Vacation rentals in Whippingham

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Top-rated vacation rentals in Whippingham

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Top guest favorite
An open-plan living area features a blend of comfortable seating, including a dark leather armchair and a light fabric sofa. The kitchen showcases a central island with bar stools, surrounded by modern cabinetry, with natural light filtering through the windows.
Home in East Boldre
4.99 out of 5 average rating, 182 reviews

Stylish New Forest rural hideaway near Lymington

Relax in this contemporary rural bungalow on the forest and close to the sea. Walk out onto the New Forest, enjoy the scenic garden looking over fields packed with wildlife, or enjoy cycling along quiet lanes amongst grazing ponies, donkeys and cattle. Two good pubs are within 1.5 miles in either direction and the historic towns of Beaulieu and Lymington are 3 miles and 4.5 miles respectively away. The quaint historic shipyard of Bucklers Hard nearby has a museum, pub and marina. IOW close too.

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

Top guest favorite
A serene garden pond is surrounded by lush greenery and wildflowers, reflecting clear blue skies. A gazebo can be seen in the distance, complemented by wooden decking and seating that invites relaxation. Tall grasses frame the tranquil waters, creating a peaceful natural retreat.
Cottage in Isle of Wight
4.99 out of 5 average rating, 184 reviews

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This accommodation has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from various beaches perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging at 40p KWH.

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, 137 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.

Guest favorite
The exterior of the villa is shown with a modern design featuring a combination of dark and light siding. A welcoming entryway with steps leads up to a glass balcony. Paved stones create a path with surrounding greenery.
Villa in Cowes
4.96 out of 5 average rating, 163 reviews

Seaside coastal retreat, sea & sunsets, EV charger

Our villa, is situated at Gurnard Marsh, 2 mins from the sea. It is a quiet location, has an enclosed garden, sea views and is in a great position to enjoy the amazing sunsets Gurnard is famous for. It is very close to Gurnard Luck where "crabbing" can be enjoyed. The living area is at the back and has lovely triple sliding doors onto the decking with views of the countryside. Outside dining and sofa's on the patios Onsite parking and more available on the road for free. There is cable wifi.

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 spacious interior features a wooden domed ceiling, with soft lighting enhancing the natural wood tones. A king-sized bed is positioned prominently, accompanied by decorative pillows and a cozy throw. A luxurious roll top bath stands nearby, with ample natural light coming from the window.
Hut in Winchester
4.98 out of 5 average rating, 630 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
The living area is arranged with two soft gray sofas, each adorned with patterned cushions. A wooden coffee table is centered in the room, accompanied by a decorative bowl. Soft lighting from a ceiling fixture illuminates the space, enhancing the neutral color palette.
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, 180 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, 223 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.

Guest favorite
An A-frame structure is framed by trees and surrounded by blooming bluebells. Light filters through the open front, illuminating the interior where a seating area is presented. The natural setting offers a serene escape, with vibrant flowers in the foreground enhancing the tranquil scene.
Hut in Ovington
4.97 out of 5 average rating, 158 reviews

The Glade at Ladyhill Vineyard near Winchester

Nestled on the edge of an ancient wood in South Downs National Park and with fantastic views over Ladyhill Vineyard and the Hampshire countryside The Glade has a cosy A-Frame to grab a good night sleep, a separate shower room with flushable loo to keep you fresh and a kitchen equip-for-easy glamping. Relax and admire the views, BBQ on the fire pit, spot deer and hare or stroll down the river Itchen to The Bush gastro pub. You’ll return home totally refreshed!

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, 126 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.

Popular amenities for Whippingham vacation rentals

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