Family-Friendly Vacation Rentals in Island Sailing Club, Cowes: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  United Kingdom
  4.  England
  5.  Cowes
  6.  Island Sailing Club

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263 Best Family Vacation Rentals in Island Sailing Club (Starting from $161)

The Watch House
The Watch House
House
Cowes, United Kingdom
0.0k from Island Sailing Club center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family, Self-catering

4 Bedrooms10 Guests
9.3

Superb

3 reviews

$750
Average price / night
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Windchasers
Windchasers
House
Cowes, United Kingdom
0.0k from Island Sailing Club center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Self-catering

3 Bedrooms10 Guests
9.0

Fabulous

2 reviews

$529
Average price / night
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West Cowes Penthouse
West Cowes Penthouse
Apartment
Cowes, United Kingdom
0.0k from Island Sailing Club center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
9.1

Superb

15 reviews

$284
Average price / night
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Tower House, Cowes Old Town
Tower House, Cowes Old Town
House
Cowes, United Kingdom
0.0k from Island Sailing Club center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

4 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$522
Average price / night
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Bars Hill Cottage
Bars Hill Cottage
House
Cowes, United Kingdom
0.1k from Island Sailing Club center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$330
Average price / night
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Cliffhanger 18 Castle Road
Cliffhanger 18 Castle Road
House
Cowes, United Kingdom
0.1k from Island Sailing Club center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

5 Bedrooms10 Guests
9.7

Exceptional

43 reviews

$1075
Average price / night
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Honeybee Cottage
Honeybee Cottage
House
United Kingdom
0.1k from Island Sailing Club center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$441
Average price / night
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Modern 3-Bedroom Cowes Stay with Balcony & Panoramic Solent Views Close to Shops, Cafés, Sailing Clubs & Beach
Modern 3-Bedroom Cowes Stay with Balcony & Panoramic Solent Views Close to Shops, Cafés, Sailing Clubs & Beach
House
Cowes, United Kingdom
0.1k from Island Sailing Club center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$665
Average price / night
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Mulberry Cottage
Mulberry Cottage
House
Cowes, United Kingdom
0.1k from Island Sailing Club center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

3 Bedrooms6 Guests
9.2

Superb

18 reviews

$354
Average price / night
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The Sail Loft, Cowes High Street
The Sail Loft, Cowes High Street
Apartment
Cowes, United Kingdom
0.2k from Island Sailing Club center

Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Beach, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.3

Superb

16 reviews

$161
Average price / night
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Anchor Cottage
Anchor Cottage
House
Cowes, United Kingdom
0.2k from Island Sailing Club center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$337
Average price / night
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Sun Hill cottage
Sun Hill cottage
House
Cowes, United Kingdom
0.2k from Island Sailing Club center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
7.0

Good

1 reviews

$414
Average price / night
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Theatre House
Theatre House
House
Cowes, United Kingdom
0.2k from Island Sailing Club center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms7 Guests
New to Booking
$366
Average price / night
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The Retreat
The Retreat
House
Cowes, United Kingdom
0.2k from Island Sailing Club center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms7 Guests
New to Booking
$301
Average price / night
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43 Sun Hill - Cowes
43 Sun Hill - Cowes
House
United Kingdom
0.2k from Island Sailing Club center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$221
Average price / night
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The J House - Cowes
The J House - Cowes
House
Cowes, United Kingdom
0.2k from Island Sailing Club center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

6 Bedrooms12 Guests
9.5

Superb

2 reviews

$812
Average price / night
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Pier View Apartments
Pier View Apartments
Apartment
Cowes, United Kingdom
0.2k from Island Sailing Club center

Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

3 Bedrooms8 Guests
8.3

Very Good

65 reviews

$189
Average price / night
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Franks - Cowes
Franks - Cowes
Apartment
Cowes, United Kingdom
0.2k from Island Sailing Club center

Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Places to stay, Family, Self-catering, Beach rentals

1 Bedroom4 Guests
8.9

Fabulous

14 reviews

$240
Average price / night
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Paskins - Cowes
Paskins - Cowes
Apartment
Cowes, United Kingdom
0.2k from Island Sailing Club center

Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

2 Bedrooms4 Guests
8.3

Very Good

23 reviews

$347
Average price / night
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Woodyear House - Cowes
Woodyear House - Cowes
House
Cowes, United Kingdom
0.2k from Island Sailing Club center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
9.3

Superb

12 reviews

$514
Average price / night
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The Boat House - Cowes
The Boat House - Cowes
House
Cowes, United Kingdom
0.3k from Island Sailing Club center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Self-catering

2 Bedrooms4 Guests
8.0

Good

1 reviews

$195
Average price / night
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The Camber
The Camber
House
Cowes, United Kingdom
0.3k from Island Sailing Club center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, 4-star, Lodgings, Vacation rentals

5 Bedrooms10 Guests
New to Booking
$577
Average price / night
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Insignia
Insignia
House
Cowes, United Kingdom
0.3k from Island Sailing Club center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Beach rentals

3 Bedrooms6 Guests
7.7

Good

3 reviews

$1097
Average price / night
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Pillango
Pillango
House
United Kingdom
0.4k from Island Sailing Club center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, 3-star, Lodgings, Places to stay

3 Bedrooms6 Guests
9.0

Fabulous

3 reviews

$280
Average price / night
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The Chambers Apartment
The Chambers Apartment
Apartment
Cowes, United Kingdom
0.4k from Island Sailing Club center

Apartments, Accommodations, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$575
Average price / night
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Heart of Cowes - 10 Guests, 200m to Town, Sea View
Heart of Cowes - 10 Guests, 200m to Town, Sea View
House
Isle of Wight, United Kingdom
0.4k from Island Sailing Club center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

5 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$559
Average price / night
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Blue Winds and Waves
Blue Winds and Waves
Apartment
Cowes, United Kingdom
0.4k from Island Sailing Club center

Breakfast, Internet, Ocean View, Balcony/Terrace, Pet Friendly, Parking, View

2 Bedrooms8 Guests
9.2

Superb

36 reviews

$347
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Island Sailing Club.

Where to stay in Island Sailing Club? Best neighborhoods & areas

Island Sailing Club Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 263 verified family-friendly vacation rentals in Island Sailing Club. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Island Sailing Club vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $161 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Island Sailing Club offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Island Sailing Club are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Island Sailing Club often include amenities such as Internet, Child Friendly, and Security/Safety. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.