United States
Mary C.
The price is €337
includes taxes & fees
6 Oct - 7 Oct
Marvelous castle with 5 bedrooms in the heart of the city of Steubenville,
A porch with a flag, a bench, and rocking chairs.

14. Beautiful Victorian Home

Beautiful Victorian Home
Steubenville
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our stay for a reunion. Great location to get around and can comfortable accommodations."
United States
Julie M.
The price is €1,069
includes taxes & fees
6 Sept - 7 Sept
Beautiful Victorian Home
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 Chester Hotel Reviews

La Quinta Inn by Wyndham Pittsburgh Airport

La Quinta Inn by Wyndham Pittsburgh Airport

8/10 Good
"⭐⭐⭐⭐⭐ Great stay! The hotel was clean, comfortable, and welcoming. The staff was friendly, and everything was perfect. I’ll definitely be back! ❤️"
Jamila 5-night trip
Posted 2 hours ago
La Quinta Inn by Wyndham Pittsburgh Airport

Find out more about Chester

Chester Holiday Homes information

Number of reviews
105
Accommodation
58 Holiday Homes
Lowest Price
€185
Highest Price
€1,069