Ahoy There
8 guests
4 bedrooms
Shelter Island, The Hamptons
This Hamptons home does island life the modern way. In the mornings, hit up the local farmers’ markets and seafood shops.
Rent Luxury Accommodation in Chester
We selected the 942 homes worth renting in this location
Home spotlights in Chester
Cottontail Creek
4 guests
2 bedrooms
Shandaken, New York
Fill your lungs with the scent of freshly chopped firewood as you step from the crisp Catskills mountain air into this gabled-roofed cottage. Whether you're a couple seeking stolen moments or a group of friends in search of calm, you'll find what you're looking for here.
Hamlet
8 guests
5 bedrooms
Miller Place, Brookhaven
An understated colonial-style home is the perfect setting for a Northeastern getaway. It's reminiscent of a family heirloom, with history seeping through the walls.
The Great Harvest
34 guests
10 bedrooms
Coolbaugh Township, Monroe County
Tucked away near Tobyhanna State Park and with valleys, mountains and forests all a short drive away, this home is perfectly situated for the adventurous. While it has a rather basic interior, we think with a full roster of guests, you may not notice.
We selected the top 3% holiday homes in Chester Accommodation
Explore the 942 most perfect homes in our collection
View on map
Check upcoming rates & availability for Chester Accommodation
Frequently asked questions
Similar destinations
Take a look at our exclusive collection of luxury Accommodation in Chester, and find your dream home. Each and every listing on our site has passed a vigorous testing process with flying colours, which is why we can be so certain that our collection is the best of the best. Only 3% of homes will ever make it onto Plum Guide, emphasising our incredibly high standards and making your job as easy as possible. Every home comes fully furnished with a perfectly-equipped kitchen, essential bathroom toiletries, and all linen included, so you will find everything you need. Get in contact with our friendly team of experts, whose sole purpose is to find you your ideal home, and book your stay in the finest Chester Accommodation for Rent.
Search our collection