Holiday rentals in Upper Winchendon

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Top-rated holiday rentals in Upper Winchendon

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Guest favourite

Cottage in Cuddington

4.96 out of 5 average rating, 113 reviews

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.

Guest favourite

Farm stay in Aylesbury

5.0 out of 5 average rating, 108 reviews

Countryside Getaway - Luxurious Converted Dairy

The Dairy is a beautifully converted luxury 2 bedroom property located on Middle Farm in the Buckinghamshire countryside. An idyllic setting perfect for a peaceful retreat with everything you will need and more; bright open plan kitchen/dining/living room with smart TV, large garden with patio and outdoor seating, master bedroom with super king bed and TV, second bedroom with king bed, bathroom with power shower and bath. Host My House manages this property which is owned by Lesley & Terry Rose

Guest favourite

Barn in Buckinghamshire

4.96 out of 5 average rating, 219 reviews

Beautiful cosy Dinky 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.

Guest favourite

Barn in Great Milton

4.95 out of 5 average rating, 146 reviews

17th Century Barn near Le Manoir aux Quat’Saisons

A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.

Guest favourite

Chalet in Cuddington

4.88 out of 5 average rating, 160 reviews

Village Location, Nr Thame

Located at the bottom of the village, accessed via a sleepy single track road, Little Wyncot is set within the secure grounds of our family’s 17th Century thatched cottage. Enjoy lovely circular walks right on your doorstep, taking in Nether Winchendon - the home of the popular Manor House wedding venue. Relax and enjoy a drink and/or a bite to eat in the village pub, The Crown. In the surrounding area, you’ll have access to National Trust's magical Waddesdon Manor and market town Thame.

Guest favourite

Tiny home in Aylesbury

4.98 out of 5 average rating, 165 reviews

The Woodland Retreat With 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.

Guest favourite

Guest suite in Towersey

4.96 out of 5 average rating, 361 reviews

Peaceful village location with own entrance

The Annex is a delightful, warm, quiet and comfortable dwelling built within the garden of our village home and adjacent to our garage. Towersey is one mile from the market town of Thame, and has an excellent village pub plus access to the Phoenix Trail cycle & footpath. The Annex has its own entrance with parking space, a double bedroom with king sized bed & tv, and sitting room with fridge, microwave, coffee machine, kettle, toaster, plus tv. There is a power shower over the bath

Guest favourite

Home in Marsh Gibbon

4.95 out of 5 average rating, 147 reviews

Little House - The Perfect Blend of Town & Country

Escape to Little House for considered interiors and field views, set in a pretty village location. Just 10mins drive from Bicester Village, Bicester Heritage and Brill Windmill, with Blenheim Palace, Waddesdon Manor, Oxford, Kirtlington Polo & Silverstone, all under 30mins drive. Explore further afield - drive to the Cotswolds, or visit London/Birmingham; accessible via train in under an hour. Amenities include a large walk-in shower, John Lewis duvets & 40” Smart TV

Guest favourite

Guest house in Drayton Parslow

4.95 out of 5 average rating, 129 reviews

The Former Stables

A self-contained, one bedroom apartment which was converted from stables around 10 years ago. It is around 550 sqft and has a large double bedroom with vaulted ceiling, a comfortable open plan living room with fully equipped kitchen and a limestone shower room. And of course, it has a stable door! Located in the middle of a small village which is approximately 15 mins drive from Milton Keynes and Leighton Buzzard where fast trains to London take just 30 minutes.

Guest favourite

Guest house in Worminghall

4.91 out of 5 average rating, 110 reviews

Charming barn conversion with vast living space

Set alongside our beloved family home, in 7 acres of open farmland, this wonderful space offers a welcome retreat from the stresses of everyday life. Worminghall is predominantly a farming village, within easy vehicular access to Oxford and the market town of Thame. Situated on the Oxfordshire/Buckinghamshire borders, it's the perfect location if you are visiting for a wedding or function nearby, or simply wish to explore the area's many local attractions.

Guest favourite

Barn in Kingsey

4.93 out of 5 average rating, 416 reviews

Self-contained barn conversion

The Farrow is a pretty self-contained annex within the grounds of Nettlebed Barn. Set in tranquil surroundings on the edge of the 12th century hamlet of Kingsey it has the additional benefit of stunning picturesque views of rolling fields framed by the beautiful vista of the Chiltern hills . Just a 5 minute drive to Haddenham train station will give you access to central London in 40 minutes and the beautiful and historic city of Oxford in just 29 mins.

Guest favourite

Barn in Shabbington

4.97 out of 5 average rating, 307 reviews

A delightful barn conversion

Set in the gardens of our 17th Century house, we are offering you a well designed barn conversion which is spacious and light. We are situated in the pretty rural village of Shabbington, just outside the market town of Thame, and surrounded by the Oxfordshire/Buckinghamshire countryside. We are ideally placed for those wishing to visit local attractions such as Bicester Village, Oxford, Waddesdon Manor and Blenheim Palace.