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 2,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • 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, Wifi 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.

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Guest favourite
The exterior view showcases a historic Mews property built of light-colored brick with a slate roof. Paved pathways lead through a well-maintained courtyard, bordered by greenery and mature trees. A secure, private entrance is visible, providing access to the residence.
Cottage in Englefield Green
4.94 out of 5 average rating, 102 reviews

5* Boutique Hse Nr 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.

Guest favourite
The exterior of the Coach House displays a combination of traditional brickwork and modern design. Black doors are framed by large windows, while a small stone table with chairs is positioned by the entrance. Decorative plants add a touch of greenery to the inviting facade.
Home in Windsor and Maidenhead
4.95 out of 5 average rating, 283 reviews

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.

Top Guest favourite
A cozy sleeping area features a spacious bed dressed with a soft, textured blanket. Two decorative pillows sit at the head of the bed. Nearby, a charming chair complements the rustic wooden beams that arch overhead, adding character to the room.
Guest suite in Warfield
4.93 out of 5 average rating, 267 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.

Top Guest favourite
The sleeping area features a spacious bed with a patterned coverlet, accented by red and black pillows. A seating area with a dark couch and decorative cushions is visible. A painting adorns the wall above the bed, and light is provided by recessed ceiling lights.
Apartment in Sunbury-on-Thames
4.95 out of 5 average rating, 216 reviews

Lovely annexe, short walk to River Thames, Sunbury

A stylish, open plan and friendly space, in Sunbury-on-Thames. 5 minute walk to the River Thames and village. Large, modern, self-contained annexe, behind Sunbury House; own entrance and space for parking. Walking distance to the river, village centre with great pubs and restaurants. Hampton Court, Shepperton Studios and Kempton Park nearby. Easy access to Richmond, Windsor, Heathrow and M3/M25. Overground train to London Waterloo (50 mins). Garage facility to store bikes or canoe / kayak.

Superhost
A serene bedroom features vaulted ceilings with exposed beams and a large window offering views of greenery. The ornate bed is adorned with soft linens and decorative pillows. A vintage dresser with intricate details complements the space alongside a delicate chandelier.
Loft in Cookham
4.8 out of 5 average rating, 167 reviews

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.

Guest favourite
Guest suite in Buckinghamshire
4.95 out of 5 average rating, 351 reviews

Charming 1 bedroom place with parking.

Relax in the Chilterns in a comfortable self contained suite with En-suite shower, dining area, 42" Smart TV, fridge and microwave. 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.

Top Guest favourite
The cottage's serene garden is shown, featuring a stone patio with a wooden dining set surrounded by greenery. Sunny skies illuminate the exterior of the cottage, with trees and shrubs providing privacy and a peaceful atmosphere.
Cottage in Bray
5 out of 5 average rating, 159 reviews

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.

Top Guest favourite
The exterior of the Georgian dwelling is framed by lush greenery, featuring a variety of plants and trees. A well-kept staircase leads to the entrance, showcasing the brick facade and charming windows. Natural light enhances the inviting atmosphere of the surroundings.
Apartment in Esher
4.99 out of 5 average rating, 139 reviews

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.

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, 249 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
A dining area is set outside with a glass-top table surrounded by four wicker chairs. The exterior of the building is textured, featuring a black front door and a window with white trim, complemented by a small shrub nearby.
Guesthouse in Loudwater
4.93 out of 5 average rating, 138 reviews

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.

Top Guest favourite
A charming wooden annexe is shown with a sloped roof and multiple large windows. Lush greenery surrounds the property, and a well-maintained picket fence is adorned with flower boxes. Visible are outdoor steps leading to a top floor entrance amid a gravel pathway.
Guesthouse in Radnage
5 out of 5 average rating, 231 reviews

Chilterns Country Escape

Perfect for your escape to the country, a self-contained annexe set in the Area of Outstanding Natural Beauty that is The Chilterns, yet only a short drive from the M40 motorway, London and Oxford. There is everything that you need, whether for overnight or a longer stay, with a well equipped kitchen. Come for the peace and quiet, admire the wildlife, explore the unspoiled countryside on foot or by bicycle or enjoy the wealth of top class local restaurants and tourist attractions.

Top Guest favourite
A spacious loft room features a comfortable double bed with soft linens and neatly rolled towels. A cozy seating area includes two chairs and a small dining table. Natural light streams in from a skylight and window adorned with patterned curtains, contributing to a bright atmosphere.
Guesthouse in Surrey
4.97 out of 5 average rating, 321 reviews

Quaint Self-contained Loft Studio nr Hampton Court

Quaint, quirky, clean and bright for you to relax in private, coming and going as you wish. Nestled in a safe, quiet area, perfectly situated for Hampton Court, Sandown Park Racing, Wimbledon Tennis, Bushy Park with its wild deer, the Thames and great shopping in Kingston. Breakfast included with pubs and restaurants nearby. Within walking distance of two railway stations, direct into London. Twickenham Stadium is just under 30 minutes away. Plenty of free on-street parking.

Popular amenities for Maidenhead Holiday Accommodation with Breakfast