Compare Cottages with Pools in Isle of Wight

1110 available cottage rental offers

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Isle of Wight cottages
Choose holiday accommodation with a pool
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Choose from Top-Rated Cottages with Swimming Pools in Isle of Wight

Cottage ∙ 2 Bedrooms ∙ 6 Guests - Isle of Wight
Isle of Wight
24/07 – 27/07
£101/nighttotal: Â£303 (3 )

Cottage ∙ 2 Bedrooms ∙ 6 Guests

2 5
cottage
Situated on the scenic Fairways Holiday Park on the Isle of Wight, this cottage is a short 500-meter stroll from Sandown Bay and within easy reach of Shanklin and Godshill.
This family-friendly cottage, accommodating up to 6 guests, boasts a kitchen, parking, and access to a shared heated pool, making it an ideal base for exploring attractions like Blackgang Chine and the Needles.
Squirrels Drey - Isle of Wight
Isle of Wight
14/06 – 15/06
£729/nightfor 1 night

Squirrels Drey

1 2
cottage, Fareham
Just 3 kilometres from Segensworth Business Park and Titchfield Abbey, this cottage in Fareham offers a superb getaway with a pool.
Enjoy year-round relaxation with an indoor swimming pool, or explore the nearby Meon Shore and Lee-on-the-Solent beaches, all within 6 kilometres.
5 Bed In Shanklin (Oc-s33401) - Isle of Wight
Isle of Wight
18/06 – 22/06
£1362/nighttotal: Â£5448 (4 )

5 Bed In Shanklin (Oc-s33401)

4 2
cottage, Shanklin
Located in Shanklin on the Isle of Wight, this cottage is just 300 meters from local shops and pubs, and 0.8 kilometers from the sandy beach, offering a seaside resort experience with proximity to Shanklin Chine.
This family-friendly cottage, accommodating up to 8 guests, boasts a fantastic private balcony and shared access to a heated swimming pool, gym, and infrared sauna, alongside a cinema and games room complete with a pool table and vintage arcade machine.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Isle of Wight
8.0 11 reviews
Isle of Wight
21/06 – 22/06
£630/nightfor 1 night

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage, Downton
Seahorse Lodge, a detached contemporary cottage, is located in the coastal hamlet of Downton, Hampshire, just 500 meters from the Royal Oak pub and a short drive to Barton-on-Sea and Milford-on-Sea.
This family-friendly cottage with a pool offers three bedrooms accommodating up to six guests, featuring an open-plan living space, enclosed decking for alfresco dining, and access to on-site facilities including a swimming pool, gym, spa, and tennis courts for an enjoyable getaway.
Shorefield Country Park - Holiday Accommodation 16514 - Isle of Wight
Isle of Wight
21/07 – 24/07
£145/nighttotal: Â£435 (3 )

Shorefield Country Park - Holiday Accommodation 16514

2 1
cottage, Milford On Sea
Accommodation for up to 4 people. Your accommodation will be located in Milford On Sea.
Services and facilities include a garden, a kitchen and a swimming pool.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Isle of Wight
Isle of Wight
17/06 – 23/06
£484/nighttotal: Â£2904 (6 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 6
cottage
Just over 300 metres from Shanklin Beach and within 500 metres of the Isle of Wight Coastal Path, this cottage offers a prime location for exploring the coast.
This cottage, perfect for families and featuring a hot tub and private parking, provides shared access to a heated swimming pool, sauna, and gym, ensuring a memorable pool getaway.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Isle of Wight
Isle of Wight
09/07 – 12/07
£152/nighttotal: Â£456 (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 3
cottage, Thorness Bay
Set on a woodland hillside in Thorness Bay, Isle of Wight, this cottage overlooks the Solent with sea views, offering direct access to the holiday park's amenities, including an indoor heated swimming pool with a flume slide, and is just a short distance from Thorness Bay beach.
This family-friendly cottage accommodates up to six guests in three bedrooms and features a dishwasher, parking, and a wraparound deck, with The Needles and Blackgang Chine within easy driving distance for day trips.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Isle of Wight
Isle of Wight
03/07 – 05/07
£174/nighttotal: Â£348 (2 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage, Norton Green
Located in the scenic West Wight countryside, this converted granary is 2.4 kilometers from Freshwater and close to attractions like The Needles and Tapnell Farm Park.
This cottage with a pool offers a hot tub and direct access to hacking through the countryside, perfect for guests seeking a rural escape with a swimming pool.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Isle of Wight
Isle of Wight
16/07 – 23/07
£144/nighttotal: Â£1008 (7 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 3
cottage
Located within Fairways Holiday Park on the Isle of Wight, this cottage is a short stroll from Sandown Bay's sandy beach and amusement pier, and within driving distance of Shanklin and Godshill.
This family-friendly cottage offers accommodation for 4 guests with 2 bedrooms, a well-equipped kitchen, and a decking area, all complemented by access to a shared, heated swimming pool perfect for a holiday getaway with a pool.
Fox's Den, Titchfield Common - Isle of Wight
10 1 review
Isle of Wight
20/06 – 27/06
£114/nighttotal: Â£798 (7 )

Fox's Den, Titchfield Common

1 2
cottage, Fareham
Located in Titchfield Common, Fareham, this modern cottage is just 500 meters from the historic centre of Titchfield village and its Abbey ruins, offering easy access to Southampton Water and Portsmouth Harbour.
This family-friendly cottage, perfect for a getaway with a pool, accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring an open-plan living area with a woodburner, a private lawned area, patio with furniture, and free use of a tennis court.
Fairways Holiday Park - Holiday Accommodation 19445 - Isle of Wight
Isle of Wight
21/09 – 27/09
£84/nighttotal: Â£504 (6 )

Fairways Holiday Park - Holiday Accommodation 19445

2 2
cottage, Sandown
Cottage rental for up to 4 people. You will be in Sandown.
Services and facilities: a garden, a kitchen and a washing machine.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Isle of Wight
Isle of Wight
26/06 – 10/07
£144/nighttotal: Â£2016 (14 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 5
cottage
Located in Gurnard on the Isle of Wight, this newly refurbished cottage is a short distance from the historic sailing town of Cowes and Queen Victoria's Osborne House and Gardens.
This family-friendly cottage with a swimming pool offers accommodation for up to 6 guests, featuring 3 bedrooms, 2 bathrooms, and a private hot tub, alongside access to an on-site health club and tennis courts.

Luxury Cottages with a Private Pool in Isle of Wight

Cottage ∙ 3 Bedrooms ∙ 5 Guests - Isle of Wight
9.6 4 reviews
Isle of Wight
26/06 – 10/07
£189/nighttotal: Â£2646 (14 )

Cottage ∙ 3 Bedrooms ∙ 5 Guests

3 5
cottage
Offering scenic views of the Mermaid Gin Distillery vineyard, this cottage in Pondwell, Isle of Wight, is located on the outskirts of Seaview, just 500 meters from golden sandy beaches and boutique shops.
This family-friendly cottage with three bedrooms sleeps up to five guests and features a private garden with a hot tub, alongside a swimming pool, perfect for a relaxing getaway.

Family-Friendly Cottages with Pools in Isle of Wight

Among the 1110 accommodations in Isle of Wight, here are the 8 best family friendly cottages

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Isle of Wight
Isle of Wight
21/06 – 22/06
£521/nightfor 1 night

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage, Hillway
Located in Hillway, this cottage is just 2.1 kilometres from the upscale village of Bembridge, offering easy access to sandy and pebbly beaches perfect for swimming and beachcombing.
Enjoy your stay at this family-friendly cottage with a pool, featuring three bedrooms to accommodate up to six guests, a well-equipped kitchen, and an enclosed decking area for relaxing.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Isle of Wight
Isle of Wight
15/08 – 22/08
£127/nighttotal: Â£889 (7 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 3
cottage
Just 500 meters from Parkdean Resorts' entertainment centre, this cottage offers a heated swimming pool and direct beach access on the Isle of Wight, conveniently located near Cowes.
This family-friendly cottage sleeps six with three bedrooms and features a well-equipped kitchen, internet access, and parking, making it ideal for exploring attractions like Osborne House and Monkey Haven.
7 Bedroom Accommodation In Hordle, Near Lymington - Isle of Wight
Isle of Wight
12/07 – 19/07
£738/nighttotal: Â£5166 (7 )

7 Bedroom Accommodation In Hordle, Near Lymington

7 5
cottage, Hordle, near Lymington
Set within the New Forest National Park, this detached thatched cottage offers seclusion on 4 acres, just 3 kilometers from Lymington and under 2 kilometers from the nearest beach.
Enjoy a fantastic family getaway with a heated swimming pool (operational June-August), games room, and ample space for 14 guests, all within easy reach of the New Forest's attractions and Isle of Wight ferries.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Isle of Wight
10 2 reviews
Isle of Wight
12/07 – 19/07
£321/nighttotal: Â£2247 (7 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 5
cottage, Milford on Sea
Located in Milford on Sea, this cottage offers sea views towards the Isle of Wight and is conveniently situated less than 500 meters from local amenities including the shop, pub, and beach.
This family-friendly cottage boasts a swimming pool and a hot tub, perfect for a relaxing getaway, with Hordle Cliff Beach just 2.4 kilometers away and Hurst Castle only 1.6 kilometers distant.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Isle of Wight
Isle of Wight
16/07 – 23/07
£171/nighttotal: Â£1197 (7 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 3
cottage, Downton
Located within Shorefield Country Park in Barton-on-Sea, this cottage offers easy access to a woodland walk and is just a 10-minute drive to the seaside village of Milford on Sea.
This family-friendly cottage with a pool sleeps six guests across three bedrooms and includes a well-equipped kitchen, garden, and discounted entertainment passes for the park.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Isle of Wight
Isle of Wight
09/07 – 12/07
£217/nighttotal: Â£651 (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 3
cottage
Located at Fairways Holiday Park on the Isle of Wight, this cottage is just 500 meters from Sandown Bay and a short drive from Shanklin, Godshill, Blackgang Chine, Tapnell Farm Park, and the Needles.
This family-friendly cottage sleeps six and features a well-equipped kitchen, an open-plan living space, and a decking area, with guests also enjoying access to a shared swimming pool with a pool.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Isle of Wight
8.0 1 review
Isle of Wight
27/06 – 28/06
£722/nightfor 1 night

Cottage ∙ 4 Bedrooms ∙ 8 Guests

4 2
cottage, Chale
Located in Chale on the Isle of Wight, this cottage is 4.2 kilometres from Niton village and offers proximity to attractions like Blackgang Chine and Carisbrooke Castle.
This pet-friendly cottage boasts a swimming pool and a hot tub, sleeping up to 8 guests across four bedrooms, with a kitchen, sitting room with a woodburning stove, and an enclosed garden with a patio.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Isle of Wight
Isle of Wight
28/06 – 05/07
£133/nighttotal: Â£931 (7 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage, Thorness Bay
Located in Thorness Bay on the Isle of Wight, this cottage offers an idyllic setting with a deck overlooking fields, just 500 meters from Thorness Bay Beach.
This family-friendly cottage with a pool accommodates up to 4 guests in 2 bedrooms and features a well-equipped kitchen, Smart TV, and is a short drive from Cowes.

Find cheap places to stay

Pet-Friendly Cottages with a Pool in Isle of Wight

Among the 1110 accommodations in Isle of Wight, here are the 8 best pet friendly cottages

15 Rosewood - Isle of Wight
Isle of Wight
21/07 – 24/07
£149/nighttotal: Â£447 (3 )

15 Rosewood

1 1
cottage, Cowes
Just 400 meters from Thorness Bay and 4.5 kilometers from Gurnard Beach, this cottage in Cowes offers proximity to Cowes Harbour and the Isle of Wight Area of Outstanding Natural Beauty.
This cottage provides a fantastic getaway with its own indoor swimming pool, perfect for guests seeking a pool experience alongside a well-equipped kitchen and complimentary WiFi.
Shorefield Country Park - Holiday Accommodation 18625 - Isle of Wight
Isle of Wight
21/09 – 27/09
£112/nighttotal: Â£672 (6 )

Shorefield Country Park - Holiday Accommodation 18625

3 2
cottage, Lymington
Accommodation for 6 guests. You will stay in Lymington.
Services and facilities: a swimming pool, a garden and a kitchen. This is a pet-friendly accommodation!
Whitecliff Bay Holiday Park - Holiday Accommodation 16182 - Isle of Wight
Isle of Wight
21/09 – 27/09
£132/nighttotal: Â£792 (6 )

Whitecliff Bay Holiday Park - Holiday Accommodation 16182

2 2
cottage, Bembridge
Cottage listing for up to 4 people. This accommodation is based in Bembridge.
Services and facilities include a kitchen, a dish washer and a washing machine. Take advantage of the garden in this accommodation in Bembridge.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Isle of Wight
9.5 6 reviews
Isle of Wight
24/07 – 27/07
£435/nighttotal: Â£1305 (3 )

Cottage ∙ 4 Bedrooms ∙ 8 Guests

4 5
cottage
Just 500 meters from Sandown Beach and town amenities, this Victorian cottage in Sandown on the Isle of Wight offers a prime location for a seaside getaway with a pool.
This family-friendly cottage with 4 bedrooms accommodates up to 8 guests and boasts a swimming pool, jacuzzi, and garden, perfect for a relaxing holiday.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Isle of Wight
Isle of Wight
17/06 – 23/06
£141/nighttotal: Â£846 (6 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 6
cottage
Enjoy a pet-friendly cottage getaway on Hayling Island, just a short drive from the South Downs National Park and close to local shops and pubs.
This cottage boasts a free indoor swimming pool on-site, along with a restaurant, children's play area, and spacious fields, offering a perfect family holiday with 3 bedrooms accommodating up to 6 guests.
90 Solent Breezes - Isle of Wight
Isle of Wight
09/07 – 12/07
£200/nighttotal: Â£600 (3 )

90 Solent Breezes

1 3
cottage
Enjoy a seaside escape at this cottage, located just 3.2 km from Meon Shore Beach and within 10 km of Titchfield Abbey and Segensworth Business Park.
This pet-friendly cottage offers a private garden, kitchen facilities, and complimentary WiFi, alongside a refreshing outdoor swimming pool perfect for a pool getaway.
This Lovely Caravan Is Perfect For Couples, Friends, Or Families. - Isle of Wight
Isle of Wight
09/07 – 12/07
£217/nighttotal: Â£651 (3 )

This Lovely Caravan Is Perfect For Couples, Friends, Or Families.

3 3
cottage, Sandown
Riverside in Sandown, this cottage is located near the Isle of Wight Area of Outstanding Natural Beauty and Priory Beach, with Dinosaur Isle and Brading Roman Villa as nearby cultural attractions.
This pet-friendly cottage with 3 bedrooms accommodates up to 6 guests and features a shared 30m x 15m outdoor swimming pool, perfect for a poolgetaway.com search.
Whitecliff Bay Holiday Park - Holiday Accommodation 18867 - Isle of Wight
Isle of Wight
21/09 – 27/09
£125/nighttotal: Â£750 (6 )

Whitecliff Bay Holiday Park - Holiday Accommodation 18867

2 2
cottage, Bembridge
Cottage listing for 6 guests. You will stay in Bembridge.
Facilities and services include a dish washer, a kitchen and a swimming pool.
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