Holiday rentals in Winslow

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Top-rated holiday rentals in Winslow

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Top guest favourite

Barn in Buckinghamshire

The Fold | A Tucked-Away Retreat, Buckinghamshire

Unwind & have fun at this beautiful tucked-away retreat, on a farm in Buckinghamshire. The Fold is a welcoming annex - part of Barefoot Barn, our family home & self build project designed with Feng Shui. The Fold has its own dedicated garden & patio overlooking the goat paddock & long uninterrupted views of the countryside. It’s designed with a comforting, stylish & peaceful quality, and everything you need for a relaxing & memorable break away with grounding easy walks directly into the farm.

5.0 out of 5 average rating, 30 reviews

Top guest favourite

A charming cottage exterior is shown, featuring a red-brick façade and a sloped roof. Large windows allow natural light to flood the interior, while a manicured lawn and landscaped greenery surround the home. A stone pathway leads to the entrance, enhancing the inviting scenery.

Guest house in Winslow

Cottage Annexe near Addington

A cosy, stylish cottage set within the grounds of Vale Retreats. The perfect spot for an active break with a heated indoor pool*, hot tub and tennis court on site, and direct access to countryside walks and cycles. We’re within trotting distance of Addington Equestrian and perfectly located for Stowe, Silverstone and Bletchley Park. Milton Keynes and Bicester Village are within easy reach. Free parking on drive. EV charger available on request. * Private use of pool and hot tub at agreed times

4.99 out of 5 average rating, 92 reviews

Guest favourite

The exterior of a Victorian townhouse is displayed, featuring a mix of brick and white-washed walls under a clear blue sky. The structure showcases multiple windows and a blue door, with a paved path leading to the entryway.

Home in Winslow

Victorian Hs in Winslow Conservation Area Sleeps 5

No 14 is a delightful Victorian town house spread over four floors situated, in the conservation area of the ancient market town of Winslow, on Church Street, leading to the church and the town centre. The house was completely refurbished and modernised to the highest specification in the summer of 2020. There are two bedrooms. The upper study can be setup as a further bedroom. One bathroom, a study/office, sitting room, dining room, laundry room, fully equipped kitchen, small private yard.

4.89 out of 5 average rating, 18 reviews

Top guest favourite

The open kitchen area features dark cabinetry and a modern countertop, complemented by blue pendant lights. A cozy seating area showcases a large smart TV and a soft ottoman. The bedroom highlights a neatly made double bed with plush pillows and a decorative cushion. The kitchen counter is adorned with fresh bread, various jars, and a selection of drinks.

Guest suite in Granborough

The Gable - Charming self-contained Annexe

The Gable – A light & airy annex fitted out with love & attention to detail. Bedroom with double-bed with the high-quality mattress, beautiful shower room, comfortable sofa, fully equipped, high-spec kitchen & large smart TV - all comforts to make your stay perfect! Outside you'll have your own private patio. We're in a perfect location to explore Waddesdon Manor, Stowe House, Claydon House, The Chilterns & Bletchley Park, visit Silverstone or grab some retail therapy at Bicester Village

4.99 out of 5 average rating, 124 reviews

Top guest favourite

The exterior of the barn conversion is depicted, showcasing a traditional black wooden façade. A patio area with a round table and two wooden chairs is visible, accompanied by a large umbrella. Lush greenery and mature trees surround the property, providing a tranquil setting.

Cottage in Granborough

Cosy listed barn in peaceful country village.

Beautiful grade 2 listed barn conversion with unique historical features. Mezzanine king bedroom overlooking a large open vaulted ceiling living space. Set in tranquil mature gardens & situated next to the owner's cottage & the historic Saxon village church with a lovely pub serving lunch and evening meals Tues- Sun a 5 minute walk away. We are 30 mins from Bicester Village, Silverstone, Stowe House, Waddesdon Manor, Claydon House, The Ridgeway, The Chilterns, Ascott House & Bletchley Park.

4.99 out of 5 average rating, 119 reviews

Guest favourite

A spacious sofa features a blend of light grey fabric and decorative cushions in various shades of blue and white. Soft lighting reflects off a mirrored wall, enhancing the modern design of the room.

Cabin in Winslow

Luxury & Style: The Garden Room

The Garden Room is a newly built, self-contained heated retreat blending modern luxury and home comfort. Ideal for business or leisure, it’s just 300 yards from Winslow town centre with pubs, restaurants, shops. Ground-floor access, private parking Luxury sofa bed Kitchenette corner Fast WiFi, Netflix, Amazon Prime Switchable glass technology for privacy Air conditioning Toiletries & 100% cotton luxury linens Garden access Convenient travel to M1, M40, Milton Keynes, Silverstone, and more.

4.96 out of 5 average rating, 23 reviews

Top guest favourite

An outdoor sauna is featured prominently on a wooden deck, illuminated by warm lighting. A hot tub is positioned beside the sauna, and the cottage's brick facade and chimney provide a cozy backdrop under a dusk sky.

Farm stay in Buckinghamshire

Come and relax in our beautiful farm cottage with a private deck and garden surrounded by amazing rolling countryside. Perfect for spending some special time with your family. You can also book to take a dip in our heated indoor swimming pool which is perfect for all ages. We are a great central spot for visits to London and Oxford and have some lovely attractions within 20mins of us including Waddesdon Manor, Bletchley Park and Whipsnade Zoo. *Outside Sauna and copper bath coming Jan 2025*

4.95 out of 5 average rating, 164 reviews

Top guest favourite

A spacious sleeping area features a king-size bed with soft linens, complemented by a dresser and decorative vase. Large glass doors provide access to a garden view, allowing natural light to brighten the room. Neutral tones and cozy decor create a relaxing environment.

Guest suite in Mursley

Luxurious boutique style self- contained apartment

A stunning boutique style residence that has been brand newly converted and renovated throughout in a stylish decor creating a wonderful cosy atmosphere in a countryside setting ideal for a couple or single person . The property is joined to the main house but has its own entrance at the front. With bedroom with kingsize bed, dining area and comfy armchair, shower room and modern kitchen the apartment overlooks the main house garden and mature trees and can be accessed by double doors .

4.96 out of 5 average rating, 142 reviews

Guest favourite

A path leads to the entrance of the studio apartment, bordered by raised flower and herb beds. The covered patio area features wooden beams and is situated in front of the large glass doors, allowing natural light to illuminate the entrance.

Apartment in Granborough

The Herb Garden

A light, airy, ground-floor, single-storey studio apartment. There is a large kitchen and comfortable seating area, and a private patio / garden area. We are well situated for visiting Silverstone, Addington, Oxford, Bicester Village, Waddesdon Manor, Stowe Gardens and Bletchley Park. Also good for working in Milton Keynes or Aylesbury and for trains into London and Birmingham. The apartment has disabled access and ample off-road parking. We are happy to accommodate well-behaved dogs.

4.83 out of 5 average rating, 569 reviews

Top guest favourite

A well-maintained exterior showcases a charming brick building surrounded by lush greenery. A gravel pathway leads to the entrance, flanked by flower beds and trees, creating a welcoming access point to the property.

Home in Winslow

The Barn Studio

The former outbuildings to Winslow’s Tythe barn have been converted to provide stylish and comfortable accommodation. Recently updated, the house is well appointed, with ample space to spread out and relax in the heart of Winslow. We’re located about 20 minutes from Central Milton Keynes and a good base for: - Bicester Village - Bletchley Park - Waddesdon Manor - Stowe Landscape Gardens - MK & Aylesbury Theatre - Xscape Snowdome & Zero Gravity experience - Silverstone circuit

5.0 out of 5 average rating, 85 reviews

Top guest favourite

A lodge with a semi wrap-around wooden deck is set amidst greenery. Outdoor seating is arranged under a shaded umbrella, while expansive glass doors invite the outdoors in. A clear blue sky complements the tranquil environment.

Cabin in Mursley

The Lodge at Burn’s Farm

Relax on your own or with up to 2 children/adults sharing a room at this well appointed 4 seasons made lodge and semi wrap around decking set just outside Mursley village in a picturesque on farm location and 10 minutes via car or accessed from the Redway route to central Milton Keynes by bike or foot. With a selection of farm shops, 2 local public houses and the renowned Horwood House close by and only a 40 minute drive to Silverstone race track, there is plenty to enjoy locally.

4.98 out of 5 average rating, 148 reviews

Top guest favourite

A charming converted stable is nestled in a private garden, featuring a conservatory with glass panels. The exterior showcases a combination of brick walls and a shingled roof, surrounded by greenery and flower beds. A gravel driveway provides access to the accommodation.

Guest house in Buckingham

'The Stables' Garden Annexe

Converted stables, set within a private garden, and situated in a very quiet, pretty hamlet. Perfect location for Addington Equestrian Centre (walking distance), Silverstone Race Circuit, Stowe, Waddesdon Manor, Claydon House and Bletchley Park. Just a 15 minute drive to Steeple Claydon, and within easy reach of Bicester Village Shopping Outlet and Milton Keynes. Good Wifi speed (80mbps). Free parking on drive (sorry, no horse boxes).

4.98 out of 5 average rating, 168 reviews