
Vacation rentals with breakfast in Windsor and Maidenhead
Find and book unique accommodations with breakfast on Airbnb
Top-rated accommodations with breakfast in Windsor and Maidenhead
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

Self-contained Annex Studio Flat
The accommodation consists of a double bedroom with French doors opening onto a nice big garden. There is a fully fitted kitchen and a small bathroom with walk-in shower. Broadband, TV, fridge, washing machine and drier are all included. It is about 50 yards from Egham station which has regular trains to London, the journey taking about 40 minutes. The train goes to Waterloo Station which is very close to the London Eye and Westminster, with Buckingham Palace, St James Park, Trafalgar Square a short walk away. Heathrow Airport is 5 or 6 miles away. Egham is a small town, but it has some historic interest in that the Magna Carta was signed at Runnymede down the road by the river in 1215. Not far away is Windsor castle and Eton (where princes William and Harry, and David Cameron went to school). There is also some lovely countryside around and lovely walks.

Charming 5* Hse 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, a beautiful bathroom, abundant art and character; the property looks 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.

Cosy Cabin Virginia Water/Longcross
A separate, detached self contained cabin with private access, situated next to our home . Our cosy cabin has a cosy living area with sofa, a fully equipped kitchen area, separate bathroom with shower and a double bedroom with a 4ft double bed, wardrobe and drawers. Heating/air conditioning. Tea, coffee, sugar and milk provided. Driveway parking space available on request (driveway may not be suitable for large vehicles, however there is plenty of free on street parking) Not suitable for infants

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.

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.

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.

Riverside Boathouse
A warm and cosy studio style converted boat house on the edge of the River Thames in Cookham, Berkshire. Separate from the main house, the double glazed studio boathouse with en-suite, decorated beautifully. Egyptian cotton linen and nice towels. Relax with views of the river. Blackout blinds, kitchen, en-suite shower room, fridge, double glazing, heating, TV, WIFI, laptop area, outdoor seating/picnic blanket, umbrellas, off road parking, boat mooring, EV Charging Point (fee applies).

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.

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.

Modern Studio, Heathrow Prime Location.
Kick back and relax in this calm, stylish space. This is the perfect pit stop before travelling abroad or even the beginning of your staycation! Due to the popularity of our first listing we are proud to announce this newly renovated guest house, packed full of amazing amenities and unbeatable customer service! A stones throw away from all Heathrow Terminals with excellent travel links to Central London, this will be your home away from home.

The Barn at The Grove
The Barn is a self-contained recently converted space in the heart of the Chilterns. It is close to the riverside towns of Henley-on-Thames and Marlow and the surrounding Chiltern countryside. It is located on the edge of the village of Frieth with nearby farm shops and local gastro-pubs within a 5 min drive. The Barn is in a private and peaceful location with off-street parking. It is perfect for couples, solo travellers and small families.
Popular amenities for Windsor and Maidenhead accommodations with breakfast
House rentals with breakfast

Edale in the Bywaters - 15 min train to London

The Blue Japanese Room

Spacious Loft Room Near Windsor Castle / Heathrow

Secret Garden Annexe @ Farm View Country Retreat

Royal Enclosure- Private room and bathroom

Bright Single Room: Central Windsor

Large room; en-suite bathroom in Michelin village

Pembroke House Single room
Apartment rentals with breakfast

Fab 2B Town Centre apt w/pkg Cavendish Hse Windsor

Spacious Guest Accommodation

Newly refurbished apartment in Summertown Oxford

Stylish, Retro Apartment in the Heart of Greenwich

Sparkling clean flat in Guildford with parking

Large Luxury Studio Apartment

Well-provided double en-suite room with breakfast

London pad Chic Design Calm Terrace
Bed and breakfast rentals with breakfast

Private Annex for two guests (+) in Chess Valley

Twickenham-Bed & Breakfast, free on street parking

Gt location, free b'fast & pkg, comfy beds

The Blue Room: Idyllic Village B&B Stay

Spacious room in quiet location close to station

Lovely, Spacious Dbl in Grade II Georgian Home

Large double room 30 mins from Piccadilly Circus

Beautiful studio loft room ensuite
When is the best time to visit Windsor and Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $146 CAD | $166 CAD | $163 CAD | $166 CAD | $164 CAD | $167 CAD | $180 CAD | $177 CAD | $167 CAD | $146 CAD | $152 CAD | $159 CAD |
| 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 |
Quick stats about vacation rentals with breakfast included in Windsor and Maidenhead

Total vacation rentals
Explore 260 vacation rentals in Windsor and Maidenhead

Nightly prices starting at
Windsor and Maidenhead vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 12,210 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
250 of Windsor and Maidenhead vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor and Maidenhead rentals

4.9 Average rating
Windsor and Maidenhead stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Windsor and Maidenhead’s top spots, include Ascot Racecourse, Virginia Water Lake, and Odeon Maidenhead
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- Rentals with breakfast United Kingdom
- British Museum
- Covent Garden
- Buckingham Palace
- Big Ben
- Tower Bridge
- Trafalgar Square
- The O2
- Hampstead Heath
- London Bridge
- Wembley Stadium
- St Pancras International
- Emirates Stadium
- St. Paul's Cathedral
- ExCeL London
- Camden Market
- London Stadium
- Alexandra Palace
- Clapham Common
- Oxford University
- Blenheim Palace
- Goodwood Motor Circuit
- Primrose Hill
- Queen Elizabeth Olympic Park, London
- Windsor Castle




