Bed and breakfast vacation rentals in Windsor and Maidenhead

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Top-rated bed and breakfast rentals in Windsor and Maidenhead

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Guest favorite

Guest suite in Old Basing Hampshire

5.0 out of 5 average rating, 187 reviews

Rural Retreat. Comfort, style, views and garden.

Guest suite in wing of oak framed cottage. Situated in farmland between the picturesque villages of Old Basing and Newnham . Charming sitting room with log burner and views. Spacious garden and terrace with covered verandah and furniture. Simple breakfast provided. Private entrance. King bed. Good shower Great location for walking and exploring country gardens and houses. Convenient for London, Winchester, Farnham, Windsor , Highclere, etc. Great choice of pubs and restaurants nearby Good wifi

Oct 17 – 24

ﺩ.ﺇ381 per night

Guest favorite

Guesthouse in Brightwell-cum-Sotwell

4.99 out of 5 average rating, 136 reviews

A characterful, cosy, private annexe with parking.

The Duck House is a quirky, characterful, cosy and extremely comfortable self-contained annex set in the heart of the Oxfordshire countryside with easy access to Wallingford, Dorchester, Henley, Oxford and the Cotswolds. Bicester Village outlet centre is a short drive away. From the Duck House there is a short walk to the award winning 16th Century Thatched Pub, the Red Lion, in our village. There are many lovely walks around the village, surrounding countryside and path along the River Thames.

Sep 10 – 17

ﺩ.ﺇ471 per night

Guest favorite

Cottage in South Moreton

4.91 out of 5 average rating, 208 reviews

Period cottage, cosy sittingroom individual host

Self contained part of charming thatched cottage in this attractive South Oxfordshire village, between Didcot (2.5 miles) and Wallingford (3.5 miles). The accommodation has its own entrance, sitting room - with inglenook fireplace (only use electric fire provided) - and steep, winding stairs leading to the large bedroom with vaulted ceiling and superking bed. Guests will have sole use of the adjoining bathroom. Period features also include low beams, but rule out a shower. Not for children.

Jun 24 – 29

ﺩ.ﺇ349 per night

Guesthouse in Cookham

4.84 out of 5 average rating, 79 reviews

Charming Cottage, dogs welcome, enclosed garden.

A pretty cottage fully equipped for a comfortable holiday/ stay! Set back from the road, a peaceful haven. Private fenced garden & parking for two cars. Easy walk to all local amenities. Great pubs &Michelin Star restaurants locally. The Chiltern Way offers a stunning path to all cyclists & walkers. Gorgeous old Towns of Windsor ( Legoland& Castle) Henley( Regatta & Festival)& Marlow (Tom Kerridge) , Cliveden, The Stanley Spencer Gallery,Train -London Paddington. M4 M40, Bicester Village .

Nov 10 – 17

ﺩ.ﺇ608 per night

Guest favorite

Guest suite in Towersey

4.96 out of 5 average rating, 355 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

Aug 25 – Sep 1

ﺩ.ﺇ379 per night

Guest favorite

Guesthouse in Box Hill

4.95 out of 5 average rating, 210 reviews

Cute barn free-standing bath Surrey Hills AONB

Nestled in the Surrey Hills, English countryside, in an Area of Outstanding Natural Beauty. Perfect for country walks, cyclists nature lovers, or a romantic getaway. A bright open studio style space, with a freestanding double slipper bath & baroque privacy screen. Soft white gowns come as standard. Room service and alfresco dining can be pre-ordered; courtesy of The Ruby Supper Club - breakfast, lunch & evening meals. Just 5 mins drive to award winning Denbies Wine Estate.

Sep 18 – 25

ﺩ.ﺇ479 per night

Guest favorite

Home in Winchester

4.94 out of 5 average rating, 303 reviews

Oak Framed Barn with Tennis Court

A stylish secluded, two storey, oak framed barn with tennis court, 4 miles from Winchester. Homely space with two bedrooms plus a sofa bed and ground floor open plan living area. Super fast WiFi. The Barn adjoins the Watercress Way and stands separately in the grounds with views over open Hampshire fields. Nearest neighbour c.1 mile away but there is loads to do in the area with an abundance of country pubs, one or two within walking distance and beaches within 50 minutes.

May 14 – 21

ﺩ.ﺇ819 per night

Guest favorite

Guest suite in Buckinghamshire

4.96 out of 5 average rating, 105 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.

Aug 7 – 14

ﺩ.ﺇ427 per night

Guest favorite

Guest suite in Winchester

4.89 out of 5 average rating, 141 reviews

Beautiful guest suite in rural Hampshire

Set in the grounds of a Grade II listed thatched cottage on the edge of Kings Worthy village, our annex is beautifully decorated and comfortable. With its own entrance and small private outdoor area, this property combines rural charm and handy local amenities (bus stop just outside to central Winchester and fantastic local pub just a two minute walk away). Tea and coffee are provided as well as breakfast cereals, bread/butter and fruit jams.

Oct 19 – 26

ﺩ.ﺇ405 per night

Guest favorite

Condo in Buckinghamshire

5.0 out of 5 average rating, 49 reviews

Aylesbury annex,own entrance continental breakfast

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 with flat screen TV, private bathroom with shower and own private entrance. A well equipped kitchenette makes for a great short or long term stay. Easy access to A41,M25 and Aylesbury train station close by with good links to London Marylebone.

Jul 9 – 16

ﺩ.ﺇ342 per night

Guest suite in England

5.0 out of 5 average rating, 18 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.

Oct 9 – 16

ﺩ.ﺇ373 per night

Guest favorite

Room in Surrey

4.95 out of 5 average rating, 205 reviews

Comfortable double bedroom in peaceful location.

Comfortable, bright double bedroom, with en-suite shower room, in a quiet location in walking distance of Camberley railway station and town centre. Close to Frimley Park Hospital. Farnborough Station is a fifteen minute drive for fast trains to London. Including off street parking. 7kw EV charging point available at additional cost.

Jul 28 – Aug 4

ﺩ.ﺇ185 per night