
Waterfront holiday rentals in Winchester
Find and book unique waterfront rentals on Airbnb
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!
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.

Panoramic Sea Views, quiet, relaxed, cliffs, Beach
A beautifully presented Chalet Bungalow based on the edge of Solent Breezes Holiday park. Full Sea views over the Solent from the comfort of the open plan kitchen diner and lounge. Light airy building ideal for relaxing either on the large leather sofa or on the rattan furniture in the garden. In all weathers there is always something to see out of the large patio doors. Stony beach and slipway for boats only metres from the property. Ideal for long walks watching the sunset and relaxing

Abbey Water Rooms
Abbey Water Rooms, in the heart of Romsey, overlooks a tributary of the River Test and has views towards Romsey Abbey. Shops, cafes and local attractions are within 2 minutes walk. In a self contained annexe the accommodation consists of: Ground floor- sitting room or 2nd bedroom ( Queen bed) and shower room. First floor - staircase to small landing with kitchenette and basin, main bedroom (King bed) and Smart TV. Tea, coffee and cereal is included and there is off road parking.

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

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.

Adventure Prospect - Historic Waterfront Cottage
Relax and enjoy your stay at this unique and tranquil getaway. 'Adventure Prospect' has recently been completely renovated and is steeped in military history. Formerly known as the "shifting house" it was first built in 1898-1899 to accommodate munitions workers changing into the special clothing that they wore when working on magazines. The cottage provides an ideal escape from everyday life and has direct access to the water.
Cottage on Sea set in idyllic surroundings
Re-decorated 1 Stable Cottage is a charming two storey country cottage adjacent main house in wooded 10 acre private property with 2 acre walled garden which open for guests. Directly on the coast with private access to the south facing beach; safe, shallow bay for swimming or water activities. Border of New Forest with easy access to tranquil walks and country pubs. Summer house with views over the water available for guests.
Popular amenities for waterfront rentals in Winchester
Waterfront apartment rentals

Pier View Apartment, luxury sleeps 6 in 3 bedrooms

Beachfront Apartment With Panoramic Sea Views

Beautiful seafront apartment, free parking permits

Flat D, Cowes, an apartment with amazing views.

Luxury apartment with breathtaking sea views

The Snug, on The Hard W/Parking

Flat, private, WARSASH NEAR WMA

Osborne retreat, nr Maritime Accademy Warsash
Waterfront house rentals

Mulberry View: Superb beachfront property sleeps 8

Canal view home in Chichester nr Goodwood

Historic town centre riverside hideaway

Sea view dog friendly ground floor holiday let

Uninterrupted Sea Views • Balcony • Walk to Beach

Waterfront, character cottage

Beautiful family house sleeps 9-10 5* reviews

Whole seaside apt, stones throw to the new forest.
Waterfront apartment rentals

Crow's Nest overlooking the sea with balcony

Luxury Beachfront Apartment with Sea View+Parking

Historic Quay | 2 The Old Alarm with free parking

Entire basement apartment close to the seafront

Rockpools-steps from the beach. *Ferry Discounts

Stunning Apartment With Panoramic Seaviews

Highcliffe Castle/Beaches -10 min walk. Large Apt

Coastal Modern Spacious Apartment in Southsea
Destinations to explore
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- Waterfront rentals Hampshire
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- 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







