Holiday rentals in Winslow

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Top-rated holiday rentals in Winslow

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Top guest favourite
A charming wooden barn exterior is framed by lush greenery and brightly painted shutters. A gravel pathway leads to the entrance, bordered by flowering plants, enhancing the tranquil setting. Clear blue skies overhead complement the warm wooden tones of the structure.
Guest house in Quainton
4.97 out of 5 average rating, 106 reviews

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.

Guest favourite
A wooden cabin with an arched design is framed by tall trees, creating a natural setting. Steps lead to a spacious deck area, which includes potted plants and a dark wood BBQ grill under a covered space.
Tiny home in Buckinghamshire
4.97 out of 5 average rating, 875 reviews

The Woodland Cabin with Private Hot Tub Spa

Step into a world of peace and privacy in a secluded cabin. The perfect setting for romance, relaxation and a touch of luxury. Soak under the stars in the private hot tub, cozy up by the wood burner, the scent of countryside air and the sound of birdsong. With a comfy double bed, fitted bathroom, kitchenette, gas BBQ. Surrounded by scenic walking trails, charming pubs, and nearby heritage spots, this is the perfect romantic retreat to slow down, reconnect, and create unforgettable memories.

Top guest favourite
Barn in Bladon
4.97 out of 5 average rating, 119 reviews

4-Bed Luxury Oxford | Hot Tub, Sauna, Parking, EV

Welcome to your luxury 4-bed with hot tub and sauna, minutes from Oxford and opposite Blenheim Palace. Perfect for spa breaks, family gatherings, Cotswolds exploring and midweek work trips. • Hot tub, cedar sauna & outdoor shower • Super-fast Wi-Fi, desk space & 65" smart TV • Chef’s kitchen, open-plan lounge with tree-lined grove views • 4 serene bedrooms with plush linens & blackout blinds • EV charger & gated parking for 4+ cars Book now to secure your dates at this rare Oxfordshire find!

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
4.99 out of 5 average rating, 114 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.

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
4.99 out of 5 average rating, 119 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

Guest favourite
The exterior of a charming stone barn is illuminated at night, highlighting its rustic architecture. Soft lighting from below enhances the textures of the stone walls and draws attention to the barn doors. A sculptural feature is visible in the foreground, adding interest to the serene landscape.
Barn in Great Milton
4.95 out of 5 average rating, 239 reviews

17th Century Barn in quiet country village

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
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
4.96 out of 5 average rating, 133 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 .

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
4.98 out of 5 average rating, 133 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.

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
4.97 out of 5 average rating, 230 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.

Top guest favourite
A compact interior of the Shepard's hut is showcased, featuring a cozy sleeping area with a spacious bed and natural light filtering through a window. A small dining table is set nearby, complemented by wooden cabinetry and a simple sink area, providing essential amenities.
Shepherd’s hut in North Marston
4.97 out of 5 average rating, 330 reviews

WWII Bomb Trailer Shepherd’s Hut

Get away from the hustle and bustle of busy life and enjoy our secluded Shepards hut retreat. Set on the outskirts of the Chilterns, a stones through from the quaint village of North Marston. You will find yourself on a working farm with little but the flora and fauna to keep you company. The hut is situated east facing, the sun creeks over the hill to uncover a stunning view. Discover the gorgeous landscape that surrounds this place and enjoy the simple life.

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
4.98 out of 5 average rating, 167 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).

Guest favourite
An outdoor deck features a wooden hot tub beside a mirrored house, surrounded by trees. Two wicker chairs are positioned on the deck, with a small table displaying refreshments. The scene reflects the lush greenery, creating a harmonious integration with nature.
Cabin in Oxfordshire
4.98 out of 5 average rating, 198 reviews

The Mirror Houses - Cubley

Our Mirror Houses are located in a remote area of a family-run farm near the Oxfordshire village of Kirtlington. They are hidden away in woodland in the grounds of the Kirtlington Park Polo Club, next to a Capability Brown-designed lake. Surrounded by stunning landscape and reflecting the trees and nature around them, the Mirror Houses offer a peaceful and idyllic retreat from city life.

Popular amenities for Winslow holiday rentals