
Holiday rentals with breakfast in Maidenhead
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Maidenhead

Total holiday rentals
Explore 30 holiday rentals in Maidenhead

Nightly prices starting at
Maidenhead holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 2,010 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Maidenhead holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Maidenhead rentals

4.8 Average rating
Maidenhead stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated Holiday Accommodation with Breakfast in Maidenhead
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

Five Star Boutique 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.
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Historic building in the centre of Windsor.
Beautifully renovated 1850's Coach House. This is part of a building that housed Queen Victoria's Equerries at Windsor Castle. Based in central Windsor with private parking, the property is an ideal place for a staycation. Mess about on the river (boating, paddle boarding, swimming) or visit the many beauty spots in the area. Legoland, Windsor Great Park, Windsor Castle and Swinley mountain bike trails are all within easy reach. A unique property that we hope that you will love as much as us.
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Come and Stay in our Charming Cottage
We are located in the historic village of Medmenham within the picturesque Hambleden Valley, just a stones throw from the River Thames and minutes from Marlow and Henley where you will find a wide selection of Bars, Cafe’s, Restaurants and Shops. The area is perfect for country walks and cycling on the Thames Path or within the picturesque Chiltern Valley where you can enjoy its popular pubs and pretty villages. It is an ideal location for exploring the area, business trips or simply relaxing.
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The Hayloft Suite, St Michaels Grange
The hayloft is a self contained 1-bed beautiful quirky addition to a private family home in 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.
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Luxury Apartment, The Barn, Cookham
The Barn is tucked away in a private courtyard set back on a picturesque and quiet lane that leads towards the village high street. Steeped in history and oozing character, it dates back to the 18th century. Vaulted ceilings and old beams frame the bedrooms which are furnished with an ornate bed/sofa bed/Egyptian cotton bed linen in a combination of dusky pinks/greys all in a shabby chic style. Chandeliers, silk bedspread, Farrow & Ball paint and Bamford Botanical sustainably made toiletries.
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Stunning One Bedroom Annex
The annex is very cosy with free parking on front drive for one guest car. The bedroom has ensuite and there is a separate living room with a very comfy sofa. There is a garden and outside dining table & gazebo area at the bottom ideal for smokers. Our house has the 'Loudwater' sign outside our house if you don't see the number 9 in the dark. We are also directly opposite Thanestead Court. Our place is just off junction 3 High Wycombe East from M40 so a great location to get to locations.
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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.
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Clive House, Portsmouth Road, Esher, KT10 9LH
Nestled walking distance from Esher High Street the apartment is situated across the courtyard of Clive House, a Georgian dwelling built in the middle of the eighteenth century by Clive of India. The newly refurbished accommodation includes : living area, kitchen/ diner and ensuite double bedroom with a kingsize bed. Living includes a new compact and bijou fully fitted kitchen, dining area with wood burner, luxurious sofa and Smart HD TV/ Sonos sound bar as well as complimentary WiFi.
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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.
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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.
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Spacious 2 Bedroom Cabin With Pool Table and Patio
The cabin is a fun and light filled space, perfect for families or couples. It boasts its own private patio, which leads to a secluded secret garden with an outdoor roll top bath! Inside there is a pool table and Sky TV. It is in the garden of a family home, situated half a mile from Twyford station, allowing easy access to Henley-on-Thames and London via the Elizabeth line. The cabin is accessed through a secure, key coded gate around the side of the main house.
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Spacious Victorian Farmhouse with rural views
A spacious Victorian Farmhouse with a stunning rural landscape, offering big views of farmland and woods from the garden terrace, lovely country walks and a charming pub/restaurant within 100 metres (The Bottle and Glass Inn). It's perfect for families or groups of friends and within easy reach of Henley-On-Thames (3 miles) and Reading (4 miles).
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Popular amenities for Maidenhead Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

1 bed apartment. Village location. Heathrow 25mins
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Film Studio*Heathrow Airport*Families*Long Stays
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Country House Woking S/C 2 person Annex
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Elegant 3-Bed 3-Bath Langley Home | Elizabeth Line
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Large country house, indoor hot tub, pool, for 12
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Edale in the Bywaters - 15 min train to London
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Slough Train St 4 beds contractors accommodation
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3bed & garden @Gardners Cottage(WGC79)
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Apartment rentals with breakfast

Lovely annexe, short walk to River Thames, Sunbury
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Comfortable 1st floor apartment of a house
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Deluxe 1st floor flat. Own entrance. Free parking.
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Fab 2B Town Centre apt w/pkg Cavendish Hse Windsor
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Well-provided double en-suite room with breakfast
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Wizarding Studio Room - Themed
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Self Contained - Spacious Studio Local to Windsor
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Cosy modern one-bedroom flat by Heathrow Airport
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Bed and breakfast rentals with breakfast

Spacious room in quiet location close to station
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Family run medieval manor including breakfast
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With private lounge, Benson
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Comfortable double bedroom in peaceful location.
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Beautiful studio loft room ensuite
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Room in our lovely, calm townhouse.
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Private bedroom with ensuite in a beautiful home
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Lovely room in quiet beamed cottage near Thames
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When is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $165 NZD | $151 NZD | $156 NZD | $165 NZD | $182 NZD | $211 NZD | $195 NZD | $212 NZD | $189 NZD | $177 NZD | $180 NZD | $170 NZD |
| Avg. temp | 6°C | 6°C | 8°C | 11°C | 14°C | 17°C | 19°C | 19°C | 16°C | 12°C | 8°C | 6°C |
Destinations to explore
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- Rentals with breakfast Berkshire
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- Rentals with breakfast United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Silverstone Circuit
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- Goodwood Motor Circuit
- University of Oxford
- Victoria Park
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Buckingham Palace
- South Downs National Park
- Alexandra Palace





