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Holiday rentals in Winchfield

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Top-rated holiday rentals in Winchfield

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

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Top guest favourite
Home
4.98 out of 5 average rating, 177 reviews

Pool House at Mill Cottage

The Pool House at Mill Cottage offers a unique riverside escape with exclusive access to a private pool (Mar 1st - Oct 1st 2025 & Apr 1st - Oct 1st 2026). Nestled on the Thames, enjoy easy access to riverside cafes and restaurants by foot or boat. The charming one-bedroom retreat features blackout blinds for restful nights, plus a small sofa bed for extra guests. Just minutes from Goring on Thames village and the train station, it also boasts a BBQ and outdoor seating area for relaxing evenings.

Guest favourite
The exterior of the cottage features a charming whitewashed façade with a prominent front door and multiple rectangular windows. A gravel pathway leads up to the entrance, flanked by lush greenery. The roof displays classic architectural details, contributing to the cottage's historic character.
Home
4.94 out of 5 average rating, 531 reviews

Cottage in Hartley Wintney/Wi-Fi/Netflix/Parking

A 19th Century updated character cottage with many beams and a vaulted ceiling to the main bedroom. Ideally located, it is only a one minute walk to local shops and restaurants. Legoland and Windsor are only a 30 minute drive away. Also available (on request) is a third cosy separate twin bedroom occupying a converted building in the garden providing two single beds and WC. With the log burner, comfortable beds and off-road parking this is the perfect getaway! Dogs welcome (£30 fee payable).

Superhost
Farm stay
4.96 out of 5 average rating, 364 reviews

A Unique Farm Retreat

There’s something magical about The Granary. Set in acres of farmland with spectacular sunrises and sunsets, The Granary brims with rustic charm. A dreamy hideaway with an outdoor copper bath and wood fired hot tub. An idyllic get-away-from-it-all yet only 3 miles to historic Winchester. Soak amid hot water, steam and fresh air surrounded by nature and birdsong, enjoy magnificent sunsets from the ‘Sundowner’ or cosy up toasting marshmallows over the fire pit - a perfect escape to unwind.

Top guest favourite
A spacious main room is highlighted by a large snooker table, positioned centrally, with balls neatly arranged for play. Natural light streams through multiple windows, illuminating the double bed and breakfast bar with two stools in the background.
Guest suite
5 out of 5 average rating, 125 reviews

Self-contained annexe/games room with parking

Welcome to The Annexe, our 2-level detached annexe next to our family home. It is quiet, light and spacious, suitable for both home working and relaxing. It is easy to explore Farnham and the beautiful countryside on our doorstep. Guests who stay with us attend weddings nearby, are working locally, visiting friends and family or breaking up their journey if travelling from further afield. We are very close to Frensham Ponds, Alice Holt Forest & Hankley Common. We can accommodate late bookings.

Top guest favourite
The exterior of a charming oak-framed cottage is showcased, surrounded by a colorful garden filled with various flowers. A gravel path leads to a welcoming porch, framed by thriving greenery and rose bushes, inviting guests to explore the peaceful outdoor environment.
Guest suite
5 out of 5 average rating, 230 reviews

Rural Retreat. Comfort, style, views and garden.

Guest suite in wing of oak framed cottage. Situated in farmland between 2 picturesque villages, Old Basing and Newnham . Charming sitting room with log burner Spacious garden and terrace with covered verandah and furniture Simple DIY breakfast provided Private entrance King bed Great base for exploring country gardens and houses of Hampshire. Convenient for London, Winchester, Farnham, Windsor, Highclere Please note the location, vehicle required - 35 min walk to village and shops 2.5 miles +

Top guest favourite
The charming Victorian Lodge features a classic brick exterior with white trim, framed by lush greenery. Two inviting front windows and a central doorway are surrounded by decorative flower pots. A gravel pathway leads to the entrance, highlighted by an expansive tree nearby.
Cottage
4.99 out of 5 average rating, 105 reviews

Gorgeous CountryCottage overlooking Windsor Castle

The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

Top guest favourite
A hot tub is prominently featured, surrounded by wooden walls and ambient lighting. The water glows in a calming turquoise hue, while potted plants and decorative elements add to the rustic charm of the space. Nearby seating is provided for relaxation.
Cabin
4.98 out of 5 average rating, 449 reviews

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.

Top guest favourite
The exterior of a modern brick annexe is showcased, featuring a pitch roof and a welcoming dark door. Two outdoor chairs are positioned beside the entrance, with potted plants adorning the entryway. A small barbecue unit is visible, bordered by lush greenery.
Guest suite
4.98 out of 5 average rating, 259 reviews

Private Annexe in Hartley Wintney

Our modern Annexe is located at the rear of our home, it has its own private access and gated parking to the front. Just on the outskirts of the beautiful village of Hartley Wintney & a 10 minute walk to the centre, there is a Tesco Express, restaurants, takeaways, cafes and 2 local pubs, one situated on the edge of the Cricket Green. Easy access to the M3 & M4 motorway and close to Fleet, Farnborough and Hook. With the village and local walks on your doorstep this is the perfect getaway!

Top guest favourite
Hut
4.98 out of 5 average rating, 633 reviews

The Pigsty

The Pigsty is Winchester's first luxury woodland hideaway, with beautiful views of Vale Farm. Less than 2.5 miles from the historic centre of Winchester, this peaceful retreat is perfect for those looking to visit the city, or escape for some peace. The Pigsty’s domed design with wooden interior has a roll top bath, cosy open plan living space and decking area to enjoy dinner with sunset views. Just a few minutes walk from the famous Clarendon Way, and a 30 minute walk to the city centre.

Top guest favourite
Cottage
4.97 out of 5 average rating, 149 reviews

Stylish-Stays: Fleet, Patio, Pets, EV, Parking

Covert Cottage Fleet it's a home away from home. -Comfortable Hypnos mattresses with crisp white linens -Sky Sports, Cinema. -Private patio garden -Fully equipped kitchen for all your culinary adventures -High-speed Wi-Fi and a dedicated workspace for remote work or leisure browsing -Free driveway parking with an EV charger for eco-friendly travelers -Pet-friendly accommodations, because furry friends deserve a vacation too -50-inch HDTV with standard cable/satellite -SKY

Guest favourite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage
4.97 out of 5 average rating, 339 reviews

Luxury 2 bedroom cottage

Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Guest favourite
A clear, geodesic dome reveals a cozy pod interior, surrounded by greenery. An inviting wood-fired hot tub is positioned on a wooden deck, complemented by a dining area. Sunlight illuminates the pod, creating a warm and serene outdoor atmosphere.
Dome
4.94 out of 5 average rating, 387 reviews

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

Popular amenities for Winchfield holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. Winchfield