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$4,183 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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Guest favorite
The entrance to the studio apartment is framed by a white wooden fence, featuring a small staircase leading to a door. The building displays light grey siding, with windows on either side that contribute to the exterior's welcoming aspect.
Home in Pennsauken Township
4.94 out of 5 average rating, 198 reviews

Cozy Studio Apt Near Philly

Welcome to our Stylish & Private Studio Apartment located 8 minutes away from vibrant Philadelphia! With seamless access to Walt Whitman and Ben Franklin Bridge you are mere minutes away from the Airport, Sport Stadiums, Iconic Landmarks and Thriving Nightlife and . Catch the exhilarating energy of South Jersey's critically acclaimed Dining Experiences, Famous Beaches & more. Relax in our Full Size Bed with newly renovated amenities including Full Bathroom, Fully Equipped Kitchen, and Smart T.V.

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Superhost
Home in Wilmington
4.76 out of 5 average rating, 101 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

ValueFamilyGrill

Top guest favorite
The front yard features a diverse array of blooming flowers and greenery, with layers of vibrant yellow and purple plants highlighted along a stone wall. A welcoming yellow door provides a cheerful focal point, while neatly arranged steps lead up from the paved driveway.
Home in Phoenixville
5 out of 5 average rating, 109 reviews

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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Guest favorite
A bright yellow door is framed by two lantern-style lights, creating an inviting entrance. A welcome mat with the phrase 'SO GLAD YOU'RE HERE' is positioned at the threshold, set against a backdrop of crisp white siding.
Home in Newark
4.91 out of 5 average rating, 103 reviews

White Clay Creek Cottage

Welcome to our cozy cottage retreat in the perfect location of Newark! Nestled against the backdrop of a picturesque horse farm, our 2-bedroom, 1-bathroom cottage offers a serene escape from the hustle and bustle. Come and relax on the furnished deck and you just may see a few horses. The cottage is Pet Friendly and has a fenced in yard to accommodate our furry guests. 5 minutes to Deerfield Country Club, Less then 10 Minutes to downtown Newark, and just a few minutes to White Clay Creek Park.

LocationValueCondition

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.

FamilyLocationLong stay

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 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.

ValueFamilyAir conditioning

Top guest favorite
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, 340 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

LocationFamilyAir conditioning

Top guest favorite
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, 107 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

LocationFamilyDecor

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, 183 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.

ValueFamilyPool

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
4.89 out of 5 average rating, 161 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.

LocationValueOutdoor spaces

Guest favorite
The exterior of the Tiny House is showcased, featuring a modern design with a gray metal facade. A welcoming entryway is installed with a wooden door. A brick walkway leads from the grass area to the entrance, framed by trees and landscaping, creating an inviting environment.
Home in Kennett Square
4.86 out of 5 average rating, 137 reviews

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.

LocationValueBathroom

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, 123 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

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Popular amenities for Chester house rentals

When is the best time to visit Chester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$14,642 GYDG$16,106 GYDG$19,871 GYDG$19,871 GYDG$31,376 GYDG$27,192 GYDG$28,238 GYDG$35,141 GYDG$32,421 GYDG$33,049 GYDG$30,957 GYDG$23,218 GYD
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