Title: Holiday Rentals Chester from £94: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Hotels in Chester](https://expedia.co.uk/Chester-Hotels.d183058.Travel-Guide-Hotels)[Chester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chester.d183058.Car-Hire-Guide)[Chester Holidays](https://expedia.co.uk/Chester.d183058.Holidays-City-Breaks) ![Connecticut River Autumn Landscape with the view of landmark architectures on the woodland hill, a tranquil New England scenery](https://images.trvl-media.com/place/183058/c14a28ee-62e4-4e76-85a4-650e5a230000.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Chester - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=183058&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=183058&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=183058&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=183058&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester holiday rentals ![Exterior](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/0022fd2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, bed sheets](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/342b45b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 1 Queen Bed (View) | Breakfast meal](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/6df8a34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/544f5445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy [](https://www.expedia.co.uk/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information) East Haddam 9.6/10 Exceptional (92) "My wife loved it…she has a rough week with work and just life in general, so I wanted to do something nice for her and surprised her with a stay here…she was really happy and loved everything about it…can’t wait to do this again 😊" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keven £121 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/123000000/122920000/122919900/122919838/07929bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122920000/122919900/122919838/bd6cdcb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122920000/122919900/122919838/b8b9f031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/123000000/122920000/122919900/122919838/98cb4c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tiny Cottage at Clem & Clyde's [](https://www.expedia.co.uk/Montville-Hotels-The-Tiny-Cottage-At-Clem-Clydes.h122919838.Hotel-Information) Oakdale, 10/10 Exceptional (1) "This is a perfect place to get away from the city and feel nostalgic about the memories I had when I lived in a small village. It’s a cozy, warm little cottage—perfect for staying a few days. The setup and furniture in the house have everything we need, even for just a one-night stay. The room is clean and spotless, and very well maintained. The host, Tom, is very friendly and helped introduce us to his animals. We arrived during the first snowfall of the winter season, and the view outside the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Junlin £91 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Montville-Hotels-The-Tiny-Cottage-At-Clem-Clydes.h122919838.Hotel-Information) ![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/2e009ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/0c11d8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/8e3d5f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/b4ee006e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom cottage with Grove Beach 🏖️ access. [](https://www.expedia.co.uk/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information) Clinton 9.2/10 Wonderful (36) "Very clean rustic cabin. The host was very accommodating. Fresh flowers and fruit were a nice touch from the host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deb P. £159 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/150849d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/909788b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/5b4c06e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/b6de66d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stern at Soundview · Beach+Ocean+Sunrise [](https://www.expedia.co.uk/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information) Old Lyme 10/10 Exceptional (3) "I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lylian £147 includes taxes & fees 11 Jan - 12 Jan 2026 [](https://www.expedia.co.uk/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/d4679987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/1c55c50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/544c1919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/9e705245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks [](https://www.expedia.co.uk/Waterford-Hotels-Shore-Drive-2-Bedroom2-BathBunkQueen-Oasis.h78355230.Hotel-Information) Waterford 10/10 Exceptional (11) "We had a nice stay. Kitchen well stocked and house was clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine A. £276 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Waterford-Hotels-Shore-Drive-2-Bedroom2-BathBunkQueen-Oasis.h78355230.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/26e77899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/01a608a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/a620bbe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/292baab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private [](https://www.expedia.co.uk/Salem-Hotels-Gardner-Lake-2-Queen1King2-BathLaundry-Private.h82820354.Hotel-Information) Salem 10/10 Exceptional (5) "Place is nice would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nic £271 includes taxes & fees 12 Jan - 13 Jan 2026 [](https://www.expedia.co.uk/Salem-Hotels-Gardner-Lake-2-Queen1King2-BathLaundry-Private.h82820354.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/f4eab9e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/ede1bdeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/b3ac7c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/f9422745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Boho Tiny House [](https://www.expedia.co.uk/East-Lyme-Hotels-Lakefront-Boho-Tiny-House.h111496436.Hotel-Information) East Lyme 10/10 Exceptional (3) "this place was amazing i would come again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tatyanna R. £163 includes taxes & fees 7 Jan - 8 Jan 2026 [](https://www.expedia.co.uk/East-Lyme-Hotels-Lakefront-Boho-Tiny-House.h111496436.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/0f4ff70e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/a46c8c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/b7591d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/7a8ef60f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Lakefront Tiny House [](https://www.expedia.co.uk/East-Lyme-Hotels-Cozy-Lakefront-Tiny-House.h111580292.Hotel-Information) East Lyme 10/10 Exceptional (2) "The bed and pillows were very comfortable. The outside space was very relaxing. Kevin’s place was perfect! We had questions and he replied back right away. We definitely want to go back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca K. £165 includes taxes & fees 7 Jan - 8 Jan 2026 [](https://www.expedia.co.uk/East-Lyme-Hotels-Cozy-Lakefront-Tiny-House.h111580292.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/87f067c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/01fcfbdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/423fe469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/8aa6190f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rogers Lake House (87) · CT College+Beach+USCGA [](https://www.expedia.co.uk/Old-Lyme-Hotels-Rogers-Lake-House.h105301933.Hotel-Information) Old Lyme 10/10 Exceptional (5) "My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hemie J. £308 includes taxes & fees 12 Jan - 13 Jan 2026 [](https://www.expedia.co.uk/Old-Lyme-Hotels-Rogers-Lake-House.h105301933.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/97000000/96500000/96499800/96499733/639c3b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96500000/96499800/96499733/f47a222d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/97000000/96500000/96499800/96499733/83b07e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96500000/96499800/96499733/605d40ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thames River Cottage · Near Casinos - USCGA [](https://www.expedia.co.uk/Montville-Hotels-Thames-River-Cottage.h96499733.Hotel-Information) Montville 10/10 Exceptional (2) "A lovely quick overnight." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonnie H. £214 includes taxes & fees 7 Jan - 8 Jan 2026 [](https://www.expedia.co.uk/Montville-Hotels-Thames-River-Cottage.h96499733.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/3f0d43b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/17c0663e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/878d2c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/3a7a158a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bay Cottage · Rocky Neck Park, Beach & Niantic [](https://www.expedia.co.uk/Niantic-Hotels-The-Bay-Cottage-Rocky-Neck-Park.h109114296.Hotel-Information) East Lyme 9.0/10 Wonderful (4) "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](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah G. £279 includes taxes & fees 11 Jan - 12 Jan 2026 [](https://www.expedia.co.uk/Niantic-Hotels-The-Bay-Cottage-Rocky-Neck-Park.h109114296.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/91000000/90770000/90765600/90765591/f675f793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90770000/90765600/90765591/340f2349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90770000/90765600/90765591/51e593bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90770000/90765600/90765591/6b0c0082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA [](https://www.expedia.co.uk/New-London-Hotels-Cozy-2-Bedroom-Vacation-Home-Free-WiFi-Parking.h90765591.Hotel-Information) New London 8.0/10 Very good (17) "Easy access. We loved our short stay. I would return again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne M. £145 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/New-London-Hotels-Cozy-2-Bedroom-Vacation-Home-Free-WiFi-Parking.h90765591.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112380000/112376100/112376012/14a45cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112380000/112376100/112376012/6653ba42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112380000/112376100/112376012/cb15d4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112380000/112376100/112376012/4164ab27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shantok Queen suites walk to Mohegan casino/Wi-Fi [](https://www.expedia.co.uk/Montville-Hotels-Shantok-Queen-Suites-Walk-To-Mohegan-CasinoWi-Fi.h112376012.Hotel-Information) Montville 10/10 Exceptional (2) "This was just a quick one night, Stay. As we were at the casino for a concert. The house was a great location clean, access was easy. Everything was as was stated on the website. I would definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £269 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Montville-Hotels-Shantok-Queen-Suites-Walk-To-Mohegan-CasinoWi-Fi.h112376012.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18790000/18790000/18789947/8332eb50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18790000/18790000/18789947/1631fe63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/18790000/18790000/18789947/88fbbbc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18790000/18790000/18789947/c903ccbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO [](https://www.expedia.co.uk/Norwich-Hotels-PEACEFUL-SPA-ESCAPE-MINUTES-TO-MOHEGAN-SUN-CASINO.h18789947.Hotel-Information) Norwich 9.8/10 Exceptional (47) "Small but clean and cozy! Not impressed just another apartment. Spa and pool very nice. I would return. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Johnny B. £201 includes taxes & fees 13 Jan - 14 Jan 2026 [](https://www.expedia.co.uk/Norwich-Hotels-PEACEFUL-SPA-ESCAPE-MINUTES-TO-MOHEGAN-SUN-CASINO.h18789947.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/497683ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/94637ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/314c977a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/4b37fe37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Once the old Schools house now a newly furnished Apartment [](https://www.expedia.co.uk/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information) Wallingford Center 9.0/10 Wonderful (13) "Excellent option for a short stay near the heart of it all in Wallingford." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanette W. £220 includes taxes & fees 2 Jan - 3 Jan 2026 [](https://www.expedia.co.uk/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/115000000/114190000/114187500/114187476/c78f7795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114190000/114187500/114187476/66104531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114190000/114187500/114187476/ac410528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114190000/114187500/114187476/8280e405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house with WiFi, AC in lovely Waterford [](https://www.expedia.co.uk/Waterford-Hotels-Charming-2-Bedroom-House-With-WiFi.h114187476.Hotel-Information) Waterford 10/10 Exceptional (1) "The home was very clean and welcoming." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle M. £282 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Waterford-Hotels-Charming-2-Bedroom-House-With-WiFi.h114187476.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/eea5c652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/e689a456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/a31fd902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/a34caa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LONG-TERM Relaxing Glass House - Fall Leaves/Beach 5mins/Ski 25mins [](https://www.expedia.co.uk/Clinton-Hotels-The-Cozy-Glass-House.h107779041.Hotel-Information) Clinton 10/10 Exceptional (3) "Vincent was amazing to work with! We decided to change the dates and he was very patient and helpful while we got it updated with VRBO. The home is in a peaceful neighborhood with beautiful trees and active squirrels (my daughter’s favorite part). The location was convenient for our needs. We all enjoyed the game tables and the convenience of the washer and dryer. We even tried out the projector one night to watch a couple of episodes of Gilmore Girls – so fun! Vincent checked in once we arrived... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin S. [](https://www.expedia.co.uk/Clinton-Hotels-The-Cozy-Glass-House.h107779041.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/f4556137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/d2e5a74a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/28ce53e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/c55a23f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #24 \*Serenity\* A Lakefront Cottage Retreat [](https://www.expedia.co.uk/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information) Middletown 9.8/10 Exceptional (21) "We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nichole N. £245 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/2db3f072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/bdac0629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/646c7316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/0888acaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All New 1BR with tons of Charm [](https://www.expedia.co.uk/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-1BR-With-Tons-Of-Charm.h102008958.Hotel-Information) Wallingford Center 9.8/10 Exceptional (7) "I highly recommend this property!! We were in town for a wedding celebration, and it proved perfect. The property is completely updated, well-appointed and clean. The property is centrally located and close to restaurants, shops and grocery markets. Karl was a great host and communicated with us throughout our stay. I highly recommend!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Francis S. £220 includes taxes & fees 29 Dec - 30 Dec [](https://www.expedia.co.uk/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-1BR-With-Tons-Of-Charm.h102008958.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83490000/83488400/83488389/57d1eb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83490000/83488400/83488389/363e8b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83490000/83488400/83488389/cbcd8d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83490000/83488400/83488389/b9218042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 115 Rose Cottage with 2 bedroom walk to Groton Bay [](https://www.expedia.co.uk/Groton-Hotels-115-Rose-Cottage-With-2-Bedroom-Walk-To-Groton-Bay.h83488389.Hotel-Information) Groton 8.8/10 Excellent (8) "Very nice little place. Quite, clean and only minutes from Mystic and downtown New London." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas C. £257 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Groton-Hotels-115-Rose-Cottage-With-2-Bedroom-Walk-To-Groton-Bay.h83488389.Hotel-Information) 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](https://expedia.co.uk/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04®ionId=183058&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-Holiday-Rentals.d183058.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Holiday-Rentals.d183058.Travel-Guide-HolidayRentals) ## Top Chester Hotel Reviews ![Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area](https://images.trvl-media.com/lodging/1000000/810000/800500/800485/75539c58_y.jpg) ### Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area 10/10 Excellent "The staff is great. The room is spacious. We stayed for one night and would come back." [](https://expedia.co.uk/Montville-Hotels-Fairfield-By-Marriott-Inn-Suites-Uncasville-Groton-Area.h800485.Hotel-Information) ![Hampton Inn Norwich](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/d98f34e1_y.jpg) ### Hampton Inn Norwich 10/10 Excellent "Very good " [](https://expedia.co.uk/Norwich-Hotels-Hampton-Inn-Norwich.h18258245.Hotel-Information) ![Hyatt Place Uncasville - Casino Area](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/46d6d7fc_y.jpg) ### Hyatt Place Uncasville - Casino Area 10/10 Excellent "Comfy bed, close to casino, spacious room, and complimentary breakfast was a nice touch. " [](https://expedia.co.uk/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) ![Best Western Niantic - New London/Mystic Area](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9_y.jpg) ### Best Western Niantic - New London/Mystic Area 10/10 Excellent "everything was well remodeled and comfortable." [](https://expedia.co.uk/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![Best Western Plus New England Inn & Suites](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/ff6d89d5_y.jpg) ### Best Western Plus New England Inn & Suites 10/10 Excellent "Everything good except the pool water was cold in this cold weather should of being warm" [](https://expedia.co.uk/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "Nice, pet friendly facility with an amazing Indian restaurant next door!" [](https://expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Microtel Inn & Suites by Wyndham Uncasville Casino Area](https://images.trvl-media.com/lodging/1000000/810000/801800/801773/ed4520c7_y.jpg) ### Microtel Inn & Suites by Wyndham Uncasville Casino Area 10/10 Excellent "The room was very clean. The bed was very comfortable, on the soft side and the shower was amazing." [](https://expedia.co.uk/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.Hotel-Information) ![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "Friendly and helpful staff, wonderful dining experience at Fresh Salt" [](https://expedia.co.uk/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5_y.jpg) ### Motel 6 New Haven - Branford, CT 10/10 Excellent "Clean room" [](https://expedia.co.uk/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information) ## Find out more about Chester **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](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/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 £94 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. ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals ](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ## Frequently asked questions ### Are there holiday rentals in Chester? ### What are some of the best holiday rentals that Chester has to offer? ### How many holiday rentals are there in Chester? ### What’s there to see and do in Chester? ### What’s a holiday rental in Chester like? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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