Family friendly cottages and houses

Number of results:

Number of results: 141

, currently showing 21 to 40.

  1. Add Loreto to your Itinerary

    Loreto

    Type

    Type:

    Self-Catering

    FRESHWATER

    A 4 Star self catering holiday cottage, sleeps 4, located in an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) in West Wight.  Reservations via the online booking service at cottages.com

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  2. Add St Marys Road to your Itinerary

    St Marys Road

    Type

    Type:

    Self-Catering

    COWES

    Recently renovated 3 bedroom cottage sleeping up to 6 guests.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  3. Add Tara to your Itinerary

    Tara

    Type

    Type:

    Self-Catering

    VENTNOR

    Overlooking Ventnor Bay and close to the spectacular St Boniface Downs, Tara is a stunning coastal retreat. With its elevated position and private garden, this detached cottage makes for the perfect escape close to the sea.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  4. Add The Hermitage to your Itinerary

    The Hermitage

    Type

    Type:

    Self-Catering

    VENTNOR

    An impressive country house situated in an elevated rural position in just over 11 acres of private grounds. Perfect accommodation for large group celebrations.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  5. Add Shalfleet Manor to your Itinerary

    Shalfleet Manor

    Type

    Type:

    Self-Catering

    NEWPORT

    Shalfleet Manor is situated on the edge of Newtown Estuary, a designated National Nature Reserve, and home to fabulous birdwatching, canoeing and paddle-boarding.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  6. Add East Afton Farmhouse to your Itinerary

    East Afton Farmhouse

    Type

    Type:

    Self-Catering

    Freshwater

    East Afton Farmhouse is an impressive self catering farm house, with stunning purpose built event barn, stone ceremony barn and adjoining Annex holiday cottage, located next to an Isle of Wight National Landscape (formerly known as Area of…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  7. Add Farringford Self Catering Cottages to your Itinerary

    Farringford Self Catering Cottages

    Type

    Type:

    Self-Catering

    Freshwater Bay

    Farringford self-catering cottages are located on the Farringford Estate at Freshwater Bay, West Wight of the Island.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  8. Add Boniface Cliff Villa to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Boniface Cliff Villa

    Type

    Type:

    Self-Catering

    SHANKLIN

    Spacious villa with many beautiful Edwardian features but in a modern, comfortable setting. 

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  9. Add 1 Drayton Cottage to your Itinerary

    1 Drayton Cottage

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    This cosy Victorian cottage in Bembridge sleeps 4 plus a baby

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  10. Add The Auction House to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    The Auction House

    Type

    Type:

    Self-Catering

    Ryde

    The Auction House is a luxury two bedroom mews house (sleeps 4) set in a tranquil courtyard in the heart of Ryde. It is just 5 minutes stroll to the beach. It forms part of a stylish conversion of Ryde's Victorian sale rooms and has been equipped…

    Dates

    From:
    3 Nov 2024to31 Dec 2026
  11. Add Firefly House, Cowes to your Itinerary

    Firefly House, Cowes

    Type

    Type:

    Self-Catering

    COWES

    Firefly House is a 4 bedroom luxury Victorian house with 2 parking spaces, just a few minutes walk from the historic town centre, waterfront and marinas of Cowes, home of UK yacht racing, and gateway to the Isle of Wight.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  12. Add Grants Cottage to your Itinerary

    Grants Cottage

    Type

    Type:

    Self-Catering

    CALBOURNE

    Grants Cottage is a gorgeous, quintessential ‘chocolate box’ eighteenth century Listed thatched cottage in the heart of the pretty West Wight village of Calbourne.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  13. Add Maytime Cottage to your Itinerary

    Maytime Cottage

    Type

    Type:

    Self-Catering

    VENTNOR

    Maytime Cottage offers very spacious high quality self-catering accommodation for up to five people and includes a modern kitchen, two Shower rooms 2 W/C's 3 reception rooms and 3 bedrooms, a south facing patio, enclosed back garden with lovely…

    Dates

    From:
    1 Jan 2026to31 Dec 2026

    Gradings

    • 4 Visit England Stars Self Catering
    4 Visit England Stars Self Catering
  14. Add Buzzard Barn at Bunts Hill Barns to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Buzzard Barn at Bunts Hill Barns

    Type

    Type:

    Self-Catering

    Porchfield

    Buzzard Barn is located just outside the village of Porchfield on the more rural side of the Island.  It is surrounded by countryside and close to Newtown Estuary, a designated National Nature Reserve.

    Dates

    From:
    1 Jan 2025to31 Dec 2026
  15. Add Fair Isle Holiday Cottages to your Itinerary

    Fair Isle Holiday Cottages

    Type

    Type:

    Self-Catering

    Newport

    Fair Isle Holiday Cottages is a family-run business offering 7 thoughtfully designed holiday homes, including 5 newly built stylish contemporary lodges and 2 cosy cottages, all with stunning countryside views.

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  16. Add Seafarers View to your Itinerary

    Seafarers View

    Type

    Type:

    Self-Catering

    Cowes

    Seafarer’s View is located a few steps away from the water’s edge on Cowes High Street on the beautiful and picturesque Isle of Wight. the property has been lovingly refurbished to operate as Serviced Accommodation, having 6 double bedrooms and 3…

    Dates

  17. Add Sunset Beach to your Itinerary

    Sunset Beach

    Type

    Type:

    Self-Catering

    Freshwater

    A Renovated 3 bed detached house only 3 houses from the beach and beautiful sunsets. LOW deposits and discounted ferry travel available. We are in a perfect location for the beach and coastal walks. 

    Dates

    From:
    1 Apr 2026to31 Oct 2026
    From:
    1 Nov 2026to31 Mar 2027
  18. Add Spitfire House to your Itinerary

    Spitfire House

    Type

    Type:

    Self-Catering

    Ventnor

    Spitfire House is a secret jewel in Ventnor’s Bohemian crown with over 50 5* reviews. Named after the majestic spitfire aircraft that regularly fly over, this stylish property offers fantastic sea views and a luxurious finish with an abundance of…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  19. Add Pebble Beach Holiday Home to your Itinerary

    Tourism For All

    Self-Assessed Accessibility Information

    Pebble Beach Holiday Home

    Type

    Type:

    Self-Catering

    BEMBRIDGE

    I also had a go at rewriting the Short Description: "Pebble Beach is a well-appointed 3-bedroom bungalow in the renowned coastal village of Bembridge, with its extensive beaches, characterful pubs, variety of restaurants and thriving local high…

    Dates

    From:
    1 Jan 2026to31 Dec 2026
  20. Add Mermaid Holidays to your Itinerary

    Mermaid Holidays

    Type

    Type:

    Self-Catering

    VENTNOR

    At Mermaid Holidays, we believe in doing things differently. After all, you're not looking for just another getaway—you're after something extraordinary. Why settle for the usual when you can experience a stay that's as unique as you are?

    Dates

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