
Holiday rentals with breakfast in Maidenhead
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals 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.

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.

Cute, Self-Contained Double near HP Studios/London
A magical retreat for Harry Potter fans. Newly styled to an exceptional standard, the room features a modern en-suite with shower, small double bed, TV, ironing facilities, fridge, dining essentials, fan, plus plush blankets and extra pillows. A light breakfast of fruit, pastries and cereals is included. Enjoy daily cleaning and freshly replenished amenities. The room has its own private entrance and is fully separated from the main house, ensuring complete privacy and an enchanting stay. 2/2

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.

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.

Charming 1 bedroom place with parking.
Relax in the beautiful Chilterns in a comfortable self contained suite with En-suite shower, dining area, 40" Smart TV, fridge. Pub 15 minute stroll away. Nearby towns of Chesham & Amersham have transport links into London and offer a host of restaurants and shops. The Chilterns AONB is well renowned among walkers. We are convenient for The Harry Potter studios (20 min drive) The property is self contained and totally separate from the owner's house so you can come and go as you please.

A Perfect Pad in Pangbourne!
The house was 'created' in 2020 having originally been part of the village pub - its 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.

Stunning country retreat or romantic mini break
A country hideout above our detached oak framed barn. Stylishly furnished in a rustic luxury theme ensuring this retreat ticks all boxes to make your stay comfortable & cosy! Very spacious and an ideal place to come and relax for a romantic countryside break. Fantastic pub in the neighbouring village that serves food most days (please check) and there is a very well equipped kitchen should you like to cook for yourselves. Easy access to Oxfordshire best countryside walks too.

Stunning One Bedroom Annex
The annex is very cosy with free parking on front drive. The bedroom has ensuite and there is a separate living room with a very comfy sofa. There is a garden and outside dining table and gazebo area at the bottom ideal for smokers. Our house has the 'Loudwater' sign right 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.

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.

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.

Thatched Grade ll property in Ashford Hill
A detached, Grade ll, 200 year old thatched cottage in the small village of Ashford Hill, close to Newbury. My husband Andy and I own this one bedroom cottage, which has been carefully furnished and has parking and a small dedicated outdoor space.. It is an ideal base to explore the local area. Guests can visit Highclere Castle (Downton Abbey), attend the races at Newbury Race Course or enjoy the walks in the surrounding area including Watership Down.
Popular amenities for rentals with breakfast in Maidenhead
House rentals with breakfast

Briants, Easter Break for Friends, Family & Pets

Edale in the Bywaters - 15 min train to London

Large home for contractors and families

Chester House | 3 BDR House Free Parking | Sleep 8

Modern, chalet bungalow in Thames Ditton

Modern 6 bedroom home next to Racecourse

Film Studio*Heathrow Airport*Families*Long Stays

Contemporary family home with all the extras
Apartment rentals with breakfast

Deluxe 1st floor flat. Own entrance. Free parking.

Lovely annexe, short walk to River Thames, Sunbury

Self contained studio flat in Henley on Thames

Spacious Guest Accommodation

Spacious Harrow Home Sleeps 6 | Free Parking

West London Residences•Open-Plan•By PiccadillyLine

Self Contained - Spacious Studio Local to Windsor

Clive House, Portsmouth Road, Esher, KT10 9LH
Bed and breakfast rentals with breakfast

Family run medieval manor including breakfast

Lovely room to stay close to Oxford City Centre

Spacious room in quiet location close to station

3 bedrooms in a 17C listed house

Comfortable double bedroom in peaceful location.

Large double room 30 mins from Piccadilly Circus

Beautiful studio loft room ensuite

Lovely room in quiet beamed cottage near Thames
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 $51 SGD per night before taxes and fees

Verified guest reviews
Over 2,030 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Maidenhead holiday rentals include wifi access

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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- Rentals with breakfast United Kingdom
- South Downs National Park
- Tower Bridge
- Paddington
- Big Ben
- British Museum
- Covent Garden
- London Bridge
- Hampstead Heath
- St Pancras International
- Marble Arch
- Buckingham Palace
- Wembley Stadium
- Kings Cross
- Tottenham Court Road
- The O2
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Russell Square
- Olympia Events




