Chester Holiday Cottages

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British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Chester Holiday Cottages

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Your Chester, Cheshire search returned 125 cottages

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Map View
An outdoor area with a house and table on a gravel driveway at Honeysuckle Farmhouse in Tarporley
45
Tarporley, Cheshire, CW6
  • Sleeps2
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A detached dwelling, located within a quiet area of Cheshire, near the village of Tarporley. Charming interiors. Quaint location. Tarporley 3.6 miles; Chester 8 miles. (Ref. 992486)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £466

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A living room with black leather sofas glass coffee table and colorful curtains at Dragons Den in Chester
48
Chester, Cheshire, CH4
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

A delightful first floor self-catering apartment in Chester. Superb location for accessing the many amenities and activities on offer in this historical Roman city. (Ref. 911874)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £378

Last booked yesterday
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A brick house with multiple windows and two doors with a gravel driveway and grass in front at Mill Lane Cottage in Tarvin
24
Tarvin, Cheshire, CH3
  • Sleeps3
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

A charming semi-detached cottage resting on the outskirts of Tarvin, Chester. Open-plan. Family-friendly. Sky TV. WiFi. Great views. Enclosed garden. Off-road parking. Christleton 4.9 miles; Chester 6.5 miles. (Ref. 1072424)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Sky TV

7 nights from £343

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A row of brick townhouses with multiple chimneys and a flower shop window at Tower View Cottage in Chester
31
Chester, Cheshire, CH1
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A characterful terraced property resting in the city centre of Chester. Short walk to all amenities. Views of the city walls. WiFi. Liverpool 27.5 miles; Llandudno 46.8 miles. (Ref. 1007949)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £400

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A cabin in a wooded area at Delamere Forest Golden Oak Hideaway Delamere Forest
28

Holiday Park

Delamere Forest, Cheshire, WA6
  • Sleeps2
  • Bedrooms1
  • PetsNo

Forest Holidays Golden Oak Hideaway cabin lies deep within 2,400 acres of the Cheshire Plain, part of a collection of 66 cabins at Delamere Forest. (Ref. 1146917)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

7 nights from £1300

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A brick cottage with two doors and white framed windows next to a tall green hedge at Elv Cottage in Chester
Offer
28
Chester, Cheshire, CH3
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A delightful end-terrace nestled in the heart of Chester near the River Dee. TV. Enclosed courtyard. Contemporary feel. Local amenities 5 mins walk. (Ref. 962021)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine

  • 10% off - Tue 1st Jul to 31st Jul 2025

7 nights from £619

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A wooden hot tub on a deck outside wooden double doors at Ewe Two in Oakenholt near Northop
30
Oakenholt near Northop, Flintshire, CH6
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A charming barrel-style pod resting in Oakenholt near Northop. Open-plan living. WiFi. Hot tub. Chester 12.2 miles; Llandudno 37 miles. (Ref. 951606)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub

7 nights from £342

Last booked 2 days ago
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A small white cottage with wooden doors and windows surrounded by a green lawn and trees at Cheshire Cheese Cottage in Tattenhall near Chester
19
Tattenhall near Chester, Cheshire, CH3
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A lovely, detached barn conversion, beside the owner's home overlooking their three-acre paddock, near Tattenhall, Cheshire. All ground floor. Exposed wooden ceiling joists. Woodburner. Hot tub. Tattenhall 1 mile. Chester 9 miles. (Ref. 957274)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Washing machine

7 nights from £434

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An outdoor patio area with a wooden picnic table a bottle on the table brick buildings with a green door and stone roof at The Dairy in Chester
40
Chester, Cheshire, CH2
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

This elegant terraced cottage rests close to the city of Chester in Cheshire, making a wonderful retreat for a couple seeking a rural escape. Hot tub. Open-plan living. Chester Zoo 4.3 miles; Chester 5.3 miles. (Ref. 974556)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

7 nights from £433

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An outdoor patio with black metal table and chairs and pink flowers in pots next to a green door and an open living room with kitchen at The Lodge at Cross Cottage in Holt North Wales
20
Holt, North Wales, Wrexham, LL13
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A beautiful end-terrace cottage resting in Holt, Wrexham. Off-road parking. Close to amenities.Private garden. Adult-only. Wrexham 5.8 miles; Chester 10.6 miles. (Ref. 1118623)

  • Wi-fi
  • Off-road parking
  • Washing machine

7 nights from £410

Last booked 2 days ago
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A small brick house with a slate roof patio furniture and potted plants on a grass lawn at Curlew in Shocklach near Tilston
18

Holiday Park

Shocklach near Tilston, Cheshire, SY14
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

Curlew is a romantic barn conversion resting in Shocklach near Tilston, Cheshire. Rural. Off-road parking. Romantic. Dishwasher. Malpas 4.1 miles; Whitchurch 11.4 miles; Chester 12.9 miles. (Ref. 1119285)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £354

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A large historic building with columns and multiple windows surrounded by green lawn and trees at Butlers Flat in Cefn Park
39
Cefn Park, Wrexham, LL13
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A delightful first floor apartment set in 1000 acres of private parkland. Ideal for walkers and cyclists or for a romantic retreat. Woodburning stove. Chester 13 miles. (Ref. 904980)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Games room

7 nights from £340

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A large historic building with columns and multiple windows surrounded by a lawn and trees at Cooks Flat in Cefn Park
42
Cefn Park, Wrexham, LL13
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A stylish, traditional self-catering apartment, forming part of the owner's country manor house near Wrexham. Romantic retreat. Open fire, games room with full-size snooker table. Use of tennis court and access to 1000 acres of parkland. Chester 13 miles. (Ref. 19835)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Games room

7 nights from £340

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A courtyard with brick buildings and a red telephone box at The Hay Barn in Chester
42
Chester, Cheshire, CH2
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

This is an end-terrace cottage located close to the city of Chester in Cheshire. Open-plan living. Super-king-size bed. Original features. Chester 5 miles; Ellesmere Port 4.8 miles; Liverpool 17.8 miles. (Ref. 1051836)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

7 nights from £476

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A parking area with marked spaces and a gated patio area with a table and umbrella at Flat 4B in Chester
23
Chester, Cheshire, CH1
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

This a lovely ground-floor apartment is resting in Chester, Cheshire. Sky TV. Electric Fire. WiFi. Romantic. Ground-floor living. Off-road parking. Private patio. Near railway station. Christleton 3.9 miles; Liverpool 19.2 miles. (Ref. 1081279)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Sky TV

7 nights from £1110

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An outdoor parking area next to brick buildings with a gated patio and a table with an umbrella at City Cottages in Chester
24
Chester, Cheshire, CH1
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Sykes Rating

A superb first-floor boutique apartment resting in Chester,Cheshire. Central location. Smart TV. Electric fire. Ellesmere Port 6.9 miles; Liverpool 20.7 miles; Manchester 40.5 miles. (Ref. 1081280)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine
  • Sky TV

7 nights from £1110

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A wooden cabin with a tent and furniture on a grassy area at Honeypot Hideaways - Clover
New property
27
Higher Kinnerton, Chester, Flintshire, CH4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    Sykes Rating

Honeypot Hideaways - Clover is a lovely pod resting near the village of Higher Kinnerton in Flintshire, boasting a barbecue and studio-style living space. Chester 8.4 miles; Liverpool 37.7 miles (Ref. 1177794)

  • Off-road parking
  • Ground floor bedroom

7 nights from £473

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A small house with a gravel driveway a brick wall outdoor chairs and potted plants at The Old Stable in Mold
18
Mold, Flintshire, CH4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A cosy, detached cottage with open plan living, woodburner and countryside views. Great touring base for Chester, Flint and beyond. Mold 5 miles. (Ref. 903969)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £325

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A wooden cabin with a table and chairs at Honeypot Hideaways - Acacia
New property
28
Higher Kinnerton, Chester, Flintshire, CH4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    Sykes Rating

Honeypot Hideaways - Acacia is a delightful pod situated near the village of Higher Kinnerton in Flintshire, featuring a barbecue and countryside views. Chester 8.4 miles; Liverpool 37.7 miles (Ref. 1175587)

  • Off-road parking
  • Ground floor bedroom

7 nights from £473

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A brick building with flags and signage at 1 Chapel Place Chester
New property
19
Chester, Cheshire, CH1
  • Sleeps2
  • Bedrooms1
  • PetsNo

    Sykes Rating

1 Chapel Place is a charming duplex converted chapel in the historical city of Chester, Cheshire, boasting a freestanding bath and nearby amenities. Liverpool 21.3 miles; Manchester 41.2 miles. (Ref. 1177737)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £552

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Map View

Immerse yourself in the picturesque beauty of the Roman city by staying in one of these wonderful Chester cottages. Discover the enchanting world of the city, whether you’re looking for a romantic retreat or a family getaway these holiday cottages in Chester are suitable for all!

Why Cottages in Chester?

Lose yourself in rich culture and endless history when you stay in one of these cottages in Chester. History lies just on your doorstep! Head to the ancient walls that surround the town and walk in the footsteps of people from the past; these walls also provide excellent views across the city, river and Welsh mountains in the distance. Venture to the iconic, Grade I listed, Chester Cathedral, which dominates the city’s skyline to uncover history dating back to the 16th century.

The city is also home to remarkable shops, bars and restaurants that can be found dotted along the historic Rows. Don’t miss out on the spectacular Chester Zoo, not only is it one of the UK’s largest zoos, but it was also recognised as the best zoo in the UK in 2017.

The River Dee flows through the city providing endless activities for you to do while staying at your holiday cottage in Chester. Hop on the riverboats that meander through Cheshire’s countryside or try your hand at kayaking on the river. For more inspiration check out our Chester Travel Guide »

Places to Visit near Holiday Cottages in Chester

By booking one of the cottages in Chester you’re only a short drive from endless other popular towns housing even more attractions. Hop on the train or head down to the delightful market town of Shrewsbury which is adorned with charming timber-framed buildings as well as Shrewsbury Castle.

You can also cross the border into the breath-taking country of Wales to discover the city of Wrexham home to Erddig Hall and Gardens and Wrexham Cathedral. Alternatively, head to Llangollen where you can hop on the Llangollen railway or navigate the impressive and iconic Llangollen canal.

More Places to Visit from your Cottage in Chester:

Llandudno

Mold

Nantwich

Stoke-on-Trent

Types of Holidays in Chester

Book your getaway to one of these cottages in Chester now! If you’d prefer to bring the whole family along then check out these dog-friendly cottages in Chester. For a touch of luxury and serenity, these cottages in Chester with a hot tub could be for you. Booking a last-minute holiday then try these last-minute cottages in Cheshire. If you still haven't found your perfect cottage check out the full list of cottages in Cheshire. You can also choose from these short breaks in Chester.