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Holiday Rentals in Chester

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Holiday Rentals in Chester

Indoor pool, a heated pool
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
10.0 out of 10, Exceptional, (13)
"We just returned and loved our time at the villa! We chose to stay here for 2 nights of concerts at Mohegan sun and could not have been happier! The property is clean, comfortable and has everythign you could need. The snacks and water were a welcomed treat! Taylor was so accomodating and we hope to return one day!"
The price is €304
includes taxes & fees
7 May - 8 May
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Property grounds
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
10.0 out of 10, Exceptional, (2)
"This VRBO was very Comfortable. Old Rustic House thats Been Upgraded with Modern Accomodations. We felt Very Relaxed here. We cooked Dinner /Breakfast . and enjoyed some Livation. Sitting area outside was perfect. . and we slept well.. . The only thing we were surprised about was the On Street Parking for unloading. And the Stairs at the Entrance.. Not Handicap Accesibble. But, in the end.. We were very happy. And will stay again. No Problem"
The price is €256
includes taxes & fees
22 May - 23 May
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Pool
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (11)
"Our floors were being refinished so we needed a place to stay for a week with our dog. The cottage was perfect for our needs, with plenty of space to walk our dog."
Private Guest House w/ Deck + Spectacular Views!
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Interior
Rustic Lakeside Cabin at White Gate Farm
10.0 out of 10, Exceptional, (90)
"Amazing place. Amazing hosts."
Rustic Lakeside Cabin at White Gate Farm
Smart TV, fireplace
Patchogue River Retreat, 8 minute walk to West Beach
10.0 out of 10, Exceptional, (6)
"House was very nice. Location is great. Easy walk to beach and convenient to Westbrook center."
Patchogue River Retreat, 8 minute walk to West Beach
Property grounds
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (110)
"I stayed at this amazing studio cottage with my girlfriend for 2 nights for her birthday. Our hosts, Liz and Adam were simply amazing. They allowed us an early check in and a late check out. Liz even brought out bicycles for us to use to tour around the neighborhood and ride along the shore line. Because it was my girlfriends birthday (or maybe they just do this), they had Prosecco and Orange Juice plus beer and cheese and other snacks for us when we arrived. The cottage is adorable, perfect...
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Pool
Ocean Beach Family Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>
10.0 out of 10, Exceptional, (10)
"We had a big group with all different ages. Everybody enjoyed their stay. The home was clean, comfortable, and very thoughtfully decorated. The pool table, poker table and Pac-Man kept us all entertained during out time there. Hosts were friendly and responsive."
Ocean Beach Family Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>
Pool
Spacious Oceanview Villa (Sleeps 22)
10.0 out of 10, Exceptional, (20)
"My now Wife and I stayed here with our entire wedding party as an alternative from a hotel. This was such an amazing experience, the layout of the house was beautiful and allowed every member to have not only their own sleeping quarters, but private space as well. We were a group of 20 people so options are limited, but this home was a no brainer. Not only was it beautiful, but also functional with a HUGE dining room table and living area on the second floor for the majority of our guests to be...
Spacious Oceanview Villa (Sleeps 22)
3 bedrooms, desk, iron/ironing board, WiFi
The Bay Cottage · Rocky Neck Park, Beach & Niantic
10.0 out of 10, Exceptional, (5)
"I booked this for a sister weekend. It was perfect for what we needed. It appears that the house was built to be a summer getaway, so it is pretty basic and no frills and comes with all the creaks and quicks of an older house. The living room is perfect for hanging out and the four chairs make it easy to rearrange to suit your needs. The kitchen is nicely stocked with everything you would need to stay with a family and the dining room is spacious enough to easily accommodate everyone staying...
The price is €427
includes taxes & fees
5 May - 6 May
The Bay Cottage · Rocky Neck Park, Beach & Niantic
Beach nearby, sun-loungers, beach towels
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
10.0 out of 10, Exceptional, (88)
"Positive experience, great location, and cozy accommodations for a centrally located family weekend."
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
4 bedrooms, iron/ironing board, WiFi, bed sheets
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, (80)
"The house is beautiful! Clean and organized. We had everything we needed and the view is incredible. We enjoyed the deck very much. So relaxing. My daughter (the bride) and her friends enjoyed getting ready there in the morning. I can’t say enough good things about this house."
Waterfront Cottage in Branford
Exterior
PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO
10.0 out of 10, Exceptional, (43)
"Condo was great!"
The price is €227
includes taxes & fees
9 May - 10 May
PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO
Interior
Villa Noir- 3 min from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa
10.0 out of 10, Exceptional, (1)
"Loved the condo, clean and comfortable, easy communication with the owners. The bed was/is a full though, not a queen, so bear that in mind when booking."
The price is €294
includes taxes & fees
8 May - 9 May
Villa Noir- 3 min from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa
Fridge, microwave, oven, stovetop
Spacious, beautiful home. 5-min walk to beach. 1 min to Water's Edge Resort!
10.0 out of 10, Exceptional, (40)
"Very nice place. Would definitely stay there again (actually this our second stay at the property). Clean, well equipped and the pictures are accurate."
Spacious, beautiful home. 5-min walk to beach. 1 min to Water's Edge Resort!
Property grounds
Beautiful 4BR Beach House with Private Beach Access.
10.0 out of 10, Exceptional, (63)
"Very comfortable house with comfortable beds. It was great to have 4 bedrooms."
Beautiful 4BR Beach House with Private Beach Access.
Beach nearby, sun-loungers, beach towels
Beach House
9.8 out of 10, Exceptional, (41)
"Great place to stay! Nice neighborhood. Joseph was very nice and great to deal with."
Beach House
Fridge, microwave, oven, dishwasher
Close to Mystic, Stonington, Westerly. Room for everyone. 3 mins to Ocean Beach.
9.8 out of 10, Exceptional, (19)
"The property was perfect for our group of 3 women. We each had our own bedroom and bathroom. The kitchen had everything we needed (we like to cook) and the location was in a quiet neighborhood. The property would also be ideal for a large family group."
Close to Mystic, Stonington, Westerly. Room for everyone. 3 mins to Ocean Beach.
Beach nearby, beach towels
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
9.8 out of 10, Exceptional, (38)
"Great place. Cozy cottage!"
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
View from property
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
9.8 out of 10, Exceptional, (22)
"Property exactly as described. What an amazing view and right on the beach. Great communication with host. Answered all our questions very promptly. Would definitely recommend."
The price is €1,126
includes taxes & fees
24 May - 25 May
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Property grounds
Amazing Waterfront, Private Sandy Beach 🏖Hot Tub, Gorgeous Sunsets
9.8 out of 10, Exceptional, (55)
"Everything was perfect!! House is amazing for family/friends gathering. Spacious, clean and great views. The home was everything we needed to celebrate the holiday. Thank you to host for communication and special touches throughout the home. Highly recommend"
Amazing Waterfront, Private Sandy Beach 🏖Hot Tub, Gorgeous Sunsets
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See all available properties in Chester
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.

Other types of properties in Chester you may be interested in

Interior entrance
Mohegan Sun
4.5 star property
9.2 out of 10, Wonderful, (1583)
"I enjoyed the entire layout. Great food options and entertainment options as well. Perfect venue for conference event"
The price is €268
includes taxes & fees
29 May - 30 May
Mohegan Sun
Exterior
Hyatt Place Uncasville - Casino Area
3.0 star property
9.0 out of 10, Wonderful, (2058)
"The room was great. They also offer a shuttle to the casino which is super convenient. We would definitely stay again. "
The price is €124
includes taxes & fees
12 May - 13 May
Hyatt Place Uncasville - Casino Area
Room, 1 Queen Bed, Non Smoking
Microtel Inn & Suites by Wyndham Uncasville Casino Area
2.5 star property
8.8 out of 10, Excellent, (1521)
"Overall nice place and nice people"
The price is €82
includes taxes & fees
22 May - 23 May
Microtel Inn & Suites by Wyndham Uncasville Casino Area
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.

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as €227 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

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?

Connecticut River and Cockaponset State Forest are a couple of scenic spots to enjoy the outdoors, whereas Norma Terris Theater is one of the cultural attractions. While here, Chester Creek Marina and Connecticut Valley Railroad State Park Trail 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.

Recent reviews of Chester properties
Expedia verified reviews