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Chester Vacation Rentals

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Check prices for these dates

Tonight
Jul 13 - Jul 14
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Jul 14 - Jul 15
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Jul 18 - Jul 20
In two weeks
Jul 25 - Jul 27

Vacation Rentals in Chester

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Enjoy cooking in this kitchen with a central island, herringbone tile backsplash, and stainless steel appliances.

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

10.0 out of 10, Exceptional, (7)
"Open concept home beautiful with private yard space. It was perfect for our stay"
The price is CA $238
CA $634 total
includes taxes & fees
Jul 14 - Jul 15
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Cozy Coastal Cottage.
Enjoy meals in the kitchen with a central island, stove, and microwave, and dine at the wooden table with comfortable chairs.

Cozy Coastal Cottage.

9.4 out of 10, Exceptional, (6)
"What a beautiful remodeled house. Cozy and very quiet neighborhood, close to restaurants. "
The price is CA $325
CA $690 total
includes taxes & fees
Jul 14 - Jul 15
Cozy Coastal Cottage.
Queen, exclusive Bath, Free Wi-Fi, Self check in
Room

Queen, exclusive Bath, Free Wi-Fi, Self check in

The price is CA $136
CA $183 total
includes taxes & fees
Jul 14 - Jul 15
Queen, exclusive Bath, Free Wi-Fi, Self check in
Spacious master bedroom with a queen and full bed, 2 blocks from Route 95
Relax in this cozy space with a large bed, bedside table, and desk area.

Spacious master bedroom with a queen and full bed, 2 blocks from Route 95

The price is CA $154
CA $205 total
includes taxes & fees
Jul 14 - Jul 15
Spacious master bedroom with a queen and full bed, 2 blocks from Route 95
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Enjoy a serene beach experience with access to the shore.

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

7.8 out of 10, Good, (9)
"loved the property!"
The price is CA $193
CA $408 total
includes taxes & fees
Jul 16 - Jul 17
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Thames River Retreat · CT College+Casinos+USCGA
Relax on the deck with a sofa and chair, taking in the serene views of the lake and surrounding hills.

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (5)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is CA $171
CA $681 total
includes taxes & fees
Jul 20 - Jul 21
Thames River Retreat · CT College+Casinos+USCGA
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing
Welcome to our hotel lobby, featuring a high ceiling, polished reception desk, and a glass display case showcasing breakfast items.

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

7.0 out of 10, Good, (2)
"The listing states a 1 bedroom, don’t be confused thinking there is a room with a door and then another room, as it’s just a single room with a bed. There was one gentleman that was very blunt and rude with his words. I unfortunately dealt with him prior to my visit, via phone, and once I got there. However, I had interaction with two others and the experience with them was very pleasant! Breakfast staff was extremely welcoming and friendly! (They check your paper for breakfast- be sure to bring...
The price is CA $120
CA $165 total
includes taxes & fees
Jul 14 - Jul 15
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing
Regency Inn and Suites - Non Smoking Double Bed with Kitchen
Enjoy cooking in this well-equipped kitchen with a long countertop, coffee machine, and refrigerator.

Regency Inn and Suites - Non Smoking Double Bed with Kitchen

6.0 out of 10, (2)
"The lobby is full of stains and not clean. The stairs to yu"
The price is CA $134
CA $181 total
includes taxes & fees
Jul 18 - Jul 19
Regency Inn and Suites - Non Smoking Double Bed with Kitchen
Regency Inn and Suites - Handicapped Non Smoking King
Enjoy cooking and dining in this well-equipped kitchen with a central island buffet station, refrigerator, and coffee machine.

Regency Inn and Suites - Handicapped Non Smoking King

The price is CA $120
CA $165 total
includes taxes & fees
Jul 14 - Jul 15
Regency Inn and Suites - Handicapped Non Smoking King
Regency Inn and Suites - No Smoking Double Bed
Enjoy a home-cooked meal in this well-equipped kitchen with a central island and ample counter space.

Regency Inn and Suites - No Smoking Double Bed

The price is CA $120
CA $165 total
includes taxes & fees
Jul 14 - Jul 15
Regency Inn and Suites - No Smoking Double Bed
Regency Inn and Suites - Handicapped Non Smoking Double Bed
Enjoy a well-equipped kitchen with a long counter, perfect for preparing meals and snacks.

Regency Inn and Suites - Handicapped Non Smoking Double Bed

The price is CA $120
CA $165 total
includes taxes & fees
Jul 14 - Jul 15
Regency Inn and Suites - Handicapped Non Smoking Double Bed
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Welcome to our hotel lobby, featuring a long reception desk, food and beverage dispensers, and a stunning chandelier.

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

6.0 out of 10, (4)
"Really convenient location breakfast was good. Rooms were clean."
The price is CA $120
CA $165 total
includes taxes & fees
Jul 14 - Jul 15
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Regency Inn and Suites - Non-Smoking Double Bed With Kitchen
Two single beds with white bedding and a headboard, a nightstand with a lamp, and a window with sheer curtains.

Regency Inn and Suites - Non-Smoking Double Bed With Kitchen

The price is CA $134
CA $181 total
includes taxes & fees
Jul 18 - Jul 19
Regency Inn and Suites - Non-Smoking Double Bed With Kitchen
Regency Inn and Suites - Suite Non Smoking King
Welcome to our hotel lobby, featuring a long reception counter with food and beverage options, a storage cabinet, and a stunning chandelier.

Regency Inn and Suites - Suite Non Smoking King

The price is CA $168
CA $221 total
includes taxes & fees
Jul 14 - Jul 15
Regency Inn and Suites - Suite Non Smoking King
Regency Inn and Suites - Suite Non Smoking Double Bed
Enjoy cooking in this well-equipped kitchen with a long countertop, coffee machine, and refrigerator.

Regency Inn and Suites - Suite Non Smoking Double Bed

The price is CA $168
CA $221 total
includes taxes & fees
Jul 14 - Jul 15
Regency Inn and Suites - Suite Non Smoking Double Bed
Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!
Outdoor dining

Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!

10.0 out of 10, Exceptional, (1)
"Great quiet location for our mini vaca. The owner was responsive with any questions and had all the amenities and more that we might need ready for us. The beds and furniture were comfy and clean. Thanks for an enjoyable stay!"
The price is CA $215
CA $491 total
includes taxes & fees
Jul 16 - Jul 17
Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!
Thames River Cottage · Near Casinos - USCGA
Relax in this stylish living room with a sofa, coffee table, and side table, offering a view of the water and outdoor area.

Thames River Cottage · Near Casinos - USCGA

10.0 out of 10, Exceptional, (1)
"Adam was super responsive to all questions and the small cottage on the water was the perfect location for a quick getaway! We will be back!"
The price is CA $252
CA $563 total
includes taxes & fees
Jul 23 - Jul 24
Thames River Cottage · Near Casinos - USCGA
Regency Inn and Suites - Non Smoking King
Enjoy cooking in this well-equipped kitchen with a long counter, refrigerator, and coffee machine.

Regency Inn and Suites - Non Smoking King

7.0 out of 10, Good, (2)
"Roadway and parking could use some repairs"
The price is CA $120
CA $165 total
includes taxes & fees
Jul 14 - Jul 15
Regency Inn and Suites - Non Smoking King
Charming 3-bedroom ranch 1 minute from Mohegan Sun.
Enjoy al fresco dining on the deck with a barbecue grill and comfortable seating.

Charming 3-bedroom ranch 1 minute from Mohegan Sun.

2.0 star property
9.8 out of 10, Exceptional, (9)
"Everything was great. Perfect location. Pleased with the stay."
The price is CA $411
CA $708 total
includes taxes & fees
Jul 14 - Jul 15
Charming 3-bedroom ranch 1 minute from Mohegan Sun.
Charming 2-bedroom house in marvelous Montville with WiFi, AC
Enjoy outdoor dining or relaxation on this deck with a glass-top table and four chairs, offering a view of the house.

Charming 2-bedroom house in marvelous Montville with WiFi, AC

9.0 out of 10, Wonderful, (2)
"Perfect!"
Charming 2-bedroom house in marvelous Montville with WiFi, AC
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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Frequently asked questions

Are there vacation rentals in Chester?

Yes, we offer vacation rentals close to well known sights in Chester, or you can go with a more secluded option if you'd like a relaxing place to stay. Chester is known for its waterfront and parks. Make sure you have time to check out the theaters while you're in the area.

What are some of the best vacation rentals in Chester?

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access: This vacation home near Chester is equipped with an indoor pool, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Chester?

Expedia has 3 vacation rentals for your stay in Chester.

What’s there to see and do in Chester?

Connecticut River and Connecticut Valley Railroad State Park Trail are a couple of scenic spots to enjoy the outdoors, whereas Norma Terris Theater is one of the cultural attractions. Chester Creek Marina and Gillette Castle State Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Chester like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Chester. Vacation rentals offer extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.