September Holiday Cottages

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September Holiday Cottages

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Your UK & Ireland search returned 9,423 cottages

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How reviews work

A property's star rating is the average of the star ratings received from guests that wish for their review to be published
A large house with a garden and green slide in the yard at Nairn in Braunton
1 of 69
5
Braunton, Devon, EX33
  • Sleeps12
  • Bedrooms6
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Excellent detached house in Braunton. Six bedrooms. En-suite bathrooms. Hot Tub. WiFi. Large garden. Children's play equipment. Beach 4 miles. Village 15 min walk. (Ref. 960056)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

Fri 2nd Oct
for 7 nights From £2292

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A living room with a sofa and coffee table at Stunning 2-Bed House in Macclesfield Cheshire
SAVE £51
1 of 18
5
Macclesfield, Cheshire, SK11
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • Sykes rating

Stunning 2-Bed House in Macclesfield Cheshire is a well-presented house in Macclesfield, Cheshire, with a fire, enclosed courtyard and Smart TVs. Alderley Edge 6.6 miles, Buxton 9.9 miles, Manchester 18.6 miles. (Ref. 1201341)

  • Wi-fi
  • Washing machine

Sun 27th Sep
for 7 nights was £1065 From £1014

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A house with a garden at Havendale in Chesterfield
1 of 36
5
Chesterfield, Derbyshire, S40
  • Sleeps5
  • Bedrooms4
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Havendale is a stunning single-storey holiday home in Chesterfield, Derbyshire, boasting accessible features, a woodburning stove, and an enclosed garden. Matlock 9.5 miles; Chatsworth 10.7 miles; Bakewell 13 miles. (Ref. 1167060)

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

Mon 21st Sep
for 7 nights From £1460

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A stone building with arched windows and a staircase with a railing on a grassy hill at Bishops Retreat in Ventnor
Offer
1 of 44
5
Ventnor, Isle of Wight, PO38
  • Sleeps5
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

This superb, ground-floor church-conversion rests in Ventnor, Isle of Wight. Near amenities. Open-plan. Close to beach. Newport 12 miles; Cowes 16.1 miles. (Ref. 1087994)

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

  • 5% off - Sun 31st May 2026 to 1st Jan 2027

Sun 4th Oct
for 7 nights From £681

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A house with a red fence and a pathway at 15 New Shawbost in Shawbost
SAVE £30
1 of 33
5
Shawbost, Western Isles, HS2
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

  • Sykes rating

15 New Shawbost, a delightful pet-friendly house resting in Shawbost on the Isle of Lewis, boasts a woodburning stove, beach proximity and mountain views. Carloway 5.8 miles; Barvas 7.8 miles; Stornoway 18.8 miles. (Ref. 1196102)

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

Sat 3rd Oct
for 7 nights was £1047 From £1017

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Exterior of a stone house with a white door and two windows with potted plants outside at 1 Town Head in Longnor
1 of 23
5
Longnor, Peak District, SK17
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

This romantic holiday cottage can be found in the charming village of Longnor in Staffordshire. Peak District National Park. Pet-friendly. Multi-fuel stove. Buxton 6.8 miles; Bakewell 9.3 miles; Stoke-on-Trent 21.9 miles (Ref. 1058320)

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

Sun 4th Oct
for 7 nights From £625

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A house with a patio area and a wooden gazebo on a lawn at Royal Oak House in Motcombe
SAVE £411
1 of 80
5
Motcombe, Dorset, SP7
  • Sleeps12
  • Bedrooms6
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Royal Oak House is a striking detached house with a heated swimming pool, barbecue, and 2-acre garden, located in the village of Motcombe in Dorset. Shaftesbury 3.3 miles; Stonehenge 22.9 miles; Salisbury 23.5 miles. (Ref. 1060629)

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

Fri 25th Sep
for 7 nights was £2867 From £2456

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A wooden house with steps and a chair in front at Y Nyth in
SAVE £223
1 of 32
5
Cowbridge, Vale of Glamorgan, CF71
  • Sleeps4
  • Bedrooms1
  • Pet FriendlyNo

  • Sykes rating

Y Nyth is a lovingly-crafted shepherd’s hut near Cowbridge in Glamorgan, featuring a stylish open-plan design, parking and stunning countryside vistas. Southerndown 9.3 miles; Barry 11.5 miles; Cardiff 15.2 miles. (Ref. 1190896)

    Sun 4th Oct
    for 7 nights was £872 From £649

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    An outdoor area with a raised wooden deck and stairs leading to a building surrounded by gravel at The Lookout in Perranwell near Goonhavern
    1 of 15
    5
    Perranwell near Goonhavern, Cornwall, TR4
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Sykes rating

    The Lookout is a delightful and romantic first-floor apartment with an enclosed garden and private balcony resting in the village of Perranwell, Cornwall. Perranporth 3.1 miles; Newquay 7.3 miles; Truro 7.5 miles. (Ref. 1173475)

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

    Sat 3rd Oct
    for 7 nights From £655

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    A house with a red roof and large windows at The Stall near Kealkill, County Cork
    1 of 21
    5
    Bantry, County Cork, P75 E
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      5.0★

      Perfect

    • Sykes rating

    The Stall is an enchanting, pet-friendly property near Kealkill, County Cork, boasting open-plan living, an electric fire, and stunning countryside views. Bantry 5.2 miles. (Ref. 1173254)

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

    Sun 13th Sep
    for 7 nights From £661

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    An outdoor deck with black patio furniture and potted plants next to a white building at Burlees Nest in Brigham near Great Broughton Cockermouth
    SAVE £16
    1 of 17
    5

    Holiday Park

    Brigham near Great Broughton, Cockermouth, Cumbria, CA13
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Sykes rating

    This attractive, single-storey lodge rests in Brigham, Cumbria. Off-road parking. Ground-floor living. Open-plan. Cockermouth 2.5 miles; Workington 5.7 miles; Keswick 15.7 miles (Ref. 1080076)

    • Pets go free
    • Wi-fi
    • Ground floor bedroom

    Sat 3rd Oct
    for 7 nights was £492 From £476

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    A wooden cabin with a door and railing features at an outdoor location
    SAVE £29
    1 of 25
    5
    Laurencekirk, Aberdeenshire, AB30
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

    • Sykes rating

    Bonnie Wee Neuk is a charming holiday cabin resting near Aberdeen in Scotland boasting a peaceful rural location, patio with fire pit and free parking. Edzell 9 miles; Aberdeen 30 miles; Dundee 36 miles. (Ref. 1190886)

    • Wi-fi
    • Off-road parking

    Sat 26th Sep
    for 7 nights was £610 From £581

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    A living room with a sofa and armchair at The Mayflower in Plymouth
    SAVE £16
    1 of 14
    5
    Plymouth, Devon, PL1
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

    • Sykes rating

    The Mayflower Suite is a stylish two‑storey maisonette in a converted warehouse in Plymouth, featuring a private terrace and en‑suite master bedroom. Tamar Bridge 10 miles; Dartmoor 10 miles; Torbay 34.1 miles. (Ref. 1197761)

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

    Sat 3rd Oct
    for 7 nights was £630 From £614

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    A balcony with white railing overlooking a body of water with mountains in the background at Bryn Mel Manor Straits View Menai Bridge
    1 of 64
    5
    Menai Bridge, Ynys Môn / Isle of Anglesey, LL59
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.5★

      Outstanding

    • Sykes rating

    A spacious duplex apartment set within Bryn Mel Manor in Glyngarth, Anglesey. Off-road parking. Open-plan. Amazing sea and mountain views. Beaumaris 2.8 miles; Llanfairpwllgwyngyll 4.1 miles; Bangor 7.5 miles. (Ref. 1120358)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Sky TV

    Sun 13th Sep
    for 7 nights From £1575

    Last booked yesterday
    See more details
    Flat 2A - 1190910 - photo 1
    SAVE £231
    1 of 33
    5
    Southport, Merseyside, PR8
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

    • Sykes rating

    Flat 2A is a welcoming apartment resting in Southport, Merseyside, boasting free parking, WiFi, a private courtyard, and proximity to local amenities. Ainsdale 4 miles; Ormskirk 8 miles; Formby 8.5 miles. (Ref. 1190910)

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

    Sun 4th Oct
    for 7 nights was £880 From £649

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    A roof over a doorway with a brick wall at Rochester Road Corby
    SAVE £305
    1 of 26
    5
    Corby, Northamptonshire, NN18
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

    • Sykes rating

    Rochester Road is a pleasant house located in Corby, Northamptonshire, featuring an open-plan layout, proximity to amenities, parking and gardens. Kettering 8.8 miles; Market Harborough 11.6 miles; Stamford 16 miles; Peterborough 25.2 miles; (Ref. 1191011)

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

    Fri 18th Sep
    for 7 nights was £1189 From £884

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    A garden with a building and seating at Groves Hall Garden Apartment Whitby
    SAVE £43
    1 of 20
    5
    Whitby, North York Moors National Park, YO21
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

    • Sykes rating

    Groves Hall Garden Apartment Whitby in North Yorkshire is a delightful apartment for two with period interiors, free parking set in beautiful grounds. Robin Hood's Bay 8.3 miles, Scarborough 19.4 miles, York 43.3 miles. (Ref. 1199050)

    • Wi-fi
    • Off-road parking

    Sun 27th Sep
    for 7 nights was £891 From £848

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    A balcony with windows and a door at The Gavel in Morpeth
    SAVE £123
    1 of 43
    5
    Widdrington, Northumberland, NE61
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

    • Sykes rating

    The Gavel is a stunning pet-friendly holiday home in West Chevington, Northumberland, featuring ample parking, gardens, a hot tub and a barbecue. Morpeth 8.4 miles; Amble 6 miles; (Ref. 1190983)

    • Pets go free
    • Wi-fi
    • Swimming pool
    • Hot Tub
    • Washing machine

    Mon 21st Sep
    for 7 nights was £2434 From £2311

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    A pub building with multiple windows and entrance at The Old Inn in
    SAVE £60
    1 of 15
    5
    Dunfermline, Fife, KY12
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

    • Sykes rating

    15B Kirkgate, a stylish apartment in the centre of Dunfermline’s Heritage Quarter, offers nearby amenities, open-plan layout and free overnight parking. Edinburgh 17 miles; Stirling 25 miles; Glasgow 40 miles (Ref. 1190904)

    • Wi-fi

    Sat 26th Sep
    for 7 nights was £1323 From £1263

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    A mobile home with a surrounding deck and fenced gravel area with picnic table and barbecue on grass at Trewan Lodge in Bryngwran near Rhosneigr
    SAVE £63
    1 of 34
    5
    Bryngwran near Rhosneigr, Anglesey, LL65
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      5.0★

      Perfect

    • Sykes rating

    This delightful, detached lodge rests in Bryngwran near Rhosneigr, Anglesey. WiFi. Off-road parking. Gardens. Dog-friendly. Family-friendly. Near railway station. Holyhead 10.9 miles; Llangefni 11.2 miles; Trearddur Bay 11.4 miles. (Ref. 1096026)

    • Pets go free
    • Wi-fi
    • Ground floor bedroom

    Sat 26th Sep
    for 7 nights was £872 From £809

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    Map View

    September breaks in the UK make a wonderful escape from the bustle of life without the hassle of the busier Summer months before. For those desiring a cooler holiday in the colourful season of Autumn, the UK boasts a wealth of iconic sites to enjoy as well as jaw-dropping landscapes to explore in this dryer month. Whether you choose to savour the last of the British sun in the South of England or wish to roam the unspoilt countryside in the North, holidays in September UK offer something for everyone.

    September Cottages

    If you are looking for a peaceful escape this September, away from the crowds of sun-seekers that the summer months bring, why not treat your family to September breaks? As the leaves begin to turn orange but the weather remains in mind, September is an ideal time of the year for a holiday with your partner, loved ones or as a solo traveller. September holidays can range from resting on a Blue Flag beach to soaking in the history of the UK in an ancient city or wandering the British countryside for a taste of agriculture and charm.

    Places to Visit for September Cottages

    Lay back on tranquil beaches on the South Coast of England, free from tourists, in the suntraps of Devon and Cornwall or watch the colours change in the Cotswolds for quintessentially British villages to indulge in and you can discover more about places to stay in the Cotswolds here. Explore the dramatic landscape of the Yorkshire Dales, steeped in history and offering an abundance of fantastic walks this September; browse our Yorkshire Dales travel guide for inspiration on what to do whilst here. Head up North for the mountainous region of the Scottish Highlands, with the ideal weather conditions for hiking and cycling around this stunning part of the UK. Holidays in September UK can also be very desirable in the historic cities of Bath, York and Chester, home to superb attractions to keep you entertained all week long.

    Types of Holiday

    For a memorable getaway this September, choose between a wonderful selection of self-catering accommodation. Bring your family and furry friends along to dog-friendly holiday cottages, alternatively enjoy a relaxed stay at cottages with hot tubs. If you're seeking a romantic getaway, you can browse the sweet cottages at secluded romantic getaways in the UK and for larger parties looking for a group holiday, there are large holiday cottages. If you are wishing to secure a stay at a family-friendly property, view UK family breaks for guaranteed entertainment for the younger ones.