Holiday houses 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.
Guesthouse in Quainton
4.97 out of 5 average rating, 100 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.

Top Guest favourite
Barn in Buckinghamshire
5 out of 5 average rating, 12 reviews

The Fold | tucked-away retreat in Buckinghamshire

Unwind & have fun at this beautiful rural escape, on a farm in Buckinghamshire. The Fold is tucked away 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 and long uninterrupted views of the countryside. It’s designed to have a comforting, stylish & peaceful quality, with everything you need for a relaxing & memorable break away with grounding easy walks directly into the farm.

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, 858 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.

Guest favourite
A charming view of the cottage and adjacent period home is presented, featuring a lush green lawn. Chickens roam freely in the foreground. The background showcases a historic church tower, accented by clear blue skies and surrounding trees.
Cottage in Wicken
4.94 out of 5 average rating, 112 reviews

Comfortable cottage in a beautiful setting

A charming 3-bedroom, 2-bathroom stone cottage attached to a Grade II listed manor house in the picturesque conservation village of Wicken, Northamptonshire. Gated access and secure parking. The cottage is attached to a family home with over four acres of fields & garden. Chickens, cats and a family dog roam freely, often with sheep in the field. There are footpaths directly from the property into the surrounding countryside. The village also boasts a dog friendly pub which serves good food.

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, 235 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.

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, 116 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
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
4.95 out of 5 average rating, 22 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.

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, 113 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 exterior of The Dairy is shown, featuring a charming brick facade with large windows. A wooden deck provides outdoor seating space, surrounded by lush green lawns and trees. The peaceful countryside surrounds the property, inviting relaxation in a natural setting.
Farm stay in Aylesbury
5 out of 5 average rating, 163 reviews

Countryside Getaway - Luxurious Converted Dairy

The Dairy is a beautifully converted luxury 2 bedroom property located on Middle Farm in the Buckinghamshire countryside. An idyllic setting perfect for a peaceful retreat with everything you will need! A bright open plan kitchen/dining/living room with smart TV, large garden with patio and outdoor seating, 2 stunning bedrooms with large comfortable beds, and bathroom with power shower and bath. Host My House manages this property which is owned by Lesley & Terry Rose (who live on-site).

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, 129 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 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, 71 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
Home in Horton-cum-Studley
5 out of 5 average rating, 105 reviews

Countryside Retreat with hot tub

This modern country retreat features panoramic views of the Oxfordshire countryside from the open-plan kitchen, living room. Ideal for a peaceful getaway, our home offers high-speed Wi-Fi, a fully equipped kitchen, and cozy furnishings. Two bedrooms featuring superking beds, one with ensuite. Outside bbq area with comfy seating, firepit, dining area and hot tub. Whether you're here for a weekend escape or a longer stay, this house provides the perfect setting to relax and unwind.

Popular amenities for Winslow holiday rentals

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