
House holiday rentals in Chester
Find and book unique houses on Airbnb
Top-rated house rentals in Chester
Guests agree: these houses are highly rated for location, cleanliness and more.

By PHL airport - A++Clean, Disinfected, Sanitized.
A 1 bedroom & 1 bath fully furnished apartment in a quiet suburban neighborhood, 10 minutes from the PHL airport - Free Parking - Super clean, disinfected and sanitized after each guest check-out. - High-Speed Wi-Fi with Netflix, Amazon & Hulu-Live. - Eat-in kitchen with electric stove & regular and K-cup coffee. - Washer and Dryer facility located in the Gym/Laundry room (Gym currently closed). I can add a guest Gym membership to local Gym (30 days or more). - Available for long-term stays.

Historic Center, Fairy Tale Charm, Cozy & Stylish
Historic brick row home, in the most charming part of Philadelphia. Breezes, morning sunshine, birds singing, flowers abound. Walk to everything: Historic to Trendy. On the border of Queen Village & Pennsport, 5-min. walk to scenic River Trail, 10 mins to Society Hill, Italian Market, Passyunk Ave. It's 3 stories & best for guests without mobility issues. The spiral staircase leads to the comfy bedrooms on the 2nd & 3rd floors. Good linens, lots of pillows. Modern bath, unlimited hot water.

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.

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 & Historic Gem: Free Parking+ Patio -Sleeps 6
Enjoy city living at its finest in this 2-bed, 1.5-bath home located on a quaint tree-lined street in the highly sought-after Washington Square West neighborhood. Accommodating up to 6 guests, this historic "trinity house" boasts a 99 walk score and is surrounded by fantastic eateries, cafes and local shops. With the convenience of free off-street parking for 1 vehicle and a wonderful outdoor space to relax and unwind, this property is the perfect fit for you to enjoy and feel at home

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

Drexel Hill Charm I 4bdr 2.5bath I Free Parking
Close to Drexelbrook wedding venue, Kings Mills venue, and Springfield Country club. Centrally located between Philadelphia International Airport, Swarthmore College, center city. No cleaning fee + No chore list The home is two stories + a renovated basement with 2.5 baths. The 3 bedrooms are located on 2nd level with 2 full baths. A renovated basement with 4th bd, movie room, office space, mini fridge, and half bath. 90% of previous guests give a 5-star rating.

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 Remodeled Home in Glenside, PA
Relax with the whole crew at this Glenside vacation rental! Whip up breakfast in the fully equipped kitchen, then let your furry friend and kids play in the fully fenced yard while you relax on the patio. After a fun-filled day at LEGOLAND Discovery Center, settle in for a movie night in the spacious living room. With a welcoming interior and a convenient location just outside Philadelphia, this 2-bedroom, 2.5-bath home sets the stage for lasting memories.

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 king 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.

The Cottage at the Mill
Welcome to the Cottage at the Mill – we are so thrilled you are here. Let us host you in our one of a kind Pennsylvania home, where you will find yourself immersed in nature and luxury. Our 1800’s Grist Mill is situated on 7 acres, just minutes from Valley Forge Park, the King of Prussia Mall, and the Main Line. The Cottage at the Mill offers a quintessential Montgomery County experience from its architecture to its picturesque surroundings.

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

Game Day Getaway for fans/ family. Great Location

Wanna Get Away? Weekend Vacation!

Carriage House with Pool in Lower Merion Township

Charming house in Glassboro

New Pristine Suburban Escape

Fun for 8 / Weekly and Extended Stays

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

Lakefront Guesthouse
Weekly house rentals

Cozy Philly Cottage + Parking

Stairstopia

Tranquil Haven: Stylish Home Surrounded by Nature

Charming, Sunny Urban Stay

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

Chic Single-Family Haven 4 bedrooms & 3.5 baths

Swarthmore Guesthouse

Drexel Hill Iconic Suburban Retreat
Private house rentals

Basement Suite in Historic Home

Very cozy 3 bedroom house close to everything

Dog Friendly Cottage with Fully Fenced in Yard

Cape Cod 10-15 min to PHL Airport & Philly Stadium

Adorable 4BR in Historic District

Glenmar Lodge at Vincent Forge

Cozy home in west deptford

Quaint farmhouse
Quick stats about house rentals in Chester

Total holiday rentals
Explore 20 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
20 of Chester holiday rentals include wifi access

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

4.7 Average rating
Chester stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Plainview Holiday rentals
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- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
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- Pocono Mountains Holiday rentals
- Pennsylvania Convention Center
- Lincoln Financial Field
- Sesame Place
- Longwood Gardens
- Citizens Bank Park
- Fairmount Park
- Philadelphia Museum of Art
- Wells Fargo Center
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- The Franklin Institute
- Wissahickon Valley Park
- Marsh Creek State Park
- Valley Forge National Historical Park
- Independence Hall
- Spruce Street Harbor Park
- Eastern State Penitentiary
- Franklin Square
- Ridley Creek State Park
- Clark Park
- Philadelphia's Magic Gardens




