Holiday Cottages South East England

Within 10 miles
  • Within 1 mile
  • Within 2 miles
  • Within 3 miles
  • Within 5 miles
  • Within 10 miles
  • Within 20 miles
  • Within 30 miles
  • Within 50 miles
1
2
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
Pets
  • Pets
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • Property pet free
7
  • 7
  • 3
  • 4
  • -
  • 1
  • 2
  • 5
  • 6
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
3 Days +/-
  • Exact Dates
  • 1 Day +/-
  • 2 Days +/-
  • 3 Days +/-
British Travel Awards 2025 Award

British Travel Award Winners!

We’re proud to share that we’ve been recognised in the 2025 British Travel Awards as the Silver Winner for Best Company for UK Holiday Home Rentals.

Popular property types See all properties

Pet friendly

31 properties

Properties with hot tubs

5 properties

Luxury

4 properties

Log cabins

1 property

Properties with character

14 properties

Remote

0 properties

Holiday Cottages South East England

Your South Coast England search returned 714 cottages

REFINE SEARCH
Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
Map View

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 detached two-story house with a front porch and paved driveway surrounded by hedges at 5 The Mall in Sandown
1 of 37
5
Sandown, Isle of Wight, PO36
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

This charming detached house rests in the heart of Sandown, on the Isle of Wight. Electric fire. Enclosed garden. Shanklin 1.4 miles; Ventnor 5.6 miles. (Ref. 1020856)

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


for 7 nights From £701

See more details
A living room with a patterned carpet a sofa a TV near a fireplace and a set dining table at 5A Castle Street in Ryde
1 of 25
5
Ryde, Isle of Wight, PO33
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

5A Castle Street, a nicely-presented holiday home is located in the lovely seaside town of Ryde on the Isle of Wight. Three-storeys. Enclosed courtyard. Sandown 6 miles; Newport 7.5 miles. (Ref. 1148236)

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


for 7 nights From £382

See more details
A cobblestone driveway next to a beige house with white framed windows and a light grey door at 24 Elm Grove in Westgate-On-Sea
1 of 39
5
Westgate-On-Sea, Kent, CT8
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

24 Elm Grove is a contemporary cottage with wheelchair access, near a beach, shops and restaurants, in the lively coastal town of Westgate-On-Sea in Kent. Margate 2.7 miles; Broadstairs 5.4 miles; Ramsgate 7.2 miles; Canterbury 14 miles. (Ref. 1138799)

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


for 7 nights From £487

Last booked yesterday
See more details
A green shepherd hut on wheels with wooden doors and steps in a garden with trees and lawn at The Happy Hut in Sopley near Christchurch
1 of 33
5
Sopley near Christchurch, Hampshire, BH23
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

The Happy Hut is an inviting, secluded hut situated in a serene setting in the village of Sopley, near Christchurch, Dorset. Romantic. Quiet location. Bournemouth 7.8 miles. (Ref. 1141027)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub


for 7 nights From £359

Last booked yesterday
See more details
A row of brick and white houses along a street with sidewalks and driveways at Tennyson View in Totland
1 of 35
5
Totland, Isle of Wight, PO39
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A charming property set in the village of Totland, on the scenic Isle of Wight. Off-road parking. Electric fire. Enclosed garden. Freshwater 0.9 miles; Yarmouth 2.7 miles. (Ref. 1128375)

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


for 7 nights From £652

See more details
A house with a driveway lawn and wooden fence at The Hideaway Beach House in Littlestone-On-Sea
1 of 27
5
Littlestone-On-Sea, Kent, TN28
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Detached, contemporary, three-storey property in Littlestone near Greatstone-On-Sea, Kent. Ample off-road parking. Woodburning stove. Juliet balconies. Dungeness 5.1 miles; Folkestone 20.2 miles; Hastings 26 miles. (Ref. 1060378)

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


for 7 nights From £836

See more details
A house with a pitched roof and a small turret next to a pond surrounded by trees at Harbourne Oast in St Michaels
1 of 73
5
St Michaels, Kent, TN30
  • Sleeps12
  • Bedrooms6
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

Unique, heart-warming barn conversion with an accompanying annexe, one mile from the Kent village of St Michaels. Exposed beams and traditional features. Character cottage. Tranquil base. Tenterden 2.2 miles; Ashford 11.1 miles. (Ref. 974051)

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


for 7 nights From £1456

See more details
An outdoor dining area with a view of the beach at Flat 4 in Hythe
1 of 43
5
Hythe, Kent, CT21
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Flat 4 is a third-floor penthouse apartment situated along the coast in Hythe, Kent, boasting a south-facing wraparound balcony with stunning sea views. Folkestone 4.7 miles; Dymchurch 5.3 miles; Dover 14 miles; Canterbury 17.6 miles. (Ref. 1178253)

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


for 7 nights From £1039

See more details
Lakeside Lodge - 1178096 - photo 1
1 of 59
5
Witherenden Hill near Burwash, Sussex, TN19
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Lakeside Lodge is a wonderful holiday home near Burwash in East Sussex, boasting underfloor heating, open-plan living, and three en-suite bedrooms. Heathfield 5.1 miles; Royal Tunbridge Wells 12.8 miles; Hastings 18.6 miles. (Ref. 1178096)

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


for 7 nights From £832

See more details
A white picket fence and gate in front of a timber-framed house with a thatched roof at Wren Cottage in Ottinge near Lyminge
1 of 63
5
Ottinge near Lyminge, Kent, CT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A beautifully converted, thatched barn conversion in the hamlet of Ottinge near Lyminge, Kent. Character features. Spacious garden. Off-road parking. Elham 1.1 miles; Folkestone 7.4 miles. (Ref. 1011492)

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


for 7 nights From £511

See more details
A garden with green lawn and flower beds next to a thatched roof cottage with wooden chairs and umbrellas at Blackbird Cottage in Ottinge near Lyminge
1 of 42
5
Ottinge near Lyminge, Kent, CT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

An inviting, two-bedroom thatched cottage resting in the hamlet of Ottinge near Lyminge, Kent. Two bedrooms. Electric fire. Child-friendly. Elham 1.1 miles; Folkestone 7.4 miles. (Ref. 1133229)

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


for 7 nights From £460

Last booked yesterday
See more details
Exterior of a house with thatched roof flower boxes and gravel driveway at The Hayloft in Chislet near Herne Bay
1 of 36
5
Chislet near Herne Bay, Kent, CT3
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    5.0★

    Perfect

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

The Hayloft is a beautiful, detached barn-conversion settled in Chislet near Herne Bay, Kent. Near Kent Downs AONB. Woodburning stove. Thatched roof. Whitstable 9.6 miles; Canterbury 7.8 miles; Broadstairs 13.5 miles; Dover 21.2 miles. (Ref. 1143828)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher


for 7 nights From £738

See more details
A red brick house with several windows and doors surrounded by trees and gravel driveway at The Coach House in Whitsbury near Fordingbridge
1 of 33
5
Whitsbury near Fordingbridge, Hampshire, SP6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

This spacious coach house is situated in Whitsbury near Fordingbridge. Large garden. Wheelchair friendly. Woodburning stove. Fordingbridge 3.2 miles; Salisbury 10.4 miles; Bournemouth 21 miles. (Ref. 1041121)

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


for 7 nights From £721

Last booked 2 hours ago
See more details
A house with thatched roof and stone wall at Sheepwash Barn in Freshwater
1 of 42
5
Freshwater, Isle of Wight, PO40
  • Sleeps3
  • Bedrooms2
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Sheepwash Barn, a superb single-storey thatched 17th-century cottage in the hamlet of Middleton, near Freshwater, boasts beach proximity and allows pets. Freshwater 0.5 miles. (Ref. 1183433)

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


for 7 nights From £499

Last booked yesterday
See more details
Stone building with arched doorway and gated windows with potted plants at Chapel House in Chale
1 of 29
5
Chale, Isle of Wight, PO38
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A spectacular church conversion set in the village of Chale Green, Isle of Wight. Coastal setting. Grand interiors. Spacious accommodation. Open-plan living. Shanklin 8.2 miles; Newport 9.6 miles; Totland 12.4 miles. (Ref. 1066825)

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


for 7 nights From £1036

See more details
An outdoor seating area with two chairs a wooden bench a fire pit a low table with cushions and wine glasses under string lights at The Old Brewhouse & Piggery in Ningwood near Shalfleet
1 of 32
5
Ningwood near Shalfleet, Isle of Wight, PO30
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

An idyllic renovated cottage resting near Shalfleet on the Isle of Wight. Woodburning stove. Smart TV. Superfast WiFi. Close to beach. Yarmouth 2.8 miles; Freshwater 5.7 miles; Newport 7.2 miles; Cowes 9.9 miles. (Ref. 980661)

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


for 7 nights From £516

Last booked 3 hours ago
See more details
A grassy lawn with trees and a black wooden building with outdoor chairs at The Goose Shed in Adisham near Wingham
1 of 40
5
Adisham near Wingham, Kent, CT3
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

A beautiful single-storey barn conversion settled into a working farm in Adisham, near Wingham, Kent. Pet-friendly. Open-plan. Off-road parking. Wingham 5 miles; Canterbury 8.1 miles; Dover 12.9 miles. (Ref. 1066479)

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


for 7 nights From £568

See more details
A small outdoor seating area with a white table and chair next to a black wooden house surrounded by colorful flowers at Cherry Orchard Farm in Wateringbury
1 of 22
5
Wateringbury, Kent, ME15
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Cherry Orchard Farm, a lovely barn conversion resting just outside Wateringbury, Kent. Single-storey. Private garden. Open-plan. Private parking. Maidstone 4.8 miles; Tonbridge 10.9 miles; High Weald National Landscape 17.2 miles. (Ref. 1148600)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From £512

Last booked 3 days ago
See more details
A brick cottage with two yellow doors and flowering plants around at Gingerbread Cottage in Canterbury
1 of 26
5
Canterbury, Kent, CT2
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

A contemporary holiday home nestled in the heart of Canterbury, Kent. Enclosed garden. Close to amenities. Woodburning stove. Whitstable 6.5 miles; Herne Bay 7.7 miles. (Ref. 1087113)

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


for 7 nights From £802

See more details
A gravel driveway leading to a house with wooden and brick exterior surrounded by trees and plants at Spindlewood Cottage in Hawkhurst
1 of 46
5
Hawkhurst, Kent, TN18
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

This neatly-presented, two-bedroom annexe resides in Hawkhurst, Kent. In an AONB. Private patio. Smart TV. Royal Tunbridge Wells 15.3 miles; Maidstone 18.8 miles; Hastings 14.1 miles. (Ref. 1136422)

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


for 7 nights From £519

Last booked yesterday
See more details
Map View

South East England is a captivating destination known for its beautiful coastlines, rolling countryside, and rich history. Staying in a holiday cottage in the South East offers the perfect base to explore everything from charming seaside towns to iconic landmarks like the White Cliffs of Dover and Windsor Castle.  

Whatever you are looking for, holiday cottages in South East England can provide it. Experience the region’s diverse attractions today! 

Why Holiday Cottages in South East England? 

Choosing a cottage in South East England for your holiday offers a wide array of choices, from picturesque coastlines to the rolling hills of the countryside. Staying in a cottage in the South East allows you to fully immerse yourself in these surroundings, with charming accommodations tucked away in rural villages, seaside retreats, or near expansive vineyards and orchards. 

Beyond the beautiful scenery, South East England is filled with history, with attractions such as Windsor Castle, Hever Castle, and the iconic White Cliffs of Dover, all within easy reach from your cottage.  

Bustling seaside towns such as Brighton, Hastings and Margate allow you to enjoy that classic seaside experience. There are also alternatives such as the historical port town of Rye, with a mix of unique shops and traditional pubs and eateries.  

This combination of serene landscapes, rich heritage, and diverse activities makes cottages in South East England an ideal choice for a memorable getaway. 

Places to visit near Holiday Cottages in the South East 

Holiday cottages in South East England provide a fantastic base for exploring some of the UK's most iconic and picturesque destinations.  

For a taste of coastal life, head to the towns of Folkestone and Dover along the Kent coastline, full of history and fantastic shops and dining options, head along the coast to the white cliffs of Dover or explore the fortress of Dover Castle and the part it played during the second world war. If you're looking to explore gardens and stately homes, Sissinghurst Castle Garden and Leeds Castle in Kent are also easily accessible. 

Nature lovers will enjoy heading to the South Downs National Park, a sprawling area of rolling hills, charming villages, and scenic walking trails, ideal for hiking, cycling, or simply taking in the panoramic views from the famous Seven Sisters Cliffs, a must-see for coastal enthusiasts.  

There are so many fantastic locations to mention along the South East, so what are you waiting for, start exploring today and find the right property for you! 

Other places to explore from cottages to rent in the South East: 

Berkshire 

Buckinghamshire 

East Sussex 

Hampshire 

Isle of Wight 

Kent  

Surrey

West Sussex 

Types of South East Holidays 

Book your next holiday cottage in the South East today! 

Find the right property for you with a wide selection of options, looking to bring your pet with you? The see a selection of dog-friendly cottages, if lodges are your thing, see a collection of lodge breaks and if you are wanting that ultimate relaxation getaway, look no further than a holiday cottage with a hot tub.  

If you're still searching for your perfect getaway then these holiday cottages in England as well as these cottages in the UK could help.