Vacation rentals in Henley-on-Thames

4.99 out of 5 average rating, 565 reviews

Shepherd’s hut

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.

4.91 out of 5 average rating, 339 reviews

A modern kitchen area is featured with sleek black cabinets and a stylish countertop. Natural light is brought in through a skylight and large windows. A wooden dining table accompanied by chairs is seen, creating a welcoming space for meals.

Tiny home

The Cabin, a Gorgeous Hideaway in Henley on Thames

The Cabin, Henley on Thames is a gorgeous space for you to enjoy your holiday. Surrounded by nature, guests have the pleasure of pheasants, deers, foxes and Red Kites. Located in the back garden of our house you can walk straight into fields and the beautiful Chiltern hills. Its only a 5 minute drive/ 15 minute walk from the centre of the historic town of Henley on Thames. Newly built it features underfloor heating, and brand new designer fittings. Access via woodland path or garden stairs.

4.94 out of 5 average rating, 433 reviews

A cozy sleeping area features a spacious bed with neutral bedding against a softly colored wall. A small armchair and a light-colored rug complement the wooden flooring. Wall-mounted shelves display framed images, and a small closet provides additional storage.

Guest suite

Completely separate self-contained studio flat

Self-contained double room with en-suite shower room and kitchen area. Private access and parking. Completely private stand-alone studio but part of our home. Suitable for professional person/couple for short let periods. Ideal Monday-Friday but good for weekends to visit local area too. Free wi-fi, TV. A car is essential. Located in White Waltham village just outside Maidenhead. Easy access to Junction 8/9 of M4 and Maidenhead station. Also handy for Windsor, Henley, Ascot, Reading

4.98 out of 5 average rating, 144 reviews

A detached house with a brick and stucco exterior is visible. A paved driveway accommodates two vehicles, including a dark sedan and a blue SUV. Landscaping features a short hedge and a gravel area, framed by blue skies and a few scattered clouds.

Guesthouse

Self-contained studio Wokingham

A self-contained newly build 20 m2 studio with separate entrance and parking. The studio is comprised of an en-suite bathroom, a super-king bed, a tall boy and a work desk. A kitchenette just next to the room with fridge freezer, microwave, kettle, toaster, coffee machine, washing machine and a tumble dryer. “The kitchenette doesn’t have a stove or an oven.” The studio is brand new and built to high standards. The studio is a 15 minutes walk to Wokingham train station and town centre.

4.96 out of 5 average rating, 521 reviews

A spacious bedroom is highlighted by wood-paneled walls and warm lighting. A large bed is adorned with soft linens, complemented by decorative pillows. A cozy seating area includes an armchair, while artwork and plants add character to the room. Soft rugs are placed on the wooden floor.

Guesthouse

Spacious country retreat or romantic mini break

A country hideout above our detached oak framed barn. Stylishly furnished in a rustic luxury theme ensuring this little retreat ticks all boxes to make your stay comfortable & cosy! Very spacious and an ideal place to come and relax for a romantic countryside break. Fantastic pub just 50m from the doorstep that serves food most days (please check) but there is a very well equipped kitchen should you like to cook for yourselves. Easy access to Oxfordshire best countryside walks too.

4.99 out of 5 average rating, 199 reviews

The living room features a stylish grey sofa with yellow accents, paired with a navy chair. A marble fireplace sits against a light-colored wall, and a large round mirror reflects natural light. A television is positioned on a wooden stand, complemented by a small side table.

Condo

Beautiful Henley apartment w/ secure gated parking

A beautiful mews apartment right in the centre of Henley with gated parking. A first floor Georgian flat with 2 spacious bedrooms, 2 bathrooms and a sofa bed in the sitting room to sleep a total of 5. A perfect place to stay for couples, friends or families. It looks out onto Market Square but the flat has sound insulation so very quiet. Henley has a number of restaurants, cafes, supermarkets and pubs - all on your doorstep and Henley Regatta is walking distance from the apartment.

5 out of 5 average rating, 222 reviews

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

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.

4.87 out of 5 average rating, 137 reviews

A garden terrace is shown with a table and four chairs, offering a view of a lush green pasture where horses graze. A wooden fence delineates the space, enhancing the rural ambiance.

Barn

Idyllic, Rural Barn in Henley on Thames.

The Barn is equipped with everything you need to have a relaxing stay in the countryside. It overlooks 10 acres of pasture, with its own private garden terrace and entrance. The picturesque river and town centre of Henley on Thames is a level one mile walk (approximately), and offers a variety of shops, pubs and restaurants. This is a great location for a relaxing break and the perfect spot to use as a base to explore the beautiful Chiltern Hills Area of Outstanding Natural Beauty.

Superhost

A well-lit bedroom features a spacious bed with decorative pillows and a soft gray blanket. Two bedside tables with lamps flank the bed, while a full-length mirror and artwork enhance the decor. Natural light enters through the double doors leading to a small outdoor area.

4.86 out of 5 average rating, 119 reviews

Elegant Central Henley Apartment

Enjoy the charm of Henley-on-Thames from this elegant, modern apartment on Tuns Lane — right in the heart of town. Parking is easy, with free on-street options and a nearby public car park, both within 5 minutes’ walk. You’ll be just steps from Market Square’s independent shops, pubs, cafés, and restaurants, and a short stroll to the Royal Regatta and Festival sites. The town hall, theatre, and cinema are moments away, and Henley train station is only a 7-minute walk.

A bedroom features a standard double bed with a blue and white striped duvet. Nightstands with matching lamps are on either side. Wooden paddles adorn the wall above the bed, while a door leads outside. Natural light enters through a nearby window.

4.97 out of 5 average rating, 225 reviews

Cosy annexe by shops/parking 19 min walk to Henley

The Hoppy Annexe is a self-contained space, set in a little garden on a peaceful road with free parking, a 15-20 minute walk down the hill to Henley town centre. It is suitable for either a single person or a couple - there's a standard sized double bed, ensuite bathroom with shower and a small kitchenette. Beautiful countryside walking routes are just a minutes away and Henley town centre, with its shops, cafes, restaurants and river front is within easy reach.

4.94 out of 5 average rating, 202 reviews

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

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.

4.98 out of 5 average rating, 290 reviews

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

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

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Henley-on-Thames vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Henley-on-Thames

Superhost

The open-plan living area features two comfortable sofas in neutral tones, complemented by a coffee table. A flat-screen TV is mounted on the wall, and a decorative fireplace is visible with logs arranged neatly inside. Natural light brightens the space through a nearby window.

Home

4.68 out of 5 average rating, 927 reviews

Delightful 2 Double Bedroom House

4.96 out of 5 average rating, 76 reviews

A spacious sleeping area features a large bed adorned with patterned bedding and decorative cushions. Two bedside tables with lamps flank the bed, while a stylish dresser occupies one wall. Fresh flowers are arranged in a vase, adding a touch of color to the serene environment.

Home

Beautiful Garden Annexe in Henley-on-Thames

A cozy seating area features a brown leather loveseat adorned with two white cushions. A small round table is positioned beside the loveseat. A spiral staircase leads upwards in the background, while a chandelier adds an elegant touch to the softly lit space.

5 out of 5 average rating, 33 reviews

Beautiful studio in Henley

4.98 out of 5 average rating, 48 reviews

Barn

Two Bed Large Countryside Barn with Indoor Pool

4.98 out of 5 average rating, 99 reviews

An open plan living area is highlighted by vaulted ceilings and natural wood beams. A kitchenette with modern appliances is complemented by a breakfast bar featuring two stools. Natural light streams in through large glass doors, leading to a cozy seating area and inviting decor.

Guest suite

Delightful, open plan studio in Brightwell Baldwin

4.93 out of 5 average rating, 29 reviews

An outdoor terrace is furnished with a long bench and a vibrant table covered in a decorative tablecloth, ideal for dining. A collection of flowers and a bottle of wine are displayed on the table, complemented by the surrounding greenery and brick pathway.

Guest suite

Countryside retreat set within beautiful woodlands

5 out of 5 average rating, 77 reviews

The kitchen features a modern design with gray cabinetry and open shelving. Pendant lights hang above a wooden countertop, which is complemented by white tiled walls. An indoor plant adds a touch of greenery, while a dining table adorned with a vase rests in the foreground.

Barn

Barn Conversion, Oxfordshire Countryside, sleeps 4

Superhost

The kitchen and living area feature modern cabinetry and appliances, with a large window offering natural light. A dining table sits at the center, adorned with a vase of flowers. Exposed brick walls add character to the design, complemented by a comfortable sofa and wall-mounted television.