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Holiday rentals in Winnersh

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Top-rated holiday rentals in Winnersh

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The charming Victorian Lodge features a classic brick exterior with white trim, framed by lush greenery. Two inviting front windows and a central doorway are surrounded by decorative flower pots. A gravel pathway leads to the entrance, highlighted by an expansive tree nearby.
Cottage in Old Windsor
4.99 out of 5 average rating, 106 reviews

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.

Top guest favourite
A riverside log cabin is nestled among trees, featuring a spacious deck and seating area overlooking the water. Lush greenery surrounds the outdoor space, creating a natural setting that invites relaxation. The cabin’s wooden structure blends harmoniously with its peaceful environment.
Cabin in Reading
4.98 out of 5 average rating, 451 reviews

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Charming, riverside log cabin on the bank of the Kennett, overlooking a nature reserve. Privately located in my back garden there is a large open plan room with 2 double sofa beds, sleeping 4, a slate bed pool table & Hi Fi system. There's a luxury en suite bathroom with copper bathtub, shower, basin & WC. There are basic kitchen facilities with kettle, toaster, double hot plate, microwave & grill, sink & refrigerator/freezer. A veranda with 2 bbq's & seats plus lower deck overlook the river.

Top guest favourite
Guest suite in Winnersh
4.98 out of 5 average rating, 41 reviews

The Studio @ Winnersh

Independent studio with private entrance, renovated in 2025. Features: - Double bed - Dining/work table - Large TV (internet connected) - High-speed 900Mb Wi-Fi - Kitchenette: fridge-freezer, microwave, portable hotplate & cookware - Ensuite shower room - Towels & bedding included Parking: Off-road parking on-site. Type 2 EV charger available for an extra fee - normally cheaper than public rates. Inquire for details. Check-in: - In-person and flexible. Late nights by arrangement.

Top guest favourite
The exterior of the Brickmaker’s Loft displays a charming white facade with brown accents and multiple arched windows. A spiral staircase leads to the entrance, and a well-maintained garden is visible, featuring lush green grass and flower beds along the edge.
Guest house in Binfield
4.99 out of 5 average rating, 209 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.

Guest favourite
Apartment in Sindlesham
4.95 out of 5 average rating, 77 reviews

Nirvana Retreat with Parking I Pass The Keys

My property is managed by Pass the Keys, a professional co-host of Airbnb. - Located opposite Nirvana Spa, in the heart of Sindlesham village - Two double bedrooms - Modern bathroom with large walk-in shower - Open plan living and dining area - Large modern kitchen, with integrated appliances - Dedicated study desk with curved monitor - Two allocated car parking spaces - Communal garden area - Hotel quality linen and bathroom consumables provided - Perfect location to explore Sindlesham

Guest favourite
An outdoor patio area is presented, featuring a round table surrounded by six wooden chairs. A large umbrella provides shade. The wooden structure of the apartment stands nearby, with sliding glass doors enhancing the connection between indoor and outdoor spaces.
Cabin in Woodley
4.93 out of 5 average rating, 277 reviews

The Secret garden apartment

A lovely indendant apartment at the bottom of our garden secluded by trees . the apartment has a nice outside area with patio table and chairs . Inside there is a large open plan kitchen , dinner, lounge with a sofa bed and a well equipped kitchen with double oven , fridge freezer , dishwhaser , whashing machine microwave , toaster, kettle and much more . theres a large smart tv and wifi , dinning table . bedroom with king size bed and built-in wardrobe . bathroom with walk-in shower .

Top guest favourite
A bright living area features a spacious gray sofa with red accent pillows and a large checkered ottoman. Skylights provide natural light, while framed art decorates the walls. A dining table is situated nearby, with sliding doors leading to an outdoor terrace.
Home in Pangbourne
5 out of 5 average rating, 263 reviews

A Perfect Pad in Pangbourne!

The house was 'created' in 2020 having originally been part of the village pub - it’s now part of a redeveloped property which also includes the owners home and a fabulous cafe called Artichoke Cafe. The property is right in the heart of the picturesque riverside village of Pangbourne with its fabulous specialist shops, cafes, restaurants and pubs. Yet only ten minutes walk gets you to the countryside! The village also boasts a mainline station with direct trains to London Paddington.

Top guest favourite
The open-plan living area features two comfortable sofas arranged around a wooden coffee table, with decorative cushions. A modern kitchen is visible in the background, showcasing grey cabinetry and contemporary appliances. Natural light enters through large windows overlooking a private outdoor space.
Flat in Wokingham
4.95 out of 5 average rating, 184 reviews

"Koti" Grade II Listed Flat in Wokingham

Newly renovated Grade II listed, two bedroom flat. Sole use. Own private entrance and check in. Historical detail combined with contemporary furnishings creates a stunning base from which to explore the local area. Three minute walk to the station, excellent train links. Easy access to the A329 and motorways. 30 mins to Heathrow. Parking is on road in front of the property on a one way street. Hosts live below so always available for any assistance or local information.

Guest favourite
A modern dining setup is displayed with a polished wooden table, adorned with a neutral table runner. A glass vase holds white flowers, while a glass and stack of plates are positioned carefully. The kitchen is visible in the background, featuring sleek cabinetry and vibrant fruit accents.
Home in Winnersh
4.9 out of 5 average rating, 10 reviews

7 BDS, 3 BTH, PRKG-4 M4/329 Contractor Friendly

Amazing, fully-equipped serviced accommodation for business travellers, relocators, and contractors seeking regular and long-term stays. ✔ FREE DRIVEWAY PARKING for 4 vehicles ✔ 4 Bed, 3 Bath House (sleeps 7) ✔ Fully-equipped Kitchen ✔ Smart TV (Netflix & Prime) ✔ 150Mb Fast WiFi ✔ Sainsbury's Superstore & Starbucks 5min walk ✔ Wokingham 5min ✔ Shinfield Studios 10min ✔ Bracknell 15min ✔ Reading 15min ✔ Camberley 25min I live locally and look forward to hosting you.

Guest favourite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage in Warfield
4.97 out of 5 average rating, 353 reviews

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

Guest favourite
Flat in Woodley
4.93 out of 5 average rating, 40 reviews

Charming Garden Guesthouse with Free Parking

Welcome to Your Home Away from Home in Reading! Step into our recently renovated stylish 1-bed studio flat with private access, Wi-Fi, Smart TV, fabulous outdoor space, long stay discounts and free secure parking. Located on a quiet cul-de-sac, creating a pleasant retreat for a perfect stay. Reading is a 25-minute train ride into London Paddington, and has beautiful countryside situated all around it, such as Oxfordshire and Henley.

Top guest favourite
A charming cottage is showcased with a brick facade and a sloped roof, surrounded by a gravel pathway. Colorful flowering plants adorn the entrance, with a welcoming front door and a seating area visible beside the windows.
Cottage in Waltham Saint Lawrence
4.97 out of 5 average rating, 146 reviews

Beautiful self catering 2 bed Cottage

This beautifully restored Wheelwrights has been transformed into a contemporary 2 bedroom, (one kingsize bed. One twin beds) 2 bathroom cottage with all the luxuries of a modern home, and yet maintaining its original oak beams, vaulted ceilings and light gallery. This is a wonderful venue for couples, friends and families.

Popular amenities for Winnersh holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Berkshire
  5. Winnersh