
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.

Eclectic Escape Near Longwood Gardens & Mt. Cuba
Home information: Home owners are on the other side of house ( your space is very private). 1/2 the house is your space. Imagine a ranch house cut down the middle and 1/2 is the Airbnb and the other 1/2 is the owners side. Private entrance with keyless lock , 2 bedrooms with Queen beds, private bathroom and a living room. Other features include: Wifi , TV’s , a small refrigerator/freezer , microwave, coffee maker and a Private 1 acre lot w/ parking ( 2 cars max). There is no kitchen .

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.

The Sophisticated Fish
Enjoy a comfortable stay in a stylish, centrally-located row home. Experience Fishtown's vibrant art and culinary scene-- you are walking distance from it all, Martha, Kalaya, Suraya, Beddia, the list goes on. When you've had enough of the bustle, inside you'll find hotel quality linens, plush towels, 2 comfy queen sized beds, a newly-renovated kitchen, board games, and modern decor with homey touches. The outdoor patio is set for private relaxation. The perfect home away from 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 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.

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.

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

Oasis

5 BDRM City Oasis - Indoor Pool

Modern Home in heart of Fish-town & private yard

No Better Place to be Snowed In-Hot Hot Tub!

Charming house in Glassboro

Fun for 8 / Weekly and Extended Stays

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

Lakefront Guesthouse
Weekly house rentals

Cozy Philly Cottage + Parking

Center City Philadelphia rooftop

Tranquil Haven: Stylish Home Surrounded by Nature

The Lighthouse

Charming 4BR in Historic District

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

Chic Single-Family Haven 4 bedrooms & 3.5 baths

Swarthmore Guesthouse
Private house rentals

Basement Suite in Historic Home

Very cozy 3 bedroom house close to everything

Charming, Sunny Urban Stay

Glenmar Lodge at Vincent Forge

Quaint farmhouse

Prime Rittenhouse 1BR • King Bed • Walk Everywhere

Stylish Home | Near Philly | Fireplace | Parking

Luxurious Philadelphia Retreat
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 $25 SGD 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
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Sesame Place
- Citizens Bank Park
- Longwood Gardens
- Fairmount Park
- Philadelphia Museum of Art
- Penn's Landing
- Wells Fargo Center
- Bear Creek Ski and Recreation Area
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- The Franklin Institute
- Marsh Creek State Park
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Independence Hall
- Eastern State Penitentiary
- Franklin Square
- Spruce Street Harbor Park
- Ridley Creek State Park
- Philadelphia's Magic Gardens
- Clark Park




