
House holiday rentals in Chester
Find and book unique houses on Airbnb
Top-rated house rentals in Chester
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Chester
House rentals with a pool

Modern Home in heart of Fish-town & private yard

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

Amazing pool and Hot Tub!

Breathtaking Waterfront Now booking Fall 2025

King’s place, hot tub Pool is open!

Fun for 8

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

Lakefront Guesthouse
Weekly house rentals

Tranquil Hilltop Retreat

Radiant 4-Bed Haven w/ King suite in N. Wilmington

Quaint farmhouse

Chic Single-Family Haven 4 bedrooms & 3.5 baths

Reservoir View Private Stay

Cute, cozy and convenient 2BR w/ office

Jacuzzi/Game Room/Close to Airport/Philly Stadiums

The Butler Pride
Private house rentals

Cottage w/ King Bed & Private Backyard ~ Dogs OK

The hookah spot

Very cozy 3 bedroom house close to everything

Single level home, private yard, kid/pet friendly

Charming 4BR in Historic District

Glenmar Lodge at Vincent Forge

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

Water View Historic B & B - Gift Card Included
Quick stats about house rentals in Chester
Total rentals
20 properties
Nightly prices starting at
£15 before taxes and fees
Total number of reviews
200 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Destinations to explore
- Philadelphia Holiday rentals
- Jersey Shore Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- Hudson Valley Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
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- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Pennsylvania Convention Center
- Lincoln Financial Field
- Fortescue Beach
- Citizens Bank Park
- Sesame Place
- Fairmount Park
- Penn's Landing
- Longwood Gardens
- Wells Fargo Center
- Dutch Wonderland
- Philadelphia Museum of Art
- The Franklin Institute
- Diggerland
- Philadelphia Zoo
- 30th Street Station
- Aronimink Golf Club
- French Creek State Park
- Marsh Creek State Park
- Wissahickon Valley Park
- Philadelphia Cricket Club
- Independence Hall
- Valley Forge National Historical Park
- Crystal Beach Manor, Earleville, MD
- Nockamixon State Park