
Holiday rentals in Upton Grey
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Top-rated holiday rentals in Upton Grey
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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 +

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.

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.

Wagon in the Woods & Wine Barrel Hot Tub
A cosy wagon and a hot tub in a giant wine barrel! Nestled in the Hampshire countryside. Features inside include a double bed, trap-door bath, toilet, and large ‘wagon wheel’ window with stunning views. Outdoors is the Wild Cherry Barn with chiminea fireplace and a saloon seating area with pizza oven and campfire with BBQ grill. The Wagon in the Woods is a bespoke, self-contained little place in the country with a private woodland, ideal for those wanting a tranquil and restful getaway.

Luxury Barn Conversion with Countryside View
Luxurious, contemporary, single storey 1-bed barn conversion nestled in the Hampshire countryside near Odiham. Newly converted from an original Grade II listed 18th century dairy and located within an exclusive gated enclave, The Barn is ideal for a weekend getaway, short-break or longer stay. The Barn is the perfect base from which to explore National Parks including the South Downs and New Forest. The coast is also less than a 1 hour journey, with London also a similar distance away.

"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!

A Perfect Pad in Pangbourne!
The house was 'created' in 2020 having originally been part of the village pub - it’s now part of a redeveloped property which also includes the owners home and a fabulous cafe called Artichoke Cafe. The property is right in the heart of the picturesque riverside village of Pangbourne with its fabulous specialist shops, cafes, restaurants and pubs. Yet only ten minutes walk gets you to the countryside! The village also boasts a mainline station with direct trains to London Paddington.

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.

The Vestry
The Vestry, a private hideaway in a stunning sought after village location, offers a history all of its own. A self-contained annex so you can come and go as you please with your own entrance, king sized bed, en-suite bathroom/shower and free street parking. Located next to the Hampshire Arms pub and a short walk to The Plume of Feathers and Crondall Stores it offers idyllic country surroundings perfect for retreats, overnight stays and longer escapes.

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 Upton Grey holiday rentals
Other great holiday rentals in Upton Grey

Farm Cottage, Hay Barn Drill Bits

Forest Cabin & IR Sauna near Goodwood & Cowdray

Entire cottage in South Warnborough

Wyck Annex

Relaxing Countryside Cottage

Secluded shepherd's hut

1 Bedroom newly converted Stables

The Coach House Beech Hill
Destinations to explore
- New Forest National Park
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- Brighton Seafront
- The O2
- ExCeL London
- West Wittering Beach
- Emirates Stadium
- Tower Bridge
- Paultons Park Home of Peppa Pig World
- Clapham Common
- Goodwood Motor Circuit
- University of Oxford
- Buckingham Palace
- Thorpe Park Resort
- Stonehenge
- Blenheim Palace
- Chessington World of Adventures Resort
- South Downs National Park





