Vacation rentals in Highmoor

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Top-rated vacation rentals in Highmoor

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The exterior of Isabel Cottage is displayed, featuring a charming white facade complemented by blue window frames. A well-maintained garden surrounds the cottage, and a black iron fence delineates the property. The sloping roof and chimney add character against a clear blue sky.
Cottage in Skirmett
4.9 out of 5 average rating, 78 reviews

Newly refreshed: Charming Chilterns Cottage

Newly refreshed: Isabel Cottage is a self-contained Grade II listed semi-detached period cottage located in Skirmett, Hambleden Valley, a designated Area of Outstanding Natural Beauty. Character filled sitting room with exposed ceiling timbers, working inglenook fireplace, small office/bureau area, with beautiful views into the rear garden and over rolling countryside. Complete with modern amenities: fitted kitchen/dining room, dw, w&d, two double bedrooms, modern bathroom, fast WiFi, Smart TV

Guest favorite
Home in Hambleden
4.92 out of 5 average rating, 12 reviews

Great Cottage Sleeping 6 with Parking

A well located cottage, with off street parking, conveniently situated between Henley on Thames and Marlow. A short walk from the River Thames or the charming village of Hambleden; making it the perfect option for a quick work pit stop or a base for a longer stay. Come and enjoy the fabulous countryside of the Chilterns and all that they have to offer - walking, cycling and super local pubs are all on your doorstep! We look forward to welcoming you and making your stay memorable and comfortable.

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
4.95 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.

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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 Oxfordshire
4.88 out of 5 average rating, 217 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 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, 656 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 April 2026!) 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 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, 255 reviews

A Perfect Pad in Pangbourne!

The house was 'created' in 2020 having originally been part of the village pub - it’s 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
The kitchen area showcases a compact layout with green cabinetry and a light countertop, accompanied by essential appliances. A wooden round table and two chairs are positioned near a window, allowing for natural light to brighten the space. The door leads to the outdoor views.
Apartment in Checkendon
4.98 out of 5 average rating, 47 reviews

Guest suite in Checkendon

A newly created annexe situated on the outskirts of Checkendon. Located in an Area of Outstanding Natural Beauty in the heart of the Chilterns you will enjoy rural views out of every window. Their are many beautiful walks and cycle rides on our doorstep as well as a myriad of local pubs, equestrian centres and a farm shop. The small market towns of Wallingford and Henley on Thames are just 10-15 minutes away. There is parking outside next to the stairs to the flat, a car is advised.

Top guest favorite
Guesthouse in Roke
4.96 out of 5 average rating, 25 reviews

The Potting Shed - boutique countryside hideout

A charming rustic retreat with cosy living area & a luxurious bedroom and shower room. The Potting Shed oozes with the charm of the Soho Farmhouse style. Full of character, this unique place blends rustic charm with relaxed, modern comfort — the perfect place to unwind and relax for a romantic countryside break. There are great local pubs in the local area that serve food most days (please check) but there is a very well equipped kitchen should you like to cook for yourselves.

Top guest favorite
The studio space features an angled ceiling with large windows allowing natural light to fill the room. A dining table with two chairs is set for two, and a small kitchen unit is visible, equipped with a fridge and microwave. A cozy seating area with a daybed is located in the corner.
Chalet in Playhatch
4.97 out of 5 average rating, 102 reviews

Near Henley light and airey self catering studio.

Light and Airey studio above double garage within main house grounds over looking fields to rear with residents ponies, stair access to side (not suitable for those guests with mobility difficulty). Twin beds Small kitchen unit with fridge,microwave and two hot plates. private shower room and WC. Wifi wooden flooring throughout and off street parking. this is an ideal place for country walkers and cyclists (Bikes can be locked in garage) Two lovely local pubs one dog friendlyl

Guest favorite
The living area showcases a cozy seating arrangement with a spacious grey sofa accented by patterned cushions. Natural light floods in through multiple windows, while a stylish light fixture hangs from the ceiling. A comfortable bench seat is placed beside a decorative fireplace.
Home in Caversham
4.91 out of 5 average rating, 35 reviews

Modern Quiet 2BD Family Home W/C 4K Tv Netflix

Our stylish 2-bed house boasts a private garden, dedicated workspace, 55" smart TV, and free super fast WiFi. Accommodating up to 4 guests with two double beds, it's perfect for both business and leisure travellers. Situated in a prime location, just a short 7-minute drive to the Oracle Shopping Centre, and offering convenient parking options, this is your ultimate city retreat. Embrace the vibrant atmosphere and book your stay now for an unforgettable Reading experience!

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Home in Checkendon
5 out of 5 average rating, 4 reviews

Olcote by Fullards

Nestled in an area of outstanding natural beauty, but on the doorstep of world famous Henley-on-Thames, Olcote has been recently refurbished to provide a luxury retreat with private gardens overlooking the countryside. Olcote offers four bedrooms, 3.5 bathrooms, a further reception room with a double sofa bed, an open plan fully equipped luxury kitchen, a relaxing lounge area and dedicated workspace. Olcote comfortably sleeps 10 guests and welcomes well behaved pets.

Top guest favorite
A spacious sitting area features a light-colored sectional sofa, two armchairs, and a coffee table centered on a textured rug. Wide glass doors lead to a lush private outdoor space, while soft lighting enhances the neutral decor.
Bungalow in Tidmarsh
4.94 out of 5 average rating, 234 reviews

Self Contained Detached Property on the River Pang

Our annexe is light and spacious and people have told me the photographs do not do it justice!! We are just 2 minutes walk to a lovely local thatched pub, and a couple of minutes drive to other restaurants and dining, public transport and family-friendly activities in the centre of Pangbourne which has a station (trains to London take 35 mins via Reading) It is ideal for couples, business travellers, and families with children.

Popular amenities for Highmoor vacation rentals

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