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Holiday houses 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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Guest favourite
A cozy sitting room features a comfortable sofa adorned with decorative cushions, set against soft walls. A matching armchair offers additional seating, while a patterned coffee table invites relaxation. Natural light floods the space through the window, framed by colorful curtains.
Home in lower froyle, Alton, Hampshire
4.97 out of 5 average rating, 39 reviews

Farm Cottage, Hay Barn Drill Bits

Stylish, spacious and newly renovated, The Hay Barn Cottage is a peaceful two-bedroom retreat in the Hampshire countryside. With ensuite king room, twin/super king room, sofa bed, private parking, garage and access to Hay Barn Hampshire facilities. Opposite The Anchor Pub (20% off meals, breakfast from 8am). Great base for Farnham, Winchester, Petersfield & Guildford. Ideal for getaways, weddings or workshops. Please note that the fire is electric, not a wooden burner. Use of Tennis court, on ap

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
4.94 out of 5 average rating, 546 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).

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, 239 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
The spacious main room features a large wooden table at its center, surrounded by a seating area with a sofa and a stylish chair. Natural light streams in through multiple skylights, and a television is positioned against one wall, with sliding doors leading to the outdoor views.
Guest suite in Wrecclesham
5 out of 5 average rating, 142 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
A riverside log cabin is nestled among trees, featuring a spacious deck and seating area overlooking the water. Lush greenery surrounds the outdoor space, creating a natural setting that invites relaxation. The cabin’s wooden structure blends harmoniously with its peaceful environment.
Cabin in Reading
4.98 out of 5 average rating, 456 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.

Guest favourite
A well-lit bedroom features a spacious bed with decorative pillows and complementary blankets. Large windows allow natural light, framed by stylish blinds. A wardrobe stands nearby, and an accent chair adds comfort to the room’s modern design, enhanced with soft carpeting.
Apartment in Hampshire
4.96 out of 5 average rating, 83 reviews

Modern apartment in Fleet

A beautifully presented ground floor apartment in Fleet, Hampshire. A short walk from Fleet train station, Tescos Express, pub and café. The property has an open plan living area with a fully equipped kitchen, 50 inch smart TV and high speed WiFi. In the bedroom there is a Superking bed with a large wardrobe and chest of drawers. The bathroom is modern and benefits from having a top of the range Harvey water softener fitted for super soft skin! Lots of lovely walks nearby such as Fleet Pond.

Guest favourite
The exterior of the barn features red brick walls, framed by lush greenery. A gravel area in front includes outdoor seating with cushioned chairs. A wooden door is visible alongside a window, allowing natural light into the interior space.
Barn in Sherborne Saint John
4.87 out of 5 average rating, 233 reviews

A beautifully renovated detached 18th century barn

A hidden gem set in a wonderful setting, this BRAND new refurbishment of the old Stable Barn is simply beautiful. The farm is surrounded by acres of woodland and farm land. Ideal for weekend breaks or longer stays and wonderful walks. Peaceful mornings and fun-filled afternoons await you at this unique experience! Full kitchen, quartz countertops, spa shower & flat screen! Includes a full Sky package with movies and sport. A 55 inch TV. Only 2.7 miles from the M3 . 7KW EV charging available.

Top Guest favourite
A group of friendly alpacas roams in a grassy paddock surrounded by trees with fallen leaves. The handmade Shepherds Hut stands in the background, providing a charming retreat amidst nature.
Shepherd’s hut in Passfield
5 out of 5 average rating, 449 reviews

"Bumble" The Shepherd's Hut

This traditionally inspired, hand-made Shepherds Hut is nestled inside a paddock in the leafy county of Hampshire. It offers a tranquil retreat in a home away from home setting with a cosy open plan living space championed by the log burning stove. Enjoy cooking your own English Breakfast - of which eggs are graciously supplied by our chickens -amongst views and visits of our 17 strong Alpaca herd. Please let us know if you'd like to meet and feed the Alpaca - they'd like to meet you!

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 in Fleet
4.97 out of 5 average rating, 160 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

Top Guest favourite
Cabin in Medstead
4.95 out of 5 average rating, 106 reviews

Luxury Cabin with Outdoor Bath, Sauna & Fireplace

Set on the edge of the South Downs National Park, this luxurious cedar cabin offers complete privacy, stillness and refined comfort. Soak beneath the stars in your private outdoor bathtub, unwind in your exclusive sauna, or rest beside the indoor wood burner fireplace. Designed by a fellow traveller for deep rest and reconnection, every detail is intentional — inviting calm, closeness to nature and a quiet sense of renewal that lingers long after you leave.

Top 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 in Warfield
4.97 out of 5 average rating, 358 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 in West Horsley
4.94 out of 5 average rating, 404 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