House vacation rentals in Chester

Find and book unique houses on Airbnb

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

Top-rated house rentals in Chester

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
The front yard features a diverse array of blooming flowers and greenery, with layers of vibrant yellow and purple plants highlighted along a stone wall. A welcoming yellow door provides a cheerful focal point, while neatly arranged steps lead up from the paved driveway.
Home in Phoenixville
5 out of 5 average rating, 102 reviews

Sunny Cottage, Private, Cheerful, Convenient!

Sunny Cottage is conveniently located in the quaint yet bustling borough of Phoenixville. The location is less than a mile from Bridge Street where you’ll find dozens of restaurants, breweries, wine tasting, shops and more. The cottage is also close to Valley Forge National Historic Park and plenty of hiking and biking trails. You will be steps away from tennis/pickleball and basketball courts. The cottage is perfect for one or two couples, is private and has free off-street parking for 2 cars.

Top guest favorite
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, 156 reviews

Historic J. Pyle House Main St Location Dogs 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

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.

Top guest favorite
A spacious two-story home features a blend of modern and historic architectural styles. A welcoming porch with seating arrangements is adorned with string lights, while well-maintained flower gardens and greenery enhance the outdoor setting. The image captures the serene ambiance of the property.
Home in West Chester
4.96 out of 5 average rating, 114 reviews

The Pump Maker’s House Marshallton Historic Beauty

Situated in the historic village of Marshallton, this home is furnished in country style with lovely antiques and vintage items. The first half of the house was built in 1790 with an addition added in 1830. This house was the childhood home of George McFarland, pump maker. He was the town plumber and made wooden pumps in a shop in the rear. We have just completed an entire rehabilitation with brand new plumbing, electric, hvac, as well as brand new bathrooms and kitchen.

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
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

Top guest favorite
A dining area is presented with a large wooden table surrounded by six light-colored chairs. Soft light fixtures hang overhead, and large windows are adorned with flowing drapes. A sideboard with decorative items complements the space, which is finished with warm wooden flooring.
Home in Glen Mills
4.92 out of 5 average rating, 175 reviews

Sweet home w/pool & woods at peaceful Glen Mills

Relax with the whole family at peaceful township Glen Mills. Many natural trails and parks around, 10 mins to Ridley Creek State Park, 20 mins to Longwood Garden, one of the best attractions in Pennsylvania, 25 mins to Philly international airport, Wilmington of Delaware, 35 mins to Philly.

Top guest favorite
A charming farmhouse features a two-story exterior with white siding and wooden accents. The porch is screened, providing an inviting space to enjoy the surroundings. Colorful autumn leaves blanket the lawn, and string lights are hung for evening ambiance.
Home in Kennett Square
4.99 out of 5 average rating, 226 reviews

Underground Railroad 4 Bedroom Farmhouse

Enjoy everything that Kennett has to offer in this charming 3 bedroom farmhouse right off union street. Relax in the completely renovated Barn that was once part of the underground railroad. Moments away from Longwood Gardens, Winterthur, and lots of shopping and restaurants.

Popular amenities for Chester house rentals

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