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House vacation 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.

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Top guest favorite
A charming brick facade is accented by vibrant pink doors. Two colorful chairs are positioned in front of the home, alongside potted plants. A flowering tree provides shade, while fallen leaves cover the sidewalk, enhancing the inviting atmosphere of the entryway.
Home in Queen Village
4.87 out of 5 average rating, 106 reviews

Historic Center, Fairy Tale Charm, Cozy & Stylish

Historic brick row home, in the most charming part of Philadelphia. Breezes, morning sunshine, birds singing, flowers abound. Walk to everything: Historic to Trendy. On the border of Queen Village & Pennsport, 5-min. walk to scenic River Trail, 10 mins to Society Hill, Italian Market, Passyunk Ave. It's 3 stories & best for guests without mobility issues. The spiral staircase leads to the comfy bedrooms on the 2nd & 3rd floors. Good linens, lots of pillows. Modern bath, unlimited hot water.

Superhost
Home in Point Breeze
4.89 out of 5 average rating, 291 reviews

Trendy, Modern, & Comfy Home w/Roofdeck + Backyard

You'll absolutely love this beautiful modern and trendy townhome! Renovated perfection with a spacious 2000 sqft with 4 floors consisting of 4 Bedrooms (5 beds) and 2.5 baths! Comfortably sleeps 10 and each bedroom has a walk-in closets! Wonderful outdoor spaces with a bi-level deck off kitchen and huge rooftop decks with plenty of seating. Amazing central location just a short ride to all attractions Philly has to offer. Perfect for traveling business partners, family getaways, & small groups!

Guest favorite
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
4.84 out of 5 average rating, 129 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 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, 144 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

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, 284 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
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, 131 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 favorite
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 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, 306 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 favorite
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, 150 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
4.86 out of 5 average rating, 117 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.

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, 123 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, 101 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

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 G$4,184 GYD per night before taxes and fees

  • Verified guest reviews

    Over 270 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

  • 4.7 Average rating

    Chester stays receive an average rating of 4.7 out of 5 from guests

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