
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.

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.

Step away for shopping, dining, bar. Quite street.
Welcome to this cozy and newly renovated house! It's in a great location, the surroundings are quiet but are near a lively Mainline town. You'll find bars, restaurants, stores, SEPTA/Amtrack stations, and Suburban Square within walking distance. It's also near many colleges such as Haverford College, Bryn Mawr College, Villanova University, and more. It's near the center city of Philadelphia and the King of Prussia mall. The most important thing is the security around the neighborhood.

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).

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.

Ardentown Cottage w/ King Bed & Fenced in Yard
Tap the ❤️ to add us to your wish list for later. Welcome to The Cottages on Orchard—a restored 1BR/1BA, dog-friendly cottage (king bed) built in 1920 by author Victor Thaddeus. Nestled among trees in whimsical Ardentown, you’re 2 min to I-95 and 10 min to Downtown Wilmington. Enjoy a private fenced backyard, firepit, and easy walks to the woods, creek, and nature trails. READ HOUSE RULES.
Popular amenities for house rentals in Chester
House rentals with a pool

Private Country Cottage on 24 acre Farm with Pool

Modern Home in heart of Fish-town & private yard

Game Day Getaway for fans/ family. Great Location

Shawmont Chateau Elegant Retreat with Scenic View

FIFA/ All Star Game-Train 5 Min or Drive 15 min

Charming house in Glassboro

New Pristine Suburban Escape

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

Very cozy 3 bedroom house close to everything

Tranquil Haven: Stylish Home Surrounded by Nature

The Lighthouse

Quaint farmhouse

Swarthmore Guesthouse

Jacuzzi/Game Room/Close to Airport/Philly Stadiums

The Butler Pride

The Cozy Corner in N. Wilmington w/ Queen Bed
Private house rentals

Cozy Philly Cottage + Parking

The hookah spot

Melrose Place 3BD Oasis

Charming 4BR in Historic District

Charming, Sunny Urban Stay

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

Cozy Cape in Newtown Square Pets Welcome ⚡️Free EV⚡️

Main Line Haven - Near City
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 € 17 per night before taxes and fees

Verified guest reviews
Over 250 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

4.6 Average rating
Chester stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Plainview Holiday rentals
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- Philadelphia Holiday rentals
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Sesame Place
- Longwood Gardens
- Fairmount Park
- Fortescue Beach
- Penn's Landing
- Philadelphia Museum of Art
- Wells Fargo Center
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- Marsh Creek State Park
- Aronimink Golf Club
- The Franklin Institute
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Crystal Beach Manor, Earleville, MD
- Renault Winery
- Bear Creek Ski and Recreation Area
- Independence Hall
- Franklin Square
- Eastern State Penitentiary




