
Holiday rentals in Winslow
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Top-rated holiday rentals in Winslow
Guests agree: these stays are highly rated for location, cleanliness and more.

* 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
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
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
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
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
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
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
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
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
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
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
'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 reviewsPopular amenities for Winslow holiday rentals
Other great holiday rentals in Winslow

The Forge, Adstock/Addington
5.0 out of 5 average rating, 78 reviews
Cottage Annexe near Addington
4.99 out of 5 average rating, 94 reviews
The Old Dairy Parlour
4.97 out of 5 average rating, 73 reviews
5 Bed sleeps 12 Open Plan nr Silverstone &Bicester
4.94 out of 5 average rating, 31 reviews
Charming retreat in the countryside
5.0 out of 5 average rating, 60 reviews
The Coach House, nr Silverstone, Bicester & Stowe
4.92 out of 5 average rating, 79 reviews
'Old Bull Barn' peaceful garden guest cottage
5.0 out of 5 average rating, 40 reviews
Luxury Thatched Cottage, Strawtop Number Three
5.0 out of 5 average rating, 85 reviewsDestinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Silverstone Circuit
- Clapham Common
- Emirates Stadium
- Cotswolds AONB
- Victoria Park
- University of Oxford
- Tottenham Hotspur Stadium
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye





