
House holiday rentals in Upper Chichester
Find and book unique houses on Airbnb
Top-rated house rentals in Upper Chichester
Guests agree: these houses are highly rated for location, cleanliness and more.

Historic J. Pyle House Main St Location Pets OK!
The J. Pyle House, built in 1844, is in the National Historic District of Kennett Square, PA. We are in the heart of walkable downtown Kennett Square and a quick 6 minute drive to Longwood Gardens. The townhome has been lovingly restored to reflect its mid-19th century roots, while providing an updated, cozy place to relax while visiting our quaint town. 45 min to the PHL airport, 25 min to Wilmington, DE, 25 min to West Chester University, 6 min to Longwood Gardens 15 min to Winterthur

702 Mid Atlantic
Single family home located off Interstate 295 convenient to Philadelphia (15 min) and Atlantic City ( 45 min). Professionally landscaped with blue stone patio, deck and water garden in fenced private yard. Located in lovely suburban community along the Delaware River across from the Philadelphia Airport in South Jersey. Spacious for a family of 8 or less with a full kitchen, family room, living room, dining area and sunroom. Must be 25 yrs to book , show ID and be present at check in.

Step away for shopping, dining, bar. Quite street.
Welcome to this cozy and newly renovated house! It's in a great location, the surroundings are quiet but are near a lively Mainline town. You'll find bars, restaurants, stores, SEPTA/Amtrack stations, and Suburban Square within walking distance. It's also near many colleges such as Haverford College, Bryn Mawr College, Villanova University, and more. It's near the center city of Philadelphia and the King of Prussia mall. The most important thing is the security around the neighborhood.

Cottage w/ King Bed & Private Backyard ~ Dogs OK
Welcome to The Cottages on Orchard, a 1BR/1BA cottage built in 1920 by author Victor Thaddeus. Nestled on a natural wooded lot this rustic cottage is one of three cottages, perfect for up to 2 guests & their furry companions. Conveniently located in whimsical Ardentown, Delaware, you’ll be only 2 minutes from I-95 South & 10 minutes from downtown Wilmington, offering easy access to local attractions. Enjoy the private backyard, woods, hiking trails, creek, & more. (READ HOUSE RULES)

Shurs Lane Cottage, EV Charging, Free Parking
Our newly renovated cottage in Philadelphia is in the exciting and hip walking neighborhood of Manayunk. Enjoy countless indoor and outdoor restaurants, walking along Main Street shops, biking, and hiking on local and nearby trails. Sit on the back patio and watch the happenings from above. Private parking is free and safe including NEMA 14-50 receptacle for your EV/plug-in hybrid. Bring your own plug-in device, please. Commercial License #890 819 Rental License #893142

The Chill Pad Deluxe in Cherry Hill
Welcome to the Chill Pad Deluxe hosted by Brandon & Hannah, located in a charming neighborhood Cherry Hill, New Jersey. This stunning home offers a comfortable and convenient retreat for your stay in the area. As you step inside, you'll be greeted by a furnished interior designed with your comfort in mind. The spacious living area features plush seating and three inviting bedrooms, allowing you to relax and unwind after a long day of exploring or working in the city.

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.

Historic Home on Gay Street.
Welcome to historic downtown West Chester, PA. This freshly renovated historic home boasts 2 Queen bedrooms and 2 full baths, sleeping 6. Amenities and accommodation await behind the lavender door. This home is nestled on one of the most desirable blocks in the borough that boasts 260 years of history. Convenience, history, haven, and limitless adventures begin with your stay at 236 W Gay street. Take a look behind the lavender door.

The Historic Walton House by RPG
✨ The Walton House, built in 1846, is located in the National Historic District of Kennett Square, PA. We are walking distance to downtown Kennett Square and a short drive to local Brandywine Valley points of interest. ✨ The home has been lovingly maintained to reflect its mid 19th century beginnings, while providing a modern, comfortable place to rest while visiting our lovely town. We hope you enjoy the home as much as we do!

The Mineral House of West Chester
Unique home in the heart of West Chester, tastefully renovated with fantastic detail, walking distance to all the dining, bars, shops and parks the borough has to offer. This home will bring you back to WC again and again. Do not let the staircase frighten you, it was designed by the late great architect George A Matuszewski for this unique space. Come and enjoy this special property and all the charm West Chester has to offer.

Historic Farmhouse in Wayne
This 5 bedroom, 4 bath house is the perfect home away from home. 5 minutes from the center of Wayne, King of Prussia and Devon Horse Show grounds and Eastern college. Villanova and golf courses, St. Davids, Aronimink, Waynesbourough and are all within 15 minutes. Valley Forge National Park and nature trails are also a wonderful addition to our area.

Cozy Haven 5 mins from airport/Parking/Patio
Relax with the whole family at this peaceful place to stay. One floor, two bedroom Rancher with indoor fire place, newly renovated kitchen and private driveway. Located less than 5 minutes from Philadelphia Airport and I-95 and less than 10 minutes from Philadelphia Comcast center and Sport Complex.
Popular amenities for house rentals in Upper Chichester
House rentals with a pool

Luxury Mansion: Heated Pool+HotTub+Arcade Room

Modern Home in heart of Fish-town & private yard

Peaceful Retreat Pool and great outdoor space

King’s place, hot tub Pool is closed until Spring

Lakefront Guesthouse

Ode to the '70's - hot tub & pool in Honey Brook

Country Land Guest House

4 bedrooms and pool in Marlton NJ
Weekly house rentals

The Lighthouse

Tranquil Haven: Stylish Home Surrounded by Nature

Chic Single-Family Haven 4 bedrooms & 3.5 baths

Quaint farmhouse

Swarthmore Guesthouse

Main Line Haven - Near City

Traveler's Dream | Game Room & Fire Pit

Media Oasis: Voted Best Place & Train to Philly!
Private house rentals

Very cozy 3 bedroom house close to everything

Single level home, private yard, kid/pet friendly

Nature’s Haven

Charming 4BR in Historic District

Cozy Cape in Newtown Square Pets Welcome ⚡️Free EV⚡️

Glenmar Lodge at Vincent Forge

Secluded Botanical Oasis

Water View Historic B & B - Gift Card Included
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Sesame Place
- Fortescue Beach
- Longwood Gardens
- Fairmount Park
- Penn's Landing
- Betterton Beach
- Philadelphia Museum of Art
- 30th Street Station
- Diggerland
- French Creek State Park
- Wells Fargo Center
- Marsh Creek State Park
- Philadelphia Zoo
- The Franklin Institute
- Aronimink Golf Club
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Crystal Beach Manor, Earleville, MD
- Independence Hall
- Renault Winery
- Franklin Square