September Holiday Cottages

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September Holiday Cottages

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Your UK & Ireland search returned 9,249 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 house with a garden at Havendale in Chesterfield
36
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
44
Ventnor, Isle of Wight, PO38
  • Sleeps5
  • Bedrooms2
  • Pet FriendlyYes

    4.8★

    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 patio area and a wooden gazebo on a lawn at Royal Oak House in Motcombe
SAVE £411
80
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 house with a red roof and large windows at The Stall near Kealkill, County Cork
21
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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A living room with a sofa and armchair at The Mayflower in Plymouth
SAVE £16
14
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
64
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
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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
34
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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The front entrance of a yellow house with hanging flower baskets and an alpaca wearing a blue harness at Saddlers Cottage Berllandeg Farm Clunderwen near Narberth
35
Clunderwen near Narberth, Pembrokeshire, SA66
  • Sleeps4
  • Bedrooms3
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

This high-quality detached Clunderwen cottage resides on a working fibre farm. Chance to see animals and poultry close at hand. Excellent walking/cycling from the doorstep. Narberth 6 miles. (Ref. 5396)

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

Fri 18th Sep
for 7 nights From £494

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A living room with a beige sofa, two patterned armchairs, a wooden TV stand, a television, and a window with blue curtains at MACS Place in Largs
18
Largs, North Ayrshire, KA30
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Lovely coastal holiday apartment in Largs on the Clyde coast, Scotland. Central location. Modern interior. Local attractions. Troon 26 mile. Glasgow 31 miles. (Ref. 980233)

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

Fri 18th Sep
for 7 nights From £503

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A two story house with an adjacent small building on a grassy lawn under a partly cloudy sky at Trewen in Botwnnog near Sarn Meyllteyrn
SAVE £181
38
Botwnnog near Sarn Meyllteyrn, Penrhyn Llyn (Llyn Peninsula), LL53
  • Sleeps12
  • Bedrooms5
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

A grand five-bedroom holiday home, resting in Botwnnog near Sarn Meyllteyrn, in Gwynedd. Bedrooms with en-suites. Woodburning stove. Contemporary. Original features. Smart TV. Abersoch 4.3 miles; Pwllheli 8.6 miles. (Ref. 1024758)

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

Sat 26th Sep
for 7 nights was £1309 From £1128

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A stone building with tiled roof and glass door opening to a gravel patio with a small table and two chairs at The Nest in Amroth
SAVE £53
21
Amroth, Pembrokeshire, SA67
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

The Nest rests rurally on the outskirts of Llanteg, Pembrokeshire. Off-road parking. Romantic. Enclosed garden. Near amenities. Woodburning stove. Tenby 10.1 miles; Pembroke 15 miles; Haverfordwest 18.2 miles. (Ref. 1139557)

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

Sat 19th Sep
for 7 nights was £445 From £392

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A courtyard with a gravel driveway and stone and brick buildings with a lawn and outdoor seating at Wytons Piece in Chipping Norton
51
Chipping Norton, Cotswolds, CV36
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Wytons Piece is a very spacious, detached property situated in a cracking location deep in the Northern Cotswolds. Ideal for families, walkers and groups who like to 'spread out'! (Ref. 988728)

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

Fri 18th Sep
for 7 nights From £947

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Gualan Sands - 1110843 - photo 1
SAVE £135
39
Iochdar, Western Isles, HS8
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Gualan Sands is a stunning detached house in Lochdar on the Isle of South Uist, Outer Hebrides, this pet-friendly boasts sea views and an open-plan layout. Creagorry 1.8 miles; Linaclate 3.1 miles; Askernish 17.1 miles. (Ref. 1110843)

  • Pet friendly (extra charges may apply)
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

Fri 25th Sep
for 7 nights was £1545 From £1410

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A house with multiple windows and a sloped roof with skylights a driveway and plants in pots at Tree Tops in Newport Pembrokeshire
SAVE £113
53
Newport, Pembrokeshire, South Wales & Pembrokeshire, SA42
  • Sleeps10
  • Bedrooms5
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

Tree Tops is a lovely holiday cottage located in Newport, Pembrokeshire which is close to the local beach and has handy off-road parking for guests. Fishguard 6.9 miles; Cardigan 12 miles. (Ref. 1168590)

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

Fri 2nd Oct
for 7 nights was £1366 From £1253

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A single story house with a tiled roof a wooden ramp and a small front lawn at Sealyons in Fairbourne near Dolgellau
SAVE £11
32
Fairbourne near Dolgellau, Gwynedd, LL38
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

Detached bungalow providing a great seaside holiday base for family and friends. Fantastic 2 mile long sandy beach close by. Wonderful walks and historic towns. Parking, garden and WiFi. Dolgellau 9 miles. Barmouth 13 miles. (Ref. 933773)

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

Fri 18th Sep
for 7 nights was £475 From £464

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A living room with a sofa, dining area and television at 22 Garfield Street, Stoke-on-Trent
17
Hanley, Staffordshire, ST1
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

  • Sykes rating

Potter's Wheel is a welcoming terraced house in Hanley, Staffordshire, with a garden and near the Peak District National Park. Stoke-on-Trent 1.4 miles; Leek 11 miles; Peak District National Park 13.6 miles. (Ref. 1201761)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine

Sun 13th Sep
for 7 nights From £864

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A dining table set with food, drinks, and flowers by a window with a view of a coastal village and hills at Harbour Light in Boscastle
SAVE £60
32
Boscastle, Cornwall, PL35
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Harbour Light is a beautiful, first-floor apartment resting in the riverside town of Boscastle, Cornwall. River views. Close to pub. Pet-friendly. Tintagel 3.9 miles; Bodmin 18.7 miles. (Ref. 1144354)

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

Fri 18th Sep
for 7 nights was £1378 From £1318

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An outdoor area with a deck and stairs at Lodge 83, Gwel an Mor Portreath
50
Portreath, Cornwall, TR16
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

  • Sykes rating

Lodge 83, Gwel an Mor, is a charming, single-storey holiday lodge located in the small coastal port of Portreath in Cornwall, with a private hot tub and access to pool and gym. Truro 14.7 miles; St Ives 16.3 miles. (Ref. 1177740)

  • Wi-fi
  • Swimming pool
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

Sat 26th Sep
for 7 nights From £940

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A patio with wooden chairs and table with potted plant outside a black wooden building with large glass doors at Chy Benyngoth in Hayle
SAVE £23
32
Hayle, Cornwall, TR27
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Chy Benygoth is a wonderful lodge in the quaint town of Hayle, Cornwall, that has a gorgeous open-plan living space as well as a wooodburning stove. St Ives 8.7 miles; Penzance 9.8 miles. (Ref. 1172364)

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

Fri 18th Sep
for 7 nights was £663 From £640

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A stone house and a white cottage with skylights in a rural landscape with hills and water at The Barn at Reef in Timsgearraidh
SAVE £105
53
Timsgearraidh, The Outer Hebrides - Lewis, HS2
  • Sleeps5
  • Bedrooms2
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

The Barn at Reef welcomes you to your perfect Scottish adventure in the breath-taking scenery of Reef, on the Isle of Lewis in the Outer Hebrides. Woodburning stove. Pet-friendly. Remote. Ardroil,6.3 miles; Great Bernera 20.8 miles; Stornoway 33.6 miles. (Ref. 1110778)

  • Pet friendly (extra charges may apply)
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

Sat 19th Sep
for 7 nights was £1212 From £1107

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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.