Chester County vacation rentals

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Top-rated vacation rentals in Chester County

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

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Guest favorite

Farm stay in Spring City

5.0 out of 5 average rating, 161 reviews

Country getaway on a horse farm, Bryn Taran Farm

Country farm, but quick drive to major historical and entertainment sites and events. Private, secluded accommodation adjacent to 275 yr old farmhouse. Includes an expansive porch with seating, a table for outdoor dining overlooking a garden, horse fields and historic barn. You have a private entrance to your own elegant living space with all modern amenities, including full-size kitchen appliances, an ample dining area with a view outdoors and a spacious bedroom with en-suite bathroom/shower.

Dec 18 – 25

G$23,935 GYD per night

Guest favorite

Guest suite in Kennett Square

4.95 out of 5 average rating, 103 reviews

Unionville Apartment-Minutes from Longwood Gardens

Bright and open two-story, modern one-bedroom, 1 bath apartment with central air conditioning, great room, walk-in closet, wood floors, and utility room with washer/dryer. Private parking. Rural setting in Unionville adjacent to ChesLen Preserve. We are also minutes from Longwood Gardens, Plantation Field Events, and Kennett Square, PA. Particularly well suited for travel and business trips to Southern Chester County. 20% off stays over a week. 30% off monthly and longer stays.

Mar 28 – Apr 4

G$22,975 GYD per night

Guest favorite

Guest suite in Paoli

4.97 out of 5 average rating, 194 reviews

A 650 SF Condo| Walking distance to Amtrak station

If you are looking for a wonderfully quiet and convenient location in the Paoli area for a comfortable stay, welcome to East Central Ave and stay at The Airdrie Caravansary. Close to shops, restaurants, walking trails, and the Paoli train station. This private in-law suite is attached to the property, but it has a separate entrance and a patio. The kitchen has white cabinets with new appliances, including a toaster oven, a coffee maker, a toaster, and a refrigerator.

Oct 15 – 22

G$19,619 GYD per night

Superhost

Guest suite in Gap

4.97 out of 5 average rating, 147 reviews

The Stone House between the Streams

While staying here, you will get to drive over a little bridge and past a winding stream to get to our historic stone house where you will stay. The original structure was built in 1758. Out in the country with Amish neighbors all around, you will be delighted with the peaceful environment created by the little streams, rustic barn, and buggies going by on the road. The property use to be a winery with it's own vineyards. The house was where the vintner lived.

Jun 25 – Jul 2

G$28,635 GYD per night

Guest favorite

Place to stay in West Chester

4.98 out of 5 average rating, 176 reviews

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.

Oct 15 – 22

G$36,527 GYD per night

Guest favorite

Cottage in Chester Springs

4.98 out of 5 average rating, 135 reviews

Charming cottage under the pines. No cleaning fee.

Relax in our tiny cottage overlooking the fields of Chester County. View the beautiful St. Matthews church from your bedroom window. Livingroom has comfortable pull down couch. Kitchen and bathroom are newly renovated. Enjoy the peaceful enclosed back porch to wind down after a day of hiking or horseback riding on local trails and parks, boating at nearby Marsh Creek or spending the day in the quaint nearby towns and/or historic Philadelphia.

Jun 26 – Jul 3

G$33,639 GYD per night

Guest favorite

Guesthouse in Kennett Square

4.97 out of 5 average rating, 396 reviews

Longwood Gardens Carriage House

Two miles from Longwood Gardens and six from Winterthur and Brandywine River museums, the apartment is ideally located for exploring Brandywine Valley sites and historic Kennett Square. Situated in a garden with views of a wildflower meadow and horses, it offers a spacious bedroom and bath, cozy kitchen/living combo and washer/dryer. It is modern, super clean, comfortable, and private--an idyllic country escape.

Nov 4 – 11

G$31,129 GYD per night

Guest favorite

Cottage in Coatesville

5.0 out of 5 average rating, 206 reviews

Charming cottage on 50 acre Chester County farm

Frog Hollow Cottage is a newly renovated getaway located in the heart of the Chester County’s rolling farmland and equestrian community. Overlooking beautiful pastures, the cottage was formerly the large painting studio of Delaware Valley artist Peter Sculthorpe. The studio has been re-imagined as a peaceful retreat for families, friends and couples.

Dec 1 – 8

G$37,605 GYD per night

Guest favorite

Apartment in West Grove

4.96 out of 5 average rating, 141 reviews

Swallow’s Rest: West

This two hundred year old post-and-beam farm building has been converted into two elegant, private apartments that share a common entry. Either apartment can be reserved separately, or both can be shared by a group of guests. The property is located in a quiet and picturesque region that is close to many attractions in southern Chester County.

Sep 14 – 21

G$23,902 GYD per night

Guest favorite

Loft in Gap

4.96 out of 5 average rating, 110 reviews

The Lincoln Loft

The Lincoln Loft is a small 2nd story garage apartment beside our brick home built in 1936. Enjoy a relaxing, clean experience in this newly renovated space! Featuring a queen bed, Bathroom + shower, coffee bar, and loveseat. We are centrally located in Lancaster county with shopping, eateries, and attractions nearby.

Mar 12 – 19

G$17,188 GYD per night

Guest favorite

Guest suite in West Chester

4.99 out of 5 average rating, 203 reviews

Your own peaceful, natural retreat!

So much better than staying in a hotel! A completely private apartment! Quiet... comfortable... accessible. A perfect place for business travelers, your holiday guests, nature lovers, history buffs or anyone just wanting to escape the hustle bustle for a few days. Only 3 minutes away from downtown West Chester.

Sep 6 – 13

G$24,629 GYD per night

Guest favorite

Guesthouse in East Earl

4.99 out of 5 average rating, 262 reviews

Laurel Springs Guest House

The Laurel Springs Guest House is a serene countryside getaway with accommodations for one or two people. The outdoor charm of this property is felt as soon as you walk down the sidewalk and take in the view of the water and farmland. The private guest house is cozy but simple and was renovated in 2004.

Oct 4 – 11

G$23,307 GYD per night