Holiday rentals in Upper Winchendon

Escape to Country Living at its Finest!

Escape to the country and unwind at this charming, elegant cottage in 2 acres of lovely gardens with swimming pool, tennis badminton and table tennis, and county walks starting from your door. Located on the edge of the award winning village of Cuddington, walk to the thatched roof pub for drinks and dinner or village store for supplies and news papers. Only 10 minutes drive to the bustling market town of Thame, 35 minutes to Oxford, 40 minutes to London by train and 45 minutes to London LHR.

The Little Barn -beautiful country getaway

The Little Barn is set in one and a half acres of paddock in beautiful countryside near National Trust jewel-Waddesdon Manor. A stylish two bedroom barn - perfect for a tranquil getaway. Near the historic village of Quainton, with its pub on the green, village shop and windmill, there are many rural walks or enjoy our paddock with small orchard and bee hives. The Little Barn is ideal for 2 couples or a family. As well as 2 bedrooms , there is a sofabed in the living room and single trestle bed.

The Annex

Set in the hills of Bucks enjoying arguably the finest views in the area is The Annex. The Annex is new for 2025, having been extensively refurbished to the highest standards. Guests will enjoy exclusive use of the annex with its private patio area and private hot tub. You will also benefit from private use of the swimming pool every other day of your stay. With a large living area, two ensuite bedrooms and well equipped kitchen The Annex is the perfect rural retreat for couples and families.

Chilterns Country Barn-beautiful views and hot tub

Beautiful, 6 bed, family friendly barn with grounds & gardens that look onto beautiful open fields. Relax & take in the surroundings from the large hot tub and patios and enjoy the child friendly gardens, toys and flower meadows. Inside there is a large vaulted living room with log burner, fully equipped kitchen with dining area. 3 en-suite bedrooms, 3 further bedrooms and 2 further bathrooms. A further Snug/TV room. Fantastic views over the Chilterns & lovely walks and pubs on the doorstep.

Beautiful cosy Scandi-barn in Chiltern market town

A beautiful, calm and cosy space designed to feel like a home from home. Lovingly updated and modernised, whilst retaining original character and features to create a unique guest experience. Uber-clean and free from clutter, everything looks & feels fresh for each stay. The kitchen, carpets, paintwork, doors, windows and VELUX roof-lights have been replaced or updated recently. Located with a parking space in a secure, gated courtyard just moments from the town centre of Princes Risborough.

Modern Self-Contained Detached Studio in Village

The Studio is a modern, self-contained and stylish space with king sized bed and fully fitted kitchen. Detached space with secure WiFi, off-road sheltered parking & private entrance, perfect for self-catered stays and business trips. Situated in a picturesque village backing onto open fields and a short walk from The Crown pub. Just 2 miles from Haddenham & Thame train station (direct links to Oxford & London), 15 minutes from M40 motorway & 4 miles north of Thame. Not suitable for infants.

Historic Manor Stables - Chilterns Hideaway

A stunning converted stable from the 1700s, set in the picturesque village of Brill, Buckinghamshire, known for its restored windmill. This spacious hideaway, retaining original stable dividers, exudes charm with an inviting, open layout. Inside, find a cosy living room, reading room, dining area, large kitchen, and laundry room with washer and dryer. The property offers three bedrooms sleeping six: two singles, one double, and a king bed. Enjoy full access to a private garden and parking.

The Woodland Retreat With Private Hot Tub Spa

Our brand new listing is a truly unique woodland retreat with a luxury super king bed, dedicated private hot tub & 65 inch tv. Perfect for a couple get-away, this place will take your breath away. Nestled in our remote private woodland on our farm estate this little gem is in touch with nature yet fully fitted with all the home comforts you need. Additionally the woodland retreat includes: 1x private bathroom, a fully fitted outdoor kitchen, WiFi and a bespoke oak outdoor dining table.

Coach House in rural setting.

The Coach House is a self-contained building with ample parking at the end of a no-through road and surrounded by the Grade I Waddesdon Estate. Waddesdon Manor (NT) is in walking distance, Bicester Village is within easy reach and walks abound. The open-plan ground floor has spacious seating and dining and kitchen areas. The cosy beamed attic contains the bedroom, landing-com-study/dressing area and wet room/bathroom. Sleeps two upstairs in the bedroom.

Cosy village apartment near Waddesdon Manor

Welcome to our cosy 2 bedroom flat located in the charming village of Waddesdon! Perfectly situated for a peaceful retreat, our flat is ideal for couples, friends, or small families looking to explore the stunning Buckinghamshire countryside. Our flat is conveniently located within walking distance to local shops, pubs, and restaurants, as well as the picturesque Waddesdon Manor. We look forward to welcoming you to our lovely flat in Waddesdon!

3BR Home | Sleep 7 | Parking | Nr Waddesdon Manor

Stay in the heart of beautiful Waddesdon, just a short walk from the famous Waddesdon Manor. This stylish 3-bedroom home sleeps up to 7 guests and is perfect for family getaways, weekend escapes, business trips and longer stays. Enjoy plenty of parking including private driveway for up to 2 vehicles, a fully equipped kitchen, fast Wi-Fi and everything you need to feel at home. Flexible self check-in via a secure key safe.

Cutter's Barn

A brick and Stone barn that sleeps 6, Cutter’s Barn has been recently refurbished to a very high standard and is set on a small livestock Farm in stunning rural Buckinghamshire. Magnificent views of rolling hills and valleys on the edge of the Chiltern Hills, but close to Oxford and excellent transport links to London. Cattle and Sheep share the surrounding pastures with abundant wild bird and animal life.