May 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.

May Holiday Cottages

REFINE SEARCH

Your UK & Ireland search returned 19,524 cottages

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Map View
A stone exterior of a terraced house with a gray door and a bay window at 5 Hamilton Terrace in Pateley Bridge
34
Pateley Bridge, Yorkshire Dales - North, HG3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

5 Hamilton Terrace is a quaint mid-terrace sitting at the top of the lovely village of Pateley Bridge, Yorkshire, with a woodburning stove and parking. Grassington 10.6 miles; Ripon 11.8 miles; Harrogate 14.4 miles. (Ref. 1162832)

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

  • 5% off - Fri 16th Jan to 24th Jan 2026

Fri 1st May
for 7 nights $686

Secure your holiday with a 30% deposit*
Last booked yesterday
See more details
A brick house with a garage and a conservatory surrounded by trees and bushes at Court Farm in Neen Sollars near Cleobury Mortimer
34
Neen Sollars near Cleobury Mortimer, Shropshire, DY14
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This charming chalet-style cottage rests in the village of Neen Sollars, in Shropshire. Games room. Woodburning stove. Tenbury Wells 6.1 miles; Kidderminster 13.3 miles. (Ref. 1010755)

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

Fri 29th May
for 7 nights $867

Secure your holiday with a 30% deposit* See more details
Exterior view of a stone house with blue cladding and large windows at Bos Lowen Paul near Mousehole
28
Paul near Mousehole, Cornwall, TR19
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A superb reverse-level dwelling, in an idyllic area of the coast of Cornwall. Open-plan living with woodburning stove. Pet-friendly. In easy reach of beaches. Mousehole 0.6 miles; Penzance 2.8 miles. (Ref. 1026901)

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

Fri 1st May
for 7 nights $986

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A blue single-story house with white trim and a concrete driveway at Smallcroft in Seasalter
27
Seasalter, Kent, CT5
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A detached bungalow situated in the village of Seasalter, Kent. All ground floor. Patio areas with furniture. Whitstable 2 miles; Herne Bay 6 miles. (Ref. 930347)

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

Fri 29th May
for 7 nights $887

Secure your holiday with a 30% deposit* See more details
A white front door with textured glass and a golden handle on a stone wall at Rose Cottage in Grassington
13
Grassington, Yorkshire Dales, BD23
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A beautifully renovated semi-detached cottage set in the heart of Grassington in North Yorkshire. Upside down living. Open plan. Exposed beams and stone. Skipton 9 miles. (Ref. 960885)

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

Fri 15th May
for 7 nights $1091

Secure your holiday with a 30% deposit*
Last booked 7 hours ago
See more details
A brick and stucco exterior house with tiled roof and gravel yard at Shepherd's Cottage in Claythorpe near Alford
21
Claythorpe near Alford, Lincolnshire, LN13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A lovely detached cottage surrounded by rural farmland in the quaint village of Claythorpe near Alford, Lincolnshire. Woodburning stove. Underfloor heating. Rural retreat. Mablethorpe 8 miles; Louth 10 miles; Skegness 16.5 miles. (Ref. 1043408)

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

Fri 15th May
for 7 nights $875

Secure your holiday with a 30% deposit* See more details
A street view of a stone house with a red door and white framed windows at Evansford in Ballater
45
Ballater, Cairngorms National Park, AB35
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Evansford is a colourful, family and pet-friendly home with ground-floor living in Ballater, Aberdeenshire, in the Cairngorms National Park. Braemar 16.5 miles; Grantown-on-Spey 38.2 miles; Aberdeen 41 miles. (Ref. 1172606)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

Sat 2nd May
for 7 nights $1441

Secure your holiday with a 30% deposit* See more details
A living room with sofas a wall-mounted TV fireplace and a view of boats through glass doors at 2 Sails in Dartmouth
25
Dartmouth, Devon, TQ6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

An attractive first-floor apartment lying at the heart of Dartmouth, in the South Hams district of Devon. Outstanding views. Stylish interiors. Designated secure parking. Brixham 5.1 miles; Totnes 12.2 miles; Salcombe 18.7 miles. (Ref. 1057623)

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

Sat 2nd May
for 7 nights $1434

Secure your holiday with a 30% deposit*
Last booked 2 days ago
See more details
A driveway leading to a white semi detached house with a garage and skylights at Bay View in Benllech
37
Benllech, Ynys Môn / Isle of Anglesey, LL74
  • Sleeps9
  • Bedrooms5
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Superb detached cottage with modern styling, en-suite facilities, and amenities within two minutes’ walk. Ground floor bedrooms and shower room. Garden. Parking. Wifi. Sea views. Perfect base for families. Red Wharf Bay 1.5 miles. (Ref. 961953)

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

Fri 15th May
for 7 nights $1644

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An outdoor patio area with green metal table and chairs in front of a stone house with a green door and windows at Clematis Cottage Baslow near Chatsworth House
19
Baslow near Chatsworth House, Peak District, DE45
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A lovely, detached Baslow cottage with original features and character charm. A cosy, welcoming Baslow cottage close to the Chatsworth Estate, beautiful walks and nearby Bakewell. (Ref. 4126)

  • Wi-fi
  • Washing machine
  • Baby-friendly

Sat 2nd May
for 7 nights $768

Secure your holiday with a 30% deposit* See more details
An outdoor patio area with a gravel floor metal chairs and table plants on either side of a brick house at The Old Dairy in Church Stretton
23
Church Stretton, Shropshire, SY5
  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Ground floor character barn conversion in village of Stapleton, 7 miles from Church Stretton. Woodburner, exposed beams & original features throughout. Shrewsbury 6 miles. (Ref. 1034)

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

Sat 2nd May
for 7 nights $670

Secure your holiday with a 30% deposit* See more details
A wooden lodge with glass balcony and green plants in a grassy yard at Enia Lodge 2 Llanelidan near Corwen
28
Llanelidan near Corwen, Denbighshire, LL15
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Enia (Lodge 2) is a contemporary, single-storey lodge with a hot tub, set on a lovely working sheep farm in Llanelidan near Corwen, Denbighshire. Llangollen 11 miles; Bala 14.7 miles; Ruthin 7.8 miles; Betws-y-Coed 25.1 miles. (Ref. 1159329)

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

Mon 4th May
for 7 nights $1020

Secure your holiday with a 30% deposit*
Last booked 2 days ago
See more details
A small balcony with two wicker chairs a round table with a bottle and two glasses overlooking a harbor and buildings at Mariners Rest in Whitby
19
Whitby, North Yorkshire, YO21
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Fabulous modern cottage in quiet area of Whitby. Immaculately-presented, spacious, well-equipped accommodation. Sunny rear patio with steam trains passing by! Off road parking for 2 cars. All amenities 5 mins walk. (Ref. 905138)

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

Fri 22nd May
for 7 nights $2147

Secure your holiday with a 30% deposit* See more details
A single-story house with a stone entrance porch a wooden door and surrounding shrubs at St Albans in Boscastle
24
Boscastle, Cornwall, PL35
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

St. Albans is a delightful, semi-detached bungalow situated in the coastal village of Boscastle, Cornwall. Smart TV. Lawned garden. Washer/dryer. Tintagel 3.2 miles; Camelford 5.8 miles. (Ref. 1120185)

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

Sat 2nd May
for 7 nights $735

Secure your holiday with a 30% deposit*
Last booked within the hour
See more details
An outdoor patio area with a glass table and four chairs under a black umbrella next to a house with potted plants and a small shed at Jakanori in Staveley
35
Staveley, Lake District, LA8
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Charming cottage in the vibrant village of Staveley. Within 5 minutes walk to local amenities. Pet-friendly, enclosed courtyard and WIFI. Windermere 5 miles. (Ref. 956372)

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

Fri 8th May
for 7 nights $876

Secure your holiday with a 30% deposit* See more details
Two horses grazing in a green field with a small house and trees in the background at Palace Bungalow in St Weonards
36
St Weonards, Herefordshire, HR2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A wonderful single-storey property resting in St. Weonards near Peterstow, Herefordshire. Pet-friendly. Countryside views. Private grounds. Ground-floor living. Enclosed garden. Ross-on-Wye 10.8 miles; Hereford 11.3 miles; Ledbury 21 miles. (Ref. 1123808)

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

Fri 1st May
for 7 nights $884

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A white two story house with four windows and a green door on a street at Copperbeech in Stow on the Wold
29
Stow-on-the-Wold, Cotswolds, GL54
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A striking Victorian townhouse situated within the historic market town of Stow-on-the-Wold, Gloucestershire. Woodburning stove. WiFi. Garden. Close to amenities. Bourton-on-the-Water 4.1 miles; Chipping Norton 8.9 miles; Chipping Campden 10.3 miles. (Ref. 1091391)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

Sun 3rd May
for 7 nights $1386

Secure your holiday with a 30% deposit* See more details
A living room with a wooden dining table and chairs a brick fireplace with a wood stove and a television on a wall shelf at 17 Sands Close in Broadway
30
Broadway, Worcestershire, WR12
  • Sleeps11
  • Bedrooms6
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

An excellent semi-detached cottage in the charming village of Broadway, Worcestershire. In the Cotswolds. Woodburning stove. Ground-floor living. Evesham 5.8 miles; Tewkesbury 15.7 miles; Cheltenham 16.6 miles; Stratford-upon-Avon 15.2 miles. (Ref. 1075122)

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

  • 10% off - Fri 12th Dec to 23rd Dec 2025

Sat 30th May
for 7 nights $1825

Secure your holiday with a 30% deposit* See more details
A stone house with a tiled roof solar panels and a low stone wall in front at Knoll View in Bradwell
50
Bradwell, Peak District, S33
  • Sleeps8
  • Bedrooms5
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Knoll View, a wonderful, three-storey abode located in Bradwell in Derbyshire, enjoying countryside views in the heart of the Peak District National Park. Castleton 3.8 miles; Tideswell 4.7 miles; Buxton 13.3 miles; Bakewell 10.2 miles. (Ref. 1163073)

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

Fri 29th May
for 7 nights $2231

Secure your holiday with a 30% deposit* See more details
A brick cottage with tiled roof front garden hedge and metal gate at Anvil Lodge in Goulceby near Louth
16
Goulceby near Louth, Lincolnshire, LN11
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Character property which was originally a blacksmiths. Two bedrooms, feature fireplace. Enclosed lawned garden. ideal placed for walks and cycle routes. Louth 8 miles. (Ref. 946471)

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

Fri 29th May
for 7 nights $657

Secure your holiday with a 30% deposit* See more details
Map View

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Find even more great places to stay in these collection of May Half Term Cottages and cottages for Bank Holiday getaways.