
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.

City Luxury with Roofdeck, Gym, and Free St. Parki
Luxurious abode combining clean lines and sleek metallic accents with a spectacular rooftop lounge of the city vista. A featured property of Conde Nast Traveler (April 2021 edition), your rental consists of 5 Bedrooms/4.5 bathrooms/2 living rooms/Gym/Roof Deck covering 3,500sqft of brand new construction with designer furniture! Building is a corner property with lots of light and free street parking in most areas surrounding the property. Layout as follows: 1st Fl: Kitchen / Dining / Living / B

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.

Family Friendly Home w/ Pool Table by The Filmore
Come and experience Philadelphia in this Fishtown 2 story Row Home! It’s gonna be hard to get bored with a Pool Table & Game Room in your living room. If that’s not enough, how about your own Private Patio. Located a few short blocks from The Filmore & Fishtown’s bustling Frankford Avenue. If you’re looking for Bars, Nationally Acclaimed Restaurants or Entertainment you’re in the right place. This Home is in walking distance of all it. Rivers Casino is also located a few short blocks away.

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 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).

Longwood | Shops & Restaurants | Private Backyard
"We've stayed at AirBnBs all over the world and this was our favorite!" • Walk Score 86 (Walk to cafes, dining, shopping, breweries, etc.) • Fully equipped + stocked kitchen w/ SMEG appliances • Backyard patio w/ fire pit + BBQ grill • Samsung Frame TV • Onsite washer + dryer • Extremely safe neighborhood • Self check-in w/ keypad → 2 mins to Downtown → 10 mins to Longwood Gardens (#1 Botanical Gardens in USA) → 15 mins to Brandywine Battlefield → 25 mins to downtown Philly

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.

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

Wanna Get Away? Perfect Valentine Gift

Charming house in Glassboro

Breathtaking Waterfront w/pool and private dock

Peaceful Retreat Pool and great outdoor space

The Mint Cottage in Chesapeake City

Lakefront Guesthouse

Sweet home w/pool & woods at peaceful Glen Mills

Bridle Pool House Vacation House
Weekly house rentals

Cozy Philly Cottage + Parking

Stairstopia

Tranquil Haven: Stylish Home Surrounded by Nature

Charming 4BR in Historic District

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

Chic Single-Family Haven 4 bedrooms & 3.5 baths

Stylish Home | Near Philly | Fireplace | Parking

Quaint Bungalow
Private house rentals

Basement Suite in Historic Home

Lux Row House w Roof Deck

Dog Friendly Cottage with Fully Fenced in Yard

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

Charming, Sunny Urban Stay

Quaint farmhouse

Main Line Haven - Near City

2BR Philly Gem w/ Office| Near Airport Mann Center
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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- Pennsylvania Convention Center
- Lincoln Financial Field
- Sesame Place
- Longwood Gardens
- Citizens Bank Park
- 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
- 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




