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

Rural Retreat. Comfort, style, views and garden.
Guest suite in wing of oak framed cottage. Situated in farmland between 2 picturesque villages, Old Basing and Newnham . Charming sitting room with log burner Spacious garden and terrace with covered verandah and furniture Simple DIY breakfast provided Private entrance King bed Great base for exploring country gardens and houses of Hampshire. Convenient for London, Winchester, Farnham, Windsor , Highclere Please note the location, vehicle required as 35 min walk to village and shops 2.5 miles +

Peaceful village location with own entrance
The Annex is a delightful, warm, quiet and comfortable dwelling built within the garden of our village home and adjacent to our garage. Towersey is one mile from the market town of Thame, and has an excellent village pub plus access to the Phoenix Trail cycle & footpath. The Annex has its own entrance with parking space, a double bedroom with king sized bed & tv, and sitting room with fridge, microwave, coffee machine, kettle, toaster, plus tv. There is a power shower over the bath.

Aylesbury beautiful annex with own entrance.
A homely and extremely comfortable private annex within walking distance of the centre of Aylesbury. Comprising of a small double bed, suitable for 1 or 2 people, a lounge ,TV, private bathroom with shower and own private entrance. A well equipped kitchenette makes for a great short or long term stay. Whether you would like to walk in the stunning Chiltern Hills or pop up to London there is access to A41,M25 and Aylesbury train station close by with good links to London Marylebone.

Bright & spacious double room, 15 mins to Heathrow
This bright and comfortable double bedroom in Staines upon Thames, (suits 1-2 people) is 15 minutes to London Heathrow and 25 minutes to Ascot racecourse. Thorpe Park, Legoland and Windsor are a bus ride from Staines. Train access to London is a 20 minute walk to the station, then a 35-40 minutes on the train, or 5 minute drive to nearest parking for the station. The garden has seating and there are lovely walks along the River Thames to Staines shops and restaurants.

Cute barn free-standing bath Surrey Hills AONB
Welcome to Thebarnsurreyhills nestled in an Area of Outstanding Natural Beauty, perfect for country walks, cyclists, nature lovers, or a romantic getaway. This bright, open studio space features a freestanding double slipper bath and baroque privacy screen. Soft white gowns are provided as standard. Room service and alfresco dining are available via The Ruby Supper Club—breakfast, lunch, and dinner. Just a 5-minute drive to the award-winning Denbies Wine Estate.

Stunning, Dbl En Suite in Grade II Georgian Home
Built in 1697, our lovely Georgian Home is right next to Putney Bridge. Located on the first floor, a modern and contemporary room perfect for couples and the single traveller. We have lived in London for many years and love passing on our favourite local gems to all our guests We also do not charge a cleaning fee! Our prices include breakfast (cooked included) We also have another two rooms, on the floor above, which can be booked by the same party/family.

Private Annex for two guests (+) in Chess Valley
Relax, rejuvenate in your own Chiltern retreat whilst being only 35 minutes by train to London. Located in an AONB in the Chess valley you can from your private entrance enjoy walking, cycling, bird watching and sight seeing. The sitting room opens onto the comfortable double bedroom with an en suite shower room. The Garden room, bedroom and bathroom are separated from the rest of the house Beverages, breakfast pack, towels and toiletries. are provided.

Luxury Suite in Marlow
The Acorns is a beautiful family home 8-10 minutes walk to Marlow high st with three self contained suites available to guests within the main house, each suite is listed on Airbnb separately but can also be booked by a group. Marlow offers a great variety of shops, bars and restaurants, including several with Michelin star ratings, as well as walks and riverboat outings on the Thames.

Spacious room in quiet location close to station
A large double room and private shower room in a detached home in a quiet residential area within 20 minutes walking distance of Reading mainline station (25 minutes by train into London Paddington). The house is also within easy walking distance of the Reading Festival. The guest accommodation is on the ground floor; the bedroom is directly opposite the front door.

Bedroom, en-suite toilet. Short walk Ascot station
Fully furnished room for 1 guest with private toilet minutes from Sunninghill High Street, with access to restaurants, pubs, coffee shops and Londis and One Stop. Shared kitchen with use of microwave and/or air fryer \ breakfast room. Shower. Toaster, bread, butter, marmalade and jam are available for breakfast. All bills and Wi-Fi included. Off road parking.

Pembroke House Single room
Pembroke House luxury bed & breakfast, Chobham, Surrey is set in beautiful gardens amongst rolling fields in North West Surrey, between Sunningdale, Ascot and Chobham. Guests at Pembroke House enjoy a high standard of accommodation with lovingly maintained rooms, welcoming service and an a la carte breakfast in the charming dining room.

Beautiful studio loft room ensuite
Newly built loft space with king size bed, sofa bed, kitchenette and shower room offers comfortable accommodation for one, a couple or small family. Located a stone's throw from main line train connection to central London and from RFU Twickenham
Popular amenities for Windsor and Maidenhead bed and breakfast rentals
Family-friendly bed and breakfast rentals

Best B&B on Central Line near City with parking

Twin Bedded Room in clean house

Sunny double room/balcony/shower/wc

Single Room with separate Shower Room

Plaegan House 【Back Cat】

Small White Bedroom in Highbury Family Home

Twin-bedded sitting-room, 2 beds, 1 or 2 guests

Lovely attic room in London
Bed and breakfast rentals with breakfast

R&R: Private Room With Ensuite And Balcony View

Delux Double bedroom with private bathroom .

Family run medieval manor including breakfast

3 bedrooms in a 17C listed house

small bedroom bathroom ensuite near Olympia

Thames marina double en-suite room

Whole top floor, two ensuite bedrooms & Breakfast.

'The Room at the Top' Double ensuite/Surrey Quays.
Bed and breakfast rentals with a patio

Twin room with shared bathroom

Retreat to Bright & Airy 2 Bedroom Suite + Patio

Private ensuite double bedroom in Godalming

Heronswood Bed and Breakfast Single Room

Tooting Bec double bedroom with own bath & parking

Beautiful 2 bedroom, private bathroom suite.

Alexandra Palace/Emirates. Free breakfast @wkEnds!

Small Single BR NFLX/Workspace beside IKEA Reading
Quick stats about bed and breakfast rentals in Windsor and Maidenhead

Total vacation rentals
Explore 20 vacation rentals in Windsor and Maidenhead

Nightly prices starting at
Windsor and Maidenhead vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 850 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Windsor and Maidenhead vacation rentals include wi-fi access

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

4.8 Average rating
Windsor and Maidenhead stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Windsor and Maidenhead's top spots, include Ascot Racecourse, Virginia Water Lake, and Odeon Maidenhead
Destinations to explore
- Paris Vacation rentals
- London Vacation rentals
- Picardy Vacation rentals
- Grand Paris Vacation rentals
- Amsterdam Vacation rentals
- Thames River Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Dublin Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Rentals with a hot tub Windsor and Maidenhead
- Serviced apartment rentals Windsor and Maidenhead
- Rentals with a patio Windsor and Maidenhead
- Rentals with a fireplace Windsor and Maidenhead
- Fitness-friendly rentals Windsor and Maidenhead
- Cottage rentals Windsor and Maidenhead
- Cabin rentals Windsor and Maidenhead
- Private suite rentals Windsor and Maidenhead
- Rentals with a fire pit Windsor and Maidenhead
- Rentals with lake access Windsor and Maidenhead
- Townhouse rentals Windsor and Maidenhead
- Rentals with pools Windsor and Maidenhead
- Hotel rentals Windsor and Maidenhead
- Waterfront rentals Windsor and Maidenhead
- Pet-friendly rentals Windsor and Maidenhead
- Rentals with breakfast Windsor and Maidenhead
- Family-friendly rentals Windsor and Maidenhead
- Rentals with a washer and dryer Windsor and Maidenhead
- Condo rentals Windsor and Maidenhead
- Smoking-friendly rentals Windsor and Maidenhead
- House rentals Windsor and Maidenhead
- Rentals with an EV charger Windsor and Maidenhead
- Apartment rentals Windsor and Maidenhead
- Luxury rentals Windsor and Maidenhead
- Guesthouse rentals Windsor and Maidenhead
- Rentals with outdoor seating Windsor and Maidenhead
- Bed and breakfasts Berkshire
- Bed and breakfasts England
- Bed and breakfasts United Kingdom
- British Museum
- Covent Garden
- Buckingham Palace
- Big Ben
- Trafalgar Square
- Tower Bridge
- The O2
- London Bridge
- Hampstead Heath
- Wembley Stadium
- Emirates Stadium
- St Pancras International
- 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