Waterfront vacation 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.

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Top guest favorite
Home in Woolston
4.94 out of 5 average rating, 235 reviews

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.

Guest favorite
The motor yacht is docked at the marina, showcasing its sleek white exterior against a bright blue sky. A group of four people is situated on the bow, enjoying the sun and the scenic views of the surrounding cityscape.
Boat in Ocean Village
4.94 out of 5 average rating, 210 reviews

Superyacht on 5* Marina, Southampton

FULLY HEATED FOR WINTER! 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 7 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

Top guest favorite
A two-story cottage is showcased with a slate roof and traditional architectural elements. The exterior features wooden garage doors and a well-maintained garden hedge. A cobblestone driveway leads up to the entrance, framed by a backdrop of clear blue skies.
Guesthouse in Beaulieu
4.99 out of 5 average rating, 223 reviews

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 ).

Top guest favorite
A deck area features two lounge chairs positioned towards the water, with a wooden platform leading to various slips for boats. Calm waters reflect the sky and surrounding greenery, creating a serene setting with scattered boats visible in the distance.
Guesthouse in Hampshire
4.98 out of 5 average rating, 161 reviews

Delightful boathouse overlooking Fishery Creek.

Take it easy at this unique and tranquil getaway. Comfortable lounge, dining area, fully equipped kitchen and shower room. Converted loft with kingsized mattress accessed by electric staircase, fully sprung kingsized sofa bed in lounge area. The deck includes BBQ, sunken seating area, fire pit, pontoon, and slipway for launching small boats, canoes, paddle boards and paddling. Its a great spot to watch visiting birds in Autumn/Winter. This is a pet free property and creek is tidal.

Guest favorite
A cozy bedroom with sloped ceilings showcases a king bed adorned with layered blankets. A small table and chair are positioned beside a leafy plant. Natural light filters through multiple skylights, illuminating the space, while a wall-mounted TV and mirror enhance the room's functionality.
Home in Hampshire
4.91 out of 5 average rating, 205 reviews

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.

Guest favorite
A blue wooden table with matching chairs is arranged on a patio overlooking expansive views of the Solent. The grass area beyond leads to the waters, framed by scattered chalets in the distance under a cloudy sky.
Bungalow in Warsash
4.86 out of 5 average rating, 195 reviews

Sea Views, Seaside, Quiet,Relaxing, Beach,Cliffs,

A beautifully presented Chalet Bungalow based on the edge of Solent Breezes Holiday park. 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 sofas or on the 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.

Guest favorite
A charming garden stretches across the landscape, featuring lush greenery and a serene waterway. Two distinctive structures are visible: a traditional house and a converted mill, both surrounded by trees, creating a peaceful atmosphere by the River Meon.
Home in Hampshire
4.96 out of 5 average rating, 256 reviews

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.

Top guest favorite
The exterior of The New Dairy features a unique wooden structure with a sloped roof, surrounded by a gravel driveway. Large glass doors provide a view into the open-plan interior. Lush greenery borders the space, blending natural elements with the building's design.
Barn in Warsash
4.96 out of 5 average rating, 233 reviews

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.

Top guest favorite
A window with multiple panes frames a serene view of the sea, revealing shades of blue and distant sailboats. A basket of fresh fruit sits on a windowsill, while a potted plant adds a touch of greenery to the interior.
Apartment in Isle of Wight
4.96 out of 5 average rating, 256 reviews

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.

Top guest favorite
The image features a serene waterfront scene at dusk, with a pink and blue sky reflecting on the calm water. The weathered stone wall encloses a small harbor, while historic buildings are positioned nearby, contributing to the tranquil ambiance.
Cottage in Hampshire
4.99 out of 5 average rating, 239 reviews

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.

Guest favorite
The living room showcases a large foam-filled sofa positioned in front of a wall-mounted 65" Smart 4K TV. Natural light floods the space through the nearby windows, highlighting the contemporary decor. A balcony offers river views, enhancing the overall atmosphere.
Condo in St Mary's
4.91 out of 5 average rating, 155 reviews

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.

Guest favorite
A comfortable living area features a dark sofa paired with a patterned armchair. A glass-top coffee table sits on a decorative area rug, complemented by a colorful vase. Natural light enters through the curtains, illuminating the space and highlighting the wall art.
Condo in Ocean Village
4.9 out of 5 average rating, 106 reviews

Elegant Apartment on the Marina in Ocean Village

Discover seaside serenity in our charming Ocean Village retreat. This cozy Airbnb invites you to unwind in Southampton's premier waterfront community. Enjoy Marina views, a private balcony, and modern amenities. Steps from the marina and restaurants, this stylish getaway ensures a perfect blend of relaxation and coastal adventure. Book now for an unforgettable stay by the sea!

Popular amenities for Winchester waterfront rentals

When is the best time to visit Winchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,453 GYDG$30,336 GYDG$30,963 GYDG$34,311 GYDG$37,030 GYDG$37,030 GYDG$35,357 GYDG$41,005 GYDG$41,214 GYDG$36,612 GYDG$33,264 GYDG$31,800 GYD
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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 G$6,276 GYD 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Winchester vacation rentals include wi-fi 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

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