
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 ﺩ.ﺇ 73 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 Little Getaway*
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
LocationFamilyAmenities

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.
FamilyLocationSleep quality

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.
FamilyLocationAir conditioning

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
LocationFamilyIndoor spaces

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
FamilyLocationWalkability

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.
ValueLocationDecor

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.
LocationValueSleep quality

Newly built Tiny House in Historic Kennett Square
Custom-built tiny house Cottage with designer touches. Main floor has living area, full bath, and laundry. Loft bedroom with queen bed and full ceiling height, accessed by stairs. Fully equipped kitchen with full appliances, cookware, table settings, and coffee. Smart TV, high-speed internet, and on-site parking. Two blocks from downtown Kennett Square dining, shops, and breweries. Near Longwood Gardens and Brandywine Valley attractions. Max 2 guests.
FamilyLocationNearby

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.
LocationFamilyTV

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
ValueLocationQuiet

Historic Home on Gay Street.
Welcome to historic downtown West Chester, PA. This freshly renovated historic home boasts 2 Queen bedrooms and 2 full baths, sleeping 6. Amenities and accommodation await behind the lavender door. This home is nestled on one of the most desirable blocks in the borough that boasts 260 years of history. Convenience, history, haven, and limitless adventures begin with your stay at 236 W Gay street. Take a look behind the lavender door.
ValueLocationSleep quality

The Mineral House of West Chester
Unique home in the heart of West Chester, tastefully renovated with fantastic detail, walking distance to all the dining, bars, shops and parks the borough has to offer. This home will bring you back to WC again and again. Do not let the staircase frighten you, it was designed by the late great architect George A Matuszewski for this unique space. Come and enjoy this special property and all the charm West Chester has to offer.
FamilyValueWifi
Popular amenities for Chester house rentals
House rentals with a pool

*Cheerful & Cozy 3BR / home with pool*
ValueLocationWalkability

Lakefront Guesthouse
ValueLocationLong stay

Modern Home in heart of Fish-town & private yard
ValueFamilyAmenities

Carriage House with Pool in Lower Merion Township
FamilyLocationWalkability

Charming house in Glassboro
LocationFamilyIndoor spaces

Fun for 8 / Weekly and Extended Stays
LocationFamilyAir conditioning

6 Bdrm Twin in Germantown Minutes to Chestnut Hill
ValueLocationParking

Comfort, Fun, & charming! - 5BR oasis w/ Pool
ValueFamilyCheck-in
Weekly house rentals

Trendy, Modern, & Comfy Home w/Roofdeck + Backyard
FamilyValueComfort

Step away for shopping, dining, bar. Quiet street.
FamilyValueWalkability

Private 2BR Residence | Bala Cynwyd, PA | Parking
ValueFamilyOutdoor spaces

Luxury Downtown Mansion! Garage Parking! Roofdeck!
ValueLocationComfort

Spacious 3BR Historic Home | Walk Downtown+Parking
LocationFamilyWalkability

Cozy, Historic House in West Chester, PA
ValueLocationRiver

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

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

Conshohocken Home-Stream View
ValueFamilyBreakfast

Tranquil Haven: Stylish Home Surrounded by Nature
ValueFamilyNearby

Comfy, Cozy Home by Philly, Airport, I-95, + more!
FamilyLocationKitchen

Cozy & Modern Rancher Style Home
ValueFamilyAccess

Swarthmore Guesthouse · Walk to College & Train
LocationFamilyAmenities

Modern 3 bedroom home with finished basement.
FamilyLocationWifi

Modern Luxury in Prime Location
FamilyLocationPets

The Butler Pride
FamilyValueBathroom
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 257 | ﺩ.ﺇ 283 | ﺩ.ﺇ 349 | ﺩ.ﺇ 349 | ﺩ.ﺇ 551 | ﺩ.ﺇ 477 | ﺩ.ﺇ 496 | ﺩ.ﺇ 617 | ﺩ.ﺇ 569 | ﺩ.ﺇ 580 | ﺩ.ﺇ 544 | ﺩ.ﺇ 408 |
| 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
- Citizens Bank Park
- University of Pennsylvania
- Fairmount Park
- Philadelphia Museum of Art
- Dutch Wonderland
- Temple University
- Bear Creek Ski and Recreation Area
- University of Delaware
- Drexel University
- Amish Village
- Dover Motor Speedway
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- Greater Philadelphia Expo Center & Fairgrounds
- Independence Hall
- Wissahickon Valley Park
- Valley Forge National Historical Park





