Holiday rentals in Winslow

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Top-rated holiday rentals in Winslow

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Top guest favourite
Apartment in Buckingham

* Premium * Apartment in Buckingham’s Town Centre

Charming & immaculate 1st-floor apartment with home comforts, fast fibre WiFi & free local parking. Located in the heart of the historic town of Buckingham & enjoying views over Chantry Chapel, Buckingham's oldest building. Shops, coffee shops, restaurants, riverside walks are all on the doorstep. A short walk to Buckingham University & a short drive to Stowe School & Gardens & Silverstone, home to F1. Also close to, Bicester Village, Milton Keynes, Northampton, M1 & M40. Many Excellent reviews.

4.86 out of 5 average rating, 308 reviews
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, 34 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, 126 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, 120 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
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 .

4.97 out of 5 average rating, 145 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, 570 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, 89 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, 157 reviews
Guest favourite
The historic windmill stands majestically against a backdrop of open skies, featuring a stone façade and a brick band near the top. A wooden door leads to the entrance, flanked by a gravel pathway. Lush greenery and fields are visible in the distance, enhancing the rural setting.
Windmill in Oxfordshire

The Windmill Blackthorn Hill, Nr. Bicester Village

Featured in the 'Times Newspaper' Top 10 best Places to Stay with Spectacular Views: "A truly amazing experience." Perfect for a romantic escape for 2 or a memorable getaway with family or friends, sleeping up to 4 adults max (+13), with reduced rates for couples wishing to use a single bedroom. If you’d prefer to use both bedrooms, the second bedroom can be prepared for a small additional one-off fee. Bookings for three or four guests automatically include both bedrooms.

4.97 out of 5 average rating, 234 reviews
Top guest favourite
Home in Tiffield

Private Luxury Countryside Estate | Pool & Hot Tub

Welcome to Upper Farm — a design-led private residence shaped around art, the kitchen and wellness, where English countryside elegance meets a relaxed Brazilian spirit. This is a place for slow mornings, long lunches, evening swims, orchard wandering, incredible music, great wine and beautifully cooked food — with space and atmosphere that carries you through the day into night. Cook, dine with us, or move easily between the two — your stay, your rhythm.

4.96 out of 5 average rating, 105 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, 169 reviews

Popular amenities for Winslow holiday rentals