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

Osborne retreat-calm & cosy studio annexe, Warsash
This fully refurbished annexe is situated as an extension to our family home, in the village of Warsash. Self contained studio annexe with own entrance via shared garden; street parking. Super ideal for Warsash Maritime Academy. Renovated to a high specification; this clean, calm and welcoming studio annexe is equipped with a fully functioning kitchenette, bathroom, wifi & includes utilities. Just a short 10 min walk to the village centre for shops, cafes, pubs & short walk to the water front.

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, Cozy, 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

Island View Beach Suite. Lee On the Solent beach
Delightful One bedroom self contained, self catering suite with private entrance, ensuite, kitchenette with a mini fridge, a microwave, a toaster, kettle, Complimentary tea and coffee on arrival. Full cutlery, plates, cups etc, smart tv, wifi, central heating. Large shower, wc, sink, cabinet with mirror, towel rail. Directly across from the beach and public carpark. Lee on the Solent has shops, cafes, Indian, Chinese, and a Turkish restaurant, which is a 15-minute walk on the beach path.

Little Greatfield is a character 2 bedroom cottage
Unique situation this detached cottage, with an EV charger, is within the Greatfield estate and has beautiful private gardens within a parkland setting. There is a private security gate for access. We are a short walk (5 mins) from Bucklers Hard village and Beaulieu River, where you will find the Master Builders hotel and pub, the Marina and the Maritime Museum. For the hotel restaurant advance booking is recommended. There is a lovely riverside walk to Beaulieu village ( 2.5 miles ).

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.

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.

Seascape - a Luxurious Coastal Escape
**Wightlink Ferry Discount Available Upon Booking** Nestled in a peaceful beachside setting, yet just moments from the Portsmouth-Ryde ferry links and a direct route to London, Seascape offers the ultimate island retreat. Boasting stunning sea views, private beach access via a secluded gate, and a south-facing sun terrace, this luxuriously furnished apartment is perfect for couples or young families seeking relaxation and adventure by the coast.

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.

Luxury lodge in idyllic riverside setting
Hare House' is a warm, beautifully decorated lodge set in glorious countryside, but within walking distance of shops, cafes and pubs in the ancient town of Wilton. Perfect for couples seeking total relaxation. Snuggle up in front of the Swedish log burner and sleep in a super king size bed with luxurious bed linen. Perfect base for Stonehenge, Salisbury, New Forest, Bath and Dorset beaches - in easy driving distance.

New Upscale Contemporary Apartment - River Views
Experience modern luxury at this new contemporary riverfront apartment with breathtaking panoramic river views to enjoy. The large apartment features two generously sized bedrooms and bathrooms, guaranteeing your utmost comfort. Revel in the convenience of a walk-in wardrobe, while secure underground parking and gated access offer peace of mind. Your path to an upscale getaway begins here.
Popular amenities for Winchester waterfront rentals
Waterfront apartment rentals

Beachfront Apartment With Panoramic Sea Views

Seafront apartment - Hayling Island

Beautiful seafront apartment, free parking permits

Sunset Cabin. Right on the Water's Edge! Stunning!

Luxury apartment with breathtaking sea views

Quirky & cool with amazing views to Isle of Wight

Coastal View Apartment

Luxury Apartment in Southsea
Waterfront house rentals

Mulberry View: Superb beachfront property sleeps 8

3 Bed Flat Overlooking River Arun West Sussex

Canal view home in Chichester nr Goodwood

New Forest, Seaview

Stunning views over Lymington river

Peaceful Beach Retreat Secure Parking Dog Friendly

Waterfront, character cottage

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

2026! “High St Vibes, Sea Breeze & Forest Walks!”

Goldeneye beach apartment, nearby forest

Historic Quay | 2 The Old Alarm with free parking

River View: Peaceful, private studio in Salisbury

Rockpools-steps from the beach. *Ferry Discounts

Stunning Apartment With Panoramic Seaviews

Nr Highcliffe castle/ beach-12 min walk.

Modern Beach Side apartment with easy access.
Quick stats about waterfront rentals in Winchester

Total vacation rentals
Explore 120 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 5,300 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
120 of Winchester vacation 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!
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- New Forest national park
- Paultons Park Home of Peppa Pig World
- Oxford University
- Bournemouth Beach
- Goodwood Motor Circuit
- Stonehenge
- Windsor Castle
- Boscombe Beach
- Hampton Court Palace
- Chessington World of Adventures Resort
- Winchester Cathedral
- Highclere Castle
- Kimmeridge Bay
- Thorpe Park Resort
- Twickenham Stadium
- West Wittering Beach
- Goodwood Racecourse
- Southbourne Beach
- Highcliffe Beach
- Arundel Castle
- The Tank Museum
- Wentworth Golf Club
- Worthing Pier
- RHS Garden Wisley
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