Holiday rentals 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.

17–24 Oct

$245 SGD per night

Guest favourite

Guest house in Chester Springs

4.96 out of 5 average rating, 225 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.

15–22 Dec

$192 SGD 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.

5–12 Dec

$159 SGD 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.

2–9 Nov

$170 SGD per night

Guest favourite

Flat in West Chester

4.92 out of 5 average rating, 131 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.

17–24 Nov

$128 SGD per night

Guest favourite

Guest suite in Paoli

4.97 out of 5 average rating, 192 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.

2–9 Sep

$143 SGD per night

Guest favourite

Place to stay in West Chester

4.94 out of 5 average rating, 314 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)

1–8 Oct

$190 SGD per night

Guest favourite

Home in Downingtown

4.94 out of 5 average rating, 103 reviews

Lakefront Guesthouse

Come stay at our beautiful one bedroom guest house that sits on an eight acre lakefront property. This poolside guest house includes a spacious kitchen, full bathroom, and one bedroom with a queen sized bed. Whether you're local or visiting from out of town, spend your getaway relaxing by Marsh Creek Lake or take advantage of the wide variety of local attractions that Chester County has to offer. Our guest house is for a maximum of two adults only. No children.

10–17 Jan

$205 SGD 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

$244 SGD per night

Guest favourite

Cottage in Chester Springs

4.98 out of 5 average rating, 132 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.

29 May – 5 Jun

$224 SGD 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

$251 SGD 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

$164 SGD per night