Holiday rentals in Winslow

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Top-rated holiday rentals in Winslow

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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
5 out of 5 average rating, 62 reviews

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

Guest favourite
A well-appointed sleeping area features a spacious bed with soft white linens and a plaid blanket. Two decorative pillows adorn the bed. Fresh towels are neatly arranged on the duvet, while bedside lamps provide gentle lighting from either side.
Apartment in Buckingham
4.85 out of 5 average rating, 247 reviews

Comfortable Apartment in Buckingham’s Town Centre

Charming & immaculate 1st-floor apartment with home comforts, free 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 all on the doorstep. A short drive from Stowe School & Landscaped Gardens, Silverstone, home to F1. Also close to, Bicester Village, Milton Keynes, Northampton, M1 & M40. Excellent reviews & personally hosted by the owner.

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, 100 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

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
5 out of 5 average rating, 101 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
An expansive green field stretches under a clear blue sky, bordered by wooden posts. Lush grass covers the ground, with occasional tufts of wild vegetation visible. An unobstructed view of the countryside creates a tranquil atmosphere, inviting relaxation and solitude.
Home in Buckinghamshire
4.98 out of 5 average rating, 106 reviews

The Lodge at Stowe Castle Farm

Newly converted one bedroom bungalow next door to Stowe Castle. Breath taking views in rural Stowe 5 mins National Trust of 1000 acres, 250 to walk through ,bridleways ,a perfect stay. Private garden and footpath leading to trust has own Café serves food and alcohol. holiday relaxation looking over open fields - rest, visit many local attractions a great home from home if you're working in the area with 200MB internet. 2 single folding bed mattress foam with a panda topper, no smoking .

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
4.97 out of 5 average rating, 115 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 gravel pathway leads to the entrance of the property, framed by low-maintenance plants and blooming flowers. The rustic brick walls of the building are complemented by wooden accents and trellises, creating a serene outdoor space with pots and greenery along the pathway.
Barn in Adstock
5 out of 5 average rating, 64 reviews

The Forge, Adstock/Addington

The Forge is situated within the garden courtyard of the family home. The site was originally part of a stud farm, with the main house belonging to the manager and the Forge accommodated stallions and their mares. The property is independent from the main house with heating supplied from the separate boiler house, comprises a wonderful large beamed double bedroom with en-suite and a fine small kitchen/dining and living area which can accommodate two additional truckle beds on request.

Top 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
4.83 out of 5 average rating, 542 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.

Top guest favourite
A modern bedroom features a spacious bed with a textured white coverlet and decorative towels. Natural light filters through the large window, illuminating the soft carpet. A TV is mounted on the wall, with a small shelf and a dresser visible beside the bed.
Guest suite in Willen
4.98 out of 5 average rating, 222 reviews

Willen - guest suite private entrance

Immaculately presented Self contained garage conversion with own entrance door and en suite walk in shower room. Modern bright and spotlessly clean spacious bedroom The room has ample sockets usb points tv wifi desk and lamp tea and coffee making facilities and a mini cool box/fridge. There is a lockable fire door to the main house which is kept locked. Ideal for business guests close to J14 of the M1 and Willen Lake and handy for Silverstone. Free parking on driveway. Quiet location

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
5 out of 5 average rating, 48 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

Guest favourite
A spacious bedroom features a large bed with patterned bedding, complemented by bedside tables and soft lamps. Vaulted ceilings create an airy feel. The room opens to an adjoining living area, which can be glimpsed through double doors.
Guest house in Drayton Parslow
4.96 out of 5 average rating, 143 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.

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, 264 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.

Popular amenities for Winslow holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Buckinghamshire
  5. Winslow