Chester Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Chester

Exterior
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2.0 star property
East Haddam
9.6 out of 10, Exceptional, (85)
"Very nice cabins "
United States
Jairo
The price is ￥17,057
￥26,771 total
includes taxes & fees
Dec 7 - Dec 8
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
1 bedroom, WiFi, bed sheets
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

New London
10.0 out of 10, Exceptional, (7)
"We had a good experience staying with host, William. Going in and out of our unit was easy with the codes provided. The croissants provided for breakfast were large and delicious. We would stay there again."
United States
Ronald H.
The price is ￥13,689
￥18,854 total
includes taxes & fees
Dec 3 - Dec 4
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
Interior
Rustic Lakeside Cabin at White Gate Farm

Rustic Lakeside Cabin at White Gate Farm

East Lyme
10.0 out of 10, Exceptional, (123)
"5-star lake view. Amazing stay. we absolutely enjoyed visiting this farm every year. "
United States
Mariya S.
Rustic Lakeside Cabin at White Gate Farm
Property grounds
Thames River Retreat · CT College+Casinos+USCGA

Thames River Retreat · CT College+Casinos+USCGA

Waterford
10.0 out of 10, Exceptional, (17)
"We stayed for my Bachelor trip and it was a very good location regarding the casinos which is what we mainly visited for. The house was awesome and the backyard and river access was a huge plus. I would recommend this house to anyone looking to stay in the area near Foxwoods or Mohegan"
United States
John C.
The price is ￥27,172
￥87,504 total
includes taxes & fees
Dec 3 - Dec 4
Thames River Retreat · CT College+Casinos+USCGA
1 bedroom, WiFi, bed sheets
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

New London
9.6 out of 10, Exceptional, (12)
"William was very thorough with our check in and a pleasure to deal with"
United States
Catherine
The price is ￥13,689
￥18,854 total
includes taxes & fees
Dec 3 - Dec 4
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
Outdoor pool, a heated pool
Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

Norwich
10.0 out of 10, Exceptional, (39)
"Everything was easy .. comfortable host was very helpful and communicable. "
United States
Cathleen S.
The price is ￥18,901
￥39,354 total
includes taxes & fees
Dec 8 - Dec 9
Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise
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, (15)
"Easy access. We loved our short stay. I would return again. "
United States
Suzanne M.
The price is ￥9,100
￥29,499 total
includes taxes & fees
Dec 3 - Dec 4
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Fridge, microwave, oven, stovetop
Cozy Coastal Cottage New London

Cozy Coastal Cottage New London

New London
9.4 out of 10, Exceptional, (10)
"It was the perfect little place for a night away from the kids. "
United States
Tonya B.
The price is ￥29,868
￥68,683 total
includes taxes & fees
Dec 6 - Dec 7
Cozy Coastal Cottage New London
Pool
The Happy Hideaway, steps from Spa and 1 mile to Mohegan Sun

The Happy Hideaway, steps from Spa and 1 mile to Mohegan Sun

Norwich
10.0 out of 10, Exceptional, (6)
"Nice alternative to hotel … after casino show ….would definitely come back !"
United States
Andrew
The price is ￥24,501
￥48,361 total
includes taxes & fees
Dec 7 - Dec 8
The Happy Hideaway, steps from Spa and 1 mile to Mohegan Sun
Property grounds
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

Norwich
10.0 out of 10, Exceptional, (40)
"Great place to crash for a night when in town"
United States
Brendan H.
The price is ￥24,501
￥49,566 total
includes taxes & fees
Dec 8 - Dec 9
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Property grounds
Charming 3-bedroom ranch 1 minute from Mohegan Sun.

Charming 3-bedroom ranch 1 minute from Mohegan Sun.

2.0 star property
Montville
10.0 out of 10, Exceptional, (14)
"Great place! Super clean and easy check in. Plenty of parking."
United States
Daniel W.
The price is ￥46,668
￥79,958 total
includes taxes & fees
Dec 8 - Dec 9
Charming 3-bedroom ranch 1 minute from Mohegan Sun.
Pool
Private Penthouse Paradise

Private Penthouse Paradise

Norwich
7.6 out of 10, Good, (4)
"I like the quiet and peaceful setting the place was a litte smaller than it sounded, the people were friendly and kind if i was to do this again i would perfer bigger accommodations . I enjoyed the pool & hottub we had a very good stay"
United States
Edward
The price is ￥22,004
￥46,383 total
includes taxes & fees
Dec 8 - Dec 9
Private Penthouse Paradise
Exterior
Shoreline Oasis

Shoreline Oasis

Clinton
9.2 out of 10, Wonderful, (7)
"Everything was as advertised or better. Lovely quiet area near beautiful beaches and great restaurants. We had a terrific experience. "
United States
Tom S.
The price is ￥27,845
￥40,539 total
includes taxes & fees
Dec 3 - Dec 4
Shoreline Oasis
Interior
Conference Room Rental no sleeping arrangements

Conference Room Rental no sleeping arrangements

Main Street Historic District
The price is ￥112,003
￥144,826 total
includes taxes & fees
Dec 6 - Dec 7
Conference Room Rental no sleeping arrangements
Smart TV, fireplace, stereo
Newly Renovated Loft Villa at Norwich Spa, minutes to Mohegan Sun

Newly Renovated Loft Villa at Norwich Spa, minutes to Mohegan Sun

2.0 star property
Norwich
10.0 out of 10, Exceptional, (24)
"Absolutely beautiful and calm space! "
United States
Ayana
The price is ￥32,901
￥66,771 total
includes taxes & fees
Dec 10 - Dec 11
Newly Renovated Loft Villa at Norwich Spa, minutes to Mohegan Sun
Outdoor dining
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

2.0 star property
Waterford
10.0 out of 10, Exceptional, (14)
"The property was amazing. The house was very clean and the game room was really fun. It was a very cute place and the backyard was perfect for sitting outside in the afternoon. The beds were really soft and comfortable as well."
United States
Jorie M.
The price is ￥22,256
￥46,992 total
includes taxes & fees
Dec 3 - Dec 4
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Pool
Luxury 8BR Winter Wonderland • Sleeps 22 • Indoor Fireplaces & Ocean Views

Luxury 8BR Winter Wonderland • Sleeps 22 • Indoor Fireplaces & Ocean Views

New London
10.0 out of 10, Exceptional, (45)
"Comfortable and very spacious house - was great for our family reunion. Close to lots of fun things and nice views of water. "
United States
zachary b.
The price is ￥72,335
￥143,776 total
includes taxes & fees
Dec 3 - Dec 4
Luxury 8BR Winter Wonderland • Sleeps 22 • Indoor Fireplaces & Ocean Views
Exterior
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn

Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn

Madison
10.0 out of 10, Exceptional, (36)
"We had a wonderful time here!! "
United States
Leslie S.
The price is ￥38,733
￥49,541 total
includes taxes & fees
Dec 3 - Dec 4
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
Dining
Coastal Holiday Retreat: Luxury Waterfront, Hot Tub & Private Beach

Coastal Holiday Retreat: Luxury Waterfront, Hot Tub & Private Beach

Branford
10.0 out of 10, Exceptional, (71)
"We had a wonderful vacation!! The house was perfect, check in couldn’t have easier and the views couldn’t have been better. A perfect summer getaway."
United States
Mike S.
Coastal Holiday Retreat: Luxury Waterfront, Hot Tub & Private Beach
Fridge, microwave, oven, stovetop
Private Apartment in Berlin

Private Apartment in Berlin

2.0 star property
Berlin
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
The price is ￥18,201
￥49,165 total
includes taxes & fees
Dec 7 - Dec 8
Private Apartment in Berlin
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

Holiday Inn Norwich by IHG

Holiday Inn Norwich by IHG

10/10 Excellent
"I was very pleased to be there. The front desk attendant girls were very polity, kind and helpful. "
Maria 1-night trip
Posted 2 days ago
Holiday Inn Norwich by IHG

Find out more about Chester

Search for holiday rentals in Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

  • View our selection of featured holiday rentals in Chester
  • Use the map to find apartments and other holiday homes in the Chester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chester while they last

Look no further and take a look at our great range of rental properties in Chester!

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?

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA: This vacation home rental near Chester is located next to a golf course and offers a garden, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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?

Cultural attractions include Norma Terris Theater, whereas Connecticut River is a spot to enjoy nature. While here, Connecticut Valley Railroad State Park Trail and Chester Creek Marina are other places worth a visit.

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.