
Holiday houses in Chester
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Chester

Total holiday rentals
Explore 50 holiday rentals in Chester

Nightly prices starting at
Chester holiday rentals start at $29 AUD per night before taxes and fees

Verified guest reviews
Over 710 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Chester holiday 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
Top-rated holiday rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness and more.

Tranquil Haven: Stylish Home Surrounded by Nature
Welcome to your suburban retreat, 15 minutes from Philadelphia International Airport and 10 minutes from Swarthmore College. This 650 sq ft home features a comfortable living area, one bedroom, and a well-equipped kitchen. Enjoy outdoor space in the front and backyard. Located in the Wallingford-Swarthmore school district, you'll also be minutes away from charming Media, with its shops and dining. 20 minutes from Philadelphia sports center (including Lincoln Financial Field), open for 2026 FIFA.

Modern Luxury in Prime Location
Welcome! Kenny Luxe Living is a premium short-term and extended-stay accommodation located at: 📍 569 Chester Pike, Prospect Park, PA 19076 Enjoy luxury, comfort, and convenience in the heart of Delaware County, just minutes from Philadelphia International Airport and Center City Philadelphia. Whether you're visiting for business, healthcare assignments, or leisure, Kenny Luxe Living offers the perfect home away from home with easy access to Philadelphia's top attractions and major highways.

Scenic Farmhouse Escape in Media
Discover your hideaway behind an 1811 stone farmhouse, set on 2 scenic acres with trails, wildlife, and a garden paradise. A 2021 conversion turned this woodshop into a rustic studio with modern comforts—queen bed, full kitchen, 65" Roku TV, washer/dryer, and a private patio. Enjoy tranquility and nature, minutes from vibrant downtown Media and a short drive to Philadelphia. Ideal for a peaceful retreat or city exploration. Book your stay for a perfect blend of convenience and countryside charm!

The Butler Pride
This is and corner property fenced row home, very nice house okay block. Parking can be a challenge at times but otherwise the other amenities especially being so close to interstate 95 and the city of Philadelphia outweigh the parking issue. NOTICE: As per (COVID-19) safety, cleaning, and sanitizing requirements, This home has been thoroughly cleaned and sanitized by the owners clean up crew. Also for your convenience included are disinfectant spray and wipes. Close to PHL airport+stadiums.

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.

2BR Cozy Apt 1 mi from Airport (PHL) Free Parking
Newly Renovated, centrally located Multi-unit home in a suburban neighborhood. This 1st Floor unit is a 2BR/1BA apartment with a private entrance. Complete with all you need for a work trip, get away or longer stay. The unit features a full kitchen, living room with pull out couch. The Kitchen has full sized stainless steel appliances, dishes, cookware and small kitchen appliances. There is fast Wi-fi, Keyless entry/self check-in, Smart TV's in each room and an in unit Washer and Dryer.

Comfy, Cozy Home by Philly, Airport, I-95, + more!
This charming Woodlyn single will feel like home away from home. Conveniently located off of I-95, trips to Philadelphia, stadiums, or airport are quick & easy. The spacious home sleeps 4 comfortably w/ 2 bedrooms and 2 full bathrooms! Full kitchen, cozy living room, dining room, office, wifi, w/d, and treadmill included! Enjoy the outdoors on the balcony off the master bedroom and bring your furry friends too! NOTE: 5 ⭐️ reviews under previous account (attempting to recover) & elsewhere!

FIFA WORLD CUP Private Luxury APT near PHL airport
Welcome to our newly renovated Airbnb! Experience the epitome of comfort and style in our 1-bedroom haven. Fall in love with the beautiful bathroom, boasting modern fixtures and an indulgent ambiance. The fully remodeled kitchen is a chef's dream, equipped with top-of-the-line appliances. With space for up to 3 guests, our Airbnb offers a perfect retreat for couples or small families. Immerse yourself in luxury and make unforgettable memories in this meticulously designed haven.

Cozy & Modern Rancher Style Home
Kick back and relax in this calm, stylish, and modern rancher-style house. It is a perfect private getaway for you and your family to have a great time while away from home. Its central location makes it an ideal place to stay while visiting. See the list of places nearby down below: 6 mins from Philadelphia Union Stadium 15 mins from PHL International Airport 20 mins from Christiana Mall, Delaware 25 mins from Center City Philadelphia 30 mins from King of Prussia Mall

Cape Cod - 15 min to PHL Airport & Philly Stadium
Perfect for PHL airport travelers Quick, direct highway access to Lincoln Financial Field with dedicated free parking (3 parking spots). Conveniently located just: - 10 mins from PHL International Airport - 15 mins from PHILADELPHIA’s Lincoln Financial - 30 mins from KOP Mall (PA) & Christiana Mall (DE) Enjoy quality time at our cozy house, featuring 3 driveway parking spots & an overly spacious gated backyard. Book now for a memorable stay!

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

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!
Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester

South Bridge Farm Cottage

Roomy apt 20 minutes from Phila

Modern 1BR Downtown | Sofa Bed| Free Park| FIFA WC

‘Elegant stay near airport & stadiums’ & 2BR

Radiant 4-Bed Haven w/ King suite in N. Wilmington

Swarthmore Guesthouse · Walk to College & Train

2-Car Parking | Private Yard | Near I-95 (Philly)

Rest Well Getaways 3
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $101 AUD | $101 AUD | $104 AUD | $87 AUD | $87 AUD | $90 AUD | $101 AUD | $101 AUD | $101 AUD | $101 AUD | $101 AUD | $101 AUD |
| 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
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.
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 pet-friendly vacation rentals in Chester?
Four-legged friends are welcome in Chester. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Chester?
Yes! Work meets play with ease at over 30 vacation rentals in Chester featuring dedicated workspaces. Stay connected and productive in your home away from home.
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.
Do apartment rentals in Chester have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Chester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chester have wifi?
Absolutely! We offer over 30 house rentals with wifi in Chester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chester have free parking?
Absolutely! We offer over 20 house rentals with free parking in Chester. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
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- Sesame Place
- Pennsylvania Convention Center
- Longwood Gardens
- Citizens Bank Park
- Wells Fargo Center
- Fairmount Park
- University of Pennsylvania
- Philadelphia Museum of Art
- Dutch Wonderland
- Bear Creek Ski and Recreation Area
- Diggerland
- Dover Motor Speedway
- Philadelphia Zoo
- Temple University
- University of Delaware
- French Creek State Park
- Drexel University
- 30th Street Station
- Marsh Creek State Park
- Greater Philadelphia Expo Center & Fairgrounds
- Valley Forge National Historical Park
- Independence Hall
- Wissahickon Valley Park
- Amish Village





