Holiday rentals in Upham

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Top-rated holiday rentals in Upham

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Guest favourite
The exterior of the floating accommodation is illuminated at dusk, highlighting the modern design and large windows. A wooden walkway leads to the entrance, with outdoor seating visible on the private deck. Surrounding buildings can be faintly seen in the background.
Houseboat in Southampton
4.99 out of 5 average rating, 111 reviews

Rivers stays with hot tub

Our unique river stay offers a one-of-a-kind experience, combining modern comfort & nature. This charming space features panoramic windows that invite the soothing sounds of the flowing water and stunning views of the surroundings right into your living area. Enjoy your morning on the private deck while watching the sunrise, or unwind in the evening with a glass of wine as you listen to the gentle rustle of leaves. Perfect for couples, solo adventurers, or anyone looking to reconnect with nature

Top guest favourite
Three traditional oak cabins are set in a spacious green area, surrounded by trees. A gravel path leads to the cabins, each featuring large apex windows that enhance the natural light. The peaceful setting invites relaxation and connection with nature.
Barn in Durley
4.94 out of 5 average rating, 200 reviews

Nettlebed Farm Holiday Lets, Barn2 of 3

* From £124 p/n +Airbnb charges Beautiful oak barns 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.

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 in Winchester
4.98 out of 5 average rating, 642 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
Guest house in North Boarhunt
4.99 out of 5 average rating, 111 reviews

One bedroom cottage escape

Relax and make yourself at home in our charming 1-bedroom bungalow — the perfect retreat for a restful getaway. Featuring a super king-size bed with White Company bedding, a well-equipped kitchen and a bright and comfortable living room with stunning views of the garden. The modern restroom includes a walk-in shower and Rituals toiletries for a luxury experience. Enjoy your morning coffee on the patio or take advantage of the hammocks on the pond both with views of the surrounding garden.

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, 129 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 wooden barn structure is featured, showcasing a two-story design with prominent double doors at ground level, complemented by black metal hardware. Two small windows are positioned symmetrically on the roof, providing light to the upper level. A gravel area surrounds the building.
Barn in Beauworth
4.99 out of 5 average rating, 105 reviews

Barn on The South Downs Way, Dogs Welcome

Kites Loft takes its name from the many red kites often seen soaring above the fields of our small holding. The studio is situated directly on the South Downs Way, within an oak framed barn. It is warm, comfortable and well equipped for couples or a small family. It has a king sized bed and within the relaxing seating area is a sofa and TV. The kitchenette is finished off with a beautiful oak table to eat at, a cosy shower room and there is a dog bed to welcome any four legged friends.

Top guest favourite
A spacious living area is showcased, featuring a comfortable sectional sofa and two modern chairs. A round wooden coffee table is placed on a patterned rug. Soft lighting illuminates the room, highlighting a minimalistic design with decorative elements and a kitchenette visible in the background.
Guest house in Waltham Chase
4.96 out of 5 average rating, 192 reviews

The Annex - sleeps 2/3 people

Welcome to our spacious and modern annexe nestled in the charming village of Waltham Chase, Hampshire. Located near the historic market town of Bishop’s Waltham, guests can explore its rich heritage and vibrant atmosphere. Surrounded by picturesque countryside, with quaint country walls and inviting pubs nearby, our newly renovated annexe offers the perfect blend of comfort and convenience for a relaxing getaway. This stylish place to stay is perfect for couples or small families.

Top 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, 398 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 bedroom features a comfortable kingsize bed adorned with decorative pillows. On each side of the bed, bedside lamps provide soft illumination. Framed artwork is displayed on the wall above, while a vintage mirror enhances the light and openness of the space.
Guest house in Exton
4.98 out of 5 average rating, 127 reviews

The Woodshed

The Woodshed is right in the heart of the South Downs National Park, between the villages of Warnford and Exton, a secluded and peaceful space surrounded by a working farm. The Woodshed has a view of Old Winchester Hill that is magic. Activities in the area include biking, hiking, and angling, and three of the best pubs in Hampshire are within a 5 mile radius. As we are a little distance from the main track, I am happy to come and collect guests from Exton if walking.

Guest favourite
An A-frame structure is framed by trees and surrounded by blooming bluebells. Light filters through the open front, illuminating the interior where a seating area is presented. The natural setting offers a serene escape, with vibrant flowers in the foreground enhancing the tranquil scene.
Hut in Ovington
4.97 out of 5 average rating, 172 reviews

The Glade at Ladyhill Vineyard near Winchester

Nestled on the edge of an ancient wood in South Downs National Park and with fantastic views over Ladyhill Vineyard and the Hampshire countryside The Glade has a cosy A-Frame to grab a good night sleep, a separate shower room with flushable loo to keep you fresh and a kitchen equip-for-easy glamping. Relax and admire the views, BBQ on the fire pit, spot deer and hare or stroll down the river Itchen to The Bush gastro pub. You’ll return home totally refreshed!

Top guest favourite
Cabin in Medstead
4.96 out of 5 average rating, 101 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 secluded cottage with a sloped roof is framed by greenery in a tranquil outdoor setting. A picnic area with a wooden table and umbrella is visible on the lawn, with gravel paths leading to the entrance.
Guest house in Bursledon
4.98 out of 5 average rating, 100 reviews

Barn Owl Cottage Cosy & Quaint

Get away from it all down on the South Coast along the beautiful River Hamble in our quaint cottage. Take it easy at this unique and tranquil getaway. Walk along the river, go boating, paddle boarding or stop at the many local pubs. Take the train to London in just over an hour. Travel into Southampton to visit the many shops and historic sites. Take a day trip to the Isle of Wight as a foot passenger on the IOW Ferry. A relaxing trip away awaits you.

Popular amenities for Upham holiday rentals

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