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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
A rustic cabin with a dark metal roof and timber exterior is surrounded by trees. Smoke gently rises from a chimney. The front porch, featuring large glass doors, leads to a welcoming seating area. A pathway of stepping stones guides the way through the lawn.
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
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
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
The Pigsty features a unique domed structure with a blend of dark and natural wood accents. A small outdoor seating area with a round table and two chairs is positioned at the entrance, surrounded by lush greenery and potted plants.
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
Tiny home
4.97 out of 5 average rating, 477 reviews

Tranquil Garden Studio Retreat

- Stylish Garden Studio with picturesque garden and stunning views - Walkable from Overton station - Pubs, shops & local restaurants close by - Thoughtful touches, local gin, breakfast, fluffy towels - Fast WiFi, dedicated workspace & free parking - Dog-friendly, secure garden with resident, friendly dogs - Scenic walks from the doorstep - Escape from the city and immerse in nature - Close to Bombay Sapphire and Highclere Castle - Perfect for couples, dog owners and solo adventurers

Top guest favourite
A clean and bright bedroom features a silver metal bed frame with crisp white linens and vibrant pillows. A tray with pastries and a cup sits on the bed. A vase with flowers and decorative lamps enhance the room's cozy charm, while a window offers a view of greenery.
Cottage
4.97 out of 5 average rating, 148 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
An aerial view showcases the unique geo dome structure surrounded by lush greenery. A wooden deck leads to an outdoor seating area, fire pit, and hot tub. The tranquil setting emphasizes a peaceful retreat in nature.
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.

Guest favourite
An arched entrance framed by red brick leads to a cozy interior. A potted plant sits beside the doorway, while the interior space is visible, showcasing soft furnishings and gentle lighting within.
Tiny home
4.89 out of 5 average rating, 148 reviews

The Vestry

The Vestry, a private hideaway in a stunning sought after village location, offers a history all of its own. A self-contained annex so you can come and go as you please with your own entrance, king sized bed, en-suite bathroom/shower and free street parking. Located next to the Hampshire Arms pub and a short walk to The Plume of Feathers and Crondall Stores it offers idyllic country surroundings perfect for retreats, overnight stays and longer escapes.

Popular amenities for Winchfield holiday rentals

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