Waterfront vacation rentals in Winchester

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Top-rated waterfront rentals in Winchester

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Woolston
4.94 out of 5 average rating, 239 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.

Top guest favorite
A serene patio overlooks the River Avon, featuring a stone-paved area with a small table and chairs. Vibrant flowers and lush greenery line the edge, while a wooden fence provides a sense of privacy. The calm waters reflect the surrounding trees under a clear blue sky.
Home in Dorset
5 out of 5 average rating, 137 reviews

Historic town centre riverside hideaway

Whether your idea of a getaway involves romance, outdoor pursuits, or delving into Christchurch's history, our riverside retreat is for you. After a full day, pamper yourself in our luxurious spa bathroom and sink into the super king-sized bed. Enjoy riverside dining on your private patio, with scenic views of the river and paddle boarders passing by. Nestled in a secluded spot, yet conveniently amidst town centre cafes and restaurants, we offer the perfect blend of privacy and hospitality.

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, 212 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 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, 213 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 spacious garden area overlooks the sea, featuring a grassy expanse and a small patio setup. The calm waters of the Solent reflect the clouds above, while the distant horizon adds depth to the tranquil scene. Planters are situated around, enhancing the natural setting.
Bungalow in Warsash
4.86 out of 5 average rating, 197 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, 259 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
4.95 out of 5 average rating, 242 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
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, 100 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.

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, 259 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, 247 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.

Top guest favorite
A spacious living and sleeping area features a cozy red sofa and a wooden coffee table, adorned with books and decorative items. In the background, a super king size bed is complemented by soft linen and patterned wallpaper, with natural light illuminating the space from multiple windows.
Home in Salisbury, Wilton
4.99 out of 5 average rating, 219 reviews

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.

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, 157 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.

Popular amenities for Winchester waterfront rentals

When is the best time to visit Winchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,449 GYDG$30,331 GYDG$30,959 GYDG$34,306 GYDG$37,025 GYDG$37,025 GYDG$35,352 GYDG$40,999 GYDG$41,209 GYDG$36,607 GYDG$33,260 GYDG$31,795 GYD
Avg. temp5°C5°C7°C9°C12°C15°C17°C17°C15°C11°C8°C5°C

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$6,275 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!

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