Holiday houses in Chester

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Top-rated holiday rentals in Chester

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
An open living area showcases vaulted ceilings with exposed wooden beams. A light gray sectional sofa is positioned near a coffee table, while a flat-screen TV is mounted on the wall opposite. Soft sunlight illuminates the space, enhancing the inviting atmosphere.
Home in Swarthmore
5 out of 5 average rating, 18 reviews

Swarthmore Guesthouse

Welcome to this stylish and comfortable 1BR, 1.5BA home in Swarthmore! Just a few blocks from the college, The Ville, and train, this newly remodeled gem sleeps 2 and blends charm with modern flair. Once a bike shop, it now boasts an open concept layout with exposed beams, full kitchen, 2 TVs, washer/dryer, private entrance, and AC/heat with ceiling fans. Light, bright, and airy—perfect for short or long stays in a prime location. Enjoy the whole house to yourself! No smoking,no parties,no pets.

Top Guest favourite
A bright sunroom is filled with natural light from large windows, offering views of greenery. It features comfortable seating with colorful cushions, a patterned area rug, and decorative artwork on the wall. A small lamp and a side table complete the inviting space.
Apartment in Swarthmore
4.89 out of 5 average rating, 310 reviews

Skylight second floor apartment

Second, 3rd floor apartment. Apartment includes a master bedroom with a full sized bed and a guest bedroom with 2 twin beds. Private bathroom. There is a dining area with refrigerator, sink,microwave,induction hot pate convection toaster oven, coffee maker, french press dining table,Alexa and LCD TV. The dining area does NOT have a STOVE. 3rd floor meditation room with skylights and sitting area with LCD. ALL APARTMENT AREA IS PRIVATE. Home backs up to woods and back garden. NO CLEANING FEES.

Guest favourite
A group of chickens is seen roaming freely on green grass. They are a mix of breeds, showcasing varied feather patterns and colors. In the background, a chicken coop is partially visible, set within a serene outdoor area surrounded by trees.
Farm stay in Wilmington
4.88 out of 5 average rating, 17 reviews

"The Wilmington" a Farmhouse Flat Retreat

Escape to a cozy one-level farmhouse-themed studio retreat in a safe/quiet community! This charming getaway offers a perfect blend of rustic comfort and modern amenities. Just a short drive from downtown Wilmington, explore nearby attractions like Brandywine Creek State Park, Longwood Gardens and Nemours Estate. Enjoy tax-free shopping at Christiana Mall, scenic walks along the Riverfront, and easy access to Philadelphia. Your peaceful farmhouse escape awaits! *Long-term stays OK*

Top Guest favourite
A modern living area features a light grey sofa with decorative pillows, positioned on polished hardwood flooring. A wooden coffee table sits beside a sleek television stand. The open space leads to a contemporary kitchen with two barstools visible in the background.
Apartment in Morton
5 out of 5 average rating, 122 reviews

Lovely 1-bedroom unit with parking on premises

Kick back and relax in this calm, very private, stylish space, in a safe and quiet neighborhood. The apartment is in mint condition and recently renovated. We are within walking distance (9 blocks) to the Media/Elwin SEPTA Regional Rail, which takes you to Center City Philadelphia. We are also only a one-mile walk to the beautiful Swarthmore College Campus. We are 2.5 miles from I-476, I-95, supermarkets, restaurants, and the Springfield Mall. The PHL airport is 15 minutes away.

Superhost
A modern living area is featured, showcasing a blue velvet sofa adorned with decorative pillows. A light-colored coffee table sits in front of the sofa, complemented by a vibrant flower arrangement. A sleek television is positioned on a white media unit, with dining space visible in the background.
Apartment in Southwest Philadelphia
4.85 out of 5 average rating, 26 reviews

Apartment in Philly, Airport and Stadium Nearby

Welcome to your home away from home! this charming and cozy apartment is perfectly located 7 minutes from airport and 12 minutes to downtown Philly - ideal for both leisure and business travelers. The floor is fully furnished with a cozy bedroom, bathroom, and an additional full sofa bed. There is a 65’ tv so you can relax after a long day travel in city. We do not allow to smoking in the house. Easy access convenient self check in and washer/dryer in unit.

Top Guest favourite
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
4.97 out of 5 average rating, 93 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

Superhost
A bright kitchen area features a wooden dining table surrounded by four metal chairs. Against the wall, a white stove and a black microwave are positioned, with a window allowing natural light. A few decorative elements and wall art enhance the space.
Apartment in Media
4.78 out of 5 average rating, 298 reviews

Media's Hidden Gem!

Welcome to Media's Hidden Gem! Nestled on a quiet block in everybody's hometown Media. Just a couple blocks from all that downtown has to offer. Enjoy some time away on the nice deck, and check out the completely renovated bathroom. You won't be dissapointed with this one. Perfect set up for the weekend away or the business traveler. We went above and beyond to make sure this is a space you can call home!

Top Guest favourite
A forest path is surrounded by tall trees and dense greenery, with ferns lining the ground. The sunlight filters through the leaves, creating a serene atmosphere for hikers. The trail, partially obscured by foliage, invites exploration into the natural surroundings.
Guest suite in Media
4.98 out of 5 average rating, 560 reviews

The Welcoming Woods

Enjoy the quiet of the woods as you relax in your private space. The studio is minutes away from downtown Media where you can enjoy the shops & restaurants on State St or take a 20 minute ride into Philadelphia. Attractions include Tyler Arboretum, Ridley Creek State Park,Longwood Gardens,Linvilla Orchards & local wineries in Brandywine & Chadds Ford PA. The woods are waiting to welcome you!

Guest favourite
Apartment in Lansdowne
4.9 out of 5 average rating, 305 reviews

Town & Country I: Private Apt - Minutes From City

Get the best of both town and country during your next trip to Philadelphia. Stay in a well-appointed, modern private apartment in a beautiful brick colonial revival home (built 1890) in quiet Lansdowne, PA, (19050) - minutes from the airport and downtown Philly. A short walk to regional rail (5 stops to Center City), Lansdowne's popular farmer's market, and local restaurants.

Top Guest favourite
A light-filled living room is visible, featuring a comfortable couch adorned with decorative pillows. A patterned rug lies beneath a coffee table and a small console table, providing a cozy atmosphere. A window allows natural light to brighten the space.
Guest suite in Nether Providence Township
4.93 out of 5 average rating, 150 reviews

Private Room near Swarthmore Widener & PHL Airport

Centrally-located private with own entrance, 1 bedroom, w/ living room and private bath suite. Conveniently located near Swarthmore College & Train Station(5 min) Widener University(5 min), Media (10 min), & the Philadelphia Airport (12 min). There is Private keyless entry for easy check-in. We live above the suite, and are available most times if you need anything.

Guest favourite
A spacious area is furnished with two king-size beds, each featuring distinct bedspreads. A mirrored wall reflects the comfortable sleeping arrangement. Wooden furniture, lamps, and a decorative rug contribute to a warm and inviting setting.
Townhouse in Spring Garden
4.86 out of 5 average rating, 1,791 reviews

Art Museum Area Stunning Studio

Beautiful Art Museum area studio –sunny and spacious with a king-size bed, 2 sofa beds (full-size), mirrored wall, private bath, shower, mini-fridge, microwave, and outdoor patio with table/chairs. Just a few blocks from many great attractions including museums, restaurants, parks, and much more! Easy access to public transportation. Fantastic location!

Top Guest favourite
A private porch is depicted with wooden decking and sleek black railings. Two wooden chairs and a round table are arranged for outdoor seating. Lush greenery is visible along one side, providing a touch of nature, while a glimpse of neighboring homes is seen in the background.
Loft in Wilmington
5 out of 5 average rating, 70 reviews

Tilton Park Loft Studio

A unique tiny home like experience that has everything you need for a enjoyable trip. You have a loft queen bed or a premium queen pull out sofa by American Leather to choose from. Both can be utilized if needed. Perfect for a weekend getaway or short work trip! Nespresso coffee machine, mini fridge stocked with bottle & sparkling water.

Popular amenities for Chester holiday rentals

When is the best time to visit Chester?

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Frequently Asked Questions

  • Do apartment rentals in Chester have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Chester. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Chester?

    Experience the best of Chester with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Chester?

    Yes! Work meets play with ease at over 20 vacation rentals in Chester featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Chester have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Chester. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Chester?

    Chester has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Chester have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Chester. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chester have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Chester. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Chester?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 20 homes with wifi, over 20 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Chester

  • Total holiday rentals

    Explore 40 holiday rentals in Chester

  • Nightly prices starting at

    Chester holiday rentals start at $30 AUD per night before taxes and fees

  • Verified guest reviews

    Over 560 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Chester holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Chester rentals

  • 4.6 Average rating

    Chester stays receive an average rating of 4.6 out of 5 from guests

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