
Cottage vacation rentals in Maidenhead
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Top-rated cottage rentals in Maidenhead
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Gale Cottage
Gale Cottage combines classic country charm with modern styling. The Cottage looks out over a landscaped courtyard affording privacy and a stunning view including a medieval church and Grade 1 Listed surroundings. Part of the Dorney Court Estate, the Cottage is a stone's throw from Dorney Lake (2012 Olympic Venue) and a short walk to Dorney's wonderful Walled Garden Centre with its delightful cafe perfect for breakfast or lunch during your stay. Two village pubs are also conveniently close by.

Period cottage, cosy sittingroom individual host
Self contained part of charming thatched cottage in this attractive South Oxfordshire village, between Didcot (2.5 miles) and Wallingford (3.5 miles). The accommodation has its own entrance, sitting room - with inglenook fireplace (only use electric fire provided) - and steep, winding stairs leading to the large bedroom with vaulted ceiling and superking bed. Guests will have sole use of the adjoining bathroom. Period features also include low beams, but rule out a shower. Not for children.

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

Beautiful oak barn in peaceful countryside setting
Delightful detached barn crafted from French oak in a peaceful private lane on a gated country estate. Luxuriously appointed with full facilities for a short break or longer stay. Air Con. Free EV charging point. Many public footpaths close by. Local shops are only a 10 minutes stroll. Gastro pubs, restaurants and independent shops within easy walking distance. A short drive from M25 (J11). Fast rail links to London from Woking. LGBTQ+ friendly. Friendly Spaniel and Siamese cat on site.

Family friendly - rural, detached, home from home
The Gardener's Cottage is a delightful, family friendly retreat with private garden. Set in the grounds of a Queen Anne Rectory, it has 17th Century charm with the convenience & comfort of modern fittings. We are on the Ridgeway, in a picturesque rural setting. The Far Kingdom was recently on BBC's Countryfile! Search for 3rd May episode on BBC iPlayer for a sneak peek. We have a second cottage if you are looking for something a bit different. https://www.airbnb.com/h/old-rectorycottages

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.

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.
Popular amenities for Maidenhead cottage rentals
Cottage rentals with a hot tub

Newly Refurbished Tidy Room in a Cosy Cottage

Pond Cottage

5* Luxury Stylish House -LONG STAY discount

Lavender Cottage

Luxury rural thatched cottage with cedar hot tub.

2 Bed in Hemel Hempstead (oc-95536)

3 Bed in Aylesbury (oc-88963)

2 Bed in Thame (oc-cc068)
Pet-friendly cottage rentals

Fancy cottage by RiverThames , Kew Gardens

Mulberry Cottage

Luxury Oxfordshire Cottage | Dogs | Pub

Wimbledon Village Sleeps 3 Cute Cottage

Modern Cottage with Rural Views

Flintstone Cottage in Boxmoor, Hemel Hempstead

Delightful, rural, modern cottage, large garden.

Self contained, rural cottage, 2 double bedrooms
Private cottage rentals

Charming Cottage in St Albans

5* Boutique Hse Nr Windsor Castle, Ascot & London

Studio West & Petting Farm-Near Legoland- Lapland

Thatched Grade ll property in Ashford Hill

Upscale Bright Boutique Cottage Central St Albans

3 BR Victorian Cottage close to Windsor

Escape to Country Living at its Finest!

Tawny's at Willow Barn
Quick stats about cottage rentals in Maidenhead

Nightly prices starting at
Maidenhead vacation rentals start at G$8,369 GYD per night before taxes and fees

Verified guest reviews
Over 370 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Maidenhead rentals

4.8 Average rating
Maidenhead stays are highly rated by guests—averaging 4.8 out of 5!
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- Wembley Stadium
- Covent Garden
- Kings Cross
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- St Pancras International
- London Bridge
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- University of Oxford
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