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$4,184 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.

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Superhost
A modern living room features a snug orange sofa adorned with floral pillows, accompanied by a light-colored armchair. A glass coffee table sits in front, while contemporary artwork is displayed on the wall. Floor lamps and decorative accents add to the room's inviting atmosphere.
Home in Central South Philadelphia
4.91 out of 5 average rating, 484 reviews

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

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Superhost
Home in Wilmington
4.76 out of 5 average rating, 102 reviews

Lukie’s Perfect Little Getaway*

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

FamilyLocationQuiet

Guest favorite
A spacious living area is presented, featuring a soft blue sofa and a dark wooden coffee table topped with decorative items. Natural light streams through large windows, illuminating the space. A dining area is visible in the background, complemented by a modern TV mounted on the wall.
Home in Sharon Hill
4.85 out of 5 average rating, 144 reviews

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.

ValueFamilyQuiet

Top guest favorite
A spacious dining area is illuminated by natural light, featuring a large table surrounded by six wooden chairs and two upholstered chairs. Large windows draped with light curtains and a decorative chandelier add to the inviting atmosphere. The adjacent kitchen is visible with stone countertops.
Home in West Deptford
5.0 out of 5 average rating, 296 reviews

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.

ValueLocationIndoor spaces

Top guest favorite
The living area features a colorful area rug beneath a coffee table, surrounded by two armchairs and a sectional sofa. Natural light enters through windows, complementing the light-colored walls. An inviting indoor plant and decorative touches enhance the relaxing environment.
Home in Ardmore
4.98 out of 5 average rating, 391 reviews

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.

LocationFamilyParks

Superhost
An open-concept living area features a marble accent wall housing a modern fireplace. A large area rug sits beneath a stylish coffee table. A cozy sectional sofa and two lounge chairs create a welcoming gathering space, while a striking staircase leads to the upper levels.
Home in Center City
4.87 out of 5 average rating, 218 reviews

Luxury Downtown Mansion! Garage Parking! Roofdeck!

Experience downtown Philadelphia in style while enjoying this luxurious and glamorous mansion! Beautiful open concept design with tons of natural light and comfy modern touches. BONUS 2 car parking! This spacious home has 5 Bedrooms/9 Beds/4.5 Bathrooms, gas fireplace, roof-deck with beautiful Philadelphia skyline views + plenty of outdoor seating! A+ Fairmount/Art Museum Location! Perfect home for family getaways, reunions, and groups looking to enjoy everything the city has to offer!

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Superhost
A cozy living room features a light-colored, spacious sofa adorned with decorative pillows, alongside a comfortable armchair. A distinctive wooden coffee table sits in the center, while a colorful abstract painting adds a vibrant touch to the wall. Stairs lead to the upper floor.
Home in Roxborough
4.94 out of 5 average rating, 341 reviews

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

ValueLocationQuiet

Top guest favorite
A spacious kitchen area features a large countertop with decorative placemats. High-backed chairs are arranged around the counter, offering seating. The kitchen overlooks a bright living space where comfortable seating and a dining table are visible through an open layout.
Home in Swedesboro
4.97 out of 5 average rating, 119 reviews

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.

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Superhost
A bright living area designed for relaxation features a comfortable gray sofa and a cozy armchair, complemented by wooden flooring and exposed beams. Large windows bring in natural light, while decorative curtains add a touch of warmth. A dining table is positioned invitingly nearby.
Home in Wilmington
4.87 out of 5 average rating, 108 reviews

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

FamilyLocationHospitality

Top guest favorite
A dining area is presented with a large wooden table surrounded by six light-colored chairs. Soft light fixtures hang overhead, and large windows are adorned with flowing drapes. A sideboard with decorative items complements the space, which is finished with warm wooden flooring.
Home in Glen Mills
4.92 out of 5 average rating, 187 reviews

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.

FamilyLocationParks

Top guest favorite
A three-story Victorian home is featured, surrounded by lush greenery and vibrant floral landscaping. The inviting porch is adorned with comfortable seating and an American flag. Sunlight streams through the trees, enhancing the home's welcoming exterior.
Home in Lansdowne
4.9 out of 5 average rating, 162 reviews

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.

FamilyValueComfort

Top guest favorite
The living room is furnished with two patterned armchairs and a floral couch, creating a comfortable seating area. A ceiling fan is visible above, and natural light enters through a window. An open layout leads to the kitchen, featuring white cabinetry and modern appliances.
Home in Wilmington
4.98 out of 5 average rating, 125 reviews

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

ValueFamilyDecor

Popular amenities for Chester house rentals

When is the best time to visit Chester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$14,643 GYDG$16,107 GYDG$19,872 GYDG$19,872 GYDG$31,377 GYDG$27,193 GYDG$28,239 GYDG$35,142 GYDG$32,423 GYDG$33,050 GYDG$30,959 GYDG$23,219 GYD
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