Holiday Homes in Chester

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Our top choices for Chester holiday homes

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Salem
10.0 out of 10, Exceptional, (6 reviews)
"Place is nice would stay again "
United States
nic
The price is AU$539
includes taxes & fees
9 Feb - 10 Feb
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Charming 2-bedroom house with WiFi, AC in lovely Waterford

Charming 2-bedroom house with WiFi, AC in lovely Waterford
Waterford
10.0 out of 10, Exceptional, (1 review)
"The home was very clean and welcoming."
United States
Michelle M.
The price is AU$521
includes taxes & fees
9 Feb - 10 Feb
Charming 2-bedroom house with WiFi, AC in lovely Waterford

Thames River Cottage · Near Casinos - USCGA

Thames River Cottage · Near Casinos - USCGA
Montville
10.0 out of 10, Exceptional, (2 reviews)
"A lovely quick overnight."
United States
Bonnie H.
The price is AU$421
includes taxes & fees
11 Feb - 12 Feb
Thames River Cottage · Near Casinos - USCGA

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. "
United States
Redebaron 7.
The price is AU$459
includes taxes & fees
9 Feb - 10 Feb
Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!

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 parks
Waterford
10.0 out of 10, Exceptional, (11 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is AU$540
includes taxes & fees
9 Feb - 10 Feb
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Rogers Lake House (87) · CT College+Beach+USCGA

Rogers Lake House (87) · CT College+Beach+USCGA
Old Lyme
10.0 out of 10, Exceptional, (5 reviews)
"We were very comfortable during our stay. The amenities at the house and in the vicinity were great. Our hosts were very responsive in answering our questions. We watched the World Series on the large screen TV in the den. All the family members we had stay with us during the week had ample space to sleep and stretch out. We loved the Yoga studio too. Many thanks!"
United States
Nicole B.
The price is AU$591
includes taxes & fees
17 Feb - 18 Feb
Rogers Lake House (87) · CT College+Beach+USCGA

The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic
East Lyme
9.0 out of 10, Wonderful, (4 reviews)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
The price is AU$516
includes taxes & fees
9 Feb - 10 Feb
The Bay Cottage · Rocky Neck Park, Beach & Niantic

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
New London
8.0 out of 10, Very good, (17 reviews)
"Very cute house with nice extra touches like 2 bottles of water and new toothpaste (perfect because we forgot ours!). "
United States
Christie P.
The price is AU$315
includes taxes & fees
23 Feb - 24 Feb
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (20 reviews)
"A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!"
United States
Harmony R.
The price is AU$331
includes taxes & fees
9 Feb - 10 Feb
Family Stays: Middletown, CT

Shantok Queen suites walk to Mohegan casino/Wi-Fi

Shantok Queen suites walk to Mohegan casino/Wi-Fi
Montville
10.0 out of 10, Exceptional, (2 reviews)
"This was just a quick one night, Stay. As we were at the casino for a concert. The house was a great location clean, access was easy. Everything was as was stated on the website. I would definitely stay there again."
United States
Anonymous traveller
The price is AU$552
includes taxes & fees
9 Feb - 10 Feb
Shantok Queen suites walk to Mohegan casino/Wi-Fi

#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
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. "
United States
Nichole N.
The price is AU$462
includes taxes & fees
22 Feb - 23 Feb
#24 *Serenity* A Lakefront Cottage Retreat

Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.6 out of 10, Exceptional, (48 reviews)
"Great place to stay. I have nothing bad to say about the place."
United States
Jose M.
The price is AU$390
includes taxes & fees
17 Feb - 18 Feb
Cozy, comfy,quiet &close to casinos

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
Clinton
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
United States
Elya D.
The price is AU$701
includes taxes & fees
22 Feb - 23 Feb
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

Cozy Guest Suite in Historic Home

Cozy Guest Suite in Historic Home
Middletown
10.0 out of 10, Exceptional, (1 review)
"Perfect for a single traveler. Clean, roomy, quaint room. "
United States
Brooke
The price is AU$308
includes taxes & fees
10 Feb - 11 Feb
Cozy Guest Suite in Historic Home

Private Apartment in Berlin

Private Apartment in Berlin
Berlin
9.2 out of 10, Wonderful, (5 reviews)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
United States
Daniel L.
The price is AU$415
includes taxes & fees
9 Feb - 10 Feb
Private Apartment in Berlin

Winner's Getaway - 2mi to Mohegan Sun

Winner's Getaway - 2mi to Mohegan Sun
Westside Norwich
10.0 out of 10, Exceptional, (12 reviews)
"Close to casino, would recommend"
United States
Joe M.
The price is AU$770
includes taxes & fees
9 Feb - 10 Feb
Winner's Getaway - 2mi to Mohegan Sun

Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is AU$765
includes taxes & fees
10 Feb - 11 Feb
Beachside Bliss w/ Game Room, Gym & Golf Green

Entire Vacation Home in Waterford Connecticut

Entire Vacation Home in Waterford Connecticut
Waterford
8.8 out of 10, Excellent, (3 reviews)
"Located so perfectly close to everything we wanted to do on vacation. The house was so clean and comfortable. Communication with the owner was A++. The neighbors were even so friendly and waving/smiling. It felt as if we were home. If we come back to that area again we hope this place will be available. "
United States
Jennifer A.
The price is AU$602
includes taxes & fees
9 Feb - 10 Feb
Entire Vacation Home in Waterford Connecticut

#29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.4 out of 10, Exceptional, (6 reviews)
"Great place! "
United States
Gail R.
The price is AU$564
includes taxes & fees
9 Feb - 10 Feb
#29 - Modern 5 Bedroom/2 Bath

Stylish Modern Stay Steps from the Ocean

Stylish Modern Stay Steps from the Ocean
Clinton
10.0 out of 10, Exceptional, (1 review)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
The price is AU$478
includes taxes & fees
14 Feb - 15 Feb
Stylish Modern Stay Steps from the Ocean
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

Find out more about Chester

Chester Holiday Homes information

Number of reviews
123
Accommodation
364 Holiday Homes
Lowest Price
AU$308
Highest Price
AU$770