Family-friendly holiday rentals in Whitwell

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Top-rated family-friendly rentals in Whitwell

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of the self-contained residence is depicted, featuring a welcoming entrance with a wooden door and a small staircase leading up to it. Lush green grass surrounds the entrance, complemented by a sun lounger and seating area nearby, creating a relaxing outdoor space.
Guest suite in Whitwell
4.88 out of 5 average rating, 133 reviews

Angela’s Retreat: An adorable countryside property

Angela’s Retreat is located in Whitwell on the Isle of Wight, approx 5 km from Ventnor. There are a variety of old stone buildings and it is home to the Isle of Wight’s oldest pub ‘The White Horse’. It is ideally situated for walks, beach days, cycling and fishing holidays. Angela’s Retreat is a self contained residence with its own entrance, small kitchenette, bathroom and 1 bedroom with a double bed and a sofa bed if required. WiFi and SKY are also available, as well as parking for one car.

Top guest favourite
An outdoor area is presented with artificial grass, featuring two folding chairs adorned with floral patterns. A charming bathtub is located nearby, flanked by plants and wooden discs that serve as stepping stones. A wooden fence provides privacy while enhancing the serene setting.
Cabin in Whitwell
4.96 out of 5 average rating, 148 reviews

Cosy dog friendly lodge with an outdoor bath

Willow Brook Lodge is a cosy woodland themed lodge set on the bank of a small Brook on the outskirts of Whitwell on the beautiful Isle of Wight.This lodge sleeps two people comfortably with the added bonus of a sofa bed in the living area should a 3rd person come. Guests will receive a welcoming selection of helpful goodies on their arrival. This lodge is ideally situated if you enjoy walking,cycling or just need a relaxing time away. New 2022 we have an outdoor bath. New 2023 we now allow pets.

Guest favourite
Home in Whitwell
4.89 out of 5 average rating, 129 reviews

Countryside Family Retreat with Stunning Views

Summer Breeze is the perfect home away from home for a family get-away. Nestled in the historic rural village of Whitwell, designated as an area of outstanding natural beauty. Panoramic countryside views across St Catherine down can be enjoyed from the sun-trap garden and patio, with nothing but the tranquil sound of birds singing. Ideally located, for walkers & cyclists. You are never far from beautiful beaches, cycling routes, scenic coastal paths and an array of first-rate pubs & restaurants.

Guest favourite
A serene walkway lined with charming chalets is surrounded by thriving greenery and trees. The space features a smooth stone path bordered by white railings and planters, leading toward a peaceful garden area. Bright sunlight illuminates the scene, enhancing the natural beauty.
Chalet in Niton
4.74 out of 5 average rating, 192 reviews

Squirrels Nook, Westcliff Holiday Chalets

Jon and Elizabeth welcome you to our lovely cosy holiday chalet, located in one of the most tranquil villages on the Isle of Wight. The perfect retreat for couples, walkers and nature lovers looking for a peaceful tech-free getaway. Local village shops, cafes, and two cosy gastro / real ale pubs. 15 minute drive to the Victorian seaside town of Ventnor with lots of places to eat out, the Island's finest butchers, and little shops selling local crafts and produce, records and antiques. No wifi !

Top guest favourite
A private balcony features two sun loungers and a small coffee table, all positioned to take in vast sea views. A wooden railing complements the outdoor space, along with a shaded canopy overhead, creating a serene setting by the coast.
Treehouse in Ventnor
4.98 out of 5 average rating, 260 reviews

The Crow's Nest, Ventnor Beach (Hot Tub)

Looking for somewhere truly unique to stay? The Crow's Nest is the perfect beach hideaway. Think of it as your own luxury treehouse overlooking the sea, complete with a couples private hot tub. Winner of the 2019 & 22 Lux Travel Most Romantic Beachfront Accommodation. A cedar cabin nestled high into the cliffside overlooking Ventnor beach. It has bi-fold windows along two sides, opening up your room so it's just you, the sea and the horizon. The Crow's Nest is part of The Cabin, Ventnor Beach.

Top guest favourite
An expansive view showcases golden fields dotted with round hay bales, leading to a tranquil coastline with blue waters. In the distance, the white cliffs of the Isle of Wight rise against a clear sky, framing a charming cluster of homes nestled in the landscape.
Apartment in Isle of Wight
4.95 out of 5 average rating, 111 reviews

Chale Bay Farm - Purbeck View

Purbeck View at Chale Bay Farm is an air-conditioned, family-friendly self-catering apartment with views out to the sea. The living area features a contemporary open-plan, fully-equipped kitchen/diner with oven, hob, microwave, fridge, freezer, dishwasher and combined washer/dryer and air-conditioned lounge/sun-room with large TV. Sleeps up to 4 (or 5 with sofa-bed or cot) but you can add more space by booking our stand-alone room Tennyson View or one or more of our other adjacent apartments.

Top guest favourite
A light-filled living area features panoramic windows offering expansive views of the English Channel. A cozy sofa is paired with wooden chairs and a dining table. Natural light illuminates the room, complemented by soft furnishings and a wood cabinet with entertainment options.
Guest suite in Ventnor
5 out of 5 average rating, 136 reviews

Sail Away - Ventnor apt with spectacular seaviews

Situated overlooking Ventnor with uninterrupted views of the English Channel. A bright, airy, and fully equipped one bedroom apartment with a private entrance and a small balcony area. Watch the Sun and Moon rise over the sea, see the fishing boats and cruise ships sail by, and if you're really lucky, you might spot a pod of dolphins swim past. On a dark night, you can see the Milky Way light up the sky. 20 minutes stroll to Ventnor beach and High Street with its independent and artisan shops.

Top guest favourite
A view from the cabin captures lush greenery and colorful flowers leading down to the village below. The open sea glistens in the distance, framed by trees and rooftops. A clear blue sky enhances the scenery, offering a sense of tranquility and natural beauty.
Guest house in Ventnor
4.95 out of 5 average rating, 104 reviews

Beautiful Cabin with spectacular sea views & deck

Enjoy peace and tranquility in this comfortable spacious Cabin located in the owner's beautiful garden. Kingsize bed with luxury bedding, fully fitted kitchen and bathroom. Dining table and large comfortable sofa, with 2 sets of doors leading to private deck and spectacular sea views. Private access at the rear of the plot for free parking. You will need a torch after dark, and please note the plot is steep. Cabin equipped with superfast broadband. *Ask me about Ferry discount vouchers*

Top guest favourite
A lush garden scene features a flourishing tree with vibrant green leaves in the foreground, set against the rustic stone barn's weathered exterior beneath a clear blue sky. The well-maintained grass invites relaxation amid the surrounding greenery and blooming foliage.
Home in Chale
4.96 out of 5 average rating, 121 reviews

Gotten Manor Estate - The Milk House

A peaceful, remote 200-year-old stone barn set within the Gotten Estate, with three bathrooms that sleeps 6/7, with wonderful views of the countryside and sea. At the end of a country lane, we are tucked below the Hoy Monument at St Catherine's Down, a mile inland from the coast, with amazing dark skies, an abundance of wildlife and amazing coastal walks or bike rides on your doorstep. We are a wild and idyllic getaway in the most beautiful part of the island. FERRY DISCOUNTS AVAILABLE!

Top guest favourite
A cozy sitting room features a comfortable sofa, decorative cushions, and a log burner set in the stone fireplace. Natural light fills the space through two windows, with a small dining table and a television positioned nearby. Sunlight casts soft shadows, enhancing the room's inviting feel.
Cottage in Whitwell
4.97 out of 5 average rating, 160 reviews

Hedgerow Cottage (Berryl farm Cottages)

Hedgerow Cottage is in a row of 4 idyllic stone cottages, in an area of outstanding natural beauty. Surrounded by fields in the hamlet of Berryl, but under a 10 minute walk to the village pub. Complete peace with only the sound of the birds and Cows! 2 miles to stunning national trust coastline and swimming beaches. A perfect base to explore the Island. Dog friendly, adult only. Generous ferry discounts available. If unavailable, please see our other listings for the neighbouring cottages.

Guest favourite
A charming thatched cottage is surrounded by mature gardens and lawned areas. The cottage features multiple windows adorned with vibrant greenery. A blue sky and bright sunlight highlight the serene setting, inviting views of the natural landscape.
Cottage in Ventnor
4.93 out of 5 average rating, 132 reviews

Breakers Sound - Thatched Cottage with sea views

Breakers Sound is a detached, listed thatched cottage that sits within an acre of mature gardens with stunning sea views across the English Channel from most areas of the property. The historic village of St Lawrence sits within an area of outstanding natural beauty, with coastal and country walks on the doorstep of the cottage and easy access to many of the island's attractions. The vibrant town of Ventnor, with all its amenities, bars and restaurants, is a 5 minute drive away.

Top guest favourite
A charming brick building is seen nestled among lush greenery, with a gravel driveway leading to the entrance. The surrounding countryside features gently rolling hills under a cloudy sky, creating a serene and natural setting.
Cottage in Isle of Wight
4.98 out of 5 average rating, 193 reviews

Converted barn perfect for families and couples

At the base of Rowridge Valley in the heart of the Isle of Wight countryside. You will find The Piglet, a great place to stay, relax and use as a base to explore the island. A cosy building with a sunny aspect and a private garden to the rear that overlooks the neighbouring countryside. Due to its location most of the island is accessible from here within a short drive. Explore the heritage castles & monuments, the beaches & surf, and family friendly parks throughout the island.

Popular amenities for Whitwell family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Whitwell

  • Total holiday rentals

    Explore 30 holiday rentals in Whitwell

  • Nightly prices starting at

    Whitwell holiday rentals start at $115 SGD per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Wifi availability

    30 of Whitwell holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Whitwell rentals

  • 4.9 Average rating

    Whitwell stays are highly rated by guests – averaging 4.9 out of 5!