Vacation rentals in Winkfield

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Top-rated vacation rentals in Winkfield

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Guest favourite

Guest suite in Warfield

4.92 out of 5 average rating, 180 reviews

The Hayloft Suite, St Michaels Grange

The hayloft is a self contained and beautiful quirky addition to a private family home within a courtyard, secure in a gated environment, close to Bracknell centre but giving the feel of being in the country. A lovely place to relax, and enjoy the pub down the road after a days work. Perfect for anyone working in Bracknell from time to time or on a weekly basis who wants to feel more at home when away. Tea, coffee, milk, porridge pots and welcome treats included. Easy parking outside your door.

Jul. 15 – 22

$181 CAD per night

Guest favourite

Cottage in Winkfield Row

4.93 out of 5 average rating, 174 reviews

Unique Cottage, Beautiful Views, Ascot, Windsor

This is the perfect hideaway to retreat, unwind and escape from the pressures of life. The cottage is a newly refurbished, converted stable block, set in a unique location. Close to historic towns & villages including Ascot and Windsor with direct trains from London Waterloo and close to the M4, M25 & M3. A plethora of Michelin starred restaurants, wonderful walks in Windsor Great Park, Virginia Water & the neighbouring Chilterns await you! Ideally situated for visiting Lapland UK and Legoland.

Oct. 2 – 9

$328 CAD per night

Guest favourite

Home in Ascot

4.97 out of 5 average rating, 123 reviews

Cosy private detached from main house large room

Private entrance,dressing room, large corner shower , making the area totally self sufficient and private. The living room area is the same room as the sleeping area. With a Divan bed, 1 double Sofa bed. 1.7 miles to Ascot Racecourse, 2 miles to Ascot Station, 4.5 miles to Legoland, 7 miles to Windsor, 9 miles to Thorpe Park. A 5 Minute drive to Lapland UK. 3.2 miles to Bracknell. Wifi, Sky and Smart TV. Fridge, kettle and microwave. For a family visit please message me to discuss a discount.

Mar. 16 – 23

$116 CAD per night

Guest favourite

Barn in Warfield

4.91 out of 5 average rating, 732 reviews

Delightful small converted barn

Unique newly converted small barn, bright, light and self contained. Sleeps 3 adults or 2 adults and 2 children (or 2 small adults) due to restricted height space in loft. Large gravel drive behind big, wooden gates for safe and easy parking. An assortment of Teas, coffee & biscuits. Breakfast is not provided. Situated down a country lane, within the garden of the house, walking distance to pubs and restaurants. A few miles from Ascot and Royal Windsor, Train stations to London and Reading.

Jan. 17 – 24

$157 CAD per night

Guest favourite

Farm stay in Headbourne Worthy

5.0 out of 5 average rating, 235 reviews

A Unique Farm Retreat

There’s something magical about The Granary. Set in acres of farmland with spectacular sunrises and sunsets, The Granary brims with rustic charm. A dreamy hideaway with an outdoor copper bath and wood fired hot tub. An idyllic get-away-from-it-all yet only 3 miles to historic Winchester. Soak amid hot water, steam and fresh air surrounded by nature and birdsong, enjoy magnificent sunsets from the ‘Sundowner’ or cosy up toasting marshmallows over the fire pit - a perfect escape to unwind.

Jan. 30 – Feb. 6

$296 CAD per night

Guest favourite

Guest suite in Nr Bracknell

4.96 out of 5 average rating, 116 reviews

4 people, beautiful views, near Legoland & Lapland

Lovely, 2-bed modern apartment, fantastic views over the gardens. Spacious apartment for 4 people in a quiet countryside setting, 1.5 miles to the Lexicon town centre & excellent shops, entertainment, eating, cinema. 5 miles to Legoland, 3 miles to Ascot (the races). 50 minutes into London Waterloo or Paddington from Maidenhead in 18 minutes. *NEW* Meta Quest 2 available to rent Great fun for all the family! £ 15 per stay 2 x 4k TV's, Disney, Netflix and SNES mini Bikes available to hire

Dec. 28 – Jan. 4

$285 CAD per night

Guest favourite

Guesthouse in Binfield

4.98 out of 5 average rating, 111 reviews

The Brickmaker’s Loft

A newly fitted one bedroom apartment, with living area, full kitchen, large bedroom with king size bed, a full size single bed in the eaves, and an extra single bed if needed. We’ve kitted the Brickmaker’s Loft out with everything you would need. The kitchen has an oven, fridge, dishwasher, kettle, toaster, microwave and all the normal cooking bits, crockery etc. The bathroom has a walk-in shower, loo, and sink, and a washing machine if you need it. The bedroom is a lovely relaxing space.

May 27 – Jun. 3

$198 CAD per night

Guest favourite

Guest suite in White Waltham

4.95 out of 5 average rating, 344 reviews

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

Sep. 24 – Oct. 1

$102 CAD per night

Guest favourite

Apartment in Windsor and Maidenhead

4.98 out of 5 average rating, 202 reviews

The Studio in Maidenhead Riverside, Berkshire, UK.

This is a large self-contained quiet double bedroom studio with en-suite bathroom and kitchenette with it's own private entrance. Attached to our house. There is off-street parking for one car. Convenient for the A4, M4, M40 M25 London is 25 miles. Heathrow Airport is 15 minutes away by car.. Direct trains into London. The Elizabeth Line train will run from Maidenhead station direct to London and the West End. (New Zone 6) Good for Windsor, River Thames, Pinewood Studios Smae Institute.

Dec. 5 – 12

$124 CAD per night

Guest favourite

Guesthouse in Bracknell Forest

4.99 out of 5 average rating, 158 reviews

Self-contained Garden Lodge

A newly refurbished, detached and self-contained lodge next to our family home in Bracknell. Lovely quiet location, 0.7 miles from central Bracknell (Lexicon). A modern bedroom with a snack/drink station and an ensuite shower room. Full access to a family garden. 3 mins walk to Little Waitrose supermarket (open 24h), or KFC 5 mins walk to Harvester pub 7 mins walk to Leisure Centre (swimming pool, gym, spa, racket sports) 15 mins walk/5 mins drive to train station/central Bracknell

Jun. 23 – 30

$120 CAD per night

Guest favourite

Cottage in Windsor and Maidenhead

4.97 out of 5 average rating, 686 reviews

The Old School House, Ascot, Berkshire

Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.

Feb. 18 – 25

$182 CAD per night

Guest favourite

Tiny homes in Winkfield Row

4.8 out of 5 average rating, 247 reviews

Forest Lodge retreat for a work, couple or family

A large Lodge beautifully situated overlooking the tropical garden and pool, comfortably accommodating 2 adults or a family of 4. Self-contained with ensuite, kitchenette and bedroom living area. Smart Flatscreen TV. Free WiFi throughout. Large executive desk to work at if on work staycation. Enjoy the wonderful sunsets whilst seated on the balcony surrounded by the beautiful garden and seasonal pool. Continental breakfast provided.

Mar. 14 – 21

$150 CAD per night