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Luxury cottages and houses

Ramp up the indulgence and treat yourself to a special break on the Isle of Wight with a stay in one of our luxurious cottages and houses.

Delightfully appointed and situated a stone’s throw from Seaview Beach and close to the bustling summer village of Seaview, Jumble Cottage, managed by Curated Spaces, has everything you need for a luxurious holiday. Having recently undergone a complete refurbishment, enjoy all the character and charm of a Victorian property but with all the comforts of modern living. The stunning sea views can be enjoyed in the open plan kitchen and living area and from the outdoor patio area with bifold doors opening onto a Juliet balcony.

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

It is a beautiful 17th Manor, plus a three three-bedroom barn and a separate four-bedroom farmhouse. The Manor Estate includes a heated outdoor swimming pool and a hard tennis court which are available for guest use, and beautiful views across National Trust Land to the creek.

If you’re looking for luxury in the heart of the countryside, Yafford Mill Barn is nestled within the beautiful green fields of the South West of the Island. Awarded a Gold 5* rating by the tourist board, Yafford Mill Barn has been designed to provide light and spacious luxury accommodation to the highest standards for six people making it perfect for families.

Enjoy the busy sailing town of Cowes with a stay at Seafarers View, managed by Holiday Cottages. This gorgeous townhouse is situated perfectly on the high street, allowing you to immerse yourself in the hustle and bustle of Cowes and also to make use of its impressive rooftop terrace. Not only does this terrace offer spectacular, panoramic views across the Solent, but you’ll also be privy to the secret world of Cowes rooftops, with many properties almost hidden in the Old Town. There’s ample seating and a fire pit, ideal for sunset al fresco dining or quiet sunrise coffees watching the world sail by, and if that wasn't enough, there is a hot tub to enjoy too.

For laidback luxury right on the beach, The Sea House is a beautiful, recently refurbished stylish family home with direct access to the beach at Seagrove Bay. It is the perfect place to reconnect with family and friends while watching the boats and paddle boarders floating past. Whatever you are doing and whatever time of the year, the whole family can enjoy the beautiful sea views whilst enjoying each others company.

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Number of results: 48

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Classic Cottages

Type

Type:

Self-Catering

ISLANDWIDE

For over 45 years, Classic Cottages have been the independent holiday cottage and glamping specialists. Still run and owned by the founding family, we pride ourselves on our local expertise in our areas.

Dates

From:

1 Jan 2025to31 Dec 2025
Island Holiday Homes

Type

Type:

Self-Catering

ISLANDWIDE

Island Holiday Homes is an established agency renowned for delivering top-quality self-catering and serviced accommodation across the Isle of Wight. With a rich history rooted in exceptional service and a commitment to quality, Island Holiday Homes…

Dates

From:

1 Jan 2025to31 Dec 2025
HB Holiday Lettings

Type

Type:

Self-Catering

BEMBRIDGE

HB Holiday Lettings offers an excellent range of quality holiday homes on the East Coast of the Island namely the villages of Bembridge, St Helens and Seaview. We offer both beach and village located houses of which most are pet friendly.

Dates

From:

1 Jan 2025to31 Dec 2025
Gradings
- Visitor Ready Accredited by VisitEngland
Visitor Ready Accredited by VisitEngland
Holiday Accommodation at Ventnor Botanic Garden

Type

Type:

Self-Catering

St Lawrence

Stay at Ventnor Botanic Garden, a tranquil setting, in a luxury lodge, an elegant beautifully restored Victorian cottage or charming cabins. Have a unique stay for a weekend or a week and enjoy the microclimate on the south coast of the Isle of…

Dates

From:

1 Jan 2025to31 Dec 2025
The Old Cowshed

Type

Type:

Self-Catering

Cowes

Set on a rare breed smallholding in Thorness, The Old Cowshed is a newly converted barn providing a peaceful escape with a little bit of luxury thrown in, any time of the year.

Dates

From:

1 Jan 2025to31 Dec 2025
The Lookout

Type

Type:

Self-Catering

SEAVIEW

The Lookout is a 4 bedroom house in Seaview village with stunning views to the east and west of the Solent.

Dates

From:

1 Jan 2025to31 Dec 2025
The House at Ryde Sands

Type

Type:

Self-Catering

RYDE

Discover the ultimate island getaway at the House at Ryde Sands, a stunning beachfront holiday rental with mesmerising sea views stretching from East to West across the Solent.

Dates
Brading House

Type

Type:

Self-Catering

BRADING

Brading House is a beautiful spacious cottage set over 3 floors, oozing character. This stunning 3 bedroom property sleeps 6 and dates back to the 1600’s.

Dates

From:

1 Jan 2025to31 Dec 2025
The Old Abbey Farmhouse Holiday Cottage

Type

Type:

Self-Catering

RYDE

Stay at The Old Abbey Farmhouse Holiday Cottage a Grade II listed property located within the grounds of Quarr Abbey, a community of Catholic Benedictine monks, in the outskirts of Ryde on the Isle of Wight.

Dates

From:

1 Jan 2025to31 Dec 2025
Seaglass & Coastwatch

Type

Type:

Self-Catering

BEMBRIDGE

Seaglass is a three bedroom period property and Coastwatch Cottage is a two bedroom cosy period cottage. Both are located in Bembridge; a charming seaside town within few minute’s drive to multiple local beaches, the local village and within walking…

Dates
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 2025to31 Dec 2025
The Sea House

Type

Type:

Self-Catering

SEAVIEW

This wonderful, newly refurbished beach house is large and comfortable and sleeps 12 in five spacious bedrooms.

Dates

From:

1 Jan 2025to31 Dec 2025
Pinkmead Estate and Vineyard

Type

Type:

Self-Catering

NEWPORT

Pinkmead Estate & Vineyard is an incredibly unique holiday residency and one of a kind in terms of boutique self catering.

Dates

From:

1 Jan 2025to31 Dec 2025
Just For You Holiday Homes

Type

Type:

Self-Catering

Just For You Holiday Homes provide a home away from home, personalised and unparalleled service, so you can enjoy an unforgettable holiday experience.

Dates

From:

1 Jan 2025to31 Dec 2025
Gradings
- Visitor Ready Accredited by VisitEngland
Visitor Ready Accredited by VisitEngland
Snaptrip

Type

Type:

Self-Catering

ISLANDWIDE

Home to the largest collection of self-catering accommodation on the Isle of Wight, Snaptrip is a trusted marketplace for holiday cottages online.

Dates

From:

1 Jan 2025to31 Dec 2025
Sun Hill Cottage

Type

Type:

Self-Catering

COWES

A beautiful coastal retreat in the heart of Cowes Old Town. This lovely 3 bed cottage is perfectly located on Sun Hill, newly renovated, has a pretty garden which is so peaceful and even the added bonus of parking for 1 car.

Dates

From:

1 Jan 2025to31 Dec 2025
Haviland Cottage

Type

Type:

Self-Catering

VENTNOR

Haviland Cottage originally built as a Coach House and Stables but has been extensively refurbished and now offers luxury accommodation with Four bedrooms, three bathrooms and a dog snug.

Dates

From:

1 Jan 2025to31 Dec 2025
Gradings
- 4 Visit England Stars Self Catering
4 Visit England Stars Self Catering
Kingston Manor

Type

Type:

Self-Catering

VENTNOR

Beautiful Grade 2* medieval manor house with lovely gardens, sleeps up to 16 in 8 bedrooms, very peaceful, beautiful surroundings, within reach of everything. Perfect for a large family & friends get-together.

Dates

From:

19 Mar 2025to1 Nov 2025
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
The Tap Room

Type

Type:

Self-Catering

Freshwater

The Tap Room is located within a Grade I listed fort in the West Wight of the Island and is within a protected country park.

Dates

From:

1 Jan 2025to31 Dec 2025