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833 Holiday Cottages in the Isle of Wight, the South of England

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The Old Radar Station, St Boniface Down, Ventnor

The Old Radar Station, St Boniface Down …

Ventnor, Isle of Wight

4
8

Set on the highest point of the Island, you have the opportunity to stay in an extraordinary piece of British history. This recently converted WW2 Receiver Station formed a critical part of the UK s Chain Home Radar Early Warning System."I think we can say that the Battle of…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £3675
Cliffhanger, Cowes. Elegant period property, with stunning sea views. Sleeps 10

Cliffhanger, Cowes. Elegant Period Property, with Stunning …

Cowes, Isle of Wight

5
10

Book an amazing stay at Cliffhanger! Enjoy this fabulous 5 bedroom, 4 bathroom holiday home. Experience wonderful sailing opportunities, beautiful beaches, and the scenic coastal walks of the Isle of Wight. The perfect destination for a family vacation, a few days with friends…

  • Pets Allowed
  • Hot Tub / Jacuzzi
  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £3591
Laurel Cottage (Pet Friendly £)

Laurel Cottage (pet Friendly )

Sandown, Isle of Wight

5
11

Laurel Cottage is a luxury, detached, spacious holiday home, able to accommodate up to 11 guests. This luxurious cottage is situated in the delightful rural village of Newchurch, making it the perfect place to relax and unwind after a family day out exploring the sunny…

  • Pets Allowed
  • Baby Friendly
  • Internet
Weekly from £3444
Multi-award winning Georgian Farmhouse with rural views and proximity to beach

Multi-award Winning Georgian Farmhouse with Rural Views …

Brighstone, Isle of Wight

6
12

The Mill House is a beautiful detached Georgian farmhouse situated in a quiet country lane. It has spectacular views across fields to the Downs and is a ten-minute walk from the sea at Brighstone Bay. Across the lane is a pleasant ten-minute walk beside the stream, which leads…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £3255
The Farmhouse - Stunning Coastal Luxury in Brook

The Farmhouse - Stunning Coastal Luxury in …

Brook, Isle of Wight

5
12

This beautiful 1820 Farmhouse was renovated in 2019 to provide superior luxury holiday accommodation for up to 12 people. The stunning Brook Beach is a mere 5 minute walk from the Farmhouse and the surrounding Area of Outstanding Natural beauty provides a quiet, picturesque…

  • Internet
Weekly from £3150
The Poppies -  a house that sleeps 8 guests  in 3 bedrooms

The Poppies - a House That …

Brighstone, Isle of Wight

3
8

**New release - from July 2022**In a peaceful setting, within the heart of the beautiful village of Brighstone, this stunning 2020 Grade II listed barn conversion (with a history dating back to the 15th century) combines character features with a high standard of modern…

  • Internet
Weekly from £3080
Beach Side -  a house that sleeps 8 guests  in 4 bedrooms

Beach Side - a House That …

Bembridge, Isle of Wight

4
6

Beachside in Bembridge is situated just yards from the beach this stunning ‘New England' style house enjoys fabulous sea views and gardens leading onto the beach. Tastefully furnished, this spacious and luxurious home is perfect for families who love beach life and water…

  • Coast Nearby
Weekly from £3059
'The Blue House', A cottage overlooking the sea. with its own beach!

'the Blue House', a Cottage Overlooking the …

Gurnard, Isle of Wight

4
9

The Blue House, is a pretty 4 bed cottage, in its own private garden of 2 acres. The house has been completely refurbished. It has fabulous sea views over the Western Solent with a woodland walk down to the beach. It has been featured in Coast magazine. Located in the village of…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £3003
Colonels Rest -  a house that sleeps 10 guests  in 5 bedrooms

Colonels Rest - a House That …

Sandown, Isle of Wight

5
10

This brand-new contemporary house has its accommodation positioned over 4 floors. Sleeping a maximum of 10 people (up to 8 adults), you are spoilt for choice as to which balcony to enjoy – the front balcony offering sea views and a place to sit and watch the passing ships. The…

  • Internet
Weekly from £2996
Downedge -  a house that sleeps 13 guests  in 6 bedrooms

Downedge - a House That Sleeps …

Sandown, Isle of Wight

6
13

Downedge is approached via its own private driveway to a large turning circle with plenty of space for cars to park. Inside, the accommodation includes six bedrooms, four bathrooms, 3 bedrooms enjoy en-suite facilities, four reception rooms, some with open fireplaces, all with…

  • Pets Allowed
  • Baby Friendly
Weekly from £2954
Perfect Retreat in Luxury & Historical Manor House

Perfect Retreat in Luxury & Historical Manor …

Binstead, Ryde, Isle of Wight

4
8

Welcome to our spacious, seaside Victorian Manor. Nestled in the peaceful, protected ancient woodland in Binstead, it provides the perfect balance between the countryside, seaside. A perfect getaway for up to 8 guests. It features a kitchen with an Aga, a grand living area with…

  • Hot Tub / Jacuzzi
  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £2947
Quay Town House -  a house that sleeps 10 guests  in 5 bedrooms

Quay Town House - a House …

Newport, Isle of Wight

5
10

Quay Town House is a substantial period residence sleeping 10 guests in 5 bedrooms over 3 floors. With 2 living rooms and a dining room the accommodation on offer make this ideal for multiple families. There are 2 en-suite bathrooms and a separate shower room and a pleasant…

Weekly from £2919
St Rhadagunds Cottage East (Pet Friendly £)

St Rhadagunds Cottage East (pet Friendly )

Ventnor, Isle of Wight

4
8

St Rhadagunds Cottage East, is a well presented, dog friendly holiday home that can comfortably accommodate up to eight guests, it has a double bedroom with en-suite facilities on the ground floor, ideal for less mobile visitors. There's also a well-equipped kitchen leading…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Open Fire
Weekly from £2821
15 minutes to beach.  5 bed house with 22 sqm equipped gym.

15 Minutes to Beach. 5 Bed …

Shanklin, Isle of Wight

5
10

Maycliffe is located in a quiet cliff top cul-de-sac location in Shanklin. It is only a two minute walk to the cliff path that runs along the south east coast line. The beach is just a 10 to 15 minute walk and Shanklin town also just a 15 minute walk. This 5 bed property…

  • Hot Tub / Jacuzzi
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £2807
Fantastic self catering cottage Seaview

Fantastic Self Catering Cottage Seaview

Seaview, Isle of Wight

3
7

This little gem is in the heart of Seaview and a minutes walk from the sea. The house has recently been beautifully refurbished to a high standard. It sleeps 6/7 in three bedrooms (two doubles, one single with bunk beds), two bathrooms, sitting room and kitchen/dining room. …

  • Internet
  • Coast Nearby
Weekly from £2800
Beautiful and luxurious Seaside Home

Beautiful and Luxurious Seaside Home

Ventnor, Isle of Wight

4
10

Charlton House is a detached home set in a private and tucked away location on the edge of the highly sought after and picturesque village of Bonchurch, adjacent to the very popular Victorian town of Ventnor. The Village pond and idyllic beaches are just a short walk away as is…

  • Pets Allowed
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £2765
The Boathouse on the beach in Seagrove Bay

The Boathouse On the Beach in Seagrove …

Seaview, Isle of Wight

3
6

Rare opportunity to enjoy a truly special holiday in an outstanding converted Victorian boathouse. The Boathouse sits in a totally unique setting, in one of the most sought-after premium locations on the Isle of Wight. The house itself commands central position in the bay and…

  • Pets Allowed
  • Internet
  • Open Fire
Weekly from £2730
Rookley Farm Lodge (Pet Friendly £)

Rookley Farm Lodge (pet Friendly )

Ventnor, Isle of Wight

5
6

Rookley Farm Lodge is an attractive stone-built spacious, comfortable house and can accommodate up to ten guests with use of swimming pool and tennis court. The Lodge is set in beautiful countryside surroundings across from the former farmyard and the attractive and historic…

  • Pets Allowed
  • Swimming Pool
  • Baby Friendly
  • Internet
Weekly from £2695
Charming Victorian Cottage In Shanklin Old Village & Dog Friendly

Charming Victorian Cottage in Shanklin Old Village …

Shanklin, Isle of Wight

5
10

The Charming Clarendon House is located in Shanklin Old Village, the house oozes character and is equipped with all the luxuries to ensure you have a perfect holiday. The house has a large farmhouse style kitchen, large lounge area and rear sun terrace. The house sleep up to 10…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £2646
Luxury town house for 6 guests with stunning Solent Views overlooking the RYS

Luxury Town House for 6 Guests with …

Cowes, Isle of Wight

3
6

This beautifully decorated, high end apartment is the perfect location to spend your time in Cowes. The far reaching views provide a wonderful platform to watch the racing or just see the world drift by. Located on the prestigious Castle Road, the property overlooks the Royal…

  • Internet
  • Coast Nearby
Weekly from £2625

We've found 833 properties

Explore the South of England

Diverse and beautiful, the Isle of Wight is great for walking, cycling, sailing and days on the beach. An ideal place for family holidays. Visit Osborne House, Queen Victoria's summer residence, and Carisbrooke Castle, or hunt out dinosaur fossils.

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