Vacation rentals in Upham

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Top-rated vacation rentals in Upham

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Guest favorite

A cozy living area features a wood-burning stove set against a rustic brick wall. A flat-screen TV is mounted nearby, and natural light streams in through the multi-pane windows dressed with floral curtains. A large coffee table is centered between a light-colored sofa and a darker one.

Cottage in Hampshire

4.95 out of 5 average rating, 60 reviews

Beautiful barn conversion by lovely bluebell woods

Lovingly renovated barn conversion set in the beautiful South Downs. Large living area with smart tv, wood burning stove and rustic dining area. Spacious master bedroom with office. Fully fitted kitchen with dishwasher. Large cloakroom and utility room with washer/dryer. Right on the edge of historic Longwood estate with walks and footpaths nearby. Lovely local pubs minutes away. Ten minutes from the cathedral city of Winchester with pubs, shops and restaurants. Enclosed garden seating & BBQ.

Guest favorite

The exterior of The Joinery reveals a modern two-story structure with a combination of brick and wood accents. Large glass doors open to a private terrace area surrounded by greenery. The property is framed by fencing and features a gravel pathway leading to the entrance.

Home in Owslebury

4.87 out of 5 average rating, 253 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.

Guest favorite

A spacious detached house is set within a large lawned garden. The property features multiple windows that reflect the natural light, with a patio area visible under a parasol. Surrounding greenery enhances the tranquil outdoor environment, providing a serene countryside setting.

Cottage in Droxford

4.92 out of 5 average rating, 148 reviews

Gorgeous Country Escape 5 Bedroom House & Annex

Family run, our pretty 5 bedroom detached house & separate annexe set in a rural location surrounded by the idyllic Meon Valley & South Downs Park The large garden is a haven, providing a perfect setting for alfresco dining with friends & family. With no direct neighbours you'll feel like you have the countryside all to yourselves Many beautiful cities on our doorstep, including Winchester, Chichester, Petersfield & Southsea Pool table • table football • X Box • Wii We welcome your dog 🐶

Top guest favorite

An aerial view captures the serene landscape surrounding the property, featuring a winding driveway leading through open fields. Lush trees and greenery frame the scene, with a clear blue sky dotted with clouds above, providing a sense of tranquility and natural beauty.

Barn in Hampshire

4.95 out of 5 average rating, 466 reviews

Cow Shed - Barn

A spacious ground floor suite. Watch fiery sun sets & brown eyed cows walking past to drink. Enjoy outdoor & indoor dining. A super king bed allows for space and a good nights rest with a luxurious en-suite shower to invigorate. Peaceful location but not far from local town. Small but well equipped kitchen with essentials provided. If you need us we are on site but otherwise will leave you in peace to enjoy your stay. If the Cow Shed is full then look up the Hay Loft. Our first floor suite.

Top guest favorite

A quiet street is lined with period houses, showcasing a mix of red brick and white facades. The cobblestone pavement leads past quaint buildings, with clear blue skies overhead. Architectural details include shuttered windows and gabled roofs, creating a charming urban atmosphere.

Townhouse in Hampshire

4.99 out of 5 average rating, 125 reviews

St Michael's Hall, City Centre

St Michael's Hall is a unique, newly renovated church hall in the heart of the historic city centre. A stone's throw from the Cathedral, College, buzzy high street and water meadows, it's the perfect base to explore everything Winchester and the surrounding area has to offer. Each bedroom has its own bathroom, meaning it's as suitable for two couples as it is for a romantic city break or four friends. One on-street parking permit is available, while the train station is a short walk away.

Top guest favorite

A flint-built hideaway is shown, featuring arched windows and a slate roof. The private garden is surrounded by lush green grass, with a small outdoor table and chairs visible. A tree partially frames the scene, adding to the peaceful atmosphere.

Home in Meonstoke

5 out of 5 average rating, 166 reviews

The Piggery: with tennis court and games barn

The Piggery is a secluded flint built hideaway, with lots of period charm, set in the grounds of a manor house. Converted to a high standard it has it’s own private garden, access to the owners tennis court & a large barn with table tennis, table football & pool, wider house grounds including an island, surrounded by the river Meon. Numerous walks direct from The Piggery and a number of local vineyards are nearby. 5/10mins walk away are two super pubs and the very well stocked village shop.

Top guest favorite

The exterior of the lodge is captured, featuring a brick facade with white-framed windows. A spacious lawn is visible in front, along with a small patio area equipped with outdoor seating and a table. Tall trees frame the background, enhancing the tranquil setting.

Cottage in Bishop's Waltham

4.98 out of 5 average rating, 150 reviews

Beautiful garden house, edge of town & South Downs

Beautiful self-contained lodge in the glorious garden of a Georgian Country House. Five minutes walk to the small market town of Bishops Waltham, with shops, restaurants and pubs. Surrounded by stunning countryside, on the edge of the South Downs, with wonderful walks from the house. Open plan kitchen-dining area & lounge, 2 bedrooms and a bathroom upstairs plus separate downstairs shower room. Sunny patio area with table and chairs & Weber bbq, perfect for watching the sun go down.

Top guest favorite

An outdoor seating area is presented under a large umbrella, featuring a round table set with flowers. A panoramic view of a lush green landscape is visible, with manicured hedges and trees across the horizon under a bright blue sky with scattered clouds.

Guest suite in Corhampton

4.98 out of 5 average rating, 316 reviews

Stunning studio, 5 minute walk to South Downs Way

Brand new annexe above triple garage with south facing balcony offering outstanding views over Corhampton Down, part of the South Downs National Park. The accommodation includes a shower room, sleeping area with double bed, sitting and dining areas, breakfast preparation corner. Off-street parking available. Short walk from the villages of Exton, Meonstoke and Droxford which have excellent gastro-pubs and are waypoints on the South Downs Way, the Wayfarer's Walk and the Monarch's Way.

Top guest favorite

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.

Guesthouse in Waltham Chase

4.96 out of 5 average rating, 106 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 favorite

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, 277 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.

Guest favorite

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, 144 reviews

Nettlebed Farm Holiday Lets, Barn2 of 3

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 favorite

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

4.96 out of 5 average rating, 167 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!