
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.

Nchanted-Luxury unit near Airport w Parking & Yard
Step into style in this cozy 1 bed/1bath 1st floor unit. 2 car driveway. Keypad entry into living room w/ sleeper sofa, work desk, chair & 50 in Samsung smart TV. Kitchen with granite counter is fully equipped w/ everything you need and a breakfast bar to sit and eat meals. Granite is carried onto the bathroom vanity w/ plenty counter & drawer space stocked w/ amenities. BR has queen bed, dresser, walk in closet, smart tv and electric fireplace. Sliding door leads to yard w/ grill and bistro set

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.

Parking, Near Philly&Airport, Superfast WIFI4
✓ Free street parking ✓ 20 Minute Drive To PhiladelphiaCity/Airport ✓ SuperFast WiFi 950mbps ✓ Lake Nearby ✓ Full Kitchen Kitchenette With Induction range oven, fridge, microwave, kettle include Coffee and tea ✓ SmartTv (include Diseny+, Hulu, ESPN on us) With FREE newest movies ✓ Linens & Towels Included ✓ Shampoo, Conditioner & Body Wash ✓ specious Bathroom ✓ Modern Retro Chic 1bedroom tiny Apartment ✓ Dining Table for 2 people ✓game console ✓ Full Size Bed ✓ outdoor Patio area with Chairs

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.

CoZy Super Clean, Sanitized, Disinfected-PEACEFUL.
Beautiful, cozy, sunny room with a super comfy L-shaped sectional sofa. Super clean and spacious fully equipped Eat-in kitchen with dishwasher, stove, oven, microwave, regular and K-Cup coffee makers, Micro-wave, Toaster, Pots, Pans, Utensils, and Silverware all provided. The apartment includes (2) 43" Flat Screen TVs; streaming HULU-Live, Amazon Prime, Disney Plus. Also, a little work desk area provided Free washer/dryer access and Free parking, (short-term lease available).

Quiet Empty Nest - North Wilmington
Forget your worries in this spacious and serene space. Short drive to train lines for explorers. Bellevue State Park 1 mile away with biking and hiking 27 miles of trails. Rockwood Museum & Brandywine Valley attractions all a short drive. This is the second floor with steeper narrower steps. A private entrance. There are window air conditioners in living room and bedroom. TV is basic with no cable (30+)channels. We look forward to making your stay enjoyable and comfortable

Silo Suite
Welcome to our charming suite located in the heart of the historic Brandywine Valley. Nestled within the entrance of a beautifully converted 12,000 square foot barn home, this space offers a truly unique and memorable stay. Our special place is perfectly situated between the renowned Brandywine River Museum and the Chadds Ford Winery, and in just minutes, you can explore the enchanting beauty of Longwood Gardens or dive into the world of history at Winterthur.

Tranquil Hilltop Retreat
Escape to a peaceful retreat in our newly remodeled two-bedroom guest cottage, situated atop a scenic hill in Glen Mills. With its light-filled interior and modern amenities, this 1,100 sq ft cottage provides the perfect respite from the hustle and bustle of nearby Media and West Chester. Wake up to the tranquil sounds of nature and enjoy your morning coffee on the cobblestone patio, where you can watch the deer graze in the yard.

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!

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!

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.

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

Very cozy 3 bedroom house close to everything

Tranquil Haven: Stylish Home Surrounded by Nature

The Lighthouse

Private Suite with Hot tub

Chic Single-Family Haven 4 bedrooms & 3.5 baths

Swarthmore Guesthouse

Penthouse Suite Philadelphia Suburb #3

Rest Well Getaways 3
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $60 | $64 | $55 | $60 | $60 | $62 | $70 | $70 | $70 | $55 | $60 | $55 |
| Avg. temp | 34°F | 36°F | 44°F | 55°F | 64°F | 73°F | 79°F | 77°F | 70°F | 58°F | 47°F | 39°F |
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 house rentals in Chester have wifi?
Absolutely! We offer over 20 house 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 Apartment Rentals in Chester?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 $20 per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 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
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- Pennsylvania Convention Center
- Lincoln Financial Field
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- Longwood Gardens
- Fairmount Park
- Fortescue Beach
- Penn's Landing
- Philadelphia Museum of Art
- Wells Fargo Center
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- Marsh Creek State Park
- Aronimink Golf Club
- The Franklin Institute
- Wissahickon Valley Park
- Valley Forge National Historical Park
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- Renault Winery
- Bear Creek Ski and Recreation Area
- Independence Hall
- Franklin Square
- Eastern State Penitentiary
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