
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.

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.

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.

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).

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.

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

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.

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.

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.

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
House rentals with a pool

Oasis

Modern Home in heart of Fish-town & private yard

FIFA! Near Stadium, Train, Airport-King Suite

Charming house in Glassboro

Breathtaking Waterfront w/pool and private dock

Fun for 8 / Weekly and Extended Stays

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 Stay Over" your Home away from Home

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

Experience the charm of a historical getaway

Swarthmore Guesthouse

Luxury Downtown Mansion! Garage Parking! Roofdeck!

Jacuzzi/Game Room/Close to Airport/Philly Stadiums
Private house rentals

Hidden Gem Townhome/2 BRs -University City

Family Perfect Private- Parking, Deck, Yard, Pets

Daisy Cottage

Stairstopia

Single level home, private yard, kid/pet friendly

Glenmar Lodge at Vincent Forge

Quaint farmhouse

Main Line Haven - Near City
Destinations to explore
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Sesame Place
- Longwood Gardens
- Fairmount Park
- Citizens Bank Park
- Wells Fargo Center
- Philadelphia Museum of Art
- University of Pennsylvania
- Dutch Wonderland
- Temple University
- Bear Creek Ski and Recreation Area
- Diggerland
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- French Creek State Park
- Valley Forge National Historical Park
- Independence Hall
- Wissahickon Valley Park
- The Franklin Institute
- Eastern State Penitentiary
- Franklin Square
- Dover Motor Speedway





