Holiday rentals in Fair Oak

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Top-rated holiday rentals in Fair Oak

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Top guest favourite
The bungalow's exterior features a combination of brick and wood with a textured gabled roof. Flower pots and beds with colorful blooms line the pathway, leading to large windows that allow natural light into the interior.
Bungalow in Eastleigh
4.94 out of 5 average rating, 426 reviews

One bedroom home.

Relax and make yourself at home in this comfortable bungalow with sunny lounge, fully equiped kitchen/diner and bathroom. Situated in a quiet cul-de-sac in the village of Bishopstoke on the outskirts of Eastleigh. The M27 and M3 motorways and Southampton Airport are just a few miles away. The historic City of Winchester is an easy drive. Whether you are on your way to explore the South West, visiting family or friends or just wanting a short break, we offer a convenient home away from home.

Top guest favourite
Three cabins are arranged in a peaceful setting surrounded by greenery. A stone pathway leads to the front of the cabins, marked by wooden posts. Large windows provide views of the exterior landscape, creating a harmonious connection with nature.
Barn in Durley
4.97 out of 5 average rating, 415 reviews

Nettlebed Farm Holiday Lets, Barn1 of 3

* From £124 p/n +Airbnb charges Beautiful oak barn set in traditional english countryside. Placed with own access within 15 acres of private woodland and grazing land, away from the main road for peace and tranquility. Guests are able to have privacy for relaxation and enjoy views of horses grazing and the comings and goings of the British wildlife. Just 4 minute drive to the market town of Bishops Waltham or you can join and follow the infamous Pilgrims Trail and walk there in just 30 minutes.

Superhost
Home in Owslebury
4.86 out of 5 average rating, 304 reviews

The Joinery, Owslebury, Winchester

The Joinery is on the edge of Owslebury, a picturesque village just south of Winchester. It is light and airy and offers 4 bedrooms on ground floor level, two with ensuite shower and a family bathroom. Upstairs is a large open plan area with kitchen, dining table and sofas for relaxing and enjoying the views of the surrounding countryside.There is also a snug room with TV. There are steps down to the main entrance so not suitable for people with mobility issues. The garden area is not enclosed.

Superhost
An open plan living, kitchen, and dining area is depicted, featuring a dining table with wooden chairs and a patterned tablecloth. The kitchen includes a stainless steel refrigerator, stove, and ample cabinetry. Soft seating is arranged in the living area, enhancing a comfortable environment.
Cottage in Shawford
4.81 out of 5 average rating, 162 reviews

The Nest

This charming 3-bed cottage with private parking and garden is situated in Shawford, near to the historic town of Winchester. Walks along the River Itchen, swimming, fishing and picnic spots are on your doorstep. Local pub in Shawford and pubs in nearby village of Twyford. Winchester is also accessible by foot ( 45 mins) or a short 5 minute train or bus away. London is an hour by train and other local attractions include Marwell Zoo, Peppa Pig World, South Coast, Portsmouth and New Forest.

Guest favourite
Barn in Durley
4.95 out of 5 average rating, 121 reviews

Serene Country Escape Durley w/Hot tub & Fire Pit

Luxury Countryside barn retreat, 2 private hot tubs, sleeps 12 and pet friendly Escape to a beautifully restored luxury barn conversion set within the peaceful countryside near Southampton, in Durley — designed for unforgettable gatherings, special celebrations, and relaxing countryside breaks with family and friends. Whether you’re planning a wedding stay, birthday, reunion, or a luxurious countryside escape, this property offers privacy, space, and a truly memorable guest experience.

Top guest favourite
A rustic oak-framed barn is shown, featuring a sloped roof with skylights. The exterior is surrounded by gravel and landscaped areas, including patches of green grass and blooming daffodils. A wooden fence and nearby thatched-roof building complete the charming village setting.
Loft in Owslebury
4.96 out of 5 average rating, 138 reviews

New Barn

A self-contained studio flat on the first floor of an oak-framed barn in the heart of Owslebury village, a stone’s throw from The Ship pub. It has a kitchen and dining area, bathroom with shower, and a living space with a large double, or twin beds. The kitchen includes a two-ringed hob, fridge, combi-microwave,kettle, coffee machine and toaster. There is off-road private parking just outside the property. EV charger - 22kW type 2 - available on request (extra charge for electricity used).

Top guest favourite
A spacious bedroom features a comfortable king-sized bed with white linens and decorative pillows. Two bedside tables with lamps are positioned on either side. Large windows invite natural light, and the walls are finished in a soft neutral tone, surrounded by a green carpet.
Guest suite in Colden Common
4.99 out of 5 average rating, 156 reviews

The Limes, Colden Common, Winchester, with parking

Escape to peace and comfort at The Limes, a spacious and private ground-floor annexe set in a rural village just south of Winchester. Tucked well back from the main road and overlooking a beautiful garden with countryside views, this light-filled retreat offers a true home-from-home experience. With its own private entrance, off-road parking, and easy access to Winchester (just 15 minutes away), it’s an ideal base for relaxing breaks, work trips, or exploring the surrounding area.

Guest favourite
A modern dining area features a glass table surrounded by four stylish chairs. Natural light fills the space, highlighting the sleek lines of contemporary cabinetry in the background. A breakfast bar with two stools adds additional seating options, enhancing the kitchen's functionality.
Home in Fair Oak
4.94 out of 5 average rating, 62 reviews

Newly refurbished Bungalow

Enjoy a relaxing stay in our newly refurbished 3-bed bungalow in peaceful Fair Oak. Ideal for families and groups, & business/work colleagues! Featuring 3 double bedrooms (one en-suite), plenty of storage, a modern bathroom, and a fully equipped kitchen with breakfast bar and large dining table for 8 people. Walk to village shops and pubs, with easy access to Winchester, Southampton, the Ageas Bowl (10 mins), and Paulton's Park / Peppa Pig World (20 mins) Eastleigh (5 mins)

Guest favourite
A well-maintained garden area features neatly trimmed grass and a variety of colorful flowers in planters and hanging baskets. Benches provide seating along the pathway, with a gazebo visible in the background, surrounded by shrubs and trees. Sunlight brightens the peaceful outdoor space.
Guest house in Southampton
4.92 out of 5 average rating, 112 reviews

3 bedroom cottage in a rural oasis, with kitchen

Relax and unwind in this family retreat. Tucked away in the village of West End, surrounded by Trees and Riding Stables, you'll enjoy a peaceful 'get-away' yet be in easy reach of local amenities and Southamptons stunning rivers and parks. The Cottage is blissfully quiet, set back from the main house with its own entrance and a large garden. Your host is happy to interact as much or as little as you like, and will gladly share the best experiences the area has to offer.

Guest favourite
A cozy studio bedroom features a spacious bed with white linens and a decorative pillow. Bedside tables with lamps flank each side of the bed. Light wood flooring complements the natural light from the window, while a green plant adds a touch of nature to the space.
Farm stay in Hampshire
4.92 out of 5 average rating, 424 reviews

Room with a view

You’ll love sharing photos of this unique place with your friends. Room with a View is a cosy and bright studio room located in the outskirts of the rural village of Owslebury. Just a 5-mile drive from the medieval city of Winchester, Room with a View is situated in a prime location, perfect for a serene getaway or business stay. Secluded from the busy bustle of the city, yet a swift 10-minute drive, Room with a View is surrounded by acres of fields and beautiful views.

Top guest favourite
A spacious living area features a large dark leather sectional sofa with decorative cushions, accompanied by a matching ottoman. Natural light floods through wide glass doors leading to the outside, while a modern fireplace is positioned in the corner on a black tiled surface.
Flat in Durley
4.96 out of 5 average rating, 89 reviews

Durley - secluded private 1 bed apartment

The flat is a self-contained one bedroom first floor apartment located in the quiet and picturesque village of Durley. It is above the garage block beside the owners' property situated on the first floor, accessed via its own front door. Durley is only 10 minutes from junction 7 of the M27, or 15 minutes from the M3 and a great central location situated roughly halfway between the cities of Southampton and Winchester yet only 30 minutes from the New Forest.

Top guest favourite
A modern studio layout is displayed, featuring a kitchenette with a microwave, oven, and fridge. Bright yellow accents enhance the design. A small dining area with two barstools is positioned near a flat-screen TV. Natural light fills the space through a window with a light-filtering blind.
Guest suite in Hampshire
4.97 out of 5 average rating, 219 reviews

Pretty self contained annexe

Pretty, self contained annexe with its own entrance, located between the historic city of Winchester & Southampton and on the doorstep of the New Forest National Park. Great travel links - M3/M27, Southampton Airport & Southampton Parkway station. Studio comprises double bed, kitchen with oven, hob, fridge & microwave. Breakfast bar, which doubles as a workspace, shower room and shared use of patio and garden. We also have a young, bouncy dog!

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