
Cottage holiday rentals in Henley-on-Thames
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Top-rated cottage rentals in Henley-on-Thames
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Luxury 5* House Near Windsor Castle, Ascot, London
This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, beautiful bathrooms, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

Cute Cottage, Flint stone cottage, Hemel Hempstead
Cute Cottage is a beautiful flintstone cottage, with a secure south facing renovated garden. Its located in the heart of Boxmoor Village in Hemel Hempstead, Hertfordshire, less than half a mile to the station (30 mins to Euston, London), 2 minute walk to the beautiful Moor and Canal, under a mile to Hemel town centre. Surrounded by great pubs and restaurants, it is a picture postcard property, public carpark less than 100 yards away, it has everything you need for a comfortable cosy stay.

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

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.

Delightful, rural, modern cottage, large garden.
Spectacular , quiet, rural cottage. This cottage contains a large maisonette room with a super-king bed and a downstairs room with two double beds, ideal for up to 4 children who can share or two adults who prefer double beds. The bathroom has a bath with a shower in it. There is a fully operating kitchen/dining room. Lots of walks nearby either to the pubs in Little Missenden, Penn woods and Penn Street or further into Old Amersham. Shared use of a large garden and tennis court.

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.

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 .

Charming gated cottage • 3 Beds • 2 Baths • 2 cars
PLEASE CONTACT US BEFORE A BOOKING IS MADE. We are open & accepting bookings but would like to discuss your stay in advance. Part of a large detached house, the Victorian Wing is fully private with it's own secluded courtyard and gated parking for 2 cars. This beautifully furnished & comfortable home, hidden away in central Henley, is unique in offering a secluded and quiet spot yet only a 5 minute walk to the Town Square and River.

Dog Friendly Cottage 15 minutes to Oxford
Cosy, stylish interiors similar to “The Holiday” cottage. Dog-friendly and perfect for winter weekends or romantic getaways. Snuggle by the fire, enjoy king-size beds, or take in peaceful countryside views. Fully equipped kitchen and fast Wi-Fi. Just 15 mins from Oxford, Blenheim Palace, and The Cotswolds. Stroll to the award winning ‘The Bat & Ball’ pub for a delicious meal. Limited March weekend dates — book your spring escape now!
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

Luxury rural thatched cottage with cedar hot tub.

2 Bed in Hemel Hempstead (95536)

3 Bed in Shabbington (88963)

2 Bed in Thame (CC068)
Pet-friendly cottage rentals

Cosy Cottage in Central Henley On Thames

Luxury Gatehouse in Rural Location

Walk to Windsor Castle-Grade II listed cottage

Very Pretty 2 BR Cottage On Edge of National Trust

The Stables

Luxury barn with stunning outside swimming pool

Perfect hideaway just 30 minutes from Oxford

Curiosity Cottage
Private cottage rentals

Beautiful Two Bedroom Cottage

3 bedroom Victorian cottage on Thames Path

Thatched Grade ll property in Ashford Hill

Cottage in Highclere

Period cottage, cosy sittingroom individual host

The Bolthole: Charming Country Cottage with Garden

Saddlers Rest perfect for LaplandUK & Legoland

Design-Led-2xSuper-King Bed-2xEnsuites W Parking
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

Verified guest reviews
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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