
House vacation rentals in Chester
Find and book unique houses on Airbnb
Quick stats about house rentals in Chester

Total vacation rentals
Explore 30 vacation rentals in Chester

Nightly prices starting at
Chester vacation rentals start at G$4,175 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
30 of Chester vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chester rentals

4.6 Average rating
Chester stays receive an average rating of 4.6 out of 5 from guests
Top-rated house rentals in Chester
Guests agree: these houses are highly rated for location, cleanliness, and more.

Lukie’s Perfect Lil Getaway • Hot Tub & Fire Pit *
Welcome to your cozy Wilmington escape, perfect for relaxing, reconnecting, and unwinding in style. This charming 3-bedroom home blends comfort and character, featuring hardwood floors, large sun-filled windows, and a warm gas fireplace that creates the perfect space to relax. Enjoy slow mornings on the inviting front porch, or sip coffee in the bright sunroom just off the kitchen. Step outside to your private backyard oasis, where a hot tub and fire pit are ready for evenings under the stars

City Luxury with Roofdeck, Gym, and Free St. Parki
Luxurious abode combining clean lines and sleek metallic accents with a spectacular rooftop lounge of the city vista. A featured property of Conde Nast Traveler (April 2021 edition), your rental consists of 5 Bedrooms/4.5 bathrooms/2 living rooms/Gym/Roof Deck covering 3,500sqft of brand new construction with designer furniture! Building is a corner property with lots of light and free street parking in most areas surrounding the property. Layout as follows: 1st Fl: Kitchen / Dining / Living / B

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.

Exceptional 5Bd-6Bth Getaway with Incredible Roofd
Discover an exquisite retreat in the heart of Philadelphia at this spacious home, with 5 bedrooms, 4 full and 2 half bathrooms, ensuring ample space for large groups or families! Enjoy breathtaking views from the amazing roofdeck, perfect for relaxing evenings or morning coffees. Recently updated, this property offers a blend of modern comforts and classic charm. Conveniently located near vibrant attractions and dining, it promises an unforgettable stay in the vibrant City of Brotherly Love!

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.

Step away for shopping, dining, bar. Quiet street.
Welcome to this cozy and newly renovated house! It's in a great location, the surroundings are quiet but are near a lively Mainline town. You'll find bars, restaurants, stores, SEPTA/Amtrack stations, and Suburban Square within walking distance. It's also near many colleges such as Haverford College, Bryn Mawr College, Villanova University, and more. It's near the center city of Philadelphia and the King of Prussia mall. The most important thing is the security around the neighborhood.

Shurs Lane Cottage, EV Charging, Free Parking
Our renovated cottage in Philadelphia is in the exciting, hip neighborhood of Manayunk. Enjoy countless 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. Bring a good book and spend time reading. 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

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

Sweet home w/pool & woods at peaceful Glen Mills
IMPORTANT – PLEASE READ BEFORE BOOKING: This is a private home in a quiet residential neighborhood. Maximum occupancy is 8 people at all times. NO parties, events, or unauthorized gatherings. Violations may result in termination of the stay and a charge of up to $500, subject to Airbnb policies. Please read all House Rules before booking. Relax with your family in peaceful Glen Mills, near Ridley Creek State Park, Longwood Gardens, Philadelphia Airport and Wilmington.

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.

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.

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

Modern Home in heart of Fish-town & private yard

*Cheerful & Cozy 3BR / home with pool*

Lakefront Guesthouse

Charming house in Glassboro

Fun for 8 / Weekly and Extended Stays

6 Bdrm Twin in Germantown Minutes to Chestnut Hill

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

Chestnut Street
Weekly house rentals

South Jersey Gem: Close to Philadelphia & Shore

Historic Farmhouse in Wayne

Cozy Townhome w/ Private Parking

Experience the charm of a historical getaway

"The Stay Over" your Home away from Home

Historic Farmhouse

Private & Cozy 2BR Home | Great for Extended Stays

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

Comfy, Cozy Home by Philly, Airport, I-95, + more!

Tranquil Haven: Stylish Home Surrounded by Nature

Cozy & Modern Rancher Style Home

Modern 3 bedroom home with finished basement.

The Butler Pride

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

Modern Philly Suburb Townhouse

Very cozy 3 bedroom house close to everything
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$14,614 GYD | G$16,076 GYD | G$19,834 GYD | G$19,834 GYD | G$31,316 GYD | G$27,141 GYD | G$28,185 GYD | G$35,074 GYD | G$32,360 GYD | G$32,986 GYD | G$30,899 GYD | G$23,174 GYD |
| Avg. temp | 1°C | 2°C | 6°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 15°C | 9°C | 4°C |
Destinations to explore
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- Sesame Place
- Pennsylvania Convention Center
- Longwood Gardens
- Wells Fargo Center
- University of Pennsylvania
- Citizens Bank Park
- Fairmount Park
- Philadelphia Museum of Art
- Dutch Wonderland
- Temple University
- Bear Creek Ski and Recreation Area
- Dover Motor Speedway
- Amish Village
- University of Delaware
- Drexel University
- French Creek State Park
- Diggerland
- Lincoln Financial Field
- Philadelphia Zoo
- Marsh Creek State Park
- 30th Street Station
- Greater Philadelphia Expo Center & Fairgrounds
- Independence Hall
- Valley Forge National Historical Park





