House holiday rentals in Chester

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Top-rated house rentals in Chester

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Guest favourite
A spacious living area is presented, featuring a soft blue sofa and a dark wooden coffee table topped with decorative items. Natural light streams through large windows, illuminating the space. A dining area is visible in the background, complemented by a modern TV mounted on the wall.
Home in Sharon Hill
4.85 out of 5 average rating, 126 reviews

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.

Top Guest favourite
A cozy bedroom features a spacious bed with a softly draped blanket. Decorative pillows add color, while muted teal and warm brown tones create a comfortable ambiance. A circular mirror and artwork complement the floral wallpaper, with ambient lighting provided by matching bedside lamps.
Home in Hockessin
4.97 out of 5 average rating, 538 reviews

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 .

Top Guest favourite
A cozy living room features a comfortable seating arrangement with a sofa and two armchairs. A wooden coffee table sits on a soft area rug, alongside warm lighting from standing lamps. A ceiling fan adds ventilation, while the staircase and dining area can be seen in the background.
Home in Kennett Square
4.96 out of 5 average rating, 139 reviews

Historic J. Pyle House Main St Location Pets OK!

The J. Pyle House, built in 1844, is in the National Historic District of Kennett Square, PA. We are in the heart of walkable downtown Kennett Square and a quick 6 minute drive to Longwood Gardens. The townhome has been lovingly restored to reflect its mid-19th century roots, while providing an updated, cozy place to relax while visiting our quaint town. 45 min to the PHL airport, 25 min to Wilmington, DE, 25 min to West Chester University, 6 min to Longwood Gardens 15 min to Winterthur

Guest favourite
A neatly arranged sleeping area features a spacious bed with a grey patterned bedspread. Fluffy white towels are neatly placed on the bed. The wall above the headboard displays a monochromatic artwork featuring iconic structures, providing a subtle touch of elegance.
Home in Central South Philadelphia
4.86 out of 5 average rating, 254 reviews

Cozy 3B Townhouse Near Sport Complex & Casino

Easy check-in/check-out with an electronic keypad. Located in South Philadelphia, the area is convenient for family, couples, and friends to stay at. Within walking distance to Sport complex, parks, casino, and more! Accessible to public transportation. It is accessible to Philadelphia’s historic sites and attractions like Chinatown or Center City by car and/or public transportation. Free and private parking (one car) in a back yard+ free street parking. Super close to the Whitman Plaza.

Top Guest favourite
A spacious dining area is illuminated by natural light, featuring a large table surrounded by six wooden chairs and two upholstered chairs. Large windows draped with light curtains and a decorative chandelier add to the inviting atmosphere. The adjacent kitchen is visible with stone countertops.
Home in West Deptford
5 out of 5 average rating, 278 reviews

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.

Top Guest favourite
An outdoor area features a hot tub surrounded by warm wooden decking, complemented by an outdoor grill and minimal landscaping. Colorful round tables sit on a grassy surface, with built-in seating along the perimeter, providing a cozy space for relaxation and gatherings.
Home in Kensington
4.99 out of 5 average rating, 131 reviews

Modern Home in heart of Fish-town & private yard

Welcome to our custom townhome located in the heart of Fish town, only a short 10 min drive to City Hall & walking distance to many local bars, restaurants, grocery, thrift stores, and a Subway. Our home is a 3 bedroom, 2,5 bath space which can comfortably accommodate up to 8 guests and 2 children - Hot tub - full gym - 86" smart TVs w Netflix/Disney+/ prime - pack and play / baby chair - full outdoor kitchen grill - outdoor sitting area - 24/7 free street parking is available

Superhost
A modern kitchen features light brown wooden cabinetry and stainless steel appliances, including a gas stove and dishwasher. A round dining table with stylish chairs is positioned near the counter. Granite countertops and a decorative backsplash enhance the space, with natural light highlighting the room.
Home in Prospect Park
4.84 out of 5 average rating, 130 reviews

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).

Top Guest favourite
A spacious kitchen area features a large countertop with decorative placemats. High-backed chairs are arranged around the counter, offering seating. The kitchen overlooks a bright living space where comfortable seating and a dining table are visible through an open layout.
Home in Swedesboro
4.97 out of 5 average rating, 115 reviews

Spacious Older Family Home.

You’ll love my home. It is quaint and clean and ready for guests. Perfect for guests that have trouble with steps. The location, the ambiance, the people, the neighborhood, the outdoors space, in a small town. Approx. 20 min. from Phila. airport, the Phila. zoo, museums, arts, culture, theaters, restaurants and entertainment. Downtown Wilmington De. business and pleasure area is approx. 20-25 min. south. Approx. 1 & 1/2 + hours - to all Southern New Jersey shore points.

Top Guest favourite
A cozy living room features a light-colored, spacious sofa adorned with decorative pillows, alongside a comfortable armchair. A distinctive wooden coffee table sits in the center, while a colorful abstract painting adds a vibrant touch to the wall. Stairs lead to the upper floor.
Home in Roxborough
4.94 out of 5 average rating, 305 reviews

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

Guest favourite
The exterior of the two-story brick home is highlighted, showcasing a lush green lawn and a gently sloping driveway. Steps lead to a welcoming front door framed by large windows, while manicured shrubs and trees surround the property.
Home in Drexel Hill
4.91 out of 5 average rating, 153 reviews

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.

Top Guest favourite
A cozy living area is presented with a dark grey sectional sofa adorned with orange accent pillows. A colorful rug covers the hardwood floor, and a painting depicting a serene pathway hangs on the wall. Natural light enters through large windows, illuminating the inviting space.
Home in Lansdowne
4.89 out of 5 average rating, 149 reviews

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.

Top Guest favourite
The exterior of the Tiny House is showcased, featuring a modern design with a gray metal facade. A welcoming entryway is installed with a wooden door. A brick walkway leads from the grass area to the entrance, framed by trees and landscaping, creating an inviting environment.
Home in Kennett Square
4.88 out of 5 average rating, 113 reviews

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.

Popular amenities for Chester house rentals

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 $35 NZD 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

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