Holiday houses in Chester County

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Top-rated holiday rentals in Chester County

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

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Guest favourite

Farm stay in Spring City

5.0 out of 5 average rating, 160 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.

5–12 Dec

$222 NZD per night

Guest favourite

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.

9–16 Oct

$224 NZD per night

Guest favourite

Apartment in Gap

4.95 out of 5 average rating, 146 reviews

Peaceful, country setting on Fountain Hill Farm

Settled in the heart of Lancaster County and Amish County, this cozy apartment has a private entrance and offers you a full sized kitchen and living/dining area. Enjoy a step back from the frantic pace of life to relax in this peaceful, rural setting. Grocery Stores and Restaurants are 5 minutes from here. The historical towns of Intercourse and Strasburg (15 min.) offer tourist attractions. These include the Sight and Sound Theater, The kitchen Kettle , Buggy rides and more.

4–11 Dec

$196 NZD per night

Guest favourite

Guest suite in Kennett Square

4.95 out of 5 average rating, 102 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.

25 Feb – 4 Mar

$204 NZD per night

Guest favourite

Guest suite in Paradise

4.98 out of 5 average rating, 344 reviews

Suite Paradise - Breakfast & Amish Farmland Views

Welcome to Suite Paradise! Located in a quiet country development, you'll be nestled into the heart of Amish country. Enjoy quaint walks through the neighborhood, spectacular views of Lancaster County Amish farmland right out of our back yard (especially during sunset), and even a peek into the happenings of a one-room Amish Schoolhouse bordering our property. Our private suite, in a converted 2-car garage, is the perfect getaway for a country escape!

20–27 Dec

$160 NZD per night

Guest favourite

Place to stay in West Chester

4.98 out of 5 average rating, 174 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.

25 Jan – 1 Feb

$342 NZD per night

Guest favourite

Apartment in Kennett Square

4.91 out of 5 average rating, 196 reviews

Cozy, Creative, Fun Getaway Spot

Welcome to the Mushroom Capital of the World! Enjoy activities (ping-pong and board games), then stretch out in the king size bed. Full of host's original art. Driveway parking 10 minutes or less to all that Kennett has to offer (breweries, restaurants, Longwood Gardens, etc.), 1/2 hour to Wilmington or UD, 1 hour to Philadelphia. We live upstairs and you will hear footsteps in the morning before school and afternoons. *Solar Powered*Woman Owned*

19–26 Aug

$193 NZD per night

Guest favourite

Guesthouse in Kennett Square

4.97 out of 5 average rating, 395 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.

21–28 Dec

$294 NZD per night

Guest favourite

Cottage in Coatesville

5.0 out of 5 average rating, 204 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.

18–25 Jan

$352 NZD per night

Guest favourite

Apartment in West Grove

4.98 out of 5 average rating, 181 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.

4–11 Jul

$222 NZD per night

Guest favourite

Guest suite in West Chester

4.99 out of 5 average rating, 202 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.

25 Dec – 1 Jan

$222 NZD per night

Guest favourite

Guesthouse in East Earl

4.99 out of 5 average rating, 259 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.

23–30 Sep

$202 NZD per night