
House holiday rentals in Chester
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Top-rated house rentals in Chester
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Popular amenities for Chester house rentals
House rentals with a pool

Luxury Mansion: Heated Pool+HotTub+Arcade Room
We can’t thank Kayla and team enough for accommodating our family as we engaged in the passing of my father and his memorial services. Kayla offered a complimentary 1:00 PM checkout on Sunday so that my mom, siblings and our families could have a private brunch gathering at the AirB&B to share memories and reminisce about my dad. It was extremely special because we found little to no time to talk amongst ourselves the day before during my father’s services. We shared photo albums, cards that were sent to us in condolence of our loss, and personal memories that were written during the memorial services the day before. It was such an amazing and emotional experience to honor my father in such an intimate setting. We can’t thank Kayla and team enough for their and hospitality. Their home is absolutely stunning, you won’t be disappointed in booking this property for any occasion. Kindly, Nichole Kopco and family!

Modern Home in heart of Fish-town & private yard
This is a definite must stay if you’re coming to Philly with a large family! The place is simply amazing home and is modern, spacious and pristine in nature! It’s is wonderfully decorated and could easily be a show home! It is exactly as advertised and much more! The jacuzzi and outdoor patio and bbq are a really nice touch, and well as the exercise room and equipment on the second floor! Katerina is a gracious and wonderful host! She responded to any inquiries in a timely and helpful manner! We truly enjoyed our stay and will definitely return! Katerina many thanks for hosting us - you have an amazing place and we hope to return on a few months! Take care and thanks tons for everything!!

FIFA! Kings Mill Wedding! July11-17 Discount Ask
Our family had a wonderful stay at Jeneene's home. Jeneene was exceptionally communicative, responsive and thoughtful, including leaving a sweet congratulatory note to our daughter (who was graduating), providing local recommendations specific to our needs, and allowing us late check out. The property was exactly as described and was warm and welcoming. Thank you Jeneene for sharing your home!

New Pristine Suburban Escape
This place was amazing to stay at! We loved the huge kitchen and there was plenty of space for our family of five. Our kids had a great time running around the big backyard and we went on several walks around the local neighbourhood, which was very picturesque and peaceful. What a lovely place to visit!

King’s place, hot tub Pool is open!
This place was a wonderful gem! Right away you walk in and just feel so at peace. The hosts have done an amazing job at making the home welcoming, useable, and beautiful. They obviously can't control the birds but man were they just so nice to listen to all day. just wanted to sit on the back porch all day and listen to nature. The pool and hot tub were very clean. Instructions for various things in the the house were clear. Everything felt spotless! Anytime we had a question they were super quick to respond. We had the pleasure to meet them both at different times and are so thankful we did. They were so lovely and friendly. We appreciated their recommendations for the area as well. We stayed for two nights but definitely wish it was longer. Our kids (10 & 12) want us to go back next year! We stayed here from Canada as we came to attend the Sights and Sound theater. Definitely would recommend to others. Thanks for an amazing stay!

Lakefront Escape w/ Pool, Hot Tub & Kayaks
We had a great stay! The house was clean, comfortable, and in a great location. We especially loved the heated pool—it made a big difference. Bebe was a responsive and helpful host, quickly addressing any questions we had and even allowing us to install an app on the Fire Stick so we could stream from our devices. She also resolved a minor pool heat issue on the first day with no hassle. We’d definitely stay here again!

Ode to the '70's - hot tub & pool in Honey Brook
Our Honey Brook stay was brief but worth it. The house, yard, and surrounding town was beautiful. Chris and Claudia early on were very helpful with recommendations. When it was getting to be close to the time of our vaca their instructions were clear and well timed. I look forward to staying here again, hopefully for longer next time.

Lakefront Guesthouse
Had another enjoyable stay at this tranquil lakefront property (see my original review from June 2024). Thank you Genine!
Weekly house rentals

Cottage w/ King Bed & Private Backyard ~ Dogs OK
Quiet place with excellent internet for working at home. Comfortable bed, fully equipped kitchen and bathroom. Good shower pressure. Great neighborhood for walking and safe to be in. Brought our two dogs. Only drawback is I felt we were either restricting her dogs being outside by being there with our own dogs. Would stay again but maybe without our pets.

The hookah spot
Had a great stay. Host were responded to messages very timely and dropped of some extra blankets. Nice calm neighborhood. Nice backyard to relax on. Beds were very comfortable to sleep. Would definitely stay again

The Lighthouse
So cozy and well-maintained, thank you Dawn!

Charming 4BR in Historic District
A wonderful Airbnb! Beautifully decorated & maintained with a classy antique meets modern aesthetic. Clean, comfy, great temperature regulation, amazing beds! Room for all of us too be in the house and have space as needed. Lovely hosts. Neighborhood felt super safe, plenty to do and yummy places to eat nearby and within a 30 min drive. We could not have asked for anything better for our stay. Would have stayed longer if we could have extended our trip! Thank you!

Radiant 4-Bed Haven w/ King suite in N. Wilmington
My family and I had a nice stay. It was easy to get to from the Philadelphia airport. The house and the bathrooms were clean, and the kitchen was well stocked. Kat, the hostess, was responsive and easy to communicate with. We would definitely choose Kat’s house again!

Chic Single-Family Haven 4 bedrooms & 3.5 baths
Great home and close to everything we needed. The home was kid friendly and had plenty of space for a large group.

Cute, cozy and convenient 2BR w/ office
This place allowed us to enjoy our stay while we were in town for a wedding. We were able to take our two dogs with us and the fenced in backyard just made things even easier. Everything was very nice, clean, and maybe little details that added to the coziness. If we ever find ourselves back in Wilmington, we will not hesitate to stay here again.

Jacuzzi/Game Room/Close to Airport/Philly Stadiums
What a perfect Airbnb! While traveling with family we felt right at home. The space was warm and inviting. It was baby and pet friendly. The location was also perfect and peaceful with grocery stores and plenty food options around. Our host were very responsive and attentive! I would definitely recommend.
Private house rentals

Charming Radnor Home With Yard Hosted By Stay Rafa
Beautiful home in convenient location. Perfect place to stay while visiting family. Would recommend ten times over!

Tranquil Hilltop Retreat
Aaron's place was a perfect little cottage for a weekend away. Aaron provided easy instructions to get in and it was easy to navigate even in the dark. The cottage was clean, neat and bigger than we expected. The extra double sink area is great, especially with girls. The area is very quiet and very close to anything you may need. We would stay again if we are in the area. Highly recommend.

Single level home, private yard, kid/pet friendly
Great 3 night stay. Perfect for traveling with dogs. The fenced back yard is amazing. Very well stocked kitchen if you plan to eat in. Very clean and well maintained property.

Melrose Place 3BD Oasis
The place was immaculate! It was such a unique find. We were in town for a play to stay tournament and Calvin was very flexible with us on extending our stay or checking out. He was very responsive and helpful. The house was very comfortable and as described. Would definitely stay here again. My kids were sad when they didn't make the next day of the tournament, and we had to leave.

Charming Glenolden House Near Airport & Stadium
Me and a few friends stayed here for the weekend and it was perfect for what we needed. We were going to the parade in Philly and needed a place to stay in close proximity. The house was nice and the host is very accommodating and responsive.

-Scenic Historic Charm- Spruce Edge Guest House
My wife and I had the best experience at this guest house. Lisa is an amazing host. Lisa blessed us with fresh eggs in the fridge from the farm. Lisa also had fresh milk, yogurts, apple cider, granola, and homemade cakes for us. The guest house and the whole property will take you back in time. The guest house was squeaky clean from top to bottom and had the perfect amenities for out stay. If you are on the fence between renting this property or another property in the area, rent this property for your vacation. You will not be disappointed!!

Quaint farmhouse
When I called him the day before we left we had a pleasant brief conversation. He asked me what brought us to the area and I told him that it was my son’s 6th birthday and that he loved the Franklin institute. After an arduous trip leaving NYC. We finally arrived and were so amazed by the peaceful vibe of the place. And then we got in and opened the fridge and there was a birthday cake with a candle for my son!!! We were just stunned. In a world where it feels like everyone is just trying to out-mean each other, Jack and his peaceful home are just a rare and wonderful find.

Entire Guest Suite by SuperHost – Feel at Home
I thoroughly enjoyed Rodolfho and Juli's place. It was cozy, clean & well stocked. The bed was very comfortable and the large walk-in closet was an extra plus. I was so pleasantly surprised when I arrived that Rodolfho & Juli not only provided me a small gift basket of goodies, they left me a beautiful hand-written note to welcome me. They were so easy to communicate with and responded to any question or request very quickly. I really liked the area they live in. It was peaceful and their backyard was very relaxing. Most of all, I was impressed by how genuinely nice and decent they are. I would heartily recommend their suite to anyone looking for a comfortable place for a very fair price. Five (5) stars!
Quick stats about house rentals in Chester
Total rentals
20 properties
Nightly prices starting at
$33 NZD before taxes and fees
Total number of reviews
200 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Pennsylvania Convention Center
- Fortescue Beach
- Lincoln Financial Field
- Citizens Bank Park
- Sesame Place
- Fairmount Park
- Penn's Landing
- Wells Fargo Center
- Longwood Gardens
- Dutch Wonderland
- The Franklin Institute
- Philadelphia Museum of Art
- Philadelphia Zoo
- Diggerland
- French Creek State Park
- Aronimink Golf Club
- Philadelphia Cricket Club
- Wissahickon Valley Park
- 30th Street Station
- Marsh Creek State Park
- Independence Hall
- Valley Forge National Historical Park
- Nockamixon State Park
- Crystal Beach Manor, Earleville, MD