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

Total holiday rentals
Explore 30 holiday rentals in Chester

Nightly prices starting at
Chester holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 270 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Chester holiday rentals include wifi 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.

Cozy Studio Apt Near Philly
Welcome to our Stylish & Private Studio Apartment located 8 minutes away from vibrant Philadelphia! With seamless access to Walt Whitman and Ben Franklin Bridge you are mere minutes away from the Airport, Sport Stadiums, Iconic Landmarks and Thriving Nightlife and . Catch the exhilarating energy of South Jersey's critically acclaimed Dining Experiences, Famous Beaches & more. Relax in our Full Size Bed with newly renovated amenities including Full Bathroom, Fully Equipped Kitchen, and Smart T.V.

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.

"The Stay Over" your Home away from Home
PRIVATE ENTRANCE, 2 VERY SPACIOUS ROOMS at bottom of the house /off street parking. 1st rm :Living Room areaTV, Fireplace/ Heater Unit, Sofa, Mini frig/mini freezer Bar/Seats , Kitchen Table, MICROWAVE,TOASTER/AIR FRYER OVEN not a full kitchen (see pics) 2nd rm: 1 QUEEN SIZE BED, 1 TWIN BED , TV, Close chest ,Sofa, Fireplace-Heat Unit, Desk, Mini Beverage Frig, Private Bathroom/ Stall Shower Amenities: CABLE, WIFI, TREADMILL, , COFFEE MAKER / COFFEE & TEA, SHEETS, TOWELS, central air

Historic J. Pyle House Main St Local Host
The J. Pyle House, built in 1844, is in the National Historic District of Kennett Square, PA. We are in the heart of walkable downtown Kennett Square and a quick 6 minute drive to Longwood Gardens. The townhome has been lovingly restored to reflect its mid-19th century roots, while providing an updated, cozy place to relax while visiting our quaint town. 45 min to the PHL airport, 25 min to Wilmington, DE, 25 min to West Chester University, 6 min to Longwood Gardens 15 min to Winterthur

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.

Cozy 4 bedroom Home right outside Philly
Amazing 4 bedroom home, great for ALL seasons, and occasions. Complete with an indoor fireplace, game room, outdoor patio with a grill, and basketball court, this house can easily sleep 10 people. No parking fee, as this location comes with a driveway that can fit up to 4 cars! We’re a 25 min drive from most Philly social hubs, and 15 mins from Philly international airport. Early check-in/ late check-out, available upon request. It’s 25$ for 1 hour, and $20 per hour for anything more.

Conshohocken Home-Stream View
Take it easy at this unique getaway. It overlooks a peaceful stream from the large back deck and hundreds of birds that live there. This home offers 3 BRs and sleeps 6 with 1 full bath and 2 powder rooms. 1 king bed, 1 queen and 2 full beds. This 18th century home has all the modern amenities while boasting much of the original charm. Conveniently located near Philadelphia, King of Prussia, Valley Forge. Minutes from the PA Turnpike, Schuylkill Expressway and Rt 202.

Shurs Lane Cottage, EV Charging, Free Parking
Our newly renovated cottage in Philadelphia is in the exciting, hip neighborhood of Manayunk. Enjoy countless indoor and outdoor 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. 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

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.

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.

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.

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
Popular amenities for house rentals in Chester
House rentals with a pool

Modern Home in heart of Fish-town & private yard

Shawmont 6BR Home

Media 1809 Farmhouse 20 min to PHL

Charming house in Glassboro

4 BR Suburban Escape - Pool, Tennis, Trails

Fun for 8 / Weekly and Extended Stays

Comfort, Fun, & charming! - 5BR oasis w/ Pool

Lakefront Guesthouse
Weekly house rentals

Hidden Gem Townhome/2 BRs -University City

Dog Friendly Cottage with Fully Fenced in Yard

Experience the charm of a historical getaway

Cozy home in west deptford

Private 2BR Residence | Bala Cynwyd, PA | Parking

Arrive at the comfort of a Home.

Spacious Older Family Home.

Bright and Boho South Philly Luxury Row Home
Private house rentals

South Bridge Farm Cottage

Tranquil Haven: Stylish Home Surrounded by Nature

Manayunk Artist Home (Entire Home)

Cape Cod - 15 min to PHL Airport & Philly Stadium

Cozy & Modern Rancher Style Home

Swarthmore Guesthouse · Walk to College & Train

Cozy with Convenient Location

Sunny N. Wilmington Retreat | Family Friendly
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Pittsburgh Holiday rentals
- Ocean City Holiday rentals
- Virginia Beach Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- 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
- Philadelphia Zoo
- University of Delaware
- Dover Motor Speedway
- French Creek State Park
- 30th Street Station
- Temple University
- Drexel University
- Marsh Creek State Park
- Independence Hall
- Wissahickon Valley Park
- Greater Philadelphia Expo Center & Fairgrounds
- Valley Forge National Historical Park
- Amish Village





