Holiday houses in Owlswick

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Top-rated holiday rentals in Owlswick

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Wendover
5 out of 5 average rating, 38 reviews

Serene & Private Annexe in Village Centre

Set in the heart of the bustling village of Wendover, nestled behind the historic Lime Tree House, this self-contained Annexe is perfect for short or long stays; spacious, well equipped and peaceful, with a private large walled garden. It offers the best of all worlds; a countryside escape surrounded by the stunning Chiltern Hills and Wendover Woods, a central location with an array of Pubs, eateries and shops on the doorstep , plus easy access to London (station 2 mins walk/Marylebone 45 mins).

Top Guest favourite
Home in Goring
4.98 out of 5 average rating, 182 reviews

Pool House at Mill Cottage

The Pool House at Mill Cottage offers a unique riverside escape with exclusive access to a private pool (Mar 1st - Oct 1st 2025 & Apr 1st - Oct 1st 2026). Nestled on the Thames, enjoy easy access to riverside cafes and restaurants by foot or boat. The charming one-bedroom retreat features blackout blinds for restful nights, plus a small sofa bed for extra guests. Just minutes from Goring on Thames village and the train station, it also boasts a BBQ and outdoor seating area for relaxing evenings.

Guest favourite
Barn in Buckinghamshire
4.96 out of 5 average rating, 356 reviews

Beautiful cosy Scandi-barn in Chiltern market town

A beautiful, calm and cosy space designed to feel like a home from home. Lovingly updated and modernised, whilst retaining original character and features to create a unique guest experience. Uber-clean and free from clutter, everything looks & feels fresh for each stay. The kitchen, carpets, paintwork, doors, windows and VELUX roof-lights have been replaced or updated recently. Located with a parking space in a secure, gated courtyard just moments from the town centre of Princes Risborough.

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 exterior of the studio is shown, featuring a charming brick facade surrounded by greenery. Double French doors open into the interior, accompanied by a small patio area with decorative chairs. The setting includes a well-maintained garden leading to a serene atmosphere.
Guesthouse in Owlswick
4.98 out of 5 average rating, 168 reviews

The Old Music Studio - retreat with tennis court

A stay in our former music studio is an immersion in nature. After a walk in the Chilterns and a fireside drink at a country pub, relax on the large comfortable sofa and watch the wildlife in the meadow from the warmth of this cosy retreat. If you’re feeling energetic, play tennis or pickleball on our court or cycle the Phoenix Trail - (Bikes/E-bikes by arrangement.) A perfect hideaway for a romantic break, recreational weekend, peaceful remote working or just recharging your batteries.

Guest favourite
A natural swimming pond is surrounded by lush wildflowers and vibrant greenery. Wooden platforms extend over the water, providing seating areas amidst a tranquil landscape that invites relaxation and exploration.
Cottage in Saunderton
4.93 out of 5 average rating, 204 reviews

Idyllic escape - wild swimming, stunning walking

Tucked into the Chilterns, The Old Stable is a bright, vaulted 17th Century barn conversion. Lavished with love & attention to detail - inside you'll find a king sized bed, a huge power shower, underfloor heating, a fully equipped kitchen (with Nespresso and dishwasher) and Smart TVs with Netflix. Step outside to find a croquet lawn, tennis court, hammocks and a natural swimming pond. Footpaths run straight from the property. We were on BBC's Countryfile! 3rd May on BBC iPlayer for a peek.

Guest favourite
Home in Dinton
4.91 out of 5 average rating, 11 reviews

Deluxe Lodge for Couples & Business Travellers.

Tucked away for privacy & calm The Lodge is a beautifully designed escape created with couples in mind & business travellers. At it’s heart is a sumptuous king-size four poster bed, dressed in soft linens for an indulgent boutique-hotel feel. The space flows effortlessly into a stylish living,dining & kitchen area, thoughtfully equipped for relaxed stays. Bi-fold doors open onto your own private garden for dining or relaxing al-fresco. An elegant hotel style walk in rain dance shower room.

Guest favourite
A modern wooden cabin blends into its woodland surroundings, featuring large glass windows that offer views of the forest. An outdoor kitchen is visible beside a spacious dining table crafted from natural wood. Comfortable seating arrangements create a welcoming outdoor space.
Tiny home in Aylesbury
4.97 out of 5 average rating, 464 reviews

The Woodland Retreat With Private Hot Tub Spa

Our brand new listing is a truly unique woodland retreat with a luxury super king bed, dedicated private hot tub & 65 inch tv. Perfect for a couple get-away, this place will take your breath away. Nestled in our remote private woodland on our farm estate this little gem is in touch with nature yet fully fitted with all the home comforts you need. Additionally the woodland retreat includes: 1x private bathroom, a fully fitted outdoor kitchen, WiFi and a bespoke oak outdoor dining table.

Top Guest favourite
Home in Horton-cum-Studley
5 out of 5 average rating, 107 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.

Top Guest favourite
The exterior of the modern annexe is showcased, featuring large glass doors that allow natural light to fill the interior. A spacious balcony is visible above, bordered by glass, and wooden furniture is arranged on the terrace, ideal for outdoor relaxation.
Home in Tetsworth
5 out of 5 average rating, 377 reviews

Luxury self-contained Annexe with balcony Jacuzzi

Luxury self-contained annexe on the edge of the Chilterns, situated in the peaceful countryside which can be enjoyed from the hot tub, yet only 5 mins to the M40, 15 mins to Oxford Park & Ride & 15 mins to the station with trains to London taking 45 mins. It is the perfect place to relax with cosy lounge, wood burning stove, bespoke kitchen & underfloor heating. Upstairs features a super-king sized bed, seating area, luxury wet-room with underfloor heating, balcony and Jacuzzi.

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, 229 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 favourite
An aerial view captures the Pool House surrounded by lush greenery. A modern pool and hot tub are positioned alongside comfortable loungers on a spacious patio. The sliding glass doors of the house provide access to an inviting indoor area.
Guesthouse in Garsington
4.95 out of 5 average rating, 549 reviews

The Pool House

Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.

Popular amenities for Owlswick holiday rentals

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