Bed and breakfast vacation rentals in Windsor and Maidenhead

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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.

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Top guest favorite
The exterior of a charming oak-framed cottage is showcased, surrounded by a colorful garden filled with various flowers. A gravel path leads to a welcoming porch, framed by thriving greenery and rose bushes, inviting guests to explore the peaceful outdoor environment.
Guest suite in Old Basing
5 out of 5 average rating, 218 reviews

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 +

Top guest favorite
The exterior view of The Annex is featured, showcasing a charming black wooden building with a steeply pitched roof. A set of stairs leads to the upper level, and large windows allow for natural light. Gravel lines the entrance, framed by landscaping.
Guest suite in Towersey
4.96 out of 5 average rating, 486 reviews

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.

Top guest favorite
A cozy corner of the annex showcases a plush, two-seater sofa adorned with soft cushions. A framed artwork is displayed on the pink wall above, and natural light filters through a red window blind. A plush rug lies on the wooden floor, adding warmth to the space.
Condo in Buckinghamshire
4.95 out of 5 average rating, 86 reviews

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.

Top guest favorite
Private room in Staines-upon-Thames
4.99 out of 5 average rating, 112 reviews

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.

Guest favorite
An open studio space features a freestanding double slipper bath beside an ornate mirror. A cozy bed with textured linens is positioned next to a bedside table and lamp. A striking artwork of a cow adds character to the room, complemented by wooden beams above.
Guesthouse in Box Hill
4.92 out of 5 average rating, 325 reviews

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.

Top guest favorite
Private room in Hammersmith
5 out of 5 average rating, 512 reviews

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.

Superhost
A meandering dirt path is framed by lush greenery, with tall hedges and trees providing shade. Sunlight filters through the leaves, casting dappled shadows on the ground. The peaceful trail invites exploration, leading further into the serene countryside.
Guest suite in Buckinghamshire
4.94 out of 5 average rating, 135 reviews

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.

A panoramic view of the exterior of The Acorns is displayed, showcasing a modern two-story building with a sloped roof. The well-manicured yard features a pathway leading to the entrance, framed by green grass and bordered by wooden fencing. Clear blue skies create a serene backdrop.
Guest suite in England
4.93 out of 5 average rating, 28 reviews

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.

Guest favorite
Private room in Caversham
4.91 out of 5 average rating, 309 reviews

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.

Guest favorite
A fully equipped kitchen is presented with wooden cabinetry and modern appliances. A dining table with six wooden chairs is centered, complemented by a bouquet of white flowers. Soft natural light illuminates the space through a window, enhancing the inviting atmosphere.
Private room in Ascot Berkshire
4.81 out of 5 average rating, 353 reviews

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.

Top guest favorite
Private room in Chobham
4.99 out of 5 average rating, 183 reviews

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.

Superhost
Private room in Whitton
4.81 out of 5 average rating, 805 reviews

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

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