Holiday houses in Winchfield

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Top-rated holiday rentals in Winchfield

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Top Guest favourite
The exterior of the annexe features a charming white facade with timber accents. A gravel driveway provides access, and planters are positioned on either side of the entrance. A clear blue sky complements the structure's welcoming appearance.
Guest suite in Church Crookham
4.97 out of 5 average rating, 233 reviews

Lovely New Annexe Near Fleet, Hampshire

A recently created annexe accessed from the private driveway of our adjoining home. Accommodation includes King Sized Bed, Hanging space, Small drawer, Mirror, TV, Large bathroom with shower, toilet, basin & mirror. Tea & coffee making facilities including kettle, and a small fridge. Linen & Towels provided. Parking on drive, Pubs close by serving food, also a local cafeteria (serving breakfast) a small Sainsburys and Coop within walking distance. Close to Fleet, Farnborough , Farnham & M3/M4

Top Guest favourite
The spacious bedroom features a king-size bed framed by two bedside tables with lamps. A comfortable armchair and a desk are located near a large window, while a 40-inch Smart TV is positioned on a cabinet. Soft carpeting accents the room.
Condo in Hampshire
4.95 out of 5 average rating, 218 reviews

Bright airy split level apartment 22kW EV charging

Our bright, spacious apartment is located adjacent to our family home in the Fleet Conservation Area. It is detached from the main house with private access and off road parking (Use of our 3 phase 22kW EV charger by separate arrangement - £10 per off peak charge, £5 for hybrids) A few minutes walk from Fleet high street with lots of shops, pubs and restaurants, close to Calthorpe Park, the Basingstoke Canal and Fleet Pond. Our apartment was designed and signed off to UK building regulations.

Top Guest favourite
A cozy living area features a plush blue sofa adorned with colorful patterned cushions and a wooden coffee table at its center. A modern entertainment unit stands against a textured stone wall, while large patio doors open to a shared garden, allowing natural light to fill the space.
Guest suite in Whitley
4.97 out of 5 average rating, 303 reviews

Peaceful stay in Frimley village

Welcome to our Annex. Located down a restricted road it is both very safe and quiet. You will find the accommodation tastefully decorated with a comfortable bed, modern shower room and general work/dining area. The living area opens out through patio doors onto our shared garden. Ideally located for all transport links i.e. M3, A3, Main line trains to London and close to Heathrow (25 mins) and Gatwick (45mins). There is a hourly direct bus service to Heathrow (730/731 ) with the stop 200m away.

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 in Old Basing
5 out of 5 average rating, 222 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 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 in Hartley Wintney
4.95 out of 5 average rating, 510 reviews

Cottage in Hartley Wintney/Wifi/Netflix/Parking

UPDATE 1st NOV 2025 - Airbnb have now moved their fee onto the host which has inflated the quoted price but the overall cost has NOT changed. A 19th Century updated character cottage with many beams and a vaulted ceiling to the main bedroom. Also available (on request) is a third cosy separate twin bedroom accessed off the garden providing two single beds and WC. It is two minutes walk from the thriving village of Hartley Wintney and is the perfect getaway! Dogs welcome (£25 fee payable).

Top Guest favourite
A wooden-clad annex is shown, featuring a smooth wooden door and surrounded by a gravel pathway. Two folding chairs are set beside a potted plant, offering a quiet outdoor seating area. Lush greenery partially encloses the area, contributing to a serene environment.
Home in Rotherwick
4.97 out of 5 average rating, 58 reviews

Modern private Annex very quiet

A private self contained modern Annex in the quiet village of Rotherwick. Driveway parking in front of annex. TV- Netflix and Wi fi available. Pub a short walk away. Tilney Hall and golf club only 15 minutes walk away. Hook is only 2 miles away where there is a Sainsburys store, restaurants, takeaways and cafes and mainline railway to London. Easy access to the M3 & M4 motorway. The Vyne National trust only 8miles. With the village and local walks on your doorstep this is the perfect get away.

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 in Hartley Wintney
4.98 out of 5 average rating, 236 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!

Guest favourite
A small dining area is presented with a round table covered in a polka dot tablecloth. A potted plant is placed on the table, while a dark dresser with silver drawer pulls stands nearby. Natural light enters through a window adorned with light curtains.
Place to stay in Hampshire
4.95 out of 5 average rating, 20 reviews

Fleet, Hampshire

Very private quiet unique space in an extension of the main house, sleeps 1-3 people, £10pppn additional, double bedroom with en-suite, additional adjacent extra room sometimes shared weekday daytimes only - but can be booked free if needed, weekends it’s free 4u, 1x single fold up bed for age 9+, wardrobe, ,kettle, toaster,Iron & board, Hairdryer,TV, WiFi, use WiFi calling, Towels, Microwave etc, fridge, parking. 15 min walk to town (slight hill) restaurants, bars, canal/countryside walks

Top Guest favourite
A spacious living area features exposed wooden beams and contemporary furnishings. Natural light floods in through large windows, highlighting a cozy seating arrangement with a wood-burning stove nearby. A dining area is visible, complementing the inviting atmosphere of this open space.
Barn in Greywell
5 out of 5 average rating, 43 reviews

Luxury Barn Conversion with Wood Burning Stove

Luxurious, contemporary, single storey 1-bed barn conversion nestled in the Hampshire countryside near Odiham. Newly converted from an original Grade II listed 18th century dairy and located within an exclusive gated enclave, The Barn is ideal for a weekend getaway, short-break or longer stay. The Barn is the perfect base from which to explore National Parks including the South Downs and New Forest. The coast is also less than a 1 hour journey, with London also a similar distance away.

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 in Crondall
4.87 out of 5 average rating, 126 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.

Top Guest favourite
A charming entrance features a neatly arranged bistro table and two chairs on a stone patio. Vibrant flowering pots in various colors add greenery, while a well-maintained lawn provides a welcoming ambiance. The brick exterior of the Annexe enhances the inviting appearance.
Guesthouse in Eversley
4.98 out of 5 average rating, 412 reviews

Modern One Bedroom Private Ground Floor Annexe

Our modern Annexe is located next door to our main home. It has its own private access and parking to the front. Ideally located for easy access to the M3 & M4 motorway network and close to Rivervale Barn, Warbrook House & The Elvetham wedding venues. There are three very good Pubs within walking distance, all do superb food. All local amenities are close by. Wellington Country Park and California Country Park are also within close driving distance.

Top Guest favourite
A spacious bedroom features a four-poster bed with neutral bedding and a cozy throw. Sunlight filters through large windows, illuminating the room's light color palette. A bedside table holds a lamp, while a comfortable chair, along with a small side table, is situated nearby.
Cottage in Rotherwick
5 out of 5 average rating, 57 reviews

Private property in rural village

‘Foragers’ is a peaceful self-contained property adjacent to our Grade 2 listed family home. Private entrance, kitchen, breakfast room, en-suite kingsize bedroom with French doors onto a private garden with log stove & BBQ. Driveway parking, EV charging (extra cost) & bike shelter. Idyllic village with local pubs & country walks. Within easy reach of M3 & M4. Please note: No TV but good WiFi. Kitchen - combi oven/microwave but no hob.

Popular amenities for Winchfield holiday rentals

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