Holiday rentals in Chester County

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Top-rated holiday rentals in Chester County

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Guest favourite

Guest house in Chester Springs

4.96 out of 5 average rating, 227 reviews

Newly Renovated Chester Springs Guesthouse

The newly renovated one bedroom apartment (that can accommodate up to 5 guests) above the detached garage at Artisan Studios provides a lovely guesthouse retreat. Nestled in the woods in beautiful Chester County, you'll enjoy privacy and seclusion even though you're just a 5 minute drive to anything you could need. We're just 8 miles from the PA Turnpike and only 38 miles (45 minutes to an hour) from Philadelphia. Feel free to bring your pet, as long as they are house broken or litter trained.

Guest favourite

Farm stay in Spring City

5.0 out of 5 average rating, 162 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.

Guest favourite

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.

Guest favourite

Cottage in Downingtown

4.97 out of 5 average rating, 130 reviews

The Cottage at Marsh Creek (with hot tub!)

Peaceful cottage less than a mile from Marsh Creek State Park and lake! Relax in the HOT TUB, catch up on Netflix with the 50" Smart TV, & sleep in the gel memory foam king size bed! You’ll also have use of the two inflatable SUP boards that come with the house. Dog friendly! The park has miles of trails for hiking, as well as fishing & water sports. You'll have access to the entire home, including the private patio & hot tub. Close to great coffee & dining.

Guest favourite

Place to stay in West Chester

4.98 out of 5 average rating, 179 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.

Guest favourite

Cottage in Chester Springs

4.98 out of 5 average rating, 137 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.

Guest favourite

Guest house in Kennett Square

4.97 out of 5 average rating, 398 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.

Guest favourite

Guest house in Wilmington

4.84 out of 5 average rating, 375 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.

Guest favourite

Cottage in Coatesville

5.0 out of 5 average rating, 207 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.

Guest favourite

Flat in West Grove

4.98 out of 5 average rating, 182 reviews

Swallow's Rest: East

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.

Guest favourite

Loft in Gap

4.96 out of 5 average rating, 111 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.

Guest favourite

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.