Cottages for May bank holidays in South England

We have 113 available for the May Day bank holiday in South England

The Piggery at John Bulls House is a 1 bedroom self catering cottage near Horsham.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £119 per night + £63 booking fees

The Piggery at John Bulls House

4922

1 bedroom self catering cottage near Horsham.


The Piggery at John Bulls House is the perfect retreat for couples looking to stay at the foot of South Downs National Park. Situated in a quiet, rural and secluded location it giv...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £119 per night

Saye House is a 4 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1228 * booking fees included

Saye House

4573

4 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Just a few minutes from idyllic Seagrove Bay, Saye House has been stylishly renovated to a high standard offering a wonderful place to enjoy a well-earned rest on the Isle of Wight...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1228 *

We’re here to help you find your perfect place to stay 7 days a week.

Halland Rise is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1467 * booking fees included

Halland Rise

5500

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.


Introducing Halland Rise, a stunning detached house sleeping eight guests, nestled in Seaview, one of the Island's most sought-after villages. With a choice of hidden coves and lon...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1467 *

Pump Cottage is a 2 bedroom self-catering cottage in Rye.
  • Sleeps 3 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £504 booking fees included

Pump Cottage

5788

2 bedroom self-catering cottage in Rye.


Situated in the heart of Rye and just a short walk from the railway station, Pump Cottage is perfectly positioned for exploring this medieval town, 1066 country and the golden beac...

  • Sleeps 3 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £504

Seascape is a 2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.
  • Sleeps 3
  • No pets
  • Changeover Sat

7 nights from £540 booking fees included

Seascape

5944

2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.


Located in the cosmopolitan town of Ventnor within a Victorian townhouse, Seascape is a modern two-bedroom, ground floor, apartment with spectacular sea views overlooking the bay. ...

  • Sleeps 3
  • No pets
  • Changeover Sat

7 nights from £540

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  • 20% off

    25 Jul 2026 - 1 Aug 2026

    £810.00 £711.00 booking fees included

The Cattle Byre is a 2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £651 booking fees included

The Cattle Byre

4535

2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.


Tucked away in a peaceful rural setting on the west side of the island, The Cattle Byre is a beautifully converted barn that blends rustic charm with modern comfort. Perfect for a ...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £651

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  • 20% off

    11 Jul 2026 - 18 Jul 2026

    From £941.00 £815.80 booking fees included

  • 20% off

    18 Jul 2026 - 25 Jul 2026

    From £970.00 £839.00 booking fees included

  • 20% off

    25 Jul 2026 - 1 Aug 2026

    £990.00 £855.00 booking fees included

Cockleshells is a 2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £477 booking fees included

Cockleshells

3815

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


Seaview is a wonderful base for an Isle of Wight holiday and Cockleshells sits in the perfect location, just a short stroll from the glorious beach and centre of the village. Situa...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £477

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  • 20% off

    18 Jul 2026 - 25 Jul 2026

    From £765.00 £675.00 booking fees included

Sugar Beach is a 2 bedroom dog friendly self catering cottage near the beach in Seaview, Isle of Wight
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £477 booking fees included

Sugar Beach

5102

2 bedroom dog friendly self catering cottage near the beach in Seaview, Isle of Wight


Seaview is a much sought-after charming village on the east of the Isle of Wight, and Sugar Beach is perfectly situated just a stone's throw from the beach and a short stroll away ...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £477

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Berry Cabin is a 2 bedroom, dog friendly, bolthole in Seaview, Isle of Wight.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £490 booking fees included

Berry Cabin

5286

2 bedroom, dog friendly, bolthole in Seaview, Isle of Wight.


What a little cutie! Berry Cabin is a delightful bolthole for four guests and one well behaved doggy looking for some summer fun! Surrounded by Hersey nature reserve and countrysid...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £490

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  • 20% off

    4 Jul 2026 - 11 Jul 2026

    From £684.00 £610.20 booking fees included

Faithfull Cottage is a 2 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £529 booking fees included

Faithfull Cottage

3600

2 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.


Faithfull Cottage is a welcoming retreat situated within two miles distance of St Helens village on the Isle of Wight, as well as a gorgeous beach, RSPB Nature Reserve and the vill...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £529

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  • 20% off

    11 Jul 2026 - 18 Jul 2026

    From £906.00 £787.80 booking fees included

  • 20% off

    18 Jul 2026 - 25 Jul 2026

    From £987.00 £852.60 booking fees included

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