Vacation rentals in Whippingham

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Top-rated vacation rentals in Whippingham

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Top guest favorite
The entrance to the private annex features a light grey exterior with a frosted glass door. A pathway of slate steps leads from the gravel area to the door. A small window is positioned beside the entrance.
Guesthouse
4.97 out of 5 average rating, 211 reviews

Modern Purpose Built Detached Private Annex

Modern purpose built private self contained annex next to, but separate from our family home and is situated in Northwood which is 2 miles from the centre of Cowes. It is on the main bus routes. There is private access, parking, tv, wifi, Bathroom, equipped kitchen with oven, microwave, hob and fridge with ice box. It is in an ideal place to explore the Island, and is 2 miles from Vestas and the local hospital. Cowes is a sailing town that has several supermarkets, shops, restaurants and pubs.

Superhost
The image depicts a wooden deck extending over calm water, framed by sleek black railings. In the background, trees display autumn foliage, and a sailboat is anchored nearby, reflecting lightly on the water's surface.
Houseboat
4.89 out of 5 average rating, 337 reviews

Unique creekside floating home with adjacent cabin

A rare opportunity to rent this truly unique waterside property! Rena Haus is a floating home on Wootton Creek, a tidal creek off the Solent, home to much sealife including beautiful swans that swim by on a daily basis as well as breathtaking views on your doorstep. The property comprises Rena Haus on the water and Rena Sommerhaus, a self contained cabin set back from the water with it's own bathroom and facilities. A true tranquil retreat and only 10 minutes from the Fishbourne ferry terminal

Guest favorite
A modern kitchen features sleek cabinetry and a stylish backsplash, with ample counter space for meal preparation. A gas hob and electric oven are visible, along with a breakfast bar for two. Natural light enters through a window, enhancing the inviting atmosphere.
Guesthouse
4.93 out of 5 average rating, 128 reviews

Self Catering Annex 2 separate beds (1 bedroom)

⛴️ 0.4 miles from the ferry, Castle Copse Annexe is a lovely compact modern self catering property situated in a quiet housing estate and named after the small copse, a few minutes walk away. Walk through the copse, and it will lead you to the town centre, where you will find shops, cafe's, pharmacies, and supermarkets. It is a 10 minute walk to the beach & crossing to Cowes. The annexe is only suitable for a max of 2 persons and unsuitable for small children due to the stairs, & sofa layout.

Top guest favorite
A private pergola area features a hot tub with soft blue lighting, inviting relaxation. A cozy sofa is positioned nearby, accompanied by a patterned rug and decorative elements. Soft fairy lights add a gentle ambiance above, enhancing the tranquil setting.
Guesthouse
4.98 out of 5 average rating, 202 reviews

Cosy Cabin with Private Hot tub | Isle of Wight

Modern purpose built self contained chalet, next to the house but with its own private entrance and private pergola area with canvas sides complete with cosy seating & lighting plus hot tub! Situated in East Cowes. The house was part of the Osborne estate so we are situated right next to Osborne House, also a 2 minute drive or 20 minute walk from East Cowes Red Funnel. We are also on a main bus route to Newport or Ryde. There is private access & your own parking space. It is an ideal location.

Top guest favorite
The entrance showcases a charming bay window framed by clear glass, allowing natural light to illuminate the interior. A minimalist front garden features smooth pebbles and greenery, creating a welcoming first impression for guests.
Townhouse
4.97 out of 5 average rating, 268 reviews

Beautiful Spacious Victorian Town House in Cowes

This beautiful spacious 2 bedroom town house is located on a quiet street a few minutes walk from the town centre. The whole property has been recently decorated giving a fresh light feel & furnished with a lovely seaside theme. Cowes town centre is just a few minutes walk away with its excellent selection independent shops and restaurants. Just beyond the town is the seafront which takes you along the beautiful esplanade passed the Royal Yacht Squadron and on to Gurnard famous for its sunsets

Guest favorite
A private patio area is depicted, featuring a small round table and two chairs. The space is surrounded by brick borders and is paved with light-colored tiles. The entrance to the cottage is showcased, with double doors framed by windows, and greenery visible in the background.
Cottage
4.97 out of 5 average rating, 202 reviews

Albert’s Dairy Cottage, Whippingham

Albert’s Dairy Cottage is a beautifully converted one bedroom cottage situated adjacent to open countryside. The contemporary design offers spacious accommodation, is finished to a high specification and offers the perfect environment for couples looking for a relaxing break away. Conveniently situated less than 10 mins from both the Red funnel and Wightlink car ferry terminals, the property is ideally located for exploring the Island, is close to the River Medina and popular waterside pubs.

Top guest favorite
A private terrace features a small wooden table and two chairs, surrounded by greenery. Large glass doors reflect the garden's lush foliage, creating a seamless connection between indoor and outdoor spaces. Natural light illuminates the inviting area, enhancing the tranquil atmosphere.
Barn
4.96 out of 5 average rating, 226 reviews

Little Wing peaceful barn with garden/parking

Little Wing is a beautifully converted studio apartment (originally a milking parlour for goats) located in a peaceful, rural village- 'Best Kept Village' on Isle of Wight 2024 - in the heart of an Area of Outstanding Natural Beauty. Including a large, super-king size bed, the open plan contemporary design is perfect for couples looking for a quiet or romantic retreat and the patio and private garden are perfect for summer relaxation, while underfloor heating means even winter days are cosy!

Guest favorite
A well-lit bedroom features a sleek wooden bed with neatly arranged pillows and towels. Soft blue walls complement framed art above the headboard. A nightstand, accompanied by two lamps, stands beside the bed, while natural light filters through a window adorned with partial blinds.
Cottage
4.97 out of 5 average rating, 170 reviews

Marina View

Beautiful waterfront property, close to amenities with easy access to West Cowes via the floating bridge. Enjoy the benefit of hopping over to the more lively side of Cowes & retreating back across the river to the quieter side within minutes. Perfect for family holidays exploring the Island & evenings spent watching the sunset from the balcony or living area. If you can't see the availability you are looking for, please don't hesitate to send me a message and I will do my best to help!

Guest favorite
A cozy lounge area features a navy blue sofa with decorative cushions, complemented by a light rug. In the background, a fully equipped kitchen can be seen. A spiral staircase, showcasing intricate metalwork, ascends to the upper level of the cottage.
Cottage
4.89 out of 5 average rating, 176 reviews

Harbour Cottage Your Romantic Getaway in Cowes

Harbour Cottage - perfect romantic getaway. Close to the centre of vibrant Cowes with local independent shops, cafes, restaurants and marinas. You can leave the car at home! Minutes from Red Jet terminal, floating bridge and Shepards Marina. Generous ferry discounts enquire on booking Harbour Cottage is great for short breaks, or longer stays. Fully fitted kitchen, lounge, conservatory, bathroom and bedroom with king size bed and small sofa fold out ideal for child or small adult only

Guest favorite
A front view of a Victorian cottage is captured, featuring a wooden door with a diamond-shaped window and a brick facade. A large window with multiple panes allows a glimpse of a bird standing outside, framed by soft greenery in a pot.
Townhouse
4.87 out of 5 average rating, 114 reviews

Cringle Cottage

Comfortable Victorian town cottage on three floors. Fully furnished and equipped for up to six people (please note, however, that there is only one bathroom). Walking distance from town centre and ferries, but on a quiet side street with very little passing traffic. A great place to feel part of the yachting life of Cowes, to have walking-distance access to Cowes-based organisations including UKSA and the Ellen MacArthur Foundation or as a base to explore the beautiful Isle of Wight.

Guest favorite
A cozy bedroom features a double bed adorned with textured cushions and a patterned throw. Beside the bed, white nightstands with small vases are positioned, reflecting gentle ambient lighting from the wall-mounted fixture. Decorative mirrors enhance the room's inviting design.
Guesthouse
4.92 out of 5 average rating, 201 reviews

Studio 114- 1 bedroom guest house.

Cosy self contained studio next to, but separate to our family home located on the outskirts of Newport. 20 minute walk to the town centre and local amenities. 10 minute walk to the historic Carisbrooke castle and beautiful walks in the surrounding area. We are on a bus route. Private access to the property and free on street parking. Studio 114 offers a double bedroom, bathroom, kettle, toaster, microwave and mini fridge, TV, free Wi-Fi and small patio space with table and chairs.

Guest favorite
The chalet exterior features a wooden facade with a welcoming white door. A swing seat is positioned on a patio beside a picnic table. Lush shrubbery and flowers surround the entrance, enhancing the outdoor space. The sky is partly cloudy, providing a serene backdrop.
Guest suite
4.92 out of 5 average rating, 183 reviews

Pebble Beach Hideaway, minutes from Seafront

Pebble Beach, is a self contained chalet with king size bed and spacious shower room. Includes a fridge with water, tea/coffee making facilities, hairdryer, WiFi, TV, iron, towels, and toiletries, microwave, toaster, plates etc. Outside rack for two bicycles, with a cover. Free off road parking right outside. Breakfast is not included, but there are local cafes, perfect for breakfast and a local pub that serves food daily, takeaways. Nicely tucked away by Gurnard Seafront.

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