
House holiday rentals in Upper Chichester
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Top-rated house rentals in Upper Chichester
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Historic Downtown D. Clark House Dog Friendly!
The historic Dorothy Clark House, built around 1907, is in the National Historic District of Kennett Square, PA. We are downtown in the heart of the walkable Kennett Square Borough! This twin home has been lovingly restored to reflect its early 20th century roots, while providing a cozy place to relax while visiting our quaint town. We hope you’ll fall in love with the home like we have! 45 min to Philadelphia airport, 25 min to Wilmington 25 min to WCU, 6 min to Longwood, 15 min to Winterthur

*Cheerful & Cozy 3BR / home with pool*
"Immerse yourself in luxury at our newly renovated 3-bedroom home, nestled in the charming residential enclave of Maple Shade, New Jersey. Perfectly positioned for both brief getaways and extended stays, it serves as an ideal retreat while exploring the dynamic city of New Jersey." 15 minutes from Downtown Philadelphia. Maximum occupancy 8 people. Pool Opening : May - September Private Drive way and Street Parking Available. Our Valued guest, Hanging out in the front is strictly prohibited.

Covered Bridge Cottage
Located on a farm in the heart of Amish country and amid one of the largest concentrations of antiques in America, we are central to many attractions, yet quaint and secluded enough to provide a relaxing retreat. The Covered Bridge Cottage started out in the 1800’s as a mill office and over the years was converted into a home through several additions. The house has been in our family for close to a century and it was our honor to restore it to a comfortable, energy efficient, durable home.

Eclectic Escape Near Longwood Gardens & Mt. Cuba
Home information: Home owners are on the other side of house ( your space is very private). 1/2 the house is your space. Imagine a ranch house cut down the middle and 1/2 is the Airbnb and the other 1/2 is the owners side. Private entrance with keyless lock , 2 bedrooms with Queen beds, private bathroom and a living room. Other features include: Wifi , TV’s , a small refrigerator/freezer , microwave, coffee maker and a Private 1 acre lot w/ parking ( 2 cars max). There is no kitchen .

Dog Friendly Cottage with Fully Fenced in Yard
Welcome to The Cottages on Orchard, a charming 1BR/1BA cottage built in 1920 by author Victor Thaddeus. Nestled on a natural wooded lot, this bright & airy home is entirely fenced in, perfect for up to two guests with dogs. Conveniently located in whimsical Ardentown, Delaware, the cottage is just 2 minutes from I-95 South & 10 minutes from downtown Wilmington, offering easy access to local attractions. Enjoy the surrounding woods, hiking trails, creek, & more. READ HOUSE RULES

The Pump Maker’s House Marshallton Historic Beauty
Situated in the historic village of Marshallton, this home is furnished in country style with lovely antiques and vintage items. The first half of the house was built in 1790 with an addition added in 1830. This house was the childhood home of George McFarland, pump maker. He was the town plumber and made wooden pumps in a shop in the rear. We have just completed an entire rehabilitation with brand new plumbing, electric, hvac, as well as brand new bathrooms and kitchen.

Conshohocken Home-Stream View
Take it easy at this unique getaway. It overlooks a peaceful stream from the large back deck and hundreds of birds that live there. This home offers 3 BRs and sleeps 6 with 1 full bath and 2 powder rooms. 1 king bed, 1 queen and 2 full beds. This 18th century home has all the modern amenities while boasting much of the original charm. Conveniently located near Philadelphia, King of Prussia, Valley Forge. Minutes from the PA Turnpike, Schuylkill Expressway and Rt 202.

Newly built Tiny House in Historic Kennett Square
Custom-built tiny house Cottage with designer touches. Main floor has living area, full bath, and laundry. Loft bedroom with queen bed and full ceiling height, accessed by stairs. Fully equipped kitchen with full appliances, cookware, table settings, and coffee. Smart TV, high-speed internet, and on-site parking. Two blocks from downtown Kennett Square dining, shops, and breweries. Near Longwood Gardens and Brandywine Valley attractions. Max 2 guests.

Cozy Townhome w/ Private Parking
Enjoy this comfy townhome centrally located near I-95 and I-495. It is also 10 minutes to the Wilmington Riverfront and downtown attractions; less than 30 minutes to Philadelphia International Airport and Philadelphia Center City. This home has two spacious bedrooms- one which contains a queen bed and the other with two XL twin beds (that can be converted into a king bed upon request). The basement and one bedroom closet will not be accessible.

The Cottage at the Mill
Welcome to the Cottage at the Mill – we are so thrilled you are here. Let us host you in our one of a kind Pennsylvania home, where you will find yourself immersed in nature and luxury. Our 1800’s Grist Mill is situated on 7 acres, just minutes from Valley Forge Park, the King of Prussia Mall, and the Main Line. The Cottage at the Mill offers a quintessential Montgomery County experience from its architecture to its picturesque surroundings.

The Lighthouse
Centrally located in northern Delaware with easy on/off access to 95 and 495. Newer construction, built in 2018. One large bedroom with KING size bed, 1.5 bath, private entrance, living room and full eat in kitchen. Work station area. Twin size pull out in living room. Free WiFi and large smart TVs in living room and bedroom. Deck off of the kitchen and upstairs deck off of the bedroom. Laundry located in bedroom upstairs. NO CLEANING FEE

Downingtown Manor | 1900s Farmhouse w/ Creek Views
Downingtown Manor is a historic farmhouse, dating back to circa 1900, that provides picturesque views of Brandywine Creek. Nestled on 2.6 acres of lush greenery in the heart of Downingtown, you’ll be in close proximity to Chester County attractions, Philadelphia, and Lancaster, PA. Comfortably accommodating 8 guests, the charming manor serves as the perfect base for those in town for weddings, holidays, & events.
Popular amenities for house rentals in Upper Chichester
House rentals with a pool

Modern Home in heart of Fish-town & private yard

Smoker Family Estate, 5 BDR Home w In- Ground Pool

Peaceful Retreat with pool and great outdoor space

King’s place, hot tub. Pool is open for summer!

Modern Farmhouse: Pool, Hot Tub & Pickleball

The Mint Cottage in Chesapeake City

Family Fun Retreat | Pool, Hot Tub & Game Room

Lakefront Guesthouse
Weekly house rentals

-Scenic Historic Charm- Spruce Edge Guest House

Phoenix Walk

Upper Chesapeake Getaway

15 min to Sight & Sound-Hot Tub-EV-Plug-Firepit

Beautiful Large Home in Private Woods with Hot Tub

The Mineral House of West Chester

702 Mid Atlantic

Sunny Cottage, Private, Cheerful, Convenient!
Private house rentals

Tranquil Haven: Stylish Home Surrounded by Nature

Shurs Lane Cottage, EV Charging, Free Parking

"The Stay Over" your Home away from Home

Experience the charm of a historical getaway

Sophia's Manor C-Quiet/Spacious/Kid & Pet Friendly

Main Line Haven - Near City

Private 2BR Residence | Bala Cynwyd, PA | Parking

First Floor Home in the Woods Near Amish Country
Destinations to explore
- New York City Holiday rentals
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- Lincoln Financial Field
- Sesame Place
- Pennsylvania Convention Center
- Longwood Gardens
- Citizens Bank Park
- Wells Fargo Center
- Fairmount Park
- University of Pennsylvania
- Philadelphia Museum of Art
- Dutch Wonderland
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Diggerland
- Philadelphia Zoo
- Dover Motor Speedway
- Temple University
- 30th Street Station
- French Creek State Park
- University of Delaware
- Marsh Creek State Park
- Drexel University
- Valley Forge National Historical Park
- Independence Hall
- Greater Philadelphia Expo Center & Fairgrounds





