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Compare 528 Vacation Homes in Chester with updated reviews, rates, and availability.

"We seem to be in the area a lot for sports. Had a great stay the first time we stayed and it was great again. The house has everything we needed. We’ll look to stay here again. "

AED 1,182 total

includes taxes & fees

27 Mar - 28 Mar

"What a pleasant surprise to find a tastefully well appointed place to stay in a great part of town and walking distance to many of the things we loved. Everything was spotless and full of nice little detail to make us feel so comfortable, a true gem of a place. Thank you."

AED 1,165 total

includes taxes & fees

3 Apr - 4 Apr

AED 896 total

includes taxes & fees

24 Mar - 25 Mar

"The unit was set up nicely and accommodated the 4 of us with separate bedrooms and bathrooms for each. Glad it had a garage because street parking would have been difficult. Host was friendly but a little hard to reach but heard from her right before we came to town. I think she had a family emergency so I will give her the benefit of the doubt. All in all, it worked for us. "

AED 1,657 total

includes taxes & fees

1 Apr - 2 Apr

"Beautiful property in a fantastic location. Accurate listing."

"We stayed at this place the day before I had surgery and it was pretty close to the hospital. It only was the place beautiful but it a very clean! They hosts were very attentive to any accommodations that we needed. Would definitely stay here again! "

AED 693 total

includes taxes & fees

23 Mar - 24 Mar

"It was the best! I got lost a few times upstairs as it was so massive LOL I cannot wait to book it again with my family and friends. The host Vicki was amazing and so helpful. "

AED 4,423 total

includes taxes & fees

24 Mar - 25 Mar

"We had a great stay!"

AED 605 total

includes taxes & fees

23 Mar - 24 Mar

"It was fine"

"Great play as advertised.Host was very communicative and great to work with.Place was clean and best part alway found parking."

"We booked both units and had plenty of room for everyone-great Philly vibe.easy walk or uber to all the locations we needed to get to-yummy food options nearby! Host was very responsive to our messages-highly recommend! "

"Cozy, warm, clean; easy to find and on street parking"

AED 1,413 total

includes taxes & fees

24 Mar - 25 Mar

"This rental was perfect for our annual get-together which included daily trips to Philadelphia. The large dining room table was perfect for evening board games and beds were comfortable. The driveway is a little tricky but manageable. We only encountered very minor older house issues - a broken cabinet door in the kitchen, refrigerator outlet breaker turned off once, and a bathroom sink faucet that turned back on if you turned it all the way to the left. Everything else was fine - appliances,...

"Spacious house. Room for family. Neighborhood offers friendly restaurants and bars. Convenient to Philly. Owners very responsive and helpful."

"The house was wonderful, kitchen well equipped. The only issue we had was the downstairs of the house was very, very cold. No matter how high we turned the heat only the upstairs got warmer. That was the only issue we had, everything else was great."

"This is our second stay at the Gay Street house. The location is great the house is great and bonus there is garage parking. "

"Cheryl and Don’s guest suite was perfect for a short stay exploring all that is offered by the Brandywine Valley. Although the suite does not have a kitchen, the mini-fridge, microwave and coffee maker were perfect for our needs. The unit had many thoughtful touches, including bathrobes, extra toiletries, and small snacks. Muffins and coffee cream were provided for our first morning. The bed was comfortably made up and of medium firmness. Our hosts were very easy to work with and we never...

AED 730 total

includes taxes & fees

23 Mar - 24 Mar