Holiday houses in Chester Springs

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Top-rated holiday rentals in Chester Springs

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Guest favourite

Cottage in Downingtown

4.97 out of 5 average rating, 185 reviews

The Cottage at Hoffman Barn

The Cottage at Hoffman Barn is a freestanding modern studio cottage located on what was once a dairy farm. The cottage is filled with eclectic art and modern appliances. Outside, your private deck is surrounded by mature specimen trees, birds and nature! You will love the charming waterfall patio and freedom to walk most of the four acre property including visits to goats and chickens at the stable. Most amenities needed for a lovely private getaway or a productive business trip are included.

25 Dec – 1 Jan

$340 NZD per night

Guest favourite

Guesthouse in Chester Springs

4.96 out of 5 average rating, 224 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.

12–19 Nov

$271 NZD per night

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.

12–19 Aug

$234 NZD per night

Guest favourite

Cottage in Downingtown

4.97 out of 5 average rating, 116 reviews

The Cottage at Marsh Creek

Peaceful cottage right down the street from Marsh Creek State Park! Relax in the HOT TUB, catch up on Netflix with the 50" Smart TV, & sleep in the king size bed! You’ll also enjoy use of the two inflatable SUP boards that come with the house. Dog friendly! The cottage is less than a mile from the lake. 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. Also close to great coffee & dining.

9–16 Aug

$501 NZD per night

Guest favourite

Home in Phoenixville

4.94 out of 5 average rating, 178 reviews

Historic House in the Heart of Town

Experience the vibrant heart of Phoenixville with this entire house. Nestled in a tranquil downtown neighborhood, you'll enjoy easy access to a plethora of unique shops, restaurants, markets, and parks just steps away. The property is situated on a peaceful, non-busy, one-way road with ample free street parking. Relax in the large, fully fenced-in private backyard or unwind on the cozy front porch. Equipped with modern amenities, this three-story house is your ideal Phoenixville getaway.

11–18 Dec

$254 NZD per night

Guest favourite

Apartment in West Chester

4.92 out of 5 average rating, 129 reviews

Spacious apartment close to borough.

Beautiful suite close to popular West Chester borough without the noise! Great space for kids, getaway, or workaway. Bedroom- queen bed, dresser, wing back chair, desk, Packnplay. Living room- day sofa (2 twins), dresser, Sling TV, Netflix, Prime, Hulu, Disney Plus. Fast WiFi. Stocked kitchen. High chair/baby gate. Laundry room. Quiet, wooded neighborhood with sidewalks. Huge lit deck with grill and propane fireplace. Big backyard with wood fire pit, swings/slide/fort. Keyless entry.

22 Feb – 1 Mar

$192 NZD per night

Guest favourite

Place to stay in Royersford

4.93 out of 5 average rating, 176 reviews

HandCrafted Time Machine

Your own private super sized 2 bedroom 2 story loft in a unique converted historic building in the center of town! Your home away from home with everything you need to be extremely cozy! A taste of the old with the new offering quality, style, and comfort, in a great location! Free private parking for up to 3 cars right in front of your loft. 3 PM CHECK IN/11 AM CHECK OUT (More details in "other things to note") GPS the Wawa in Royersford, PA 19468 for an approximate location.

7–14 Jun

$280 NZD per night

Guest favourite

Guest suite in Paoli

4.97 out of 5 average rating, 191 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.

12–19 Nov

$209 NZD per night

Guest favourite

Place to stay in West Chester

4.94 out of 5 average rating, 313 reviews

"The Stay Over" your Home away from Home

PRIVATE ENTRANCE, 2 VERY SPACIOUS ROOMS, off street parking 1st room :Living Room areaTV, Fireplace/ Heater Unit, Sofa, Mini frig/mini freezer Bar/Seats , Kitchen Table, MICROWAVE,TOASTER/AIR FRYER OVEN 2nd room: 1 QUEEN SIZE BED, 1 TWIN BED , TV, Chest of Drawers ,Sofa, Fireplace-Heat Unit, Desk, Mini Beverage Frig, Private Bathroom/ Stall Shower Amenities: CABLE, WIFI, TREADMILL, , COFFEE MAKER / COFFEE & TEA, SHEETS, BEDSPREAD, TOWELS ( no full kitchen)

18–25 Jul

$269 NZD per night

Guest favourite

Place to stay in West Chester

4.98 out of 5 average rating, 173 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.

9–16 Jan

$341 NZD per night

Guest favourite

Cottage in Chester Springs

4.98 out of 5 average rating, 131 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.

25 Jun – 2 Jul

$302 NZD per night

Guest favourite

Cottage in Coatesville

5.0 out of 5 average rating, 202 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.

12–19 Feb

$351 NZD per night