
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness, and more.

Swarthmore Guesthouse
Welcome to this stylish and comfortable 1BR, 1.5BA home in Swarthmore! Just a few blocks from the college, The Ville, and train, this newly remodeled gem sleeps 2 and blends charm with modern flair. Once a bike shop, it now boasts an open concept layout with exposed beams, full kitchen, 2 TVs, washer/dryer, private entrance, and AC/heat with ceiling fans. Light, bright, and airy—perfect for short or long stays in a prime location. Enjoy the whole house to yourself! No smoking,no parties,no pets.

Private & Cozy West Philly Apartment Free Parking
Welcome to your home away from home in the heart of West Philadelphia's vibrant Parkside neighborhood! Convenient and comfortable accommodations close to the city's top universities and hospitals! UPenn, CHOP, Jeff Located in the charming Parkside section of West Philadelphia, our Airbnb is just a stone's throw away from schools like U Penn, Drexel, St. Joes and more making it perfect for visiting students, parents, or anyone looking to explore the academic and cultural treasures of the area.

Skylight second floor apartment
Second, 3rd floor apartment. Apartment includes a master bedroom with a full sized bed and a guest bedroom with 2 twin beds. Private bathroom. There is a dining area with refrigerator, sink,microwave,induction hot pate convection toaster oven, coffee maker, french press dining table,Alexa and LCD TV. The dining area does NOT have a STOVE. 3rd floor meditation room with skylights and sitting area with LCD. ALL APARTMENT AREA IS PRIVATE. Home backs up to woods and back garden. NO CLEANING FEES.

Lovely 1-bedroom unit with parking on premises
Kick back and relax in this calm, very private, stylish space, in a safe and quiet neighborhood. The apartment is in mint condition and recently renovated. We are within walking distance (9 blocks) to the Media/Elwin SEPTA Regional Rail, which takes you to Center City Philadelphia. We are also only a one-mile walk to the beautiful Swarthmore College Campus. We are 2.5 miles from I-476, I-95, supermarkets, restaurants, and the Springfield Mall. The PHL airport is 15 minutes away.

Cozy, Walkable Studio in Fishtown
This cozy and stylish studio apartment located in Fishtown Urby offers the perfect blend of comfort and convenience. Rest and relax in your bedroom nook while enjoying a fully-equipped kitchen with updated appliances, cookware, and utensils and a living area with North Front St. facing double pane windows that is outfitted with a Sonos speaker and a smart TV. Walk to popular restaurants and bars in the area, or stay right at home with on-site restaurant and bar, Percy.

Lemon St. Retreat
A quaint 2 bedroom apartment located a stones throw from downtown Media (state street). The neighborhood is full of great restaurants, coffee shops, bars and parks. The house has a newly finished front & back deck, a newly finished kitchen and a bathroom with tub perfect for relaxing. Media is the perfect neighborhood for a weekend or week getaway! Train station a couple blocks away, 20 mins from Philly and Philly airport. If in need for longer stays message me 👍🏼

Apartment in Philly, Airport and Stadium Nearby
Welcome to your home away from home! this charming and cozy apartment is perfectly located 7 minutes from airport and 12 minutes to downtown Philly - ideal for both leisure and business travelers. The floor is fully furnished with a cozy bedroom, bathroom, and an additional full sofa bed. There is a 65’ tv so you can relax after a long day travel in city. We do not allow to smoking in the house. Easy access convenient self check in and washer/dryer in unit.

Private 1BR Suite • Dedicated Parking
This private 1-bedroom suite offers a quiet, comfortable stay for couples, solo travelers, and business guests. The entire space is yours, featuring a queen-size bed, walk-in shower, streaming TV, and high-speed Wi-Fi. The kitchenette has a fridge, microwave, and coffee maker for easy meals. A dedicated workspace makes remote work simple. Best of all, you’ll have your own private, dedicated parking spot just steps from the entrance for added convenience.

The Lighthouse
Centrally located in northern Delaware with easy on/off access to 95 and 495. Newer construction, built in 2018. One large bedroom with KING size bed, 1.5 bath, private entrance, living room and full eat in kitchen. Work station area. Twin size pull out in living room. Free WiFi and large smart TVs in living room and bedroom. Deck off of the kitchen and upstairs deck off of the bedroom. Laundry located in bedroom upstairs. NO CLEANING FEE

Summer Studio | Center City + Convention Area
Centrally located, modern studio apartment that has everything you need for a cozy, clean and comfortable stay. Perfect for solo or couples coming for work or taking in Philadelphia’s many world class attractions and food offerings. The Convention Center, Reading Terminal Market and Chinatown are minutes away. Philly’s other notable attractions such as the Art Museum and Liberty Bell are less than a 20 minute walk away.

Media's Hidden Gem!
Welcome to Media's Hidden Gem! Nestled on a quiet block in everybody's hometown Media. Just a couple blocks from all that downtown has to offer. Enjoy some time away on the nice deck, and check out the completely renovated bathroom. You won't be dissapointed with this one. Perfect set up for the weekend away or the business traveler. We went above and beyond to make sure this is a space you can call home!

The Welcoming Woods
Enjoy the quiet of the woods as you relax in your private space. The studio is minutes away from downtown Media where you can enjoy the shops & restaurants on State St or take a 20 minute ride into Philadelphia. Attractions include Tyler Arboretum, Ridley Creek State Park,Longwood Gardens,Linvilla Orchards & local wineries in Brandywine & Chadds Ford PA. The woods are waiting to welcome you!
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester

The Rococo Room

Hibiscus Room

1 mn Walk to Green Line Subway - #1 - Free Parking

townhouse only 10- 15 min. walking distc.(small)

Kennett Square Horse Farm: Blue Room

Guest Suite in our home.

Private Bathroom- Cozy Room

Siri's Favorite Place 1 of 3
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$12,555 GYD | G$13,392 GYD | G$11,509 GYD | G$12,555 GYD | G$12,555 GYD | G$12,973 GYD | G$14,647 GYD | G$14,647 GYD | G$14,647 GYD | G$11,509 GYD | G$12,555 GYD | G$11,509 GYD |
| Avg. temp | 1°C | 2°C | 6°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 15°C | 9°C | 4°C |
Frequently Asked Questions
Do apartment rentals in Chester have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Chester. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Chester?
Experience the best of Chester with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Chester?
Yes! Work meets play with ease at over 20 vacation rentals in Chester featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Chester have wifi?
Absolutely! We offer over 20 house rentals with wifi in Chester. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Chester?
Chester has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Chester have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Chester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chester have free parking?
Absolutely! We offer over 10 house rentals with free parking in Chester. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Chester?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Chester

Total vacation rentals
Explore 40 vacation rentals in Chester

Nightly prices starting at
Chester vacation rentals start at G$4,185 GYD per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Chester vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chester rentals

4.6 Average rating
Chester stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Sesame Place
- Longwood Gardens
- Fairmount Park
- Fortescue Beach
- Penn's Landing
- Philadelphia Museum of Art
- Wells Fargo Center
- Diggerland
- French Creek State Park
- Liberty Bell
- Philadelphia Zoo
- Marsh Creek State Park
- Aronimink Golf Club
- The Franklin Institute
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Bear Creek Ski and Recreation Area
- Crystal Beach Manor, Earleville, MD
- Renault Winery
- Independence Hall
- Franklin Square




