Holiday rentals in Henley-on-Thames

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Top-rated holiday rentals in Henley-on-Thames

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

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Guest favourite
An open-plan sitting room features a grey sectional sofa with bright green accent pillows, creating a comfortable seating area. A dark wooden coffee table is centrally placed on a textured rug, with a modern clock visible on the wall. The kitchen area is partially seen in the background.
Guest house in Henley-on-Thames
4.87 out of 5 average rating, 199 reviews

Charlotte's Place

This beautiful annexe is a new addition to our home and has provided us with an amazing space within our garden. The annexe has a open plan sitting room with kitchen and breakfast bar at one end. The bedroom has a super king size bed that can be set up as a twin room if required and there is a separate bathroom with double walk in shower. This is an ideal space for business trips with its own access, wifi, usb points and the ability to self cater if you wish but equally a great weekend getaway.

Top guest favourite
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, 581 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 favourite
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 in Oxfordshire
4.91 out of 5 average rating, 349 reviews

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.

Guest favourite
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 in White Waltham
4.94 out of 5 average rating, 438 reviews

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

Top guest favourite
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.
Guest house in Berkshire
4.98 out of 5 average rating, 147 reviews

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.

Top guest favourite
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 in Brightwell Baldwin
4.98 out of 5 average rating, 103 reviews

Delightful, open plan studio in Brightwell Baldwin

Delightful 1 bedroom detached studio with private entrance and onsite parking. Character, spacious open plan living, beautifully furnished, vaulted ceilings and large walk-in shower room. Outside seating area with lovely views over main garden. Ideal for a relaxing break with local walks and renowned country pub less than a 10 min walk. Brightwell Baldwin is a small hamlet close to the market and historic town of Watlington. Henley-on-Thames and Oxford City Centre are a short drive away.

Top guest favourite
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.
Apartment in Oxfordshire
4.99 out of 5 average rating, 201 reviews

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.

Superhost
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 in Oxfordshire
4.86 out of 5 average rating, 138 reviews

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.
Flat in Oxfordshire
4.86 out of 5 average rating, 121 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.

Top guest favourite
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.
Flat in Oxfordshire
4.97 out of 5 average rating, 227 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.

Top guest favourite
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, 204 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.

Guest favourite
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, 298 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

Popular amenities for Henley-on-Thames holiday rentals

When is the best time to visit Henley-on-Thames?

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Avg. price$217 SGD$235 SGD$238 SGD$260 SGD$264 SGD$354 SGD$486 SGD$326 SGD$291 SGD$245 SGD$234 SGD$253 SGD
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Frequently Asked Questions

  • Are there family-friendly house rentals in Henley-on-Thames?

    Henley-on-Thames has more than 100 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Henley-on-Thames?

    Experience the best of Henley-on-Thames with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Apartment Rentals in Henley-on-Thames?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 40 homes with a kitchen, over 20 homes with free parking, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there house rentals with a dedicated workspace in Henley-on-Thames?

    Yes! Work meets play with ease at over 50 house rentals in Henley-on-Thames featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Henley-on-Thames have wifi?

    Absolutely! We offer over 40 apartment rentals with wifi in Henley-on-Thames. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Henley-on-Thames have free parking?

    Absolutely! We offer over 10 condo rentals with free parking in Henley-on-Thames. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Henley-on-Thames have a kitchen?

    Absolutely! We offer over 10 townhouse rentals with a kitchen in Henley-on-Thames. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Henley-on-Thames?

    Four-legged friends are welcome in Henley-on-Thames. Choose from more than 40 house rentals for guests traveling with pets.

Quick stats about holiday rentals in Henley-on-Thames

  • Total holiday rentals

    Explore 260 holiday rentals in Henley-on-Thames

  • Nightly prices starting at

    Henley-on-Thames holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 8,900 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wifi availability

    250 of Henley-on-Thames holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Henley-on-Thames rentals

  • 4.9 Average rating

    Henley-on-Thames stays are highly rated by guests – averaging 4.9 out of 5!

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