Holiday rentals in Upton Grey

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 +

The Corner House Guest House - stunning location!

The Guest House is spacious, comfortable and has loads of amenities. It is the perfect place to have a break and unwind. Enjoy being in the heart of the stunning Surrey countryside and walk around the lakes, forests, heathlands and hills right on your doorstep. You are surrounded by The Flashes, Frensham Common and Hankley Common which are simply beautiful. You can swim at Frensham Great Pond, bring the bikes, walk the dog/s, explore the local area and the excellent pubs. Just relax and enjoy!

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.

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.

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.

"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!

Lotus Car Spa & Horse Hut

Yes, that is a hot tub in a Lotus Elan! On the outskirts of Medstead village, in the corner of a field where shire horses once roamed, you’ll find a tiny home like no other. Once hauled to and fro for Polo and Shire shows, The Horse Hut has been lovingly transformed into a luxury holiday stay—while maintaining its horsey heritage. Whether you're soaking in the Lotus Spa or sitting back on the verandah, take in the beautiful vista of the Hampshire countryside and Hattingley Valley.

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

Large self-contained detached studio

Cliddesden is a village on the edge of the North Hampshire Downs yet close to the town of Basingstoke. Guests staying here can enjoy lovely country walks whilst still very close to the amenities of Basingstoke. Our studio is very spacious with it`s own patio and garden furniture, weather permitting. Kitchenette has limited facilities but a popular country pub is within a 5 minute walk and offers great Thai and English food. Smart TV, Ethernet and WiFi available.

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!

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.

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