Holiday Homes in Chester

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 July - 5 July
In three months
31 July - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Chester holiday homes

Dining

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$455
includes taxes & fees
11 May - 12 May
Thames River Cottage · Near Casinos - USCGA
Smart TV, books

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

Rogers Lake House (87) · CT College+Beach+USCGA
Old Lyme
10.0 out of 10, Exceptional, (6 reviews)
"Host was very responsive. Property as described. We would stay again! "
United States
john18250
The price is AU$632
includes taxes & fees
12 May - 13 May
Rogers Lake House (87) · CT College+Beach+USCGA
TV

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, (6 reviews)
"great place to stay"
United States
christopher
The price is AU$447
includes taxes & fees
12 May - 13 May
Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!
Smart TV

Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (51 reviews)
"It was cozy, clean and very close to Mohegan sun! "
United States
Lauren K.
The price is AU$420
includes taxes & fees
13 May - 14 May
Cozy, comfy,quiet &close to casinos
Private kitchen

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$526
includes taxes & fees
12 May - 13 May
Charming 2-bedroom house with WiFi, AC in lovely Waterford
Property grounds

#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (23 reviews)
"The house was cozy and comfortable. The location was great while dropping our son off at Wesleyan University for his sophomore year. The lake was a peaceful place to relax and read."
United States
julia h.
The price is AU$520
includes taxes & fees
18 May - 19 May
#24 *Serenity* A Lakefront Cottage Retreat
1 bedroom, iron/ironing board, WiFi, bed sheets

Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is AU$407
includes taxes & fees
11 May - 12 May
Once the old Schools house now a newly furnished Apartment
Smart TV, fireplace, books

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)
"Beautiful home, we enjoyed our stay. Clean, modern and had everything there we needed. Host was very attentive to our needs and was quick to respond. Looking forward to spend another long weekend there. Highly recommend!"
United States
Brenda W.
The price is AU$595
includes taxes & fees
11 May - 12 May
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Beach nearby

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, (19 reviews)
"Needed an inexpensive place to stay for a trade show event. This was 20 minutes from Mohegan and perfect for me and an employee. "
United States
Hippy P.
The price is AU$361
includes taxes & fees
13 May - 14 May
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Beach nearby

Insta-worthy Couples Retreat: Perfect for romantic getaway!

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (56 reviews)
"Adorable cottage. Nice location. "
United States
Janet B.
The price is AU$375
includes taxes & fees
18 May - 19 May
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Smart TV

#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$624
includes taxes & fees
11 May - 12 May
#29 - Modern 5 Bedroom/2 Bath
Terrace/patio

Thames River Retreat · CT College+Casinos+USCGA

Thames River Retreat · CT College+Casinos+USCGA
Waterford
10.0 out of 10, Exceptional, (21 reviews)
"Only stayed for 1 night but the house was clean and had what our group needed. Beautiful location. "
United States
Alexander L.
The price is AU$1,158
includes taxes & fees
13 May - 14 May
Thames River Retreat · CT College+Casinos+USCGA
Interior

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

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Salem
9.8 out of 10, Exceptional, (10 reviews)
"Place is nice would stay again "
United States
nic
The price is AU$597
includes taxes & fees
14 May - 15 May
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Exterior

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$777
includes taxes & fees
11 May - 12 May
Winner's Getaway - 2mi to Mohegan Sun
Beach nearby

The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic
East Lyme
9.2 out of 10, Wonderful, (5 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$564
includes taxes & fees
12 May - 13 May
The Bay Cottage · Rocky Neck Park, Beach & Niantic
Microwave, oven, stovetop, dishwasher

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$635
includes taxes & fees
12 May - 13 May
Entire Vacation Home in Waterford Connecticut
Terrace/patio

Tranquil Farmhouse Retreat

Tranquil Farmhouse Retreat
Montville
9.8 out of 10, Exceptional, (22 reviews)
"We had a great stay during the Thanksgiving holiday. We were able to enjoy the space of the house and the close proximity to Mohegan Sun."
United States
Allison R.
The price is AU$1,132
includes taxes & fees
1 June - 2 June
Tranquil Farmhouse Retreat
Smart TV, books

Charming 3-bedroom ranch 1 minute from Mohegan Sun.

Charming 3-bedroom ranch 1 minute from Mohegan Sun.
Montville
10.0 out of 10, Exceptional, (18 reviews)
"This really is a charming ranch. The beds were clean and comfortable. Kitchen and bath were very clean. Easy access, easy to find and great location for a casino weekend. "
United States
Jennifer F.
The price is AU$849
includes taxes & fees
12 May - 13 May
Charming 3-bedroom ranch 1 minute from Mohegan Sun.
Fridge, microwave, oven, stovetop

Luxury, New, Quiet - King Beds, 5 minutes to Mohegan Sun

Luxury, New, Quiet - King Beds, 5 minutes to Mohegan Sun
Montville
9.8 out of 10, Exceptional, (9 reviews)
"Great location in close proximity to the casino. "
United States
Brian B.
The price is AU$670
includes taxes & fees
25 May - 26 May
Luxury, New, Quiet - King Beds, 5 minutes to Mohegan Sun
Property grounds

Riverfront Home with a View!

Riverfront Home with a View!
Groton
9.6 out of 10, Exceptional, (80 reviews)
"We enjoyed our time at your home! It’s a beautiful spot on the Thames. Great space to cook and visit with friends and family! "
United States
Kim S.
The price is AU$1,286
includes taxes & fees
18 May - 19 May
Riverfront Home with a View!
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

Inn at Middletown

Inn at Middletown

10/10 Excellent
"."
Adela 1-night trip
Posted 1 hour ago
Inn at Middletown

Find out more about Chester

Chester Holiday Homes information

Number of reviews
362
Accommodation
351 Holiday Homes
Lowest Price
AU$361
Highest Price
AU$1,286