Weekend Breaks Chester

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Your Chester, Cheshire search returned 103 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

50 Gladstone Avenue is a fantastic property in Chester, Cheshire, boasting free roadside parking, an enclosed garden and a selection of games and books. Liverpool 18.5 miles; Manchester 43.1 miles. (Ref. 1191414)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights From $603

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

This charming detached bungalow lies in Higher Kinnerton in Flintshire. Pet friendly. Open fire. WiFi. Chester 7.4 miles; Mold 7.8 miles; Wrexham 8.7 miles. (Ref. 1055099)

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


for 3 nights From $579

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.5★

    Outstanding

  • Sykes rating

Poplar Farm Studio is a pleasant holiday home in Hatton Heath near Aldford, Cheshire. Hot tub. Woodburning stove. Driveway parking. Pet-friendly. Chester 6.7 miles; Wrexham 12.2 miles; Whitchurch 15.3 miles. (Ref. 1152583)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Washing machine
  • Baby-friendly


for 3 nights From $766

  • Sleeps7
  • Bedrooms3
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

The Larch House, a plush lodge resting in Farndon, Cheshire, boasts a sunken bath with stunning views, a freshwater plunge pool and private river access. Chester 10 miles; Llangollen 20.1 miles. (Ref. 1180386)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher


for 3 nights From $603

  • Sleeps5
  • Bedrooms2
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

A lovely, mid-terrace house resting in Frodsham, Cheshire. Pet-friendly. Smart TV. Close to amenities. Conservation area. Enclosed garden. Chester 11 miles; Liverpool 20.3 miles; Manchester 29.4 miles. (Ref. 1101390)

  • Pets go free
  • Wi-fi
  • Dishwasher


for 3 nights From $454

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

The Apple Store is a stunning detached cottage for couples on the outskirts of Tarporley, Cheshire, boasting a sleek en-suite and a private courtyard. Chester 11 miles. (Ref. 1193803)

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


for 3 nights From $602

Holiday Park

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Cedar Lodge is a lovely, pet-friendlylodge in Delamere, Cheshire, boasting a private hot tub and wraparound decking for a relaxing retreat. Chester 11.2 miles. (Ref. 1194238)

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


for 3 nights From $859

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

This detached barn conversion is situated in Eaton, Tarporley, in Cheshire. Woodburning stove. Underfloor heating. Northwich 9.5 miles; Chester 13.1 miles; Liverpool 29.5 miles. (Ref. 953044)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 3 nights From $554

Last booked 2 days ago
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Holiday Park

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.4★

    Good

  • Sykes rating

The Oaks in Delamere, Cheshire, is a stylish single-storey caravan with open-plan living, wraparound decking and contemporary comforts. Chester 11.2 miles. (Ref. 1194086)

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


for 3 nights From $494

  • Sleeps9
  • Bedrooms4
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A well-presented, Grade I listed, historic holiday home on the outskirts of Pontblyddyn, North Wales. Character features. Woodburning stoves. Vast gardens with furniture. Pet-friendly. Mold 4.4 miles; Wrexham 7.6 miles; Chester 13.4 miles. (Ref. 1110702)

  • Pets go free
  • Wi-fi
  • Off-road parking


for 3 nights From $923

Last booked yesterday
See more details
  • Sleeps10
  • Bedrooms5
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

A luxurious holiday home resting on the outskirts of Chester, Cheshire. Dog-friendly. Indoor, heated swimming pool. Gym. Open-plan living. Large garden. Liverpool 18.7 miles; Manchester 38.7 miles. (Ref. 1123861)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights From $4221

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9★

    Outstanding

  • 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


for 3 nights From $397

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9★

    Outstanding

  • 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


for 3 nights From $397

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

1 Fountain Cottages is a characterful, 1860s, Grade II listed cottage resting in Peckforton, near Tarporley, Cheshire. Countryside views. Designated parking. Nantwich 9.7 miles; Chester 13.9 miles; Stoke-on-Trent 28.4 miles. (Ref. 1135806)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 10% off - Thu 1st Oct to 15th Dec 2026


for 3 nights From $613

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.4★

    Good

  • Sykes rating

A thoughtfully-designed two-bedroom cottage resting in Delamere near Norley, Cheshire. Pet-friendly. Freestanding bath. Off-road parking. Northwich 8 miles; Chester 12.4 miles. (Ref. 1100755)

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


for 3 nights From $672

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A semi-detached cottage sitting in a rural location in Delamere near Norley, Cheshire. Pet-friendly. Smart TV. Northwich 8 miles; Winsford 8.4 miles; Chester 12.4 miles. (Ref. 1101388)

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


for 3 nights From $672

Holiday Park

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

The Oaks is a charming, pet-friendly, and single-storey caravan in Delamere, Cheshire, offering style, open-plan living and wraparound decking. Chester 11.2 miles. (Ref. 1194084)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom


for 3 nights From $494

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.1★

    Good

  • Sykes rating

45 Brook Lane is a fine, mid-terraced house situated in the historic city of Chester, Cheshire, boasting an enclosed patio and Smart TV. Liverpool 27.1 miles; Manchester 40.2 miles. (Ref. 1168524)

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


for 3 nights From $691