
Cottage holiday rentals in Henley-on-Thames
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Top-rated cottage rentals in Henley-on-Thames
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Gorgeous CountryCottage overlooking Windsor Castle
The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

Charming terrace in the heart of Bray village
Our lovely victorian terraced home is perfectly situated for all the fine dining that the charming village of Bray has to offer. The Michelin 3-starred Waterside Inn and Fat Duck are a few mins walk away as are the Crown Inn, Hinds Head and Caldesi. Stroll 15 mins more and you’ll find the recently renovated Monkey Island Estate. A short drive and you can be at either Ascot or Windsor Races, Cliveden House, Legoland, the village of Cookham or the beautiful river Thames towns of Marlow or Henley

Self contained, rural cottage, 2 double bedrooms
Peaceful rural cottage situated just off the A339 with stunning views. 10 minutes by car from Basingstoke train station. The cottage is next to our house and is a cosy, well equipped place to stay for either a commuter mid week or someone wanting to escape for country walks or bicycle rides. It has a small paved terrace for admiring the view. It is within a mile of Pitt Hall Barn, also close to Oakley Hall, Highclere Castle and Newbury Racecourse to name but a few. Dogs welcome by agreement.

Crestyl Cottage riverside barn for 2 with hot tub
Crestyl Cottage is a delightful self contained country cottage in Sarratt - providing the perfect place to relax, walk, cycle, birdwatch and fish for carp in our small private lake. We provide high end accommodation for 2 adults in an area which has plenty to offer in the heart of the stunning Chess Valley. Crestyl Cottage is a conversion of a redundant barn, originally used for watercress seed drying which has been converted into self catering holiday accommodation with wood fired hot tub.

A Hidden Gem
A character cottage, tucked away, in the heart of gastronomic Bray - renowned for its Michelin-starred restaurants: The Waterside, The Fat Duck, the Hind's Head and Caldesi, all within easy walking distance of the cottage. Lych Cottage is a two-bed semi-detached property, completed to a high standard. It provides a stylish place to stay for those wishing to enjoy the comforts of home whilst availing themselves of the local amenities. The first night's stay includes a continental breakfast.

Chiltern Barn at Wheeler End, Buckinghamshire
Chiltern Barn is a 230 year old converted hay barn in Wheeler End in Buckinghamshire - half way between London and Oxford, close to Marlow and Henley-on-Thames with easy access to the M40. Wheeler End is a small village in The Chilterns built around a large common. There is a friendly local pub, The Chequers and Lane End, less than mile away has local amenities, including a well stocked Londis, a newsagents, excellent farm shop, gastro-pub, Indian and Chinese takeaways, hair dressers etc.

Stylish-Stays: Fleet, Patio, Pets, EV, Parking
Covert Cottage Fleet it's a home away from home. -Comfortable Hypnos mattresses with crisp white linens -Sky Sports, Cinema. -Private patio garden -Fully equipped kitchen for all your culinary adventures -High-speed Wi-Fi and a dedicated workspace for remote work or leisure browsing -Free driveway parking with an EV charger for eco-friendly travelers -Pet-friendly accommodations, because furry friends deserve a vacation too -50-inch HDTV with standard cable/satellite -SKY

2 Bedroom Luxury Cottage (Secure & Quiet)
This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

Gardeners’ Cottage (Georgian stable conversion)
An entirely self contained cottage, recently converted from a Georgian stable and gardeners’ lodge. While adjacent to the owners property it is entirely separate, with its own secure parking and EV charger. Located in a small village, with two pubs on doorstep. Market town of Wallingford (setting for “Midsomer Murders”) is short walk, many amenities including boat rides on the River Thames an outdoor heated pool (summer), great restaurants and shops including Waitrose.

The Coach House
The Coach House is a totally unique property, nestled in the peaceful surroundings of Chobham Common. Spread over two floors, this charming accommodation offers 2 bedrooms, 2 bathrooms, a sitting room, a dining room, a kitchen, & a utility room. There is also an outdoor seating area equipped with barbeque, perfect for unwinding. The quirky design & characterful features of this historic building add to its charm & make it a truly delightful place to stay.

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

Luxurious Barn between Marlow & Henley
A luxurious 2 bedroom detached maisonette barn with garden, terrace and outstanding views over the Chiltern Hills.Situated in the picturesque village of Medemenham, 2 miles from Marlow and 5 miles from Henley-on-Thames. Located opposite Danesfield House Hotel and with stunning woodland walks accessible straight from the property and easy access to the River and Harleyford Golf Course . The property has 2 parking spaces, air conditioning ,wifi .
Popular amenities for cottage rentals in Henley-on-Thames
Cottage rentals with a hot tub

Newly Refurbished Tidy Room in a Cosy Cottage

Rural 2 bedroom lodge in Windsor with Hot Tub

5* Luxury Stylish House -LONG STAY discount

Lavender Cottage

Stunning 6 Bed Cottage & Annexe in Oxfordshire

Luxury rural thatched cottage with cedar hot tub.

2 Bed in Hemel Hempstead (oc-95536)

3 Bed in Aylesbury (oc-88963)
Pet-friendly cottage rentals

Charming Stylish Cottage at Windsor Great Park

Cosy Cottage in Central Henley On Thames

Dog Friendly Cottage 15 minutes to Oxford

Flintstone Cottage, Boxmoor, Hemel Hempstead

Delightful, rural, modern cottage, large garden.

Very Pretty 2 BR Cottage On Edge of National Trust

The Stables

Luxury barn with stunning outside swimming pool
Private cottage rentals

Private property in rural village

Beautiful Two Bedroom Cottage

3 bedroom Victorian cottage on Thames Path

The Bolthole: Charming Country Cottage with Garden

The Bakehouse, detached cottage

Stunning Design-led 2-bed 2- bath with parking

3 Bed, 2 bath Cottage Private Parking & Storage

Hiking/Biking Cottage
Quick stats about cottage rentals in Henley-on-Thames

Nightly prices starting at
Henley-on-Thames holiday rentals start at £67 per night before taxes and fees

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Over 430 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Henley-on-Thames rentals

4.8 Average rating
Henley-on-Thames stays are highly rated by guests – averaging 4.8 out of 5!
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