Chester Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
24 Nov - 25 Nov
Tomorrow
25 Nov - 26 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Holiday 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, (82)
"Very nice cabins "
United States
Jairo
The price is HK$926
HK$1,423 total
includes taxes & fees
25 Nov - 26 Nov
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
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
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 HK$685
HK$943 total
includes taxes & fees
26 Nov - 27 Nov
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
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 HK$685
HK$943 total
includes taxes & fees
25 Nov - 26 Nov
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
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 HK$1,254
HK$4,231 total
includes taxes & fees
25 Nov - 26 Nov
Thames River Retreat · CT College+Casinos+USCGA
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 HK$553
HK$1,597 total
includes taxes & fees
25 Nov - 26 Nov
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 HK$1,494
HK$3,437 total
includes taxes & fees
25 Nov - 26 Nov
Cozy Coastal Cottage New London
Fridge, microwave, oven, dishwasher
Large Charming Historic House close to Beaches

Large Charming Historic House close to Beaches

Clinton
9.8 out of 10, Exceptional, (34)
"Great place and location. There was 8 of us and plenty of space and beds!"
United States
Sandy B.
Large Charming Historic House close to Beaches
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 HK$1,226
HK$2,488 total
includes taxes & fees
25 Nov - 26 Nov
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 HK$2,335
HK$4,024 total
includes taxes & fees
25 Nov - 26 Nov
Charming 3-bedroom ranch 1 minute from Mohegan Sun.
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 HK$1,191
HK$2,387 total
includes taxes & fees
25 Nov - 26 Nov
The Happy Hideaway, steps from Spa and 1 mile to 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 HK$1,101
HK$2,321 total
includes taxes & fees
25 Nov - 26 Nov
Private Penthouse Paradise
1 bedroom, iron/ironing board, travel cot, WiFi
Peaceful Oasis Steps from Mohegan Sun

Peaceful Oasis Steps from Mohegan Sun

Norwich
10.0 out of 10, Exceptional, (28)
"Welcoming and felt like home! Extremely clean and would love to stay in this exact location again!!! "
United States
Sandra D.
The price is HK$1,261
HK$2,378 total
includes taxes & fees
25 Nov - 26 Nov
Peaceful Oasis Steps from Mohegan Sun
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 HK$701
HK$1,664 total
includes taxes & fees
25 Nov - 26 Nov
Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise
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 HK$911
HK$2,460 total
includes taxes & fees
30 Nov - 1 Dec
Private Apartment in Berlin
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 HK$1,393
HK$2,021 total
includes taxes & fees
25 Nov - 26 Nov
Shoreline Oasis
Interior
Luxe Villa- mins from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa

Luxe Villa- mins from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa

Norwich
10.0 out of 10, Exceptional, (13)
"it was a very nice place to stay they even had popocorn for us to make love it here will stay again "
United States
jeanine
The price is HK$1,233
HK$2,443 total
includes taxes & fees
30 Nov - 1 Dec
Luxe Villa- mins from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa
Interior
Conference Room Rental no sleeping arrangements

Conference Room Rental no sleeping arrangements

Main Street Historic District
The price is HK$5,604
HK$7,246 total
includes taxes & fees
25 Nov - 26 Nov
Conference Room Rental no sleeping arrangements
Dining
Last Minute Holiday: Luxury Waterfront, Hot Tub & Private Beach

Last Minute Holiday: Luxury Waterfront, Hot Tub & Private Beach

Branford
10.0 out of 10, Exceptional, (71)
"Great family get together where we all were very comfortable. "
United States
Leanne B.
Last Minute Holiday: Luxury Waterfront, Hot Tub & Private Beach
Smart TV
1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton
9.2 out of 10, Wonderful, (36)
"Cottage itself clean, but sewage smell in bathroom. Surrounding property derelict motel with ongoing consruction. "
United States
michelle
The price is HK$560
HK$1,400 total
includes taxes & fees
1 Dec - 2 Dec
1-bedroom cottage with Grove Beach 🏖️ access.
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

10/10 Excellent
"Friendly staff, spotless’s room and very conveniently located up the street from Mohegan Sun. Very good value."
MARGARET 1-night trip
Posted 18 hours ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area

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 holiday rentals in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay. Chester is known for its waterfront and parks. Make sure you have time to check out the theatres while you're in the area.

What are some of the best holiday rentals that Chester has to offer?

Large Charming Historic House close to Beaches: This holiday home rental outside of Chester is located near the beach, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Chester?

Expedia has 3 holiday 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 holiday rental in Chester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.