
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 $28 AUD 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.

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).

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.

Newly Remodeled Home in Glenside, PA
Relax with the whole crew at this Glenside vacation rental! Whip up breakfast in the fully equipped kitchen, then let your furry friend and kids play in the fully fenced yard while you relax on the patio. After a fun-filled day at LEGOLAND Discovery Center, settle in for a movie night in the spacious living room. With a welcoming interior and a convenient location just outside Philadelphia, this 2-bedroom, 2.5-bath home sets the stage for lasting memories.

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.

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.

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

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

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.

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.
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

The World Cup Cape Cod - 10 Min to Philly Stadium

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

Quaint farmhouse

Main Line Haven - Near City

Swarthmore Guesthouse

Jacuzzi/Game Room/Close to Airport/Philly Stadiums

The Butler Pride

2 Queens New Constr 2.5 baths Priv Parking & C-Air
Private house rentals

Daisy Cottage

Stairstopia

Cozy Cape in Newtown Square Pets Welcome ⚡️Free EV⚡️

Glenmar Lodge at Vincent Forge

Spacious 3BR Home | Minutes to PHL | Free Parking

Elegant Spacious Retreat | Perfect for Families

Stylish 4BR Home w/ EV Charger | Fam & Pet Ready

The Cozy Inn! N. Wilmington w/ Queen Bed
Destinations to explore
- Norfolk Holiday rentals
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- 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
- Temple University
- Dutch Wonderland
- Bear Creek Ski and Recreation Area
- Diggerland
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- Valley Forge National Historical Park
- French Creek State Park
- Wissahickon Valley Park
- Independence Hall
- Eastern State Penitentiary
- The Franklin Institute
- Dover Motor Speedway
- Franklin Square





