
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness, and more.

By PHL airport - A++Clean, Disinfected, Sanitized.
A 1 bedroom & 1 bath fully furnished apartment in a quiet suburban neighborhood, 10 minutes from the PHL airport - Free Parking - Super clean, disinfected and sanitized after each guest check-out. - High-Speed Wi-Fi with Netflix, Amazon & Hulu-Live. - Eat-in kitchen with electric stove & regular and K-cup coffee. - Washer and Dryer facility located in the Gym/Laundry room (Gym currently closed). I can add a guest Gym membership to local Gym (30 days or more). - Available for long-term stays.

2BR Cozy Apt 1 mi from Airport (PHL) Free Parking
Newly Renovated, centrally located Multi-unit home in a suburban neighborhood. This 1st Floor unit is a 2BR/1BA apartment with a private entrance. Complete with all you need for a work trip, get away or longer stay. The unit features a full kitchen, living room with pull out couch. The Kitchen has full sized stainless steel appliances, dishes, cookware and small kitchen appliances. There is fast Wi-fi, Keyless entry/self check-in, Smart TV's in each room and an in unit Washer and Dryer.

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.

The Cottage at Marsh Creek (with hot tub!)
Peaceful, renovated cottage with year-round hot tub less than a mile from Marsh Creek State Park and lake! 1 bedroom (with king size bed!), 1 bathroom The park has hiking, fishing & water sports. Close to great dining, breweries, coffee, & other activities, but far enough from town to feel relaxing & somewhat secluded. Dog friendly! You'll have access to the entire home, including the private patio with string lights & hot tub. Follow us on IG! @thecottageatmarshcreek

King Bed - Center of Historic District
This cute 1 bedroom apartment is located at the HEART of our lovely town. Steps away from some of the most historic places in the entire United States. Come near the weekend and you can tour our informative museums and wayside exhibits while taking in the local culture. We are a close-knit town and are happy to show out-of-towners "the way". On days we are open enjoy a $15/day credit to our cafe next door. Please enjoy your stay! We are so sorry but no pets allowed.

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.

A-Frame Tiny Home Retreat - With Sauna & Hot Tub!
Perfect for a romantic getaway, or a peaceful time in nature. The A-frame is one of the best scenic experiences you will find! With heat and AC, a luxurious bed, kitchenette, outdoor rain shower, bath house, sauna, hot tub, flat top griddle and the unparalleled connection to nature – Robes also provided! What better way to spend a few nights to fully re-energize yourselves! If your lucky, you may even see some deer or turkey feeding in the cornfield :)

Private West Chester Cottage close to Longwood
Treat yourself to time away in the heart of Chester County history and horse country. This charming little gem, privately nestled under the evergreens is surrounded by acres of American history dating back to the 1700s. Tucked behind the property's historic stone farmhouse is the newly refurbished cottage which you'll have to yourself. The cottage is tastefully decorated with vintage treasures & has spectacular views of the unique property & gardens.

Luxury Chalet with Mountain Views & Hot Tub
Escape to this luxurious A-frame chalet nestled in Birdsboro, Pennsylvania, providing breathtaking mountain vistas. Delight in the warmth of the cozy fireplace, unwind in the hot tub, and utilize the outdoor kitchen for culinary adventures. This chalet is ideal for relaxation and rejuvenation, with convenient access to nearby trails for hiking, opportunities for fishing, and the chance to go canoeing. It's a genuine retreat from the everyday.

Expanded & Updated Downtown Media Gem!
Recently renovated apartment in the heart of everybody's hometown, Media! We made it more cozy and welcoming than before but still so close to everything Downtown Media has to offer. This cozy apartment comes nicely equipped with everything needed for your stay. This one bedroom one bathroom 3rd floor walk up apartment will be your perfect getaway in Media. Come relax and enjoy all that this wonderful location has to offer you!

The Mineral House of West Chester
Unique home in the heart of West Chester, tastefully renovated with fantastic detail, walking distance to all the dining, bars, shops and parks the borough has to offer. This home will bring you back to WC again and again. Do not let the staircase frighten you, it was designed by the late great architect George A Matuszewski for this unique space. Come and enjoy this special property and all the charm West Chester has to offer.

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!
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester

Modern 1BR Condo Free Parking- Heart of Wilmington

The Peaceful Nook

Roomy apt 20 minutes from Phila

Cooper's Corner + Hot tub

Stairstopia

Cape Cod 10-15 min to PHL Airport & Philly Stadium

Al’s Comforting Space

Sleek Modern Villa - Centrally Located
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$12,557 GYD | G$13,394 GYD | G$11,511 GYD | G$12,557 GYD | G$12,557 GYD | G$12,976 GYD | G$14,650 GYD | G$14,650 GYD | G$14,650 GYD | G$14,650 GYD | G$14,650 GYD | G$14,650 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 |
Frequently Asked Questions
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.
How much does it cost to stay in house rentals in Chester?
Experience the best of Chester with our house rentals, starting at about $20 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 30 vacation rentals in Chester featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Chester?
Make yourself at home in Chester by choosing from our most frequently booked neighborhoods. We have over 120 vacation rentals in Brookhaven, over 120 vacation rentals in Upland, and over 330 vacation rentals in Woodlyn.
Do house rentals in Chester have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Chester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chester have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Chester. Enjoy a tailored experience with all the comforts you desire.
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.
Do house rentals in Chester have free parking?
Absolutely! We offer over 20 house rentals with free parking in Chester. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Chester

Total vacation rentals
Explore 40 vacation rentals in Chester

Nightly prices starting at
Chester vacation rentals start at G$4,186 GYD per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 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
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Sesame Place
- Citizens Bank Park
- Longwood Gardens
- Fairmount Park
- Wells Fargo Center
- Philadelphia Museum of Art
- Penn's Landing
- Bear Creek Ski and Recreation Area
- Diggerland
- Temple University
- Dutch Wonderland
- University of Pennsylvania
- Philadelphia Zoo
- 30th Street Station
- The Franklin Institute
- French Creek State Park
- Marsh Creek State Park
- Valley Forge National Historical Park
- Wissahickon Valley Park
- Independence Hall
- Franklin Square
- Eastern State Penitentiary




