
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
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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.

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.

A 650 SF Condo| Walking distance to Amtrak station
If you are looking for a quiet and convenient location in the Paoli area for a comfortable stay, welcome to East Central Ave. Close to shops, restaurants, walking trails, and the Paoli train station. This suite is a basement, but it has a private entrance, full bathroom and a patio. The kitchen has white cabinets with appliances, including a stove, an oven, a coffee maker, a toaster, kettle, and a refrigerator. Ideal for family of 5, 1 bedroom with a queen bed for 2 and 2 sofa cum beds for 3.

The Phoenixville bnb 15 min walk w/ driveway
Cute, convenient, quiet, sparkling clean bohochic single family home w/ a driveway for parking 2-3 vehicles. Walk 15 minutes downhill or .6 miles to downtown Phoenixville/Bridge Street and the Schuylkill RiverTrail. This small peaceful 2 bedroom has new finishes and is owner operated by an experienced superhost. 1st bedroom has a queen bed and the 2nd has a bunk bed. Come enjoy our porch & inviting backyard with firepit and beautiful lush gardens. Follow our insta @thephoenixvilleairbnb !

Silk Purse Cottage-a private, cozy retreat
Silk Purse Cottage (ca. 1920) is in scenic, historic Chester County, PA 6 miles from the PA turnpike. It is a completely renovated, private cottage on a 6 acre property. Perfect spot for a relaxing vacation. Visitors who are interested in gardening, history and outdoor activities will find many opportunities close by. Hike, fish, go boating or mountain biking one mile away at Marsh Creek State Park. Longwood Gardens, Winterthur, Lancaster and Philadelphia are all a short distance by car.

Wonderful Suite
This great room is part of my house that is featuring a private entrance, private bathroom, and a kitchenette but not a full kitchen. It is also an old house but well maintained in the neighborhood but not suitable for children. This vibrant architecture with brick, large porch, large windows, and a sense of the 18th century beauty. It’s also located between an highway and a main road, meaning cars noises are present. Please only book if you feel comfortable with the location, a car is ideal.

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.

The Cottage at Marsh Creek (with hot tub!)
Cottage less than a mile from Marsh Creek State Park! Relax in the YEAR ROUND HOT TUB, enjoy the 50" Smart TV, & sleep in the comfy gel memory foam king size bed! The house comes with two inflatable SUP board. Dog friendly! Peaceful surroundings. The park has tons of trails for hiking, as well as fishing & water sports. You'll have access to the entire home, including the private patio & hot tub. 15 minutes to great coffee & dining. Follow us on IG! @thecottageatmarshcreek

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.

The Welcoming Woods
Enjoy the quiet of the woods as you relax in your private space. The studio is minutes away from downtown Media where you can enjoy the shops & restaurants on State St or take a 20 minute ride into Philadelphia. Attractions include Tyler Arboretum, Ridley Creek State Park,Longwood Gardens,Linvilla Orchards & local wineries in Brandywine & Chadds Ford PA. The woods are waiting to welcome you!

Experience the charm of a historical getaway
Take it easy at this unique and tranquil getaway. Step back into time in this historic 1735 house transformed into a beautiful retreat by Jeff & Janelle, as seen on the Magnolia Network. The Inn can accommodate up to 9 people in 4 comfortable bedrooms. So, grab your friends and family and escape into a one-of-a-kind stone home, right in the heart of Pennsylvania.

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 Chester vacation rentals
Other great vacation rentals in Chester

Glenmar Lodge at Vincent Forge

Sweet & Simple

Secluded Botanical Oasis

5 Bedrooms. Newly Renovated! Memory Foam Beds!

West Chester apartment located on horse facility

Spacious 2-BR in-law suite in Chester County

Nova's Place

Secluded Mountain Chalet w/ Hot Tub on 5 acre lot
Frequently Asked Questions
What are the best places to stay in Chester Springs?
Many visitors choose accommodations in restored farmhouses, countryside homes, or rentals close to nature preserves for a peaceful stay. Booking within residential neighborhoods is also popular for a local experience.
What are the best things to do in Chester Springs with kids?
Chester Springs has nature preserves for easy walks, family-friendly art spaces, and pick-your-own farms during harvest seasons. Outdoor play areas and interactive museums nearby add to the variety for children.
What are some of the best things to do in Chester Springs?
Explore historic buildings, walk scenic nature preserves, and visit local art centers around Chester Springs. Many guests also enjoy seasonal markets and regional wineries nestled in the countryside.
How is the weather in Chester Springs?
Chester Springs has cold winters around 23–43°F (-5–6°C), and warm summers near 64–84°F (18–29°C) with moderate rainfall throughout the year. Spring and autumn bring comfortable temperatures and colorful scenery.
When is the best time to visit Chester Springs?
Late spring through early fall is often recommended, when temperatures typically range from 50–84°F (10–29°C) and local landscapes are at their greenest. Autumn brings changing leaves and regional harvest events around the area.
What are the best places to visit in Chester Springs?
Art galleries, nature preserves, and historic sites shaped by Pennsylvania’s early history are often recommended for visitors in Chester Springs. Local markets and scenic gardens also draw guests throughout the year.
What are some hiking trails in Chester Springs?
Chester Springs has a variety of wooded trails in nature preserves, as well as gentle paths suitable for families and casual walkers. Trails often pass historic sites, creeks, and areas rich in local flora and fauna.
What are some family activities we can do in Chester Springs?
Families frequently explore local parks, visit historic sites, or enjoy workshops at community art centers around Chester Springs. Seasonal events, such as farm tours and nature walks, provide learning experiences and fun for all ages.
What are some of the best day trip ideas from Chester Springs?
Popular day trips from Chester Springs include visits to nearby botanical gardens, living history museums, and hiking in state parks around the region. Local farms and small towns also frequently attract guests interested in exploring Pennsylvania’s countryside.
Are there any pet friendly accommodations available in Chester Springs?
Many accommodations in Chester Springs welcome pets, with some rentals featuring outdoor space for dogs or easy access to trails and parks. It is helpful to check each property’s specific pet policy before booking.
What are some local tips for visiting Chester Springs?
Pack layers for changing weather and comfortable shoes for exploring trails or historic sites. Check out local farmers’ markets for fresh foods, and consider booking ahead if visiting during local arts events or fall foliage season.
What is Chester Springs known for?
Chester Springs is known for its rural landscapes, historic architecture, and connections to Pennsylvania’s early colonial past. The area frequently draws visitors interested in art spaces and nature preserves.
What are the best hidden gems to explore in Chester Springs?
Around Chester Springs, visitors often discover art galleries, preserved historic mills, and quiet nature trails less traveled by crowds. Seasonal wildflower meadows and locally owned farm markets are also frequently suggested.
What are the best foods to try in Chester Springs?
Regional foods frequently suggested in Chester Springs include Pennsylvania Dutch pies, fresh produce from nearby farms, and locally made cheeses. Many area eateries incorporate seasonal ingredients into their menus.
What should I bring for a trip to Chester Springs?
Pack weather-appropriate layers, rain gear, comfortable walking shoes, and sun protection. Bringing reusable water bottles and a camera can also enhance outings on local trails or visits to historic sites.
What is the nightlife in Chester Springs like?
Chester Springs has a low-key nightlife scene with cozy pubs, wine bars, and occasional live music events at local venues. Many visitors choose to unwind in relaxed settings or gather at community cafes.
What are the most popular events or festivals in Chester Springs?
Local art fairs, seasonal farmers’ markets, and community festivals—often held in late spring or autumn—are popular around Chester Springs. Music performances and heritage celebrations highlight the area’s creative and historic spirit.
Are there family friendly vacation rentals in Chester Springs?
Chester Springs has a variety of family friendly vacation rentals, including houses with larger yards, kitchens, and multiple bedrooms. Many neighborhoods are surrounded by parks and outdoor activities for all ages.
Destinations to explore
- Plainview Vacation rentals
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- Long Island Vacation rentals
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Sesame Place
- Longwood Gardens
- Fairmount Park
- Dorney Park & Wildwater Kingdom
- Penn's Landing
- Philadelphia Museum of Art
- Wells Fargo Center
- Diggerland
- French Creek State Park
- Liberty Bell
- Philadelphia Zoo
- Marsh Creek State Park
- Aronimink Golf Club
- The Franklin Institute
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Bear Creek Ski and Recreation Area
- Crystal Beach Manor, Earleville, MD
- Independence Hall
- Franklin Square
- Eastern State Penitentiary




