Holiday rentals in Henley-on-Thames

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Top-rated holiday rentals in Henley-on-Thames

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Superhost
Home in Hambleden
5 out of 5 average rating, 3 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 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 Henley-on-Thames
4.91 out of 5 average rating, 369 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 favourite
A charming boat house is surrounded by lush greenery and blooming cherry blossom trees. The exterior features large blue-framed doors and windows, while a small porch enhances accessibility. The smooth wooden finish complements the natural setting, creating a harmonious appearance within the tranquil landscape.
Cabin in Hambleden
5 out of 5 average rating, 17 reviews

Riverside Hideaway - A perfect Spring retreat

Perfect for all seasons , warm and cozy in Winter, bright and airy in Summer. Take a step back from the hustle and bustle by spending a few days or more in our beautiful boat house on the River Thames. Nestled between two mature cherry blossom trees with a chalk stream running behind, creating a calming natural soundtrack, if you are looking for the perfect getaway... look no further! The boat house is based on a working marina and if you are very lucky you may see our resident Kingfishers!

Superhost
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 Ipsden
4.88 out of 5 average rating, 214 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 favourite
Apartment in Henley-on-Thames
4.99 out of 5 average rating, 211 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 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 Henley-on-Thames
4.86 out of 5 average rating, 129 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 Henley-on-Thames
4.98 out of 5 average rating, 240 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, 212 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.

Top 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, 328 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

Top guest favourite
The exterior of the cottage is showcased, featuring a charming wooden façade with a light green front door. Lush greenery surrounds the property, including neatly trimmed hedges and small decorative plants in pots. A gravel pathway leads to the entrance, under a partly cloudy sky.
Home in Henley-on-Thames
4.99 out of 5 average rating, 86 reviews

The Little Cottage At The Barn

This cottage is for those who want a peaceful location but also want to be able to walk into the beautiful town of Henley on Thames, or perhaps take one of the footpaths up into the Chiltern hills. It is a part of a charming barn conversion, with its own garden and parking at the end of a secluded private road. Recently refurbished it offers a relaxing environment with comfortable 'cottage chic' decor.

Superhost
Apartment in Henley-on-Thames
5 out of 5 average rating, 4 reviews

The Kensington Suite - 2Bed Apartment with Parking

This beautifully appointed 2-bedroom apartment offers a stylish and comfortable stay in a prime location with parking. Featuring high ceilings, generous living spaces, and luxurious bedrooms, it’s well suited to couples, small families, or professionals. Located just moments from Henley’s town centre, you’ll have easy access to local attractions, restaurants, and transport links.

Top guest favourite
A bright living space features a modern kitchen with light cabinetry and an island. A soft sofa is positioned across from a square coffee table, while natural light filters through a skylight and windows, enhancing the warm wood flooring.
Apartment in Henley-on-Thames
4.97 out of 5 average rating, 242 reviews

Delightful Sparkling Clean Flat in Central Henley

Little Beeches is a ground floor fully self contained annex off the main house. Parking in the driveway. The large bedroom has kingsize and single bed (sleeps 2-3) Situated in a private leafy lane 5 minutes walk from Henley Town centre, close to the river and all amenities.

Popular amenities for Henley-on-Thames holiday rentals

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

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Avg. price$214 SGD$232 SGD$235 SGD$257 SGD$261 SGD$351 SGD$480 SGD$322 SGD$288 SGD$263 SGD$250 SGD$303 SGD
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Frequently Asked Questions

  • What are the best places to stay in Henley-on-Thames?

    Many guests choose accommodations near the riverbanks or around the town centre, where easy access to cafes, shops, and walking paths creates a lively base. Some prefer quieter stays in leafy neighborhoods just outside the historic core.

  • What are the best things to do in Henley-on-Thames with kids?

    Families often enjoy riverside picnics, boat trips, and interactive museum experiences in Henley-on-Thames. Parks with playgrounds and attending seasonal events around the town centre are also popular ways to engage younger guests.

  • What are some of the best things to do in Henley-on-Thames?

    Guests frequently explore riverside paths, browse boutique shops, and experience historic boat tours in Henley-on-Thames. Many spend time at local galleries or enjoy a relaxed picnic in scenic green spaces.

  • How is the weather in Henley-on-Thames?

    Henley-on-Thames has winters around 34–46°F (1–8°C) with moderate rainfall, and summers near 53–73°F (12–23°C) with less precipitation. Spring and autumn bring mild temperatures and changing scenery along the river.

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

    Late spring through summer is often recommended for warmer weather, riverside events, and lush greenery. Autumn brings mild temperatures and colorful scenery, making outdoor exploration comfortable.

  • What are the best places to visit in Henley-on-Thames?

    Frequently suggested places to visit in Henley-on-Thames include the River Thames, the classic market square, and historic buildings dotted around town. Art galleries and green public parks add to the area’s inviting character.

  • What are some hiking trails in Henley-on-Thames?

    Henley-on-Thames has riverside paths and wooded trails leading into the Chiltern Hills, with gentle climbs and scenic countryside views. The Thames Path National Trail is often recommended for those looking to take in local nature.

  • What are some family activities we can do in Henley-on-Thames?

    Families in Henley-on-Thames often explore playgrounds, riverside parks, and boat rides on the Thames. Interactive museum spaces and seasonal outdoor events around the town are also frequently suggested.

  • What are some of the best day trip ideas from Henley-on-Thames?

    Day trips often suggested from Henley-on-Thames include exploring historic towns in the Thames Valley, woodland walks in the Chiltern Hills, and visits to nearby gardens or stately homes. Oxford’s classic university buildings and Windsor’s heritage sites are also popular.

  • Are there any pet friendly accommodations available in Henley-on-Thames?

    Many rentals in Henley-on-Thames welcome pets, especially those near riverside paths and parks. Always check the property description for specific amenities and pet guidelines before booking your stay.

  • What are some local tips for visiting Henley-on-Thames?

    Explore early mornings to enjoy peaceful riverside views and shop local markets for seasonal produce. Joining a boat tour or walking along the Thames Path are frequently suggested ways to experience the town’s atmosphere.

  • What is Henley-on-Thames known for?

    Henley-on-Thames is widely known for its historic riverside setting, annual rowing events, and elegant Georgian architecture. The town often attracts guests interested in outdoor activities and local heritage.

  • What are the best hidden gems to explore in Henley-on-Thames?

    Henley-on-Thames has riverside walks, quiet gallery spaces, and traditional pubs tucked along side streets. You can explore local independent shops and discover art spaces around the market square for a relaxed experience.

  • What are the best foods to try in Henley-on-Thames?

    Henley-on-Thames is known for classic British fare, including locally sourced fish, hearty pies, and artisan cheeses. Many guests also enjoy riverside cream teas and seasonal dishes made with produce from nearby farms.

  • What should I bring for a trip to Henley-on-Thames?

    Pack comfortable walking shoes, a light waterproof jacket for rainy days, and layers for shifting temperatures. A camera is useful for scenic river and town views, and some guests bring picnic supplies for outdoor lunches.

  • What is the nightlife in Henley-on-Thames like?

    Henley-on-Thames has a relaxed nightlife scene with traditional pubs, riverside bars, and venues hosting live music. The town’s evening atmosphere encourages guests to mingle over drinks and enjoy cultural events throughout the year.

  • What are the most popular events or festivals in Henley-on-Thames?

    Henley Royal Regatta is the most popular event, drawing spectators each summer for competitive rowing. The Henley Festival celebrates music and arts, while the Henley Literary Festival is often recommended for book enthusiasts.

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

    Many vacation rentals in Henley-on-Thames have amenities suitable for families, such as multiple bedrooms, equipped kitchens, and outdoor spaces. Neighborhoods near the river and around the town centre are often suggested for their convenience.

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 $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,280 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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