Vacation rentals in Upper Woodford

The Retreat ~ Hot Tub~ Sauna ~ Charming & Cosy Gem

Step into the stylish and comfortable 1BR 1Bath guest house nestled in the picturesque village of Tarrant Gunville. It offers a relaxing oasis with a luxury hot tub, sauna, and a perfect base to explore natural attractions and historical landmarks of Dorset County. Modern design and a rich amenity list will satisfy your every need. ✔ Comfy BR with a Double Bed ✔ Bright Living Space ✔ Kitchenette Amenities ✔ Garden ✔ Hot Tub ✔ Sauna ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking See more below.

Value · Location · Accuracy

A Unique Farm Retreat

There’s something magical about The Granary. Set in acres of farmland with spectacular sunrises and sunsets, The Granary brims with rustic charm. A dreamy hideaway with an outdoor copper bath and wood fired hot tub. An idyllic get-away-from-it-all yet only 3 miles to historic Winchester. Soak amid hot water, steam and fresh air surrounded by nature and birdsong, enjoy magnificent sunsets from the ‘Sundowner’ or cosy up toasting marshmallows over the fire pit - a perfect escape to unwind.

Family · Value · Indoor spaces

The Fishing Hut at The Grange - Perfect bolt hole

A private 1st floor annex apartment within a larger Farmhouse. Own front door into a boot room & upstairs to The Fishing Hut. Ideal for a family of 5, with Master Bedroom, twin room & a single bed (kids). Great for couples or a solo fisherman! Fresh bread provided for lazy mornings with tea & toast in bed (no kitchen, just tea/coffee & a toaster) Walking, fly fishing, pubs (x2 within 20min walk), historic sites all set within beautiful countryside. Just off the A303 so very well located!

Family · Location · TV

The Summer House

The Summer House is a recently converted guest house, self contained with fully equipped kitchen , beautifully fitted bathroom ,double bed on the galleried mezzanine level ,accessed by ladder stairs with vaulted ceiling creating a loft style. It is fully heated ,has wi-fi , streamed TV, and ceiling speakers for streaming music. The space is modern,bright ,yet cosy. Outdoors it sits at the top of 14 acres of grounds over looking the main house. There is a private entrance and parking on site.

Value · Family · Accuracy

Self contained annexe in peaceful & rural location

Down a little no through lane this self contained annexe to our house is on the Monarch's Way in a quiet, rural position just 3 miles from the cathedral city of Salisbury. The River Bourne runs close by. The ground floor annexe has a modern but peaceful bedroom with en-suite shower, separate kitchen/living area with double doors on to the patio & a sitting room with sofa bed. Parking for one or two cars. Convenient for anyone working at Porton Down & is 10 minutes from Salisbury by car.

Value · Location · Parking

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.

Value · Location · Solo travel

Little Owl

Nestled in the beautiful Woodford Valley, 5 miles north of Salisbury and a stone’s throw from Stonehenge, Netton Barns enjoy a peaceful location in a traditional farm yard. There are lovely local walks with stunning views of the valley and Salisbury Cathedral. Three popular local pubs offer good food. Heale House Gardens and its tearoom are within walking distance. The three local churches are also worth a visit. Well-behaved dogs are welcome for an additional charge of £10 per day.

Family · Location · Hospitality

The Hangar - countryside views, seclusion & peace.

The Farley Hangar is a peaceful space with far reaching views of Hampshire's woodlands and the Isle of Wight. Located on our family farm and private airstrip in the Test Valley. Winchester, Romsey and Stockbridge are just 20 mins away. On the doorstep of numerous cycle routes and footpaths including the Claredon Way (Sals-Win). King size bed & full-size bath with rain shower. From your private deck with log burner you will see various wildlife species and watch the stars at night.

Value · Family · Comfort

The Nissen Hut

Experience a unique blend of history and modern luxury in our beautifully renovated WW2 Nissen Hut. Nestled within the tranquil grounds of The Woods at Oakley, this iconic structure has been meticulously transformed into a 5-star accommodation, offering guests an unforgettable stay in a picturesque woodland setting. Whether you're planning a romantic getaway, a family holiday, or a quiet retreat, the Nissen Hut provides a unique and memorable accommodation experience.

Family · Location · Hospitality

Stunning 1700s Grd2 Listed cottage near Stonehenge

**THREE-TIME WINNER OF TRAVELLERS AWARDS 2026, 2024, 2023 ** Stunning Grade 2 listed building dating back to the 1700’s Modern conversion of Public House Renovated and Furnished to an exceptional standard. Acoustic glazing throughout Private outdoor area. Sleeps 6. A moments Stroll to all the amenities of England’s oldest town & 1.5 miles from the World Heritage, Bronze Age site of Stonehenge. 7 Miles north of the historic medieval city of Salisbury.

Location · Value · Access

Light and Airy Studio Flat in Beautiful Valley

Located close to the World Heritage Site of Stonehenge and Salisbury Cathedral, this self-contained studio flat is situated in the beautiful Woodford Valley. This first floor studio flat is above our garage and is perfect for a country getaway. The flat includes a full kitchen with hob/oven & fridge, private bathroom w/shower and cosy bedroom area. Onsite parking for one car, private access and self check-in allows you to come and go as you please.

Location · Value · Hiking

Iconic Beach Front Stay | The Watch House, Lepe

A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

Location · Family · Decor