Family-friendly vacation rentals in Henley-on-Thames

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

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Guest favorite
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.
Guesthouse 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 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, 577 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 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, 347 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.

Top guest favorite
A small, private building features a sloped roof with multiple skylights. The entrance is marked by a glass door, flanked by a window and adorned with potted flowers. Lush green grass and ferns surround the base, enhancing the garden-like setting.
Condo in Twyford
4.95 out of 5 average rating, 100 reviews

The Old Lab. Private room, shower room & parking.

This small private place is ideally situated close to the village with a number of great restaurants , pubs and eateries. Twyford station is 2 minute walk away with fast direct access to London, Henley-on-Thames, Windsor, Royal Ascot, Reading, Oxford and more. Dedicated parking space & private access to this double bedroom (standard 4’6” bed) and en-suite shower room. No smoking, vaping or pets allowed. Due to the close proximity to Twyford station there may be some noise from time to time.

Guest favorite
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 favorite
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 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 favorite
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 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.

Top guest favorite
A brick pathway leads to the front entrance of a Victorian house, framed by a wrought-iron fence. The exterior features a combination of stone and brick, with decorative detailing. Lush greenery and flowering plants provide color along the pathway and around the property.
Guest suite in Reading
4.95 out of 5 average rating, 192 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
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.
Apartment 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 favorite
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.
Apartment 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 favorite
A charming wooden barn is set amidst lush greenery and tall trees. A tranquil pond with water lilies reflects the surrounding foliage. Bright sunlight illuminates the scene, enhancing the peaceful outdoor space and the rustic charm of the barn.
Guesthouse in Buckinghamshire
4.98 out of 5 average rating, 258 reviews

The Barn at The Grove

The Barn is a self-contained recently converted space in the heart of the Chilterns. It is close to the riverside towns of Henley-on-Thames and Marlow and the surrounding Chiltern countryside. It is located on the edge of the village of Frieth with nearby farm shops and local gastro-pubs within a 5 min drive. The Barn is in a private and peaceful location with off-street parking. It is perfect for couples, solo travellers and small families.

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

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

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Avg. priceG$44,082 GYDG$47,007 GYDG$47,007 GYDG$45,545 GYDG$51,603 GYDG$71,033 GYDG$88,582 GYDG$63,094 GYDG$53,484 GYDG$50,768 GYDG$49,514 GYDG$52,439 GYD
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Quick stats about vacation rentals that are family-friendly in Henley-on-Thames

  • Total vacation rentals

    Explore 140 vacation rentals in Henley-on-Thames

  • Nightly prices starting at

    Henley-on-Thames vacation rentals start at G$16,714 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,750 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Henley-on-Thames vacation rentals include wi-fi 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!