
Waterfront holiday rentals in Winchester
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Winchester
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Pine Lodge - Headlands Farm
🌲 Pine Lodge — Lakeside Retreat for Families & Friends @headlandsfarmlakesidelodges @headlandsfarm ✨ Perfect for families of 4, couples , or mixed groups seeking a peaceful countryside escape. Step outside to your child-friendly lakeside decking right on the water’s edge. Enjoy breakfast at our onsite coffee shop ☕, discounted fishing 🎣, plus sauna & cold plunge, padel, and massage & beauty treatments 🧘♀️🎾💆♀️. Dog friendly, with self check-in 🧼 — 5 more lodges available on Airbnb 💌

Arle Hut, riverside luxury on Vineyard estate
A beautifully designed shepherd's hut on a working Hampshire farm, set on a private tributary of the River Arle — one of England's finest chalk streams. Ten minutes' walk from Alresford along the river path. Wake to birdsong and the gentle sound of running water in one of the most peaceful settings in Hampshire. King-size pocket sprung bed, fully equipped kitchen, powerful hot shower and a two-person outdoor bath on the deck. Fire pit, log burner, river views and countryside walks from the door.

Yacht "X" 44 foot modern yacht on 5* Ocean Village
A unique opportunity to stay onboard this newly renovated yacht moored on the beautiful Ocean Village Marina. Space for up to 5 guests to sleep (2 doubles and a single) Ideal for couples , families or small groups of friends to experience marina living. 2 en-suite bedrooms, living room, kitchenette, terrace, balcony and a spacious flybridge Bespoke packages available including afternoon teas, champagne reception, birthdays, spa access packages (walking distance) Please enquire for more details

2 bed House with Sea View and 2 parking spaces
Modern, open plan 2 bed house with garden, parking & great views from the Juliet balcony in the main bedroom. Perfect for people visiting Southampton and the Isle of Wight. Close to M27, bus & train stations. Ideal for local attractions such as Paulton's Park, Peppa Pig World, Portsmouth Historic Dockyard,The Mayflower Theatre, Gunwharf Quays & SeaCity Museum. Located right next to Weston shore & only 10 minutes to the city centre with plenty of bars and restaurants & West Quay Shopping Centre.

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.

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath
Charming, riverside log cabin on the bank of the Kennett, overlooking a nature reserve. Privately located in my back garden there is a large open plan room with 2 double sofa beds, sleeping 4, a slate bed pool table & Hi Fi system. There's a luxury en suite bathroom with copper bathtub, shower, basin & WC. There are basic kitchen facilities with kettle, toaster, double hot plate, microwave & grill, sink & refrigerator/freezer. A veranda with 2 bbq's & seats plus lower deck overlook the river.

The Little Gaff - One bedroom self contained cabin
The Little Gaff is a self contained cabin, located in an 'area of outstanding natural beauty' near the picturesque, harbour town of Emsworth. This beautiful harbourside village has many bars and restaurants and is surrounded by stunning countryside and wildlife. Little Gaff is situated in private grounds, on a secluded road, which provides secure accommodation and private parking. The cabin is raised up above road level, allowing spectacular, uninterrupted views across open marshes.

Quirky & cool with amazing views to Isle of Wight
Quirky coastal property situated on the beach at Bracklesham Bay. This coastal inspired apartment is light and airy with dramatic sea views across to the Isle of Wight. Close to Chichester harbour and the South Downs and world renowned Goodwood, whether you’re a kite boarder or car enthusiast, this location has it all. Plenty of local restaurants and shops and with great fish and chips on your doorstep, you won’t have to venture far for that seaside experience.

Superyacht on 5* Town Quay Marina, Southampton
A wonderful opportunity to stay onboard a beautiful spacious motor yacht moored on the prestigious Town Quay marina, Southampton. Ideal for couples, families or friends looking for an exciting or romantic getaway. Up to 6 guests. 3 bedrooms with 3 bathrooms. Bespoke packages also available including champagne reception, birthdays/decorations, secure cruise parking/transfers etc. Please enquire for details. Our base price is based upon 2 guests, extra guests are £25pp

Romantic 17th Century Paper Mill on The Meon River
Enchanting converted 17th Century Paper Mill over the River Meon in Warnford, Hampshire. Quirky interior with original Japanese features. Trout anglers will have a ball. There are swans, herons, kingfishers and mallards and, if you're really lucky, you might see an otter. As you can see from the photo, the Mill is just by our cottage, but we're not always there so often you'd have the whole garden to yourself. My place is good for couples and solo adventurers.

River Hamble Boutique Barn
Located 400m from the River Hamble in the small coastal village of Warsash in Hampshire. Perfect if you are studying at the Maritime College, are looking for a relaxing time near the water or as a base to explore further afield. The New Dairy has off road parking and easy access 24/7 Pubs, restaurants, takeaways and a Coop are within easy walking distance You will be welcomed with a complimentary basket that includes continental breakfast supplies.

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 waterfront rentals in Winchester
Waterfront apartment rentals

The Beach Hut

Beachfront Apartment With Panoramic Sea Views

Beautiful seafront apartment, free parking permits

Flat D, Cowes, an apartment with amazing views.

The Snug, on The Hard W/Parking

Flat, private, WARSASH NEAR WMA

Modern Seaside Getaway in Southsea - Walk to beach

Osborne retreat, nr Maritime Accademy Warsash
Waterfront house rentals

Historic town centre riverside hideaway

Sea view dog friendly ground floor holiday let

Uninterrupted Sea Views • Balcony • Walk to Beach

Abbey Water Rooms

Waterfront, character cottage

Beautiful family house sleeps 9-10 5* reviews

*Breakfast With A View* Free Parking*Water Access*

Solent View - panoramic views of the sea & beach
Waterfront apartment rentals

2 bedroom seaside apartment with panoramic seaview

Crow's Nest overlooking the sea with balcony

Luxury Beachfront Apartment with Sea View+Parking

Historic Quay | 2 The Old Alarm with free parking

Stunning Sea View Home 2 Minutes Walk to the Beach

Entire basement apartment close to the seafront

Stunning Apartment With Panoramic Seaviews

Sandbanks snug
Quick stats about waterfront rentals in Winchester

Total holiday rentals
Explore 130 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 5,610 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
120 of Winchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals

4.8 Average rating
Winchester stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Fitness-friendly rentals Winchester
- Rentals with a washing machine and dryer Winchester
- Smoking-friendly rentals Winchester
- Hotel rooms Winchester
- Rentals with outdoor seating Winchester
- Pet-friendly rentals Winchester
- Flat rentals Winchester
- Family-friendly rentals Winchester
- Townhouse rentals Winchester
- House rentals Winchester
- Apartment rentals Winchester
- Shepherd’s hut rentals Winchester
- Cabin rentals Winchester
- Rentals with breakfast Winchester
- Rentals with lake access Winchester
- Private suite rentals Winchester
- Rentals with a hot tub Winchester
- Rentals with beach access Winchester
- Rentals with an EV charger Winchester
- Guest house rentals Winchester
- Rentals with a patio Winchester
- Barn rentals Winchester
- Cottage rentals Winchester
- Rentals with pools Winchester
- Rentals with a fireplace Winchester
- Serviced apartment rentals Winchester
- Bungalow rentals Winchester
- Bed and breakfasts Winchester
- Tiny house rentals Winchester
- Rentals with a firepit Winchester
- Nature eco lodge rentals Winchester
- Waterfront rentals Hampshire
- Waterfront rentals England
- Waterfront rentals United Kingdom
- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- South Downs National Park
- Stonehenge
- Thorpe Park Resort
- Longleat Safari Park
- Chessington World of Adventures Resort
- Windsor Castle
- LEGOLAND® Windsor Resort
- Southbourne Beach
- Bracklesham Bay
- Hampton Court Palace
- Highclere Castle
- Boscombe Beach
- Mudeford Quay
- Goodwood Racecourse
- Winchester Cathedral
- The Tank Museum
- Ascot Racecourse
- Twickenham Stadium
- Things to do Winchester
- Things to do Hampshire
- Art and culture Hampshire
- Nature and outdoors Hampshire
- Things to do England
- Wellness England
- Nature and outdoors England
- Sightseeing England
- Food and drink England
- Tours England
- Entertainment England
- Art and culture England
- Sports activities England
- Things to do United Kingdom
- Food and drink United Kingdom
- Entertainment United Kingdom
- Sports activities United Kingdom
- Wellness United Kingdom
- Nature and outdoors United Kingdom
- Tours United Kingdom
- Sightseeing United Kingdom
- Art and culture United Kingdom







