House holiday rentals in Chester

Find and book unique houses on Airbnb

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 300 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, 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 favourite
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, 101 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 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
4.95 out of 5 average rating, 151 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 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, 288 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 favourite
A spacious living area is furnished with comfortable seating, including a sectional couch and two armchairs. A large flat-screen television is mounted on the wall. A wooden dining table is visible in the background, surrounded by chairs, with bright lighting enhancing the welcoming ambiance.
Home in Broomall
4.88 out of 5 average rating, 109 reviews

Cozy 4 bedroom Home right outside Philly

Amazing 4 bedroom home, great for ALL seasons, and occasions. Complete with an indoor fireplace, game room, outdoor patio with a grill, and basketball court, this house can easily sleep 10 people. No parking fee, as this location comes with a driveway that can fit up to 4 cars! We’re a 25 min drive from most Philly social hubs, and 15 mins from Philly international airport. Early check-in/ late check-out, available upon request. It’s 25$ for 1 hour, and $20 per hour for anything more.

Guest favourite
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
4.85 out of 5 average rating, 138 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, 117 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 bright living area designed for relaxation features a comfortable gray sofa and a cozy armchair, complemented by wooden flooring and exposed beams. Large windows bring in natural light, while decorative curtains add a touch of warmth. A dining table is positioned invitingly nearby.
Home in Wilmington
4.86 out of 5 average rating, 101 reviews

Dog Friendly Cottage with Fully Fenced in Yard

Welcome to The Cottages on Orchard, a charming 1BR/1BA cottage built in 1920 by author Victor Thaddeus. Nestled on a natural wooded lot, this bright & airy home is entirely fenced in, perfect for up to two guests with dogs. Conveniently located in whimsical Ardentown, Delaware, the cottage is just 2 minutes from I-95 South & 10 minutes from downtown Wilmington, offering easy access to local attractions. Enjoy the surrounding woods, hiking trails, creek, & more. READ HOUSE RULES

Top Guest favourite
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, 114 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 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
4.95 out of 5 average rating, 322 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 favourite
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, 155 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 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
4.86 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.

Top Guest favourite
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, 115 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

Popular amenities for Chester house rentals

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