Chester Vacation Rentals

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Next weekend
Aug 8 - Aug 10
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Aug 29 - Aug 31
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Sep 26 - Sep 28

Browse Select Chester Vacation Homes

Hope House - Christian Retreat
Enjoy cooking in this well-equipped kitchen with a central island, bar stools, and dining area.

Hope House - Christian Retreat

10.0 out of 10, Exceptional, (19)
"The place was even better than expected."
Hope House - Christian Retreat
Cheerful cozy lake retreat - Newly Renovated in 2025 - New Floors and New HVAC
Cozy cabin with a brick chimney, front porch, and wooden stairs, set amidst a serene natural setting.

Cheerful cozy lake retreat - Newly Renovated in 2025 - New Floors and New HVAC

10.0 out of 10, Exceptional, (1)
"Exellent!!!!! Peaceful and quiet retreat. Just far enough into the country yet close enough to town. Property is more than accommodating. Everything was above and beyond our expectations. Customer service is top- notch!!!!!! Excellent place to just leave all your cares behind and relax and enjoy. An Amazing Gem!!!!! Look this one up for your next adventure, will not disappoint."
Cheerful cozy lake retreat - Newly Renovated in 2025 - New Floors and New HVAC
Genesis House - Christian Retreat
Kitchen features a dishwasher, coffee maker, and refrigerator, with a window above the sink.

Genesis House - Christian Retreat

10.0 out of 10, Exceptional, (44)
"This was our second time staying here. It is a beautiful property and house. We will always stay here when visiting if it is available. "
Genesis House - Christian Retreat
The Sweet Pea Tiny Home
Exterior

The Sweet Pea Tiny Home

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice place and the tiny home was well-taken care of."
The Sweet Pea Tiny Home
Revelation House
Enjoy cooking in this well-lit kitchen with a central island and stainless steel appliances.

Revelation House

2.0 star property
9.6 out of 10, Exceptional, (5)
"Nice quite place. Great to unwind and the host was very attentive. I would definitely stay there again."
Revelation House
Unplug and unwind in this tiny home featured on Season 1 HGTV Tiny house hunter.
Interior

Unplug and unwind in this tiny home featured on Season 1 HGTV Tiny house hunter.

10.0 out of 10, Exceptional, (1)
"A place to get away like no other. Perfect if you want privacy and full quietness from the outside world. Plus it’s beyond beautiful "
Unplug and unwind in this tiny home featured on Season 1 HGTV Tiny house hunter.
The Rosebud Tiny Home
1 bedroom, desk, free WiFi, bed sheets

The Rosebud Tiny Home

10.0 out of 10, Exceptional, (1)
"Excellent place to rest and reset. The property was Beautiful, the Farm is the Bonus. I woke up every morning to a beautiful sunrise & animal sounds which was therapeutic. Me & my Husband highly recommend."
The Rosebud Tiny Home
Silo on the farm
Smart TV, fireplace

Silo on the farm

10.0 out of 10, Exceptional, (1)
Silo on the farm
Daisy One of a kind Tiny home
Pool

Daisy One of a kind Tiny home

10.0 out of 10, Exceptional, (2)
"Visiting friends and found The Daisey on VRBO. Great price! Awesome place to stay!"
Daisy One of a kind Tiny home
River side retreat, whole house
Relax in this serene sunroom with a forest view, featuring a wicker chair, floral sofa, and wooden bench.

River side retreat, whole house

River side retreat, whole house
Delightful Two Bedroom Vacation Home on River Side
Relax on the deck surrounded by a serene natural landscape and lush garden.

Delightful Two Bedroom Vacation Home on River Side

Delightful Two Bedroom Vacation Home on River Side
Charming 3-bedroom house with WiFi, AC in Eastman
Charming cottage with a front door, window, and grill, set amidst lush greenery.

Charming 3-bedroom house with WiFi, AC in Eastman

Charming 3-bedroom house with WiFi, AC in Eastman
The Bellevue House
2 bedrooms, WiFi, bed sheets

The Bellevue House

The Bellevue House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Fairfield Inn & Suites by Marriott Dublin

Fairfield Inn & Suites by Marriott Dublin

10/10 Excellent
"The breakfast as usual, better than cracker barrel, very fine selection. Room was quiet and clean."
Jack W. 3-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Dublin