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 121 cottages

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Map View
A garden with patio furniture and flowering bushes outside a white house at Mickle Trafford Manor in Chester
New property
1 of 62
62
Chester, Cheshire, CH2
  • Sleeps10
  • Bedrooms5
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Mickle Trafford Manor is a stunning, detached manor house, full of traditional features and en-suite bedrooms resting in the gorgeous city of Chester. Liverpool 19.1 miles; Manchester 39 miles. (Ref. 1171265)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £2184

Last booked 2 days ago
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An outdoor area with a green door on a brick building a hot tub wooden bench planters with flowers and a hanging basket at The Shippon in Chester
1 of 47
47
Chester, Cheshire, CH2
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This is a delightful semi-detached barn conversion situated close to the city of Chester in Cheshire. Hot tub. Underfloor heating. Pet-free. Chester 5 miles; Ellesmere Port 4.8 miles; Liverpool 17.8 miles. (Ref. 1051835)

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

7 nights from £695

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A wooden picnic table with two white wine glasses and a bottle on it a potted plant next to a wooden fence and a blue door on a stone patio at The Parlour in Chester
1 of 43
43
Chester, Cheshire, CH2
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A superb terraced cottage, boasting both contemporary and traditional charm, providing a great base for a family or two couples to explore Chester and beyond. Open-plan living. Two en-suite bedrooms. All-ground-floor. Chester 5 miles. (Ref. 974561)

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

7 nights from £495

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A wooden house with glass sliding doors and a tiled patio viewed through a brick and wooden fence gate at Studio in Christleton
1 of 14
14
Christleton, Cheshire, CH3
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Studio is a delightful, contemporary lodge settled into eh outskirts of the village of Christleton, Cheshire, with an enclosed garden and open-plan living. Tarvin 3.1 miles; Chester 4.4 miles; Delamere 8.3 miles. (Ref. 1125541)

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

7 nights from £370

Last booked 2 days ago
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A brick semi detached house with white windows and a black front door at Rainbows End in Christleton
1 of 45
45
Christleton, Cheshire, CH3
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Rainbows End is a stylish, well-positioned home resting in Christleton, Cheshire. Close to amenities. Enclosed garden. Contemporary. Open-plan living. Chester 3.7 miles. (Ref. 1144696)

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

7 nights from £519

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

    4.8★

    Outstanding

  • 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

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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
1 of 28
28
Chester, Cheshire, CH3
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • 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 - Sun 1st Jun to 30th Jun 2025

7 nights from £604

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The exterior view of a stone house with multiple windows a patio table with chairs and a green lawn at Godscroft Hall in Frodsham
1 of 40
40
Frodsham, Cheshire, WA6
  • Sleeps8
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A charming Georgian farmhouse situated in the village of Frodsham, Cheshire. A listed building built in approximately 18th century. Chester 11 miles; Liverpool 21 miles. (Ref. 990834)

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

7 nights from £721

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A blue front door with the number 8 next to two windows on a brick building at 8 Nicholas Court in Chester
1 of 25
25
Chester, Cheshire, CH1
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

8 Nicholas Court is an inviting, three-storey holiday home set in a quiet area of Chester city centre, Cheshire. Off-road parking. Close to amenities. Liverpool 20.8 miles; Manchester 40.7 miles. (Ref. 1144559)

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

7 nights from £573

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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
1 of 40
40
Chester, Cheshire, CH2
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • 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 £476

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An exterior view of a single-story brick building with windows and a door on a paved area at Commonwood Cottage in Holt near Wrexham
1 of 25
25
Holt near Wrexham, Wrexham, LL13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A detached property, resting on beautiful grounds near the village of Holt. Pets welcome. Enclosed garden. Wrexham 5 miles; Chester 10 miles. (Ref. 999600)

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

7 nights from £435

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A riverside walkway beside a white building with balconies and a patio at Edgar House in Chester
1 of 43
43
Chester, Cheshire, CH1
  • Sleeps14
  • Bedrooms7
  • PetsYes

  • Sykes rating

Edgar House is a superb, luxurious Georgian property sitting on Chester's Roman Walls, Cheshire, overlooking the River Dee and is close to amenities. Mold 13.1 miles; Liverpool 26.5 miles; Manchester 41.2 miles. (Ref. 1164548)

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

7 nights from £5888

Last booked 2 days ago
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The exterior of a brick building with a green door and a sign that reads The Stables at The Stables in Chester
1 of 22
22
Chester, Cheshire, CH2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

The Stable Block is a detached, stable conversion situated in a quiet location on the outskirts of Chester, Cheshire. Pet-friendly. Smart TV. Enclosed patio. Ellesmere Port 6.9 miles; Liverpool 17.8 miles. (Ref. 1142728)

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

7 nights from £522

Last booked yesterday
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A brick house with a small patio and outdoor table and chairs at 4 Green Farm Cottage in Saughall
1 of 30
30
Saughall, Cheshire, CH1
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A neatly-presented three-bedroom holiday home resting in Saughall, Cheshire. Pet-free. Off-road parking. Close to amenities. Open-plan. Chester 4.5 miles. (Ref. 1105821)

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

7 nights from £633

Last booked 2 days ago
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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
1 of 24
24
Tarvin, Cheshire, CH3
  • Sleeps3
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • 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 garden with grass, flowers, bushes, and a white house with black wooden accents and windows at 2 Ashby Place in Chester
1 of 50
50
Chester, North Wales & Snowdonia, CH2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A traditionally-styled, semi-detached dwelling, resting within Chester city centre. Woodburning stove. Pet-friendly. Private courtyard. Amenities within walking distance. Ellesmere Port 6.9 miles; Liverpool 21.7 miles. (Ref. 1017632)

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

7 nights from £580

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Brick house with white windows porch and garden with bushes and flowers at Wheelwrights Cottage in Tarporley
1 of 25
25
Tarporley, Cheshire, CW6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Wheelwrights Cottage is a charming, detached cottage situated in Beeston, Cheshire, with two open-fires, an enclosed garden, and lovely countryside views. Nantwich 10 miles; Chester 12.8 miles; Stoke-on-Trent 27.4 miles. (Ref. 1168668)

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

7 nights from £474

Last booked 1 hour ago
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A courtyard with brick buildings and a red telephone box at The Hay Barn in Chester
1 of 42
42
Chester, Cheshire, CH2
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • 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 building entrance with a wooden door and small porch with brick pillars and a red phone booth on the left at The Parlour in Helsby
1 of 36
36
Helsby, Cheshire, WA6
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A contemporary, semi-detached cottage nestled in the village of Helsby, Cheshire. Hot tub. Ground-floor living. Off-road parking. Enclosed garden. Ellesmere Port 6.5 miles; Chester 7.5 miles; Warrington 14.8 miles. (Ref. 999307)

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

7 nights from £1088

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The exterior of a single-story building with blue walls gravel in front and two red phone booths at The Shippon in Helsby
1 of 38
38
Helsby, Cheshire, WA6
  • Sleeps6
  • Bedrooms4
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A contemporary, semi-detached cottage set in the village of Helsby in Cheshire. Pet-friendly. Hot tub. Scenic views. Ellesmere Port 6.5 miles; Chester 7.5 miles. (Ref. 999305)

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

7 nights from £969

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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 Cottages 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.