
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$4,182 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.

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.
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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.
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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.
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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.
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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
ValueFamilyLong stay

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
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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.
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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.
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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.
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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.
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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
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Historic Home on Gay Street.
Welcome to historic downtown West Chester, PA. This freshly renovated historic home boasts 2 Queen bedrooms and 2 full baths, sleeping 6. Amenities and accommodation await behind the lavender door. This home is nestled on one of the most desirable blocks in the borough that boasts 260 years of history. Convenience, history, haven, and limitless adventures begin with your stay at 236 W Gay street. Take a look behind the lavender door.
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Popular amenities for Chester house rentals
House rentals with a pool

*Cheerful & Cozy 3BR / home with pool*
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Lakefront Guesthouse
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Carriage House with Pool in Lower Merion Township
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Charming house in Glassboro
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6 Bdrm Twin in Germantown Minutes to Chestnut Hill
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Comfort, Fun, & charming! - 5BR oasis w/ Pool
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Spacious 4-bedroom house with a private pool.
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4 BR Suburban Escape - Pool, Tennis, Trails, Gym
ValueFamilyOutdoor spaces
Weekly house rentals

"The Stay Over" your Home away from Home
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Bright and Boho South Philly Luxury Row Home
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Cozy home in west deptford
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Spacious Older Family Home.
ValueFamilyBreakfast

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

Cozy 4BR Near Philly | Game, Grill, & Chill
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Manayunk Artist Home (Entire Home)
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Hidden Gem Townhome/2 BRs -University City
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Private house rentals

Cozy Studio Apt Near Philly
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Tranquil Haven: Stylish Home Surrounded by Nature
LocationFamilyHospitality

Comfy, Cozy Home by Philly, Airport, I-95, + more!
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Cozy & Modern Rancher Style Home
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The Butler Pride
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Modern Luxury in Prime Location
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Swarthmore Guesthouse · Walk to College & Train
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South Bridge Farm Cottage
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When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$14,638 GYD | G$16,102 GYD | G$19,866 GYD | G$19,866 GYD | G$31,367 GYD | G$27,185 GYD | G$28,230 GYD | G$35,131 GYD | G$32,413 GYD | G$33,040 GYD | G$30,949 GYD | G$23,212 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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- Pennsylvania Convention Center
- Longwood Gardens
- Wells Fargo Center
- Citizens Bank Park
- University of Pennsylvania
- Fairmount Park
- Philadelphia Museum of Art
- Dutch Wonderland
- Bear Creek Ski and Recreation Area
- Temple University
- University of Delaware
- Drexel University
- Diggerland
- Dover Motor Speedway
- French Creek State Park
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- Independence Hall
- Greater Philadelphia Expo Center & Fairgrounds
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Eastern State Penitentiary
- Lincoln Financial Field





