Cottages in Chester
Chester, a city steeped in history and brimming with charm, beckons with its unique blend of the ancient and the contemporary. In Cheshire's heart, Chester boasts a remarkably well-preserved Roman heritage, with its iconic city walls, Roman amphitheatre, and the impressive Chester Cathedral. One of Chester's most iconic features is its Rows, a series of historic, tiered shopping galleries dating back to the medieval period, offering a delightful shopping experience. Stroll along the picturesque River Dee, cross the enchanting Grosvenor Bridge, and explore the beautiful Grosvenor Park, perfect for a leisurely afternoon. Chester's rich history and culture are complemented by its vibrant dining scene, offering a plethora of restaurants, cafes, and pubs. From the charming Tudor buildings to the lively Chester Racecourse, this historic city has something for everyone. Tempted? Then search our hand-picked selection of cottages in Chester for more inspiration.
Popular Holiday Cottages in Chester
Car parking on site
Pub within 1 mile
Detached
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 0 Pets
4.8
out of 5
7 nights
From
£275
Wifi
Car parking on site
Rural Location
- 4 Guests
- 2 Bedrooms
- 2 Bathrooms
- 1 Pet
4.5
out of 5
7 nights
From
£415
Wifi
Car parking on site
Enclosed Garden / Patio
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
4.8
out of 5
7 nights
From
£439
Wifi
Enclosed Garden / Patio
Pub within 1 mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
5
out of 5
7 nights
From
£549
Wifi
Car parking on site
Pub within 1 mile
- 3 Guests
- 1 Bedroom
- 1 Bathroom
- 0 Pets
5
out of 5
7 nights
From
£485
Car parking on site
Enclosed Garden / Patio
Pub within 1 mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
4.5
out of 5
7 nights
From
£345
Dog Friendly Holiday Cottages in Chester
Wifi
Car parking on site
Rural Location
- 4 Guests
- 2 Bedrooms
- 2 Bathrooms
- 1 Pet
4.5
out of 5
7 nights
From
£415
Wifi
Car parking on site
Enclosed Garden / Patio
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
4.8
out of 5
7 nights
From
£439
Wifi
Enclosed Garden / Patio
Pub within 1 mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
5
out of 5
7 nights
From
£549
Car parking on site
Enclosed Garden / Patio
Pub within 1 mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
4.5
out of 5
7 nights
From
£345
Wifi
Car parking on site
Pub within 1 mile
- 6 Guests
- 3 Bedrooms
- 2 Bathrooms
- 2 Pets
5
out of 5
7 nights
From
£1,033
Wifi
Car parking on site
Enclosed Garden / Patio
- 6 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
4.8
out of 5
7 nights
From
£415
Romantic Holiday Cottages in Chester
Wifi
Car parking on site
Enclosed Garden / Patio
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
4.8
out of 5
7 nights
From
£439
Wifi
Enclosed Garden / Patio
Pub within 1 mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
5
out of 5
7 nights
From
£549
Wifi
Car parking on site
Pub within 1 mile
- 5 Guests
- 2 Bedrooms
- 2 Bathrooms
- 2 Pets
4.9
out of 5
7 nights
From
£385
Inspiration of things to see and do in our Chester holiday cottages
This historic city t is renowned for its well-preserved medieval architecture and rich heritage. With the largest collection of holiday cottages in Cheshire we have the perfect home away from home for you.
Here are the top five things to see and do from our Chester holiday cottages:
Chester City Walls
Take a leisurely walk along the ancient Chester City Walls, which encircle the city and offer fantastic views of the historic buildings, Roman remains, and the River Dee. The walls are the most complete in the UK and provide a unique perspective on Chester's history.
Chester Cathedral
Visit the stunning Chester Cathedral, a masterpiece of Gothic architecture. Admire the intricate stained glass windows, the medieval choir stalls, and the beautiful gardens surrounding the cathedral.
Chester Rows
Explore the unique two-tiered shopping galleries known as the Chester Rows. These medieval-covered walkways are lined with shops, cafes, and restaurants, making them a perfect spot for shopping and dining.
Chester Roman Amphitheatre
Step back in time at the Chester Roman Amphitheatre, the largest Roman amphitheatre in Britain. Learn about the city's Roman heritage and imagine the gladiatorial spectacles that once took place here.
Chester Zoo
Enjoy a family-friendly day out at Chester Zoo, one of the most popular zoos in the UK. Home to a vast array of animals from all around the world and offers educational and entertaining experiences for visitors of all ages.
More Popular Holiday Cottages Around Cheshire
Explore
Inspiration
Collections
2026 Holiday CottagesAccessible Holiday CottagesChristmas Holiday BreaksCity BreaksCoastal HolidaysCottages with PoolCycling BreaksDog friendlyEaster HolidaysEV Charging Holiday CottagesFamily HolidaysFebruary Half Term BreaksFishing HolidaysGlamping in the UKGolf BreaksHoliday Cottages with Games RoomHot tub breaksLarge Holiday Cottages & Group AccommodationLast Minute DealsLuxury Holiday CottagesMay Half Term HolidayMother's DayNew Years Eve BreaksOctober Half Term BreaksQuality CottagesRomantic GetawaysShort Breaks & Weekends AwaySpring Breaks in the UKSummer Holidays in the UKSustainable & Eco Friendly CottagesUnique CottagesValentines BreaksWaterside BreaksWinter Breaks in the UK
Destinations
Countries
Regions
All West MidlandsBedfordshireBerkshireBlackdown HillsBuckinghamshireCambridgeshireCheshireConstable CountryCornwallCotswoldsCounty DurhamCranborne Chase and West Wiltshire DownsCumbriaDartmoorDerbyshireDevonDorsetEssexExmoorForest of BowlandForest of DeanGloucestershireGreater LondonHampshireHerefordshireHertfordshireHigh WealdHowardian HillsIsle of WightKentKent DownsLake DistrictLancashireLeicestershireLincolnshireLincolnshire WoldsMalvern HillsMendip HillsNew ForestNidderdaleNorfolkNorfolk BroadsNorfolk CoastNorth Devon CoastNorth PenninesNorth Wessex DownsNorthamptonshireNorthumberlandNorthumberland CoastNottinghamshireOxfordshirePeak DistrictRutlandShakespeare CountryShropshireShropshire HillsSomersetSouth DownsStaffordshireSuffolkSuffolk Coast and HeathsSurreySussexWarwickshireWiltshireWorcestershireWye ValleyYorkshireYorkshire DalesYorkshire Moors
Areas