Chester Area, Pennsylvania Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Chester Area, Pennsylvania on RentalSaver.com!

Chester Area Rentals

From $640 per night (USD)
VRBO
Comfort, Fun, & charming! - 5BR oasis w/ Pool
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Discover Your Perfect Pool House Getaway! This lovely 5-bed, 2.5-bath home is designed for work trips & families alike ...
From $640 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Newly remodeled Spacious 4-BM house in Phoenixville with OS parking/ central, AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our beautifully remodeled 4-bedroom single-family home, perfectly located for your stay! Enjoy modern comfort ...
From $471 per night (USD)
Expedia
From $993 per night (USD)
VRBO
Luxurious 5-bedroom 5.5 bath house with AC, WiFi in charming Chadds Ford
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Located in Chadds Ford, this spacious and stunning house offers 5 bedrooms, each designed for maximum comfort. With amen ...
From $993 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Charming 2-bedroom house Phoenixville
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your cozy getaway awaits in Phoenixville! This house featured 2 bedroom, a full kitchen, full bath, and plenty of living ...
From $268 per night (USD)
Expedia
From $955 per night (USD)
VRBO
Spacious 5-bedroom farmhouse near Coatesville
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Guests will enjoy this beautiful private property featuring the stone farmhouse w 5 bedrooms (2 w king beds), Pool house ...
From $955 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Welcome to this Peaceful Haven in Amish Country Lancaster County
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Welcome to your serene escape nestled in the captivating Lancaster County. Discover tranquility blended with modern luxu ...
From $502 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Cozy 3-Bedroom in Philly Suburbs Paoli
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Plenty of parking lot spaces available. This is one unit of a DUPLEX. There are tenants and a cat on first floor unit. ...
From $482 per night (USD)
VRBO
From $281 per night (USD)
VRBO
Pearl - A Phoenixville Retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover Phoenixville from this stylish retreat, just minutes from Bridge Street’s vibrant dining, breweries, and nightl ...
From $281 per night (USD)
VRBO
From $4146 per night (USD)
VRBO
Spacious 6-bedroom in lovely Newtown Sq 2 miles from Aronimink Golf Club
Bedrooms:
5
Bathrooms:
6
Sleeps:
8
Your Newtown Square retreat awaits at this enchanting 6-bedroom house. With 2 king beds, 2 queen beds, and 2 twin beds, ...
From $4146 per night (USD)
VRBO
From $248 per night (USD)
Expedia
Newly Renovated 2BR/2BA - Luxury 3rd-Floor Unit, High-End Finishes -30 night min
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to this beautifully renovated 2-bedroom, 2-bathroom retreat, completely updated in 2026 with high-end finishes t ...
From $248 per night (USD)
Expedia
From $1409 per night (USD)
VRBO
Willow Pond Manor | Private Mansion on 26 Acres
Bedrooms:
5
Bathrooms:
6
Sleeps:
19
🏡 Willow Pond Manor: A Private 26-Acre Estate in Chester County Set on 26 private acres in the rolling hills of Cochra ...
From $1409 per night (USD)
VRBO
From $144 per night (USD)
Expedia
Fern House: Your Quiet Escape in the Woods
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Monthly rental! Tucked away among mature trees, this charming 3-bedroom single-family home offers the feeling of total s ...
From $144 per night (USD)
Expedia
From $474 per night (USD)
VRBO
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
SquareHaus is a stylish 2-bedroom retreat in the heart of Kennett Square. Enjoy bright, modern interiors, a fully equipp ...
From $474 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Honey Brook Amish Farm Stay
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
We invite you to experience our listed authentic Amish Farm Stay during your visit to the Pennsylvania Dutch Country of ...
From $253 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to the Blue Lotus, a thoughtfully designed cottage tucked on a quiet cul-de-sac in the heart of Kennett Square. L ...
From $340 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Spacious 4BR Home w/ Nursery + 1st-Floor Bed & Bath, Off-Street Parking.
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Welcome to your cozy Phoenixville getaway! This spacious home features four comfortable bedrooms, including three queen ...
From $410 per night (USD)
Expedia
From $289 per night (USD)
VRBO
Charming Downingtown 3BR Home in Timberlake – Family & Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your perfect home away from home in Downingtown! This charming 3-bedroom, 2.5-bath single-family home is loca ...
From $289 per night (USD)
VRBO
From $214 per night (USD)
VRBO
Beautiful Rancher-Style Home - Pet Friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
West Chester is waiting for you at this charming 3-bedroom home, perfect for families, small groups, or business travele ...
From $214 per night (USD)
VRBO
From $95 per night (USD)
VRBO
2 QUEEN BEDS | SUITE, NSMK, KITCHEN
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Comfortable Accommodations: Extended Stay America Suites - Philadelphia - Malvern - Swedesford Rd in Malvern offers fami ...
From $95 per night (USD)
VRBO
From $77 per night (USD)
Expedia
1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Comfortable Accommodations: Extended Stay America Suites - Philadelphia - Malvern - Swedesford Rd in Malvern offers fami ...
From $77 per night (USD)
Expedia
From $77 per night (USD)
VRBO
1 QUEEN BED | SUITE, NSMK, KITCHEN
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Comfortable Accommodations: Extended Stay America Suites - Philadelphia - Malvern - Swedesford Rd in Malvern offers fami ...
From $77 per night (USD)
VRBO
From $86 per night (USD)
Expedia
1 King Bed | Hearing Accessible, Kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Comfortable Accommodations: Extended Stay America Suites - Philadelphia - Malvern - Swedesford Rd in Malvern offers fami ...
From $86 per night (USD)
Expedia
From $7912 per night (USD)
VRBO
Spacious 5-bedroom estate in Kennett Square with Heated Resort Pool
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This memorable estate is the perfect home base for your trip to Kennett Square. Minutes from Longwood Gardens & 35 min f ...
From $7912 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Family Townhome with King Bed: Sleeps 7
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Room for the whole group — plus space to actually spread out. This 3-floor townhome in Parkesburg sleeps 7 across three ...
From $275 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Hot Tub Retreat Between Philly & Lancaster
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Perfectly located between Lancaster and Philadelphia, this newly renovated home in Parkesburg is an ideal base for explo ...
From $223 per night (USD)
VRBO
From $95 per night (USD)
Expedia
2 Full Beds | Non-Smoking, Kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Comfortable Accommodations: Extended Stay America Suites - Philadelphia - Malvern - Swedesford Rd in Malvern offers fami ...
From $95 per night (USD)
Expedia
From $229 per night (USD)
VRBO
Charming Cottage Getaway in Chester Springs, Pennsylvania
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This charming cottage is nestled on a 70-acre country estate in Chester Springs, Pennsylvania, and is perfect for a roma ...
From $229 per night (USD)
VRBO
From $269 per night (USD)
Expedia
Idyllic Cottage Getaway on a Country Estate in Chester Springs, Pennsylvania
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Surrounded by lush tropical greenery, this idyllic cottage rental is the perfect spot for glampers to get back in touch ...
From $269 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Amish Countryside Escape at Forest Edge Farm
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax in the quiet farmland of southern Pennsylvania. The quaint, spacious country home includes a large yard, patio, an ...
From $208 per night (USD)
VRBO
From $366 per night (USD)
VRBO
Historic 3+Bedroom, 3 Bath Creekside Mill Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
If you need a peaceful, healing space during your personal or professional relocation, live where you would retreat! S ...
From $366 per night (USD)
VRBO
From $236 per night (USD)
VRBO
The Peaceful Nook + Private Sauna
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Peaceful Nook, built by Zook Cabins is the perfect place for a romantic getaway, or a peaceful time in nature. The A ...
From $236 per night (USD)
VRBO
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VRBO
The Travelers Havens
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Perfect place to stay and relax! Family friendly, and right on the outskirts of Parkesburg PA! Cottage by the Pines is ...
Click For Pricing
VRBO
From $245 per night (USD)
VRBO
Cottage by the Pines
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Perfect place for a family or couple to come and enjoy Lancaster country! Cottage by the Pines is located right off of ...
From $245 per night (USD)
VRBO
From $2311 per night (USD)
VRBO
The Gathering Place
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
Your comfortable getaway awaits in West Chester at this brilliant house. With 5 bedrooms including king, queen, full, an ...
From $2311 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Quaint 1-bedroom Farmview apartment near Longwood Gardens
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Reconnect with nature, the quaint apartment is located on our vegetable farm in rural Pennsylvania, tucked away in pictu ...
From $270 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Valley Forge Historic Barn Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Built in the 1600's and used by General Casimir Pulaski as a residence during the Valley Forge Encampment. Part of the ...
From $252 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Serene Getaway w/ Trail Access in Chester Springs
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Abundant Natural Light | Easy Access to Nature | Relax on the Screened-In Porch Escape to this stunning, secluded Cheste ...
From $509 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Private Barn Retreat With Pool 1BR - 1BA - Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cozy top floor barn with central air & heat. Here you'll find a private & secluded bedroom and bathroom fit for 2. A s ...
From $207 per night (USD)
Expedia
From $468 per night (USD)
VRBO
Charming 1-bedroom cottage in Cochranville
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The School House at Blue Beagle Stays Escape to The School House, a beautifully renovated one-bedroom cottage set on a ...
From $468 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Modern Private 2-Bedroom Escape w/ Full Kitchen
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Modern, private 2-bedroom escape in a peaceful country setting featuring a full kitchen, fast Wi-Fi, stylish living spac ...
From $228 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Chester County Charm: Private Farm Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Escape to this newly renovated 3BR/2BA modern sanctuary. Experience total privacy tucked away off a peaceful farm, where ...
From $370 per night (USD)
VRBO
From $828 per night (USD)
Expedia
7BR Historic Estate | Weddings & Retreats
Bedrooms:
3
Bathrooms:
7
Sleeps:
15
A countryside estate with a story few homes in America can tell. Welcome to this unforgettable 7-bedroom historic farmh ...
From $828 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Riverfront Retreat - Convenience + Kayaks - 3 bed 2 ba
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Experience the perfect blend of small-town charm & waterfront adventure at this renovated riverfront retreat in the hear ...
From $448 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Explore Dtwn & WCU! Walkable West Chester Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Steps to Everhart Park | Bars, Bites & Seasonal Festivals Nearby | Front & Back Outdoor Spaces From vibrant weekend foo ...
From $196 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Cozy 1-bedroom apartment in Lincoln University
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover the beauty of Lincoln University from this adorable 1-bedroom apartment. Inside, guests find a comfortable king ...
From $189 per night (USD)
VRBO
From $166 per night (USD)
Expedia
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to a spacious and bright 1 bedroom, 1 bath suite tucked into the woods—your private retreat surrounded by nature ...
From $166 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Perfect 3-bedroom house with AC in quaint West Chester
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to 8 Stanton Avenue, a beautifully remodeled and fully furnished single-family home in West Chester, PA. This 3- ...
From $265 per night (USD)
VRBO

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Chester Area Rentals

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Results: 147 Rentals