
Places to stay near Chaddsford Winery
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Top-rated vacation rentals near Chaddsford Winery
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Cozy Historic Spring House in Chadds Ford!
Welcome Friends!! This COZY, cute, historic, Spring House is minutes away from Terrain at Styers Wedding Venue. (If you are a bride, you'll want to get ready here!) It is minutes from World-Renowned Longwood Gardens, Chadds Ford Village, (the Conservancy now offers over 5 miles of hiking/walking trails) Minutes from Andrew Wyeth Home, Brandywine River Museum, Brandywine Battlefield, Wineries, 5-star restaurants, shopping, AND it sits on the same property as the #1 Antique Shop in Chester County.

Historic J. Pyle House Main St Location Dogs 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

Bala Farm Cottage - 2 miles from West Chester
Bala Farm Cottage is a wonderfully cozy stone cottage, located less than 3 miles from the center of West Chester, on a hilltop in a quiet neighborhood. It has a charming study downstairs with a bay window looking out towards majestic trees, and an entry hall that ends with a wet bar, equipped with a mini-fridge, kettle, coffee machine and microwave. The original curved staircase leads to the upstairs bedroom with queen bed and a spacious bathroom. You'll love your stay in the Cottage!

The Peaceful Nook A-Frame + Sauna
The Peaceful Nook, built by Zook Cabins is the perfect place for a romantic getaway, or a peaceful time in nature. The A-frame is one of the best glamping experiences you will find! With heat and AC, a luxurious bed, kitchenette, hammock, rain shower, bath house, sauna, flat top griddle, fire pit (firewood included) chairs under the stars, and the unparalleled connection to nature - Robes also provided! What better way to spend a few nights to fully re-energize yourselves!

Long Beach Cottage, Hot Tub, Beachfront
The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

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.

The Farmer’s House
Historic FARM STAY. Est. In 1757 and hidden from view, it is certain to provide a private getaway! If you have the heart of a "homesteader" or simply want to have a peaceful holiday, this farmette will allow you to travel back in time for a relaxing experience you will not forget! A winding brook and pond are located within short walking distance from the home. Well furnished, this home will impress you with all her comfort and character!

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.

The Suite in a carriage house in Kennett Square
Historic carriage house Suite with one bedroom featuring a king bed and luxury linens. Dining for four and a 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 shops, dining, and breweries. Near Longwood Gardens and Brandywine Valley attractions. Ground-floor unit with no steps. Shared laundry.

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.

Blue Lotus - a luxe cottage in Kennett Square
Escape to the Blue Lotus, a serene cottage located in walkable downtown Kennett Square and within minutes from the world-famous Longwood Gardens. Thoughtfully designed for rest and connection with deep rich color & themed around the Lotus flower, Lilly pads, Ferns, Birds & nature. This intimate retreat offers peaceful garden views, cozy luxury, and the perfect setting to unwind.

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.
Popular amenities for vacation rentals near Chaddsford Winery
Condo rentals with wifi

Old City* Parking* Close 2 Sites* Mins to Stadiums

New NoLibs Cozy Studio

Luxury Studio, Stadium District, Broad Street Line

Stunning modern 2 BD apt close to Christiana Hosp

Modern 1BR w/ amazing shower, work station, lounge

Comfy Cabin| 1BD with city view in Center city

Lovely 2-bedroom Condo with Free Parking

Spacious 1 Bedroom Condo in Trolley Sq w/ Parking!
Family-friendly house rentals

"The Stay Over" your Home away from Home

Experience the charm of a historical getaway

Secluded home pool & waterfall - Amish community

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

Peaceful Retreat with pool and great outdoor space

Sunset River Cottage

Longwood | Shops & Restaurants | Private Backyard

15 min to Sight & Sound-Hot Tub-EV-Plug-Firepit
Apartment rentals with air conditioning

Loft tuck in off of Rt 625

Private Suite with Hot tub

“The Flat” cozy, comfortable, private 1BDR

Hip 2 bedroom Apt in the city

“McDaniels Corner” (Cozy Home in North Wilmington)

West Chester apartment located on horse facility

Swallow’s Rest: West

The Loft on Church
Other great vacation rentals near Chaddsford Winery

Cottage w/ Fireplace, King Bed & Fenced in Yard

The Cottage at Marsh Creek (with hot tub!)

A 650 SF Condo| Walking distance to Amtrak station

Sunny Cottage, Private, Cheerful, Convenient!

Lovers A-Frame Tiny Home - With Sauna & Hot Tub!

Boat House on the Brandywine | Waterfront Cottage
Treetop Studio at Ridley Creek State Park

Fully equipped Basement Suite - Near UD / Main St
Destinations to explore
- Lincoln Financial Field
- Sesame Place
- Pennsylvania Convention Center
- Longwood Gardens
- Citizens Bank Park
- Dorney Park & Wildwater Kingdom
- Wells Fargo Center
- Fairmount Park
- University of Pennsylvania
- Philadelphia Museum of Art
- Dutch Wonderland
- Spooky Nook Sports
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Diggerland
- Philadelphia Zoo
- Dover Motor Speedway
- 30th Street Station
- French Creek State Park
- Temple University
- University of Delaware
- Marsh Creek State Park
- Drexel University
- Valley Forge National Historical Park





