House vacation rentals in Chester

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Top-rated house rentals in Chester

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Top guest favorite
A cozy living area is furnished with a slipcovered sectional sofa and two blue slipper chairs surrounding a glass coffee table. Natural light filters through patterned curtains, highlighting a vintage rug on hardwood floors. The space connects to a dining area and staircase leading to the upper levels.
Home in Kennett Square
4.99 out of 5 average rating, 168 reviews

Historic Downtown D. Clark House Dog Friendly!

The historic Dorothy Clark House, built around 1907, is in the National Historic District of Kennett Square, PA. We are downtown in the heart of the walkable Kennett Square Borough! This twin home has been lovingly restored to reflect its early 20th century roots, while providing a cozy place to relax while visiting our quaint town. We hope you’ll fall in love with the home like we have! 45 min to Philadelphia airport, 25 min to Wilmington 25 min to WCU, 6 min to Longwood, 15 min to Winterthur

Top guest favorite
A charming brick facade features a blue door and a window adorned with a colorful flower box. Two wooden chairs and a small round table are positioned on the stoop, inviting relaxation in this vibrant neighborhood.
Home in Center City
4.98 out of 5 average rating, 115 reviews

Queen's Star: Renovated Historic Philly Trinity

Stay at the Queen's Star in the heart of historic Philadelphia. This charming and freshly renovated one bedroom trinity home is nestled in one of the most beautiful and sought after tree lined streets of Queen Village. This is a vintage Philly trinity with one room on each floor, with each floor joined by a tight spiral staircase. New owners fully renovated the home in the Spring of 2020. Guests will enjoy quality bedding, unique amenities and a work from home space with strong WiFi speeds.

Top guest favorite
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, 289 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.

Guest favorite
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, 141 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

Top guest favorite
A living area features exposed wooden beams and a charming stone fireplace. A plush sofa is accompanied by a stylish chair. Bright blue chairs are positioned by a window, while a small table sits on a soft area rug, creating a comfortable gathering space.
Home in Conshohocken
4.99 out of 5 average rating, 116 reviews

Conshohocken Home-Stream View

Take it easy at this unique getaway. It overlooks a peaceful stream from the large back deck and hundreds of birds that live there. This home offers 3 BRs and sleeps 6 with 1 full bath and 2 powder rooms. 1 king bed, 1 queen and 2 full beds. This 18th century home has all the modern amenities while boasting much of the original charm. Conveniently located near Philadelphia, King of Prussia, Valley Forge. Minutes from the PA Turnpike, Schuylkill Expressway and Rt 202.

Top guest favorite
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, 324 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

Top guest favorite
A three-story Victorian home is featured, surrounded by lush greenery and vibrant floral landscaping. The inviting porch is adorned with comfortable seating and an American flag. Sunlight streams through the trees, enhancing the home's welcoming exterior.
Home in Lansdowne
4.89 out of 5 average rating, 156 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.

Guest favorite
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
4.87 out of 5 average rating, 128 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 queen 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.

Guest favorite
A spacious bedroom is furnished with a wooden bed frame and a soft comforter. Two windows allow natural light to brighten the room. A dresser and a television are positioned against a neutral-colored wall, complemented by modern wall art and decorative accents.
Home in Wilmington
4.91 out of 5 average rating, 101 reviews

Cozy Townhome w/ Private Parking

Enjoy this comfy townhome centrally located near I-95 and I-495. It is also 10 minutes to the Wilmington Riverfront and downtown attractions; less than 30 minutes to Philadelphia International Airport and Philadelphia Center City. This home has two spacious bedrooms- one which contains a queen bed and the other with two XL twin beds (that can be converted into a king bed upon request). The basement and one bedroom closet will not be accessible.

Top guest favorite
A rustic stone building with a wooden deck extends over a serene waterway, surrounded by lush greenery. A bench is positioned nearby, inviting relaxation. The structure showcases a blend of natural materials, with a charming entrance that opens to the inviting outdoor space.
Home in Collegeville
5 out of 5 average rating, 131 reviews

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.

Top guest favorite
The living room is furnished with two patterned armchairs and a floral couch, creating a comfortable seating area. A ceiling fan is visible above, and natural light enters through a window. An open layout leads to the kitchen, featuring white cabinetry and modern appliances.
Home in Wilmington
4.97 out of 5 average rating, 117 reviews

The Lighthouse

Centrally located in northern Delaware with easy on/off access to 95 and 495. Newer construction, built in 2018. One large bedroom with KING size bed, 1.5 bath, private entrance, living room and full eat in kitchen. Work station area. Twin size pull out in living room. Free WiFi and large smart TVs in living room and bedroom. Deck off of the kitchen and upstairs deck off of the bedroom. Laundry located in bedroom upstairs. NO CLEANING FEE

Top guest favorite
Home in Bala Cynwyd
4.94 out of 5 average rating, 449 reviews

Private 2BR Residence | Bala Cynwyd, PA | Parking

This private second-floor residence is located in Bala Cynwyd, a residential community just outside Philadelphia. The home offers guests exclusive use of the second floor. This home is a strong fit for guests who: Prefer a private, residential setting; value having their own entrance and independent space; need convenient access to Philadelphia without staying downtown and appreciate a simple, organized home for short or extended stays

Popular amenities for Chester house rentals

Quick stats about house rentals in Chester

  • Total vacation rentals

    Explore 20 vacation rentals in Chester

  • Nightly prices starting at

    Chester vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 300 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Chester vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chester rentals

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