Vacation rentals in Highmoor

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Top-rated vacation rentals in Highmoor

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Top guest favorite
A welcoming entrance is framed by a rustic wooden gate and lush greenery. The shepherd's hut is visible in the background, with a soft sunset illuminating the sky and reflecting off the structure. Pathways bordered by wildflowers lead towards the fields beyond.
Shepherd’s hut in Ewelme
4.99 out of 5 average rating, 621 reviews

Luxury Shepherd's Hut with stunning sunset views!

Welcome to Honeysuckle, our luxury shepherd's hut with stunning views across the fields in the Chilterns. In the evenings sit and watch the sun go down around your fire pit or stay cosy indoors with your log burner. We are a working farm and you may see the tractor trundle past feeding our herds of Texal sheep (Lambing right in front of you in March/April 2025!) and Limousin cows grazing in fields, or watch the many birds. You have your own secluded, fenced and private garden area with seating.

Top guest favorite
A riverside log cabin is nestled among trees, featuring a spacious deck and seating area overlooking the water. Lush greenery surrounds the outdoor space, creating a natural setting that invites relaxation. The cabin’s wooden structure blends harmoniously with its peaceful environment.
Cabin in Reading
4.98 out of 5 average rating, 436 reviews

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Charming, riverside log cabin on the bank of the Kennett, overlooking a nature reserve. Privately located in my back garden there is a large open plan room with 2 double sofa beds, sleeping 4, a slate bed pool table & Hi Fi system. There's a luxury en suite bathroom with copper bathtub, shower, basin & WC. There are basic kitchen facilities with kettle, toaster, double hot plate, microwave & grill, sink & refrigerator/freezer. A veranda with 2 bbq's & seats plus lower deck overlook the river.

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, 226 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.

Superhost
A charming exterior of a two-story barn is nestled among greenery and flowering plants. The roof features wooden shingles, and the upper windows allow natural light to flood in, showcasing a serene landscape of rolling hills and fields in the background.
Home in Ipsden
4.88 out of 5 average rating, 214 reviews

The Old Barn , Organic Residence, outside seating

2 x king size organic bedroom-en-suites, with off street parking, great base for work or vacation, my Italian cousin Angelo, calls it " Tuscany in the Chilterns " home to "Midsummer Murders" ,"Wind in the Willows" and Agatha Christie's, "Miss Marple & Poirot mysteries", 200 year old country barn two fields from the Thames, beautiful views, and one of a few areas in the UK where you have hills and valleys and a navigable river wrapping around them, encircled by picturesque riverside towns

Top guest favorite
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, 423 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 favorite
A bright living area features a spacious gray sofa with red accent pillows and a large checkered ottoman. Skylights provide natural light, while framed art decorates the walls. A dining table is situated nearby, with sliding doors leading to an outdoor terrace.
Home in Pangbourne
5 out of 5 average rating, 244 reviews

A Perfect Pad in Pangbourne!

The house was 'created' in 2020 having originally been part of the village pub - its now part of a redeveloped property which also includes the owners home and a fabulous cafe called Artichoke Cafe The property is right in the heart of the picturesque riverside village of Pangbourne with its fabulous specialist shops, cafes, restaurants and pubs. Yet only ten minutes walk gets you to the countryside! The village also boasts a mainline station with direct trains to London Paddington.

Top guest favorite
A bright red hot air balloon floats above a serene rural setting, with lush trees providing a green backdrop. A quaint building with a thatched roof is visible in the foreground, surrounded by open grassy space and vibrant foliage.
Guesthouse in Checkendon
4.99 out of 5 average rating, 165 reviews

Idyllic 2 room studio-style guesthouse with views

Take time out & unwind in this rural setting with lots of opportunities to be active, great cafes & pubs to walk & cycle to. On the edge of the village, surrounded by fields with walking/cycling/riding; paddle boarding nearby, and easy road access to Henley, Goring, Oxford & Reading. This newly converted annexe is flexible, spacious, light & airy. Access to all the garden is encouraged and can potentially involve additional camping, guided mountain biking, and personal training.

Top guest favorite
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, 362 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.

Top guest favorite
A charming exterior view of the cottage is presented, highlighted by vibrant flower pots and hanging planters filled with colorful blooms. The building features multiple sets of French doors that lead to a paved patio area, surrounded by a lush green garden.
Guesthouse in Oxfordshire
4.91 out of 5 average rating, 253 reviews

Country garden retreat near Henley on Thames

An attractive former coach house stable block in a country garden, close to the main house. A 10 min drive from Henley-on-Thames. A high standard conversion of two en-suite double bedrooms, kitchen and sitting room. Parking for several cars. Fast wi-fi.Nearby attractions include Grey's Court, Ascot, Legoland and Windsor Castle, Harry Potter World and Bicester Village Great area for walking and cycling. Excellent transport links . Within walking distance of four pubs.

Top guest favorite
A contemporary studio apartment is positioned along the riverbank, featuring a modern design with large glass windows. A graceful weeping willow tree frames the scene, adding a natural element to the tranquil waterfront setting. Gentle ripples are visible on the water's surface.
Loft in Henley-on-Thames
4.94 out of 5 average rating, 211 reviews

Luxury Boathouse Apartment - central Henley

The Boathouse is a completely private studio apartment with wonderful river views. Furnished to a high standard with luxury bed linens and towels, and fully equipped with everything you could need. The perfect location for the Henley Royal Regatta, Henley Festival and The Rewind Festival Relaxing location that is perfect for watching the world and river go by, but also close enough to the hustle and bustle of the town and it's many restaurants and cafes.

Top guest favorite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage in Warfield
4.98 out of 5 average rating, 324 reviews

Luxury 2 bedroom cottage

Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Top guest favorite
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, 506 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 Highmoor vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Oxfordshire
  5. Highmoor