Holiday houses in Winslow

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Top-rated holiday rentals in Winslow

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Top Guest favourite
The image captures a corner of the bedroom, featuring a textured wall with an intricate design. A spacious bed with white linens is visible alongside a small side table holding a vase with greenery. Framed artwork is displayed on the wall above.
Apartment in Oldbrook
4.94 out of 5 average rating, 283 reviews

Relax in a Bright, Contemporary, Central Apartment

Bright, trendy, airy flat, homely *Absolutely spotless *Quick simple check-in *Parking on doorstep-on drive *Comfortable bed & quality linen *Sofabed‼️NOTIFY HOST‼️if you need the sofabed *WiFi ultrafast broadband *NETFLIX *Own Laundry facility *Local shops on doorstep *Great for professionals &family *Ideal location to get around Central MK,shopping centre restaurants &offices *Train (direct trains to London) 🛑We DON'T ACCEPT bookings AFTER 2200hrs for same day! except if stay is 2+ days

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.
Guesthouse in Winslow
5 out of 5 average rating, 67 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

Top Guest favourite
This bright kitchen features sloped ceilings with three skylights allowing natural light to flood the space. A modern kitchen area is equipped with a refrigerator, microwave, and stove. A simple wooden table with two red chairs is positioned in the center, enhancing the inviting layout.
Apartment in Woolstone
4.97 out of 5 average rating, 797 reviews

A tranquil oasis in the heart of Milton Keynes

Guests have exclusive access to this spacious, self contained one bedroomed apartment which has: private entrance, free wifi and off road parking. Just a few minutes drive from the theatre and shopping centre, Woolstone retains much of its quiet village character and ambience including canalside and river walks, 13th century church and 2 fabulous Pub/Restaurants. It is convenient for the Bowl Arena, Bletchley Park, Woburn Safari, the M1 motorway(10 mins), Luton Airport (20 mins) and London.

Top Guest favourite
A tranquil garden setting is presented with blooming purple flowers in the foreground. The stone annexe is visible in the background, featuring a dark roof and large windows, surrounded by lush greenery and trees. A gravel pathway leads to the entrance.
Guest suite in Lillingstone Lovell
4.97 out of 5 average rating, 194 reviews

Detached Annexe nr. Silverstone includes breakfast

Welcome to Glebe Farm Bed & Breakfast, your own quiet private detached annexe. Ground floor, with lockable entrance door, off road parking in front of annexe & countryside views. En-suite, double bedroom, sitting room, table/work space. Fridge with water, fresh milk, tea /coffee, kettle. Crockery. Under floor heating, heated towel rail, smart tv, Wi-Fi. Iron & Ironing board, hairdryer. NO kitchen -Menu to choose a full English breakfast served to you in the annexe at a time of your choice.

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, 109 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, 108 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.

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, 123 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 .

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.
Condo in Granborough
4.83 out of 5 average rating, 550 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 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, 62 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

Top Guest favourite
A decorative sign reading 'Little House' is framed by a circle of artificial white roses and green leaves, set against a smooth surface. The arrangement provides a charming welcome element, enhancing the peaceful ambiance associated with the property.
Home in Marsh Gibbon
4.94 out of 5 average rating, 265 reviews

Little House - The Perfect Blend of Town & Country

Escape to Little House for considered interiors and field views, set in a pretty village location. Just 10mins drive from Bicester Village, Bicester Heritage and Brill Windmill, with Blenheim Palace, Waddesdon Manor, Oxford, Kirtlington Polo & Silverstone, all under 30mins drive. Explore further afield - drive to the Cotswolds, or visit London/Birmingham; both accessible via train in under an hour. Amenities include a large walk-in shower, John Lewis duvets & 40” Smart TV

Top Guest favourite
A charming exterior view of Overton Fields, featuring a wooden structure accented by lush greenery and vibrant pink flowers in the foreground. The well-maintained entrance is framed by large windows, inviting natural light into the space.
Condo in Maids Moreton
4.94 out of 5 average rating, 238 reviews

Charming Self Contained Apartment (Barnaby Suite)

The Barnaby Suite is one of three, very peaceful , self contained studio apartments in the scenic country village of Maids Moreton, situated close to MI, M40, Milton Keynes, Aylesbury, Bicester and Oxford. 12 minutes to Silverstone GP circuit , 6 minutes to Stowe National Trust for great walks, and 4 minutes on foot to delightful historic Wheatsheaf pub ! I aim to provide a comfortable stay in a friendly , quiet and relaxed country setting for both business and pleasure.

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.
Guesthouse 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.

Popular amenities for Winslow holiday rentals

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