
Holiday rentals in Upton Grey
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Upton Grey
Guests agree: these stays are highly rated for location, cleanliness and more.

Farm Cottage, Hay Barn Drill Bits
Stylish, spacious and newly renovated, The Hay Barn Cottage is a peaceful two-bedroom retreat in the Hampshire countryside. With ensuite king room, twin/super king room, sofa bed, private parking, garage and access to Hay Barn Hampshire facilities. Opposite The Anchor Pub (20% off meals, breakfast from 8am). Great base for Farnham, Winchester, Petersfield & Guildford. Ideal for getaways, weddings or workshops. Please note that the fire is electric, not a wooden burner. Use of Tennis court, on ap

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 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.

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.

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.

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.

Quiet self-contained 4 guest annexe close to town
Lovely two bedroom annexe on a peaceful residential road in Alton, located just a short walk from the local amenities of this pretty market town including a Triple fff brewery pub and premium supermarkets. On the edge of the South Downs National Park Alton is surrounded by beautiful countryside ideal for cycling and walking. The house has it's own private entrance, driveway parking and fast wifi, kitchen, restful living room, bright airy bedrooms and a stylish shower room.

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.

The Studio
Beautiful, well appointed studio annexe in the heart of the Hampshire countryside. South Warnborough is a wonderful place to base yourself for a short stay, nestled in the quiet, rolling countryside of Southern England but with easy access to London and to the South West. If you wouldn't mind including a short summary of the reason for your stay when you book I'd really appreciate it!
Popular amenities for Upton Grey holiday rentals
Other great holiday rentals in Upton Grey

Attractive 1 bed/ 1 bathroom restored Coach House

Relaxing Countryside Cottage

Beautiful Two Bedroom Cottage

Grand Designs Home, with Panoramic Views

Artist studio with outdoor bath and field views

Forest Cabin & IR Sauna near Goodwood & Cowdray

Four guests, two bedroom Cottage

Wyck Annex
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
- Thorpe Park Resort
- Buckingham Palace
- Stonehenge
- Blenheim Palace
- Chessington World of Adventures Resort
- Alexandra Palace





