Search Vacation Homes in Chester
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Chester vacation homes
#24 *Serenity* A Lakefront Cottage Retreat
#24 *Serenity* A Lakefront Cottage RetreatMiddletown
9.8 out of 10, Exceptional, (21 reviews)
"We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. "
Nichole N.
The price is AED 558
AED 1,244 total
includes taxes & fees
18 Feb - 19 Feb
Charming 2-bedroom house with WiFi, AC in lovely Waterford
Charming 2-bedroom house with WiFi, AC in lovely WaterfordWaterford
10.0 out of 10, Exceptional, (1 review)
"The home was very clean and welcoming."
Michelle M.
The price is AED 551
AED 1,354 total
includes taxes & fees
2 Feb - 3 Feb
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Gardner Lake 2 Queen/1King/2 Bath/Laundry- PrivateSalem
10.0 out of 10, Exceptional, (6 reviews)
"Place is nice would stay again "
nic
The price is AED 411
AED 1,403 total
includes taxes & fees
2 Feb - 3 Feb
Rogers Lake House (87) · CT College+Beach+USCGA
Rogers Lake House (87) · CT College+Beach+USCGAOld Lyme
10.0 out of 10, Exceptional, (5 reviews)
"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"
Hemie J.
The price is AED 369
AED 1,538 total
includes taxes & fees
5 Feb - 6 Feb
Once the old Schools house now a newly furnished Apartment
Once the old Schools house now a newly furnished ApartmentWallingford Center
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
Jeanette W.
The price is AED 422
AED 1,066 total
includes taxes & fees
2 Feb - 3 Feb
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parksWaterford
10.0 out of 10, Exceptional, (11 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
Elaine A.
The price is AED 416
AED 1,408 total
includes taxes & fees
5 Feb - 6 Feb
Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!
Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!Montville
10.0 out of 10, Exceptional, (5 reviews)
"The property was perfect for our trip. Wonderful stay and amazing contact with the hosttess. "
Redebaron 7.
The price is AED 477
AED 1,185 total
includes taxes & fees
2 Feb - 3 Feb
Thames River Cottage · Near Casinos - USCGA
Thames River Cottage · Near Casinos - USCGAMontville
10.0 out of 10, Exceptional, (2 reviews)
"A lovely quick overnight."
Bonnie H.
The price is AED 359
AED 1,089 total
includes taxes & fees
5 Feb - 6 Feb
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.
Find vacation rentals that suit your style
Villas
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Chester Hotel Reviews
Motel 6 Niantic, CT - New London
10/10 Excellent
