Vacation rentals in Whippingham

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Top-rated vacation rentals in Whippingham

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Guest favorite
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 in Wootton
4.89 out of 5 average rating, 344 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 in Isle of Wight
4.93 out of 5 average rating, 135 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.

Superhost
The living area features a large flat-screen TV positioned on a media unit. Two gray sofas are complemented by decorative pillows, and a vibrant yellow rug adds a pop of color. A coffee table rests in the center, while natural light enters through the window.
Apartment in Isle of Wight
4.83 out of 5 average rating, 181 reviews

Central Cowes -Luxury Spacious Flat with Sea Views

Spacious Modern Apartment, Located in the heart of Cowes, on the High Street (very quiet!). Bright and airy, newly re-furbished, well equipped, furnished flat. Sleeps 4, one Double Bed and Two singles. Wi-Fi, 65" TV plus Sky TV inc Sky Sports and Sky Cinema, sound bar. Spectacular views over the Harbour/Solent. One minute walk to Red Jet fast link from Southampton, Shops, Pubs and bars and many restaurants - all within walking distance - as too are the Yacht Clubs, and Marinas. A Cut above!

Top 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 in Isle of Wight
4.96 out of 5 average rating, 206 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
The Pigsty features a unique domed structure with a blend of dark and natural wood accents. A small outdoor seating area with a round table and two chairs is positioned at the entrance, surrounded by lush greenery and potted plants.
Hut in Winchester
4.98 out of 5 average rating, 628 reviews

The Pigsty

The Pigsty is Winchester's first luxury woodland hideaway, with beautiful views of Vale Farm. Less than 2.5 miles from the historic centre of Winchester, this peaceful retreat is perfect for those looking to visit the city, or escape for some peace. The Pigsty’s domed design with wooden interior has a roll top bath, cosy open plan living space and decking area to enjoy dinner with sunset views. Just a few minutes walk from the famous Clarendon Way, and a 30 minute walk to the city centre.

Top 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 in Isle of Wight
4.97 out of 5 average rating, 177 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 decked garden area is visible, featuring a wooden dining table surrounded by chairs under a patio umbrella. Large sliding doors open into the cabin, revealing a glimpse of the cozy interior space. The exterior is clad in blue, complemented by greenery in the background.
Tiny home in Cowes
4.94 out of 5 average rating, 179 reviews

Seaside style cabin in central Cowes

'The Cabin' sits in the heart of West Cowes, tucked away behind the high street. Very compact (and very cute!), the space is kitted out in classic holiday home style. Two bedrooms and a sofa bed. Shower room. Decked garden with dining table, BBQ and outdoor sofas. Free parking space nearby. Fast broadband (free), digital TV with DVD, washer/dryer, dishwasher, microwave. Welcome breakfast for first day included. Good for families but steep steps to access. Book today!

Top guest favorite
Guesthouse in Isle of Wight
4.98 out of 5 average rating, 222 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.

Top guest favorite
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 in Lepe
4.98 out of 5 average rating, 124 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.

Guest favorite
A view from the window captures the tranquil scene of Cowes Harbour with boats gently bobbing in the water. Lush green grass and a well-maintained garden are visible in the foreground, with a distant shoreline lined by trees and buildings.
Cottage in Isle of Wight
4.97 out of 5 average rating, 139 reviews

Cozy cottage with sea views and off street parking

Built in 1882, our lovely cottage is a former coastguard cottage located in a row of 14 made of a number of holiday homes and permanent homes to local families. The inside of the cottage is very well appointed and very cozy. The west facing garden deck provides a good size outdoor area to sit and take in the fantastic views of Cowes harbour, the Solent beyond and the amazing sunsets. You will have access to a dedicated off street parking space.

Top guest favorite
Cabin in Isle of Wight
4.99 out of 5 average rating, 140 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.

Top guest favorite
The Cottage features a charming exterior with a textured roof and a modern patio area. Surrounded by greenery, a spacious seating arrangement is set on a stone surface, offering a tranquil spot for relaxation. Nearby structures exhibit a contemporary architectural style.
Cottage in Winchester
4.98 out of 5 average rating, 195 reviews

The Cottage in Compton

Come and enjoy a stay in The Cottage, located in the grounds of our 17th Century converted Barn. Enjoy a unique location on the edge of Winchester with direct access to the countryside. The Cottage has been recently extended and refurbished with everything you will need to make your stay enjoyable. A perfect place for a break to explore all the wonderful things that Winchester has to offer!

Popular amenities for Whippingham vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Isle of Wight
  5. Whippingham