Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Guest favorite

Apartment in Swarthmore

4.88 out of 5 average rating, 245 reviews

Skylight second floor apartment

Second 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. COST varies with DATE of reservation. Home backs up to woods and back garden. No cleaning fees.

Oct 22 – 29

$81 per night

Guest favorite

Guesthouse in Media

4.96 out of 5 average rating, 470 reviews

Studio Apartment in Attractive Sylvan Setting

Enjoy the view of the treetops outside this secluded and bright studio while listening to limitless free music on the smart speaker. Unique touches include exposed beams, sliding barn door and European-style bathroom with large tiled shower. Enjoy original artwork hanging on the walls, a nod to Philadelphia's thriving art scene. Designed and decorated using a combination of American & European influences, the high quality finishes and accessories make this 280 square foot space feel like home.

Sep 10 – 17

$99 per night

Guest favorite

Guest suite in Wilmington

4.99 out of 5 average rating, 237 reviews

Private Guest Suite and Entrance

Seeking a romantic getaway or respite from a long work day? You'll love relaxing "at home" in your private 1 BR suite. We are located in a tree lined quiet community. Convenient shopping & restaurants are within walking distance. Short & extended rentals for business travelers or those relocating. Minutes from historic Chadds Ford & the scenic Brandywine Valley, plan to tour our Wine & Ale Trail, hike our greenways or experience the many duPont Chateau's with their glorious gardens & grounds.

Jan 6 – 13

$110 per night

Guest favorite

Apartment in Prospect Park

4.89 out of 5 average rating, 101 reviews

2BR Cozy Apt 1 mi from Airport (PHL) Free Parking

Newly Renovated, centrally located Multi-unit home in a quiet 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.

Aug 7 – 14

$94 per night

Guest favorite

Guest suite in Media

4.89 out of 5 average rating, 189 reviews

Spacious Suite in Spectacular Neighborhood

You will have the first floor of a private residence. All entrances, rooms, doors are untouched except by guests for entire stay. There is a locking french doors between the suite and the rest of the home. The living room has a fire place. TV and a high top seating area. The suite includes a fully functional kitchen -- sink, fridge, dishes, microwave etc. there is a hot plate (2) but not a range top stove. There is patio with secluded and private seating. and gas grill.

Jul 7 – 14

$103 per night

Guest favorite

Home in Prospect Park

4.83 out of 5 average rating, 100 reviews

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 and Netflix. Also, a little work desk area provided Free washer/dryer access and Free parking, (short-term lease available).

Sep 3 – 10

$92 per night

Guest favorite

Apartment in Collingdale

4.87 out of 5 average rating, 143 reviews

Beautiful apt. Near the Eagles Stadium

Welcome to our newly renovated Airbnb! Experience the epitome of comfort and style in our 1-bedroom haven. Fall in love with the beautiful bathroom, boasting modern fixtures and an indulgent ambiance. The fully remodeled kitchen is a chef's dream, equipped with top-of-the-line appliances. With space for up to 3 guests, our Airbnb offers a perfect retreat for couples or small families. Immerse yourself in luxury and make unforgettable memories in this meticulously designed haven.

Nov 16 – 23

$92 per night

Guest favorite

Guest suite in Media

4.98 out of 5 average rating, 455 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. After a day of activities relax on the hammock or enjoy a soak in the hot tub. The woods are waiting to welcome you!

Mar 11 – 18

$85 per night

Guest favorite

Apartment in Media

4.92 out of 5 average rating, 106 reviews

Pennell Apartment- By Neumann Univ

Welcome to the apartment on Pennell! This apartment offers a modern, recently renovated peaceful and private setting right next to the woods! Large windows allow natural light to spill into the open-concept living space. Expect to see deer and other wildlife. Our place is 2 minutes from Barnaby' restaurant, 5 minutes from Linvilla Orchards & Neumann University & also 15 minutes from State Street in Media where you can enjoy food, drinks, shopping and or just strolling.

Oct 5 – 12

$102 per night

Guest favorite

Apartment in Lansdowne

4.92 out of 5 average rating, 111 reviews

Town & Country III: 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 the carriage house of a beautiful brick colonial revival home (built 1890) in quiet Lansdowne, PA - 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. Oh and free off-street parking (one spot)!

Oct 9 – 16

$68 per night

Guest favorite

Guesthouse in Wilmington

4.84 out of 5 average rating, 366 reviews

Beautiful Modern Fully Equipped Private Guesthouse

Beautiful and modern brand new private apartment. This space is brand new and fully sanitized at all moments. Completely separate space with private entrance, patio, bathroom and kitchenette. Enjoy Netflix on our extra large living room tv or a glass of wine from our honor bar! Location is excellent in a beautiful safe neighborhood with convenient access to I-95, downtown Wilmington and shopping centers.

Jan 22 – 29

$83 per night

Superhost

Apartment in Media

4.78 out of 5 average rating, 201 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!

Jan 6 – 13

$79 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chester vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Chester's top sights

Subaru Park5 locals recommend

Harrah's Philadelphia8 locals recommend

Widener University3 locals recommend

2SP Brewing Company4 locals recommend

Wawa4 locals recommend

Portobello Cafe6 locals recommend

Other great vacation rentals in Chester

Guest favorite

Loft in Philadelphia

4.95 out of 5 average rating, 879 reviews

2020 All New modern STUDIO with brunch.

Mar 5 – 12

$100 per night

Guest favorite

Guest suite in Woodbury

4.91 out of 5 average rating, 118 reviews

Parking, Near Philly&Airport, Superfast WIFI4

Sep 9 – 16

$114 per night

Guest favorite

Apartment in Philadelphia

4.99 out of 5 average rating, 142 reviews

Nchanted-Luxury unit near Airport w Parking & Yard

Sep 7 – 14

$133 per night

Guest favorite

Place to stay in West Chester

4.94 out of 5 average rating, 314 reviews

"The Stay Over" your Home away from Home

Oct 19 – 26

$119 per night

Guest favorite

Apartment in Wilmington

4.91 out of 5 average rating, 459 reviews

Private 1 Bedroom 1 Bath Apt in Downtown Wilm

Mar 31 – Apr 7

$85 per night

Guest favorite

Cottage in Coatesville

5.0 out of 5 average rating, 204 reviews

Charming cottage on 50 acre Chester County farm

Feb 12 – 19

$157 per night

Guest favorite

Guest suite in Cherry Hill

4.95 out of 5 average rating, 656 reviews

Sweet space. Private deck & entry.

Nov 17 – 24

$56 per night

Guest favorite

Guest suite in Kennett Square

4.95 out of 5 average rating, 102 reviews

Unionville Apartment-Minutes from Longwood Gardens

Nov 14 – 21

$90 per night

Show all

Quick stats about vacation rentals in Chester

Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
460 reviews
Nightly prices starting at
$30 before taxes and fees

Frequently Asked Questions

Do house rentals in Chester have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Chester. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Chester?
Experience the best of Chester with our house rentals, starting at about $30 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 10 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 10 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 House Rentals in Chester?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Chester

Top-rated vacation rentals in Chester

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Chester vacation rentals

Stay near Chester's top sights

Other great vacation rentals in Chester

Loft in Philadelphia

Guest suite in Woodbury

Apartment in Philadelphia

Place to stay in West Chester

Apartment in Wilmington

Cottage in Coatesville

Guest suite in Cherry Hill

Guest suite in Kennett Square

Quick stats about vacation rentals in Chester

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Chester have air conditioning?

How much does it cost to stay in house rentals in Chester?

Are there vacation rentals with a dedicated workspace in Chester?

Do house rentals in Chester have wifi?

Are there family-friendly vacation rentals in Chester?

Do house rentals in Chester have a kitchen?

Do house rentals in Chester have free parking?

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

Destinations to explore