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

The Studio in Maidenhead Riverside, Berkshire, UK.
LARGE STUDIO: (T0) A large self-contained quiet studio with UK size 2m double bed, en-suite bathroom and kitchenette with it's own private entrance. Attached to our house. There is off-street parking for 1 guest car. Convenient for the A4, M4, M40 M25 London is 25 miles. Heathrow Airport is 15 minutes away by car.. Direct trains into London. The Elizabeth Line train runs from Maidenhead station direct to London and the West End. Good for Windsor, Ascot, River Thames, Pinewood Studios etc.

Charming terrace in the heart of Bray village
Our lovely victorian terraced home is perfectly situated for all the fine dining that the charming village of Bray has to offer. The Michelin 3-starred Waterside Inn and Fat Duck are a few mins walk away as are the Crown Inn, Hinds Head and Caldesi. Stroll 15 mins more and you’ll find the recently renovated Monkey Island Estate. A short drive and you can be at either Ascot or Windsor Races, Cliveden House, Legoland, the village of Cookham or the beautiful river Thames towns of Marlow or Henley

Oak Barn - 1st Floor self contained Studio
Light and spacious apartment in a stand-alone annexe in the grounds of our house, 250m from the River Thames. Modern furniture, TV, wifi, full kitchen, washing machine, freezer. Great location for eating out and for access to countryside. Close to Windsor, Eton, Marlow, Cliveden National Trust and lovely river walks. 5 minutes from Maidenhead station. 10 minutes from The Fat Duck and the Waterside Inn. We are near a railway line. It doesn't bother us at all but you can hear the trains.

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.

Charming Cottage, dogs welcome, private garden .
A pretty cottage fully equipped for a comfortable holiday/ stay! Set back from the road, a peaceful haven. Private garden & parking. Easy walk to all local amenities & The River Thames. 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 .

Completely separate self-contained studio flat
Self-contained double room with en-suite shower room and kitchen area. Private access and parking. Completely private stand-alone studio but part of our home. Suitable for professional person/couple for short let periods. Ideal Monday-Friday but good for weekends to visit local area too. Free wi-fi, TV. A car is essential. Located in White Waltham village just outside Maidenhead. Easy access to Junction 8/9 of M4 and Maidenhead station. Also handy for Windsor, Henley, Ascot, Reading

Smart Loft annex in Cookham
Lovely first-floor loft annex on a quiet lane, just a few minutes’ walk from Cookham’s centre and its historic High Street with 7 pubs and restaurants. Bright and airy, the property is ideal for those seeking a village retreat: couples, small families, and business travellers. It features a double bedroom, lounge area with sofa bed (sleeps 1 adult), and separate bathroom. It has its own entrance and parking space within a secluded gated property. SkyTV with Sky Cinema/Kids/Sky/BT Sports.

Southwood Gardens annexe in Cookham
We are right on the edge of the beautiful village of Cookham. The accommodation is annexed to the main house and is accessed through a secured side-gate for total privacy. There is also free private parking on the front drive. The room is ideal for people who need to commute (1 hour by train to London, 25 minutes drive to Heathrow), or families who need to have additional accommodation for their loved ones to stay in the area. We very much look forward to welcoming you to Cookham soon !

The Garden Cabin
Newly refurbish to a very high standard. The cabin is modern, light and airy and very peaceful. Accessed via a private pathway you enter your enclosed garden area, secure for dogs, with lawn, good sized decking with patio furniture. Based in the heart of the beautiful village of Waltham St Lawrence, The Cabin is a stones throw from the village pub and church. You are spoilt for choice for local walks and bike rides. Well worth a visit to this idyllic part of the country.

Luxury 2 bedroom cottage
Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Cheerful modern apt central Maidenhead, parking
Quiet location with free driveway parking, excellent road/rail links to London. On a tree lined street, 7 minutes walk from the Town Centre and Railway Station (London or Oxford 1hr max) The private space includes 2 double bedrooms, a large bathroom, en-suite shower room, a well equipped kitchenette and a relaxing lounge area Maidenhead Town Centre is being transformed with new restaurants, bars, coffee shops, and a new Leisure Centre 20 mins walk

Caversham Studio
Self-Contained, Large, light and airy Studio in a quiet residential area with own entrance, kitchen and bathroom. Parking. 5-8 min walk to bus stop which is on direct route to Reading Train Station and Town Centre. Local shops and pub 15 min walk. Henley town centre is 6.5 miles away and via bus, (bus stop is 5 minute walk from studio) takes 20-25mins.
Popular amenities for Maidenhead vacation rentals
Other great vacation rentals in Maidenhead

Quiet Stay w/ King Bed & Parking near Station

Riverside Boathouse

1 bed flat, Maidenhead town centre, with parking.

Maidenhead Imperial Court - 1 Bedroom Apartment

Cosy Studio with own bathroom and kitchen

Modern 1 Bedroom Apt in Maidenhead nr River Thames

Spacious, Family Home - With Parking & Garden

1 Bed with Balcony in Maidenhead by Elizabeth Line
When is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,833 ZAR | R1,914 ZAR | R1,801 ZAR | R1,994 ZAR | R1,882 ZAR | R1,946 ZAR | R2,171 ZAR | R2,091 ZAR | R1,914 ZAR | R1,898 ZAR | R1,785 ZAR | R1,817 ZAR |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Maidenhead?
Maidenhead has more than 120 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Maidenhead?
Experience the best of Maidenhead with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Maidenhead?
Four-legged friends are welcome in Maidenhead. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Maidenhead?
Yes! Work meets play with ease at over 120 vacation rentals in Maidenhead featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Maidenhead vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Maidenhead, available on Airbnb. Make a splash and soak up the sun in style!
Where should I stay in Maidenhead?
Make yourself at home in Maidenhead by choosing from our most frequently booked neighborhoods. We have over 670 vacation rentals in Maidenhead, over 1,700 vacation rentals in Taplow, and over 150 vacation rentals in Bray.
Do house rentals in Maidenhead have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Maidenhead. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Maidenhead have a kitchen?
Absolutely! We offer over 130 house rentals with a kitchen in Maidenhead. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Maidenhead have wifi?
Absolutely! We offer over 140 house rentals with wifi in Maidenhead. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Maidenhead have free parking?
Absolutely! We offer over 130 house rentals with free parking in Maidenhead. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Maidenhead

Total vacation rentals
Explore 300 vacation rentals in Maidenhead

Nightly prices starting at
Maidenhead vacation rentals start at R322 ZAR per night before taxes and fees

Verified guest reviews
Over 9,770 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
290 of Maidenhead vacation rentals include wi-fi access

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

4.7 Average rating
Maidenhead stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Durham Vacation rentals
- Paris Vacation rentals
- London Vacation rentals
- Picardie Vacation rentals
- Grand Paris Vacation rentals
- Thames River Vacation rentals
- Amsterdam Vacation rentals
- South West Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Dublin Vacation rentals
- Brussels Vacation rentals
- Family-friendly rentals Maidenhead
- Apartment rentals Maidenhead
- House rentals Maidenhead
- Fitness-friendly rentals Maidenhead
- Condo rentals Maidenhead
- Pet-friendly rentals Maidenhead
- Rentals with a washer and dryer Maidenhead
- Rentals with outdoor seating Maidenhead
- Smoking-friendly rentals Maidenhead
- Cottage rentals Maidenhead
- Rentals with a fire pit Maidenhead
- Rentals with breakfast Maidenhead
- Rentals with lake access Maidenhead
- Rentals with a patio Maidenhead
- Rentals with a fireplace Maidenhead
- Tower Bridge
- Paddington
- Big Ben
- British Museum
- London Bridge
- Covent Garden
- Marble Arch
- Natural History Museum
- Buckingham Palace
- Hampstead Heath
- St Pancras International
- Tottenham Court Road
- Kings Cross
- The O2
- Wembley Stadium
- Piccadilly Theatre
- Trafalgar Square
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Olympia Events
- Russell Square
- Borough Market




