
Holiday rentals in Henley-on-Thames
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Top-rated holiday rentals in Henley-on-Thames
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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.

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.

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.

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.

Henley apartment with heated pool
Four Star rated first floor apartment in its own self-contained block with heated outdoor swimming pool in an area of outstanding natural beauty. While secluded and peaceful, it’s within easy level walking distance of Henley-on-Thames and its famous stretch of river. The property is ideal for couples or up to 3 guests. In the summer our wonderful HEATED (new for 2025) swimming pool is available to our guests. If you would like exclusive use of the pool please ask at no extra cost.

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.

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.

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.

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

Honeysuckle terrace
In the heart of Henley-On-Thames, a quintessentially English town brimming with charm and character, Honeysuckle is a delightful self-catering terraced house, with one double bedroom and one twin bedroom on the first floor with a shared bathroom which is located on the ground floor. Enjoy alfresco dining in the pretty private courtyard and with its central location which is walking distance to all the towns amenities, making the house an idyllic escape.

Gorgeous Cottage in Skirmett with Parking
This gorgeous 3 bedroom cottage, is in the quiet village of Skirmett, situated in the Hambleden Valley, in a particularly pretty area of the Chilterns. Many films and TV series have been filmed in the area, as it is often thought of as quintessentially English. Just a hop and a skip from London and its airports and a short distance from Marlow, Henley or High Wycombe stations... come and step back in time and enjoy a rural setting you won't forget.

Ideal self-contained annex, close to town
A homely and practical base for your trip to Henley. Located within a quiet residential area and conveniently close to town, with less than a ten minute (flat) walk into town. Tucked away, guests will have full privacy during their stay. Whilst the accommodation is attached to our family home, it is separate and self-contained. I will meet and greet then leave you to it! Parking for one car on site and on road parking nearby.
Popular amenities for Henley-on-Thames holiday rentals
Stay near Henley-on-Thames's top sights
Other great holiday rentals in Henley-on-Thames

Tavern Townhouse – Woodcote

Elegant Central Henley Apartment

The Neptune

Mills Cottage

Mary Anne House, 4 beds, Parking & Garden

Private room in Henley-on-thames

Cozy double room: Henley center

Comfy sunny King bed
When is the best time to visit Henley-on-Thames?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $214 SGD | $231 SGD | $234 SGD | $256 SGD | $260 SGD | $349 SGD | $478 SGD | $321 SGD | $286 SGD | $262 SGD | $249 SGD | $302 SGD |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
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!
Destinations to explore
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- Cotswolds AONB
- Paddington
- Big Ben
- British Museum
- Covent Garden
- London Bridge
- Marble Arch
- St Pancras International
- Hampstead Heath
- Buckingham Palace
- Tottenham Court Road
- Kings Cross
- The O2
- Natural History Museum
- Wembley Stadium
- Piccadilly Theatre
- Trafalgar Square
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Olympia Events
- Russell Square
- Camden Market




