
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.

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.

Charming 2Bed · Quiet Street · Walk to Rittenhouse
Escape to the city of brotherly love in this quaint historic home. Enjoy the peace and quiet of its small street, lined with colorful row-homes and manicured flower boxes. Take a peaceful stroll around the corner to coffee shops and Philly’s best bagels, while only being a short walk from the hustle and adventure of Rittenhouse Square & Center City. Once you’ve finished exploring, retreat to your urban oasis with a soaking tub, graciously appointed kitchen & living space, and large 2 bedrooms.

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.

CoZy Super Clean, Sanitized, Disinfected-PEACEFUL.
Beautiful, cozy, sunny room with a super comfy L-shaped sectional sofa. Super clean and spacious fully equipped Eat-in kitchen with dishwasher, stove, oven, microwave, regular and K-Cup coffee makers, Micro-wave, Toaster, Pots, Pans, Utensils, and Silverware all provided. The apartment includes (2) 43" Flat Screen TVs; streaming HULU-Live, Amazon Prime, Disney Plus. Also, a little work desk area provided Free washer/dryer access and Free parking, (short-term lease available).

Trendy Fishtown Mid-Century Modern Inspired Home
Enjoy our cozy, family-friendly Fishtown retreat. This stylish 2BR, 2-bath home includes laundry, a charming backyard, and warm décor for a relaxing stay. Immerse yourself in Fishtown’s creative energy — cafés, unique boutiques, music venues, art spots, bars, and restaurants are nearby. For history lovers, easy access to Old City, the Liberty Bell, and Independence Hall awaits. Add convenient street parking and a great location, and you’ve got the perfect Philly home base.

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.

Phoenix Walk
Welcome to our newly constructed luxury Airbnb in the heart of Phoenixville Boro boasting 3 bedrooms and 2.5 bathrooms just steps to booming downtown with its countless shops, restaurants, and bars- walking distance to parks and tennis/ basketball courts. Centrally located near Schuylkill River Trail, Valley Forge Park and Casino, King of Prussia Mall and Providence Town center. Book your stay today and indulge in the finest accommodations this town has to offer!

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.

Crocheted fish, cozy 3 br in heart of Fishtown
Welcome to our newly renovated, cozy home right in the heart of Fishtown, one of the trendiest neighborhoods in Philadelphia, Pennsylvania. We are in walking distance of many restaurants and pubs, with some right on our corners. Public transportation will get you into the city easily with the 25 bus running right down our street. This is a 3 bedroom, 1 bathroom house with a full kitchen and small back yard. Perfect for families, couples of up to 6 guests.
Popular amenities for Chester house rentals
House rentals with a pool

Oasis

Modern Home in heart of Fish-town & private yard

Game Day Getaway for fans/ family. Great Location

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

Stairstopia

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

Prime Rittenhouse 1BR • King Bed • Walk Everywhere
Private house rentals

Basement Suite in Historic Home

Very cozy 3 bedroom house close to everything

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

Charming, Sunny Urban Stay

Glenmar Lodge at Vincent Forge

Quaint farmhouse

Main Line Haven - Near City

Jacuzzi/Game Room/Close to Airport/Philly Stadiums
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 $29 AUD 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 and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Chester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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




