Holiday rentals in Whippingham

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Top-rated holiday rentals in Whippingham

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Top guest favourite
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
4.9 out of 5 average rating, 363 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

Top guest favourite
Home
4.98 out of 5 average rating, 103 reviews

The Garden Wing is a very special tranquil place

This unique place has a style all its own. Designed in a Japanese way with it's own Water Garden, terrace and boardwalk. Ideal for a family and children will love The Garden Wing, but there is access to the Japanese water garden, and bedroom 3+4 have unguarded stairs to unuseable mezzanine bunks ( see photos). If in any doubt about suitability.....please message me before booking. It is perfect for 6 people, but has beds for 8 EV charger. Oct-Mar + Midweek availability message me first please

Guest favourite
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.
Guest house
4.94 out of 5 average rating, 141 reviews

Cosy Self Catering Annex 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 favourite
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
4.96 out of 5 average rating, 212 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.

Guest favourite
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, 189 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

Top guest favourite
Guest house
4.97 out of 5 average rating, 239 reviews

Cosy Cabin with Private Hot tub | Isle of Wight

Modern purpose built self contained cabin, 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. CCTV on driveway.

Superhost
A balcony offers a view of the marina filled with boats, framed by glass doors. Nautical flags are displayed along the balcony railing, while lush greenery is visible in the background, complementing the waterfront scene. Sunlight brightens the area, creating a welcoming atmosphere.
Apartment
4.67 out of 5 average rating, 43 reviews

Marina View Flat, Ferry Discount and Parking

What a find! One bedroom flat (a second room is locked for storage) with Parking for one car no vans, sleeps 2/3 people in one double bed and a third person on the pull out big mattress Jay bed in dining room.. Third person to be agreed, small extra fee per night £35 Fab river view with balcony. A lovely restaurant and bar 3 mins walk Top Floor no lift. Three flights of stairs Outdoor videocam security. Cat stays on property when I take the whole flat to myself if any allergies.

Guest favourite
A serene view of the water is framed by open glass doors. A small table with a vase of flowers and two blue chairs create a welcoming outdoor area. The horizon features gentle waves under a partly cloudy sky, enhancing the coastal atmosphere.
Home
5 out of 5 average rating, 18 reviews

Ocean and sky at your doorstep

Nestled in the picturesque Gurnard, Cowes, The Beach Shack offers a rare opportunity to experience the best of coastal living. Located right on the seafront, this contemporary beach house combines comfort, style, and unbeatable views, making it the perfect getaway for those seeking relaxation by the sea. Whether you’re enjoying the vibrant atmosphere of Cowes or unwinding with the sound of waves crashing at your doorstep, The Beach Shack is the ultimate seaside retreat.

Superhost
The A-frame cabin is surrounded by lush greenery, featuring a wooden exterior with triangular windows. A bicycle rests in the foreground, complemented by a straw hat. The pathway leading to the cabin is bordered by grass, highlighting the serene natural setting.
Tiny home
4.89 out of 5 average rating, 141 reviews

Architect designed A Frame eco-cabin KINDRED

Beautiful A-Frame cabin Kindred's vibe is natural wood & 50’s elements. Located on a meadow of six Tiny Home cabins, next to a forest. Sleeps up to 4 – 1 amazing king bed, 2 singles & single futon if required. This is an eco cabin so you know that your holiday will not have a negative impact on the environment. Our Spa facility (wood fired hot tub and sauna) can be added to your stay - NB check availability and cost before booking if a must for you!

Top guest favourite
The Watch House is viewed from a garden path lined with blooming flowers, leading down to the beach. The white exterior of the cottage is highlighted against a clear blue sky, while the tide is low, revealing a sandy shore.
Home
4.98 out of 5 average rating, 143 reviews

Iconic Beach Front Stay | The Watch House, Lepe

A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

Top guest favourite
Cabin
4.99 out of 5 average rating, 160 reviews

Field View Cabin

This stylish modern place to stay is perfect for a great getaway. The cabin is situated on the owners property, set back from a main road. However it has its own separate/private entrance and parking. The Cabin is designed so that the accommodation windows and private patio/sitting area all face the fields. Located centrally on the Island, less than 1 minute walk to bus access and also a short walk to river-side cycle track.

Guest favourite
Place to stay
4.93 out of 5 average rating, 15 reviews

Red Brick Haven spacious for memorable reunions

Bring the whole family to this wonderful destination that offers plenty of space for fun. It’s ideal for family reunions, with options for self-catering or using our catering services. East Cowes is located at the head of the estuary, making it a charming holiday spot near the yachting resort of Cowes, which features a welcoming sand and shingle beach. Additionally, it's close to the historic Osborne House.

Popular amenities for Whippingham holiday rentals