
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.

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.

"The Stay Over" your Home away from Home
PRIVATE ENTRANCE, 2 VERY SPACIOUS ROOMS at bottom of the house /off street parking. 1st rm :Living Room areaTV, Fireplace/ Heater Unit, Sofa, Mini frig/mini freezer Bar/Seats , Kitchen Table, MICROWAVE,TOASTER/AIR FRYER OVEN not a full kitchen (see pics) 2nd rm: 1 QUEEN SIZE BED, 1 TWIN BED , TV, Close chest ,Sofa, Fireplace-Heat Unit, Desk, Mini Beverage Frig, Private Bathroom/ Stall Shower Amenities: CABLE, WIFI, TREADMILL, , COFFEE MAKER / COFFEE & TEA, SHEETS, TOWELS, central air

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

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.

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

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

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.

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.

5-Star Charming Philly Townhouse in Museum Area
A traditional rowhouse on a small quiet street, yet only a quick walk to Philadelphia's famous museums and Boathouse Row, Kelly Drive for biking, running and walking, Fairmount Park, and only a little further to Whole Foods, Eastern State Penitentiary and Center City. Great restaurants close by and public transit with 4 bus lines within a block. Two fixie bikes for riding the beautiful Schuylkill River drives and for quick trips into Center City.

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

The Mineral House of West Chester
Unique home in the heart of West Chester, tastefully renovated with fantastic detail, walking distance to all the dining, bars, shops and parks the borough has to offer. This home will bring you back to WC again and again. Do not let the staircase frighten you, it was designed by the late great architect George A Matuszewski for this unique space. Come and enjoy this special property and all the charm West Chester has to offer.

Experience the charm of a historical getaway
Take it easy at this unique and tranquil getaway. Step back into time in this historic 1735 house transformed into a beautiful retreat by Jeff & Janelle, as seen on the Magnolia Network. The Inn can accommodate up to 9 people in 4 comfortable bedrooms. So, grab your friends and family and escape into a one-of-a-kind stone home, right in the heart of Pennsylvania.
Popular amenities for Chester house rentals
House rentals with a pool

Oasis

Modern Home in heart of Fish-town & private yard

Charming house in Glassboro

Breathtaking Waterfront w/pool and private dock

Fun for 8 / Weekly and Extended Stays

Beautiful Ft. Washington manor home! Very private

Comfort, Fun, & charming! - 5BR oasis w/ Pool

Lakefront Guesthouse
Weekly house rentals

Tranquil Haven: Stylish Home Surrounded by Nature

The World Cup Cape Cod - 10 Min to Philly Stadium

The Cottage at the Mill

Newly built Tiny House in Historic Kennett Square

Luxurious Philadelphia Retreat

Spacious Older Family Home.

Cozy 4 bedroom Home right outside Philly

Spacious 3BR Historic Home | Walk Downtown+Parking
Private house rentals

Radiant 4-Bed Haven w/ King suite in N. Wilmington

Quaint farmhouse

Swarthmore Guesthouse · Walk to College & Train

Main Line Haven - Near City

Jacuzzi/Game Room/Close to Airport/Philly Stadiums

Upscale Glamour Retreat • Beautiful & Cozy

The Artisan Collective | 2 Units & Outdoor Sauna

The Butler Pride
Destinations to explore
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- Lincoln Financial Field
- Sesame Place
- Pennsylvania Convention Center
- Longwood Gardens
- Citizens Bank Park
- Wells Fargo Center
- Fairmount Park
- University of Pennsylvania
- Philadelphia Museum of Art
- Dutch Wonderland
- Bear Creek Ski and Recreation Area
- Diggerland
- Philadelphia Zoo
- Dover Motor Speedway
- 30th Street Station
- French Creek State Park
- Temple University
- University of Delaware
- Marsh Creek State Park
- Drexel University
- Valley Forge National Historical Park
- Independence Hall
- Greater Philadelphia Expo Center & Fairgrounds
- Wissahickon Valley Park





