
House vacation rentals in Chester
Find and book unique houses on Airbnb
Quick stats about house rentals in Chester

Total vacation rentals
Explore 30 vacation rentals in Chester

Nightly prices starting at
Chester vacation rentals start at G$4,175 GYD per night before taxes and fees

Verified guest reviews
Over 270 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 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
Top-rated house rentals in Chester
Guests agree: these houses are highly rated for location, cleanliness, and more.

Lukie’s Perfect Lil Getaway • Hot Tub & Fire Pit *
Welcome to your cozy Wilmington escape, perfect for relaxing, reconnecting, and unwinding in style. This charming 3-bedroom home blends comfort and character, featuring hardwood floors, large sun-filled windows, and a warm gas fireplace that creates the perfect space to relax. Enjoy slow mornings on the inviting front porch, or sip coffee in the bright sunroom just off the kitchen. Step outside to your private backyard oasis, where a hot tub and fire pit are ready for evenings under the stars
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Trendy, Modern, & Comfy Home w/Roofdeck + Backyard
You'll absolutely love this beautiful modern and trendy townhome! Renovated perfection with a spacious 2000 sqft with 4 floors consisting of 4 Bedrooms (5 beds) and 2.5 baths! Comfortably sleeps 10 and each bedroom has a walk-in closets! Wonderful outdoor spaces with a bi-level deck off kitchen and huge rooftop decks with plenty of seating. Amazing central location just a short ride to all attractions Philly has to offer. Perfect for traveling business partners, family getaways, & small groups!
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Stylish 3-Bdrm Home Near Airport, Stadiums & City
Enjoy comfort, style, and convenience in this beautifully decorated 3-bedroom home in a quiet neighborhood. Just minutes from Phila Airport, I-95, sports stadiums, and public transportation, you’ll have quick access to all the city’s highlights. Explore local shops, dine nearby, or unwind in Sharon Hill Park. A short drive takes you to Center City for nightlife and museums, or to Delaware for tax-free shopping. Ideal for both business travelers and families seeking a peaceful, convenient stay.
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702 Mid Atlantic
Single family home located off Interstate 295 convenient to Philadelphia (15 min) and Atlantic City ( 45 min). Professionally landscaped with blue stone patio, deck and water garden in fenced private yard. Located in lovely suburban community along the Delaware River across from the Philadelphia Airport in South Jersey. Spacious for a family of 8 or less with a full kitchen, family room, living room, dining area and sunroom. Must be 25 yrs to book , show ID and be present at check in.
LocationFamilyLong stay

Step away for shopping, dining, bar. Quiet street.
Welcome to this cozy and newly renovated house! It's in a great location, the surroundings are quiet but are near a lively Mainline town. You'll find bars, restaurants, stores, SEPTA/Amtrack stations, and Suburban Square within walking distance. It's also near many colleges such as Haverford College, Bryn Mawr College, Villanova University, and more. It's near the center city of Philadelphia and the King of Prussia mall. The most important thing is the security around the neighborhood.
ValueFamilyAccess

Shurs Lane Cottage, EV Charging, Free Parking
Our renovated cottage in Philadelphia is in the exciting, hip neighborhood of Manayunk. Enjoy countless restaurants, walking along Main Street shops, biking, and hiking on local and nearby trails. Sit on the back patio and watch the happenings from above. Bring a good book and spend time reading. Private parking is free and safe, including a NEMA 14-50 receptacle for your EV/plug-in hybrid. Please bring your own plug-in device. Commercial License #890 819 Rental License #893142
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Dog Friendly Cottage with Fully Fenced in Yard
Welcome to The Cottages on Orchard, a charming 1BR/1BA cottage built in 1920 by author Victor Thaddeus. Nestled on a natural wooded lot, this bright & airy home is entirely fenced in, perfect for up to two guests with dogs. Conveniently located in whimsical Ardentown, Delaware, the cottage is just 2 minutes from I-95 South & 10 minutes from downtown Wilmington, offering easy access to local attractions. Enjoy the surrounding woods, hiking trails, creek, & more. READ HOUSE RULES
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Sweet home w/pool & woods at peaceful Glen Mills
IMPORTANT – PLEASE READ BEFORE BOOKING: This is a private home in a quiet residential neighborhood. Maximum occupancy is 8 people at all times. NO parties, events, or unauthorized gatherings. Violations may result in termination of the stay and a charge of up to $500, subject to Airbnb policies. Please read all House Rules before booking. Relax with your family in peaceful Glen Mills, near Ridley Creek State Park, Longwood Gardens, Philadelphia Airport and Wilmington.
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Charming historical home near Philadelphia
This 3 story victorian home sits on a treelined street nestled between a Quaker school and picturesque stone church. The 3rd floor apartment is resident occupied and the 1st and 2nd floors consist of 2+ bedrooms, kitchen, dining room and LR solely for AirBNB guests. Cozy up with a good book, cook a meal in the well appointed kitchen, relax by the outdoor fire pit and find your zen in the garden. Wifi and 2 parking spaces. Welcome to the Honeysuckle Hideout.
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Cozy Townhome w/ Private Parking
Enjoy this comfy townhome centrally located near I-95 and I-495. It is also 10 minutes to the Wilmington Riverfront and downtown attractions; less than 30 minutes to Philadelphia International Airport and Philadelphia Center City. This home has two spacious bedrooms- one which contains a queen bed and the other with two XL twin beds (that can be converted into a king bed upon request). The basement and one bedroom closet will not be accessible.
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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
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Experience the charm of a historical getaway
Take it easy at this unique and tranquil getaway. Step back into time in this historic 1735 house transformed into a beautiful retreat by Jeff & Janelle, as seen on the Magnolia Network. The Inn can accommodate up to 9 people in 4 comfortable bedrooms. So, grab your friends and family and escape into a one-of-a-kind stone home, right in the heart of Pennsylvania.
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Popular amenities for Chester house rentals
House rentals with a pool

*Cheerful & Cozy 3BR / home with pool*
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Modern Home in heart of Fish-town & private yard
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Lakefront Guesthouse
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Fun for 8 / Weekly and Extended Stays
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Charming house in Glassboro
LocationFamilyWalkability

Comfort, Fun, & charming! - 5BR oasis w/ Pool
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6 Bdrm Twin in Germantown Minutes to Chestnut Hill
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Chestnut Street
Weekly house rentals

South Jersey Gem: Close to Philadelphia & Shore
FamilyLocationWifi

Conshohocken Home-Stream View
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Historic Farmhouse in Wayne
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City Luxury with Roofdeck, Gym, and Free St. Parki
LocationFamilyShared spaces

Historic Farmhouse
ValueFamilyView

Longwood Kennett Newly Renovated
ValueLocationOutdoor spaces

2 Queens New Constr 2.5 baths Priv Parking & C-Air
ValueLocationQuiet

"The Stay Over" your Home away from Home
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Private house rentals

Comfy, Cozy Home by Philly, Airport, I-95, + more!
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Cozy & Modern Rancher Style Home
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Tranquil Haven: Stylish Home Surrounded by Nature
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The Butler Pride
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Modern 3 bedroom home with finished basement.
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Radiant 4-Bed Haven w/ King suite in N. Wilmington
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Modern Philly Suburb Townhouse
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Spacious Family Retreat Near Philly w/ Game Room
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When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$14,614 GYD | G$16,076 GYD | G$19,834 GYD | G$19,834 GYD | G$31,316 GYD | G$27,141 GYD | G$28,185 GYD | G$35,074 GYD | G$32,360 GYD | G$32,986 GYD | G$30,899 GYD | G$23,174 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 |
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- Sesame Place
- Pennsylvania Convention Center
- Longwood Gardens
- Wells Fargo Center
- University of Pennsylvania
- Citizens Bank Park
- Fairmount Park
- Philadelphia Museum of Art
- Dutch Wonderland
- Temple University
- Bear Creek Ski and Recreation Area
- Dover Motor Speedway
- Amish Village
- University of Delaware
- Drexel University
- French Creek State Park
- Diggerland
- Lincoln Financial Field
- Philadelphia Zoo
- Marsh Creek State Park
- 30th Street Station
- Greater Philadelphia Expo Center & Fairgrounds
- Independence Hall
- Wissahickon Valley Park





