Family-friendly holiday rentals in Henley-on-Thames

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Top-rated family-friendly rentals in Henley-on-Thames

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Top guest favourite
Shepherd’s hut in Ewelme
4.99 out of 5 average rating, 567 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.

Guest favourite
Tiny home in Oxfordshire
4.91 out of 5 average rating, 339 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
Guest suite in White Waltham
4.94 out of 5 average rating, 434 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
Guest house in Berkshire
4.98 out of 5 average rating, 144 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
Apartment in Oxfordshire
4.99 out of 5 average rating, 199 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.

Guest favourite
Barn in Oxfordshire
4.87 out of 5 average rating, 137 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.

Top guest favourite
Guest suite in Reading
4.95 out of 5 average rating, 188 reviews

Private double bedroom and en-suite bathroom

We are located very near the Royal Berkshire Hospital and University of Reading. We have a bedroom, garden room and bathroom for people to use during their stay (nothing is shared). There is a separate entrance to the guest's accommodation and there is no access to the main house. We have a cat who sleeps in the adjoining room (our utility room), but will not have access when guests stay. There is no breakfast supplied. There is on road parking on weekday evenings and weekends.

Superhost
Flat in Oxfordshire
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.

Top guest favourite
Flat in Oxfordshire
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.

Top guest favourite
Loft in Henley-on-Thames
4.94 out of 5 average rating, 202 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
Apartment in Henley-on-Thames
4.91 out of 5 average rating, 127 reviews

Central Hidden Gem

If it is a base in the centre of Henley's beautiful market town you are seeking, then Central Hidden Gem is the perfect spot. The apartment proudly exhibits a combination of a modern style with contemporary quirks, creating a stylish yet homely air. Sleeping a maximum of five guests across two bedrooms and one sofa bed, Central Hidden Gem is ideal for small families or groups of friends who want to explore all that the town has to offer.

Guest favourite
Cottage in Henley-on-Thames
4.92 out of 5 average rating, 144 reviews

Charming gated cottage • 3 Beds • 2 Baths • 2 cars

PLEASE CONTACT US BEFORE A BOOKING IS MADE. We are open & accepting bookings but would like to discuss your stay in advance. Part of a large detached house, the Victorian Wing is fully private with it's own secluded courtyard and gated parking for 2 cars. This beautifully furnished & comfortable home, hidden away in central Henley, is unique in offering a secluded and quiet spot yet only a 5 minute walk to the Town Square and River.

Popular amenities for Henley-on-Thames family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Henley-on-Thames

  • Total rentals

    130 properties

  • Nightly prices starting at

    $104 SGD before taxes and fees

  • Total number of reviews

    4.2K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    130 properties include access to wifi