Vacation rentals in Winslow

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Top-rated vacation rentals in Winslow

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Guest favorite
The spacious open-plan living room features large windows framing views of the surrounding greenery. A comfortable seating arrangement includes two sofas and a central coffee table. A decorative ladder leads to the mezzanine, which accommodates a King size bed. Soft lighting enhances the cabin's inviting feel.
Cabin in Potten End
4.96 out of 5 average rating, 1,693 reviews

Romantic Oak Cabin Berkhamsted

This cosy luxurious self contained oak framed cabin offers the perfect peaceful setting for a relaxing getaway. Listen out and you may hear the owls at night. Backing onto the National Trust Ashridge Forest, perfect for outdoor lovers yet equally suitable for a romantic night in. 1.5 miles away, the popular market town of Berkhamsted, offering atmospheric pubs and bars for a special night out. The cabin offers cozy spacious living with King size bed on a mezzanine floor! STRICT NO PET POLICY!

Guest favorite
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, 837 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 favorite
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
4.96 out of 5 average rating, 228 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 favorite
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, 113 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 favorite
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, 111 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 favorite
Tiny home in Warwickshire
5 out of 5 average rating, 111 reviews

The 4.50 from Paddington

Escape to a lovingly restored 1930s railway carriage set in the peaceful Warwickshire countryside. The 4.50 from Paddington is a one-of-a-kind stay with rustic charm and everything you need to unwind — from books and gramophone records, countryside views and a wildflower paddock. Walk to Draycote Water, or explore the wildlife-rich Lias Line just minutes from the door. Dog-friendly, with good Wi-Fi. Perfect for walkers, cyclists, sailors, and anyone who wants to experience a simpler life.

Guest favorite
A modern wooden lodge is set amidst a backdrop of tall pine trees. The exterior features large glass doors opening to a spacious outdoor area with manicured grass and a concrete pathway leading to the entrance. Natural elements enhance the peaceful surroundings.
Cabin in Murcott
4.88 out of 5 average rating, 905 reviews

Woodland Lodges with Hot Tub

The perfect romantic retreat for two. Nestled in the tranquil beauty of Panshill's secluded woodland and lakes are our self-catering lodges with their very own private hot tubs. Complimentary Prosecco and Chocolates on arrival (let me know if you prefer non alcoholic) The renowned Bicester Village is just 15-minute away & as our guests will have access to an exclusive sign-up link for extra discounts. Enquire about BBQ & bike hire. Offering 20% off 2 nights & 25% off 3+ nights stays.

Top guest favorite
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, 128 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 favorite
Condo in Buckingham
4.85 out of 5 average rating, 281 reviews

* 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 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. Excellent reviews.

Top guest favorite
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
4.98 out of 5 average rating, 225 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." Enjoy a luxurious stay in a historic 17th c. listed windmill and create unforgettable memories. You won’t be short of things to do—enjoy boutique shopping at the renowned Bicester Village or take leisurely walks around historic Oxford, just a 15-minute train ride away. Additionally, Blenheim Palace and Waddesdon Manor are nearby attractions worth exploring.

Top guest favorite
A spacious sleeping area features a kingsize bed adorned with soft white linens and decorative pink pillows. Natural light enters through large glass doors that open to a private garden, where a hot tub is visible, enhancing the tranquil setting.
Cabin in Maulden
4.97 out of 5 average rating, 363 reviews

The Secret Corner

We have put a lot of care and attention into our unique log cabin, hot tub and private garden. Access is through our separate secure entrance to the bespoke garden. When inside feel free to enjoy a relaxing night under the stars, ideal for a couple or solo travellers. The Secret Corner is the perfect base to explore local areas including Woburn, Wrest Park and a short ride away to Flitwick Train Station with direct access to London St Pancras in less than an hour.

Top guest favorite
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
4.96 out of 5 average rating, 306 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 vacation rentals

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