
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.

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

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.

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.

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.

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.

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
Popular amenities for Henley-on-Thames holiday rentals
Stay near Henley-on-Thames's top sights
Other great holiday rentals in Henley-on-Thames

Historic Luxury Townhouse in Marlow

Spacious country retreat or romantic mini break

Delightful 2 Double Bedroom House

Water's Edge

Two Bed Large Countryside Barn with Indoor Pool

The Hayloft, Downley Common

Chapel Loft - Brand New Apartment with Parking

Lovely Victorian house in central Henley
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 | $217 SGD | $235 SGD | $238 SGD | $260 SGD | $264 SGD | $354 SGD | $486 SGD | $326 SGD | $291 SGD | $245 SGD | $234 SGD | $253 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
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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- Cotswolds AONB
- British Museum
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