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.

%{current} / %{total}1 / 1
Top guest favorite
A spacious sleeping area is presented with a large bed dressed in crisp white linens and a navy throw. Soft lighting is provided by two lamps on side tables, while a window with slatted blinds offers natural light. A mirror and chair complete the inviting space.
Apartment in Windsor and Maidenhead
4.97 out of 5 average rating, 258 reviews

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.

Top guest favorite
The charming exterior of a Victorian terraced home features a white door framed by climbing greenery. Flower boxes filled with pink and white blooms adorn the windows, while a small bench sits beneath a decorative wrought iron fence.
Cottage in Bray
4.94 out of 5 average rating, 139 reviews

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

Superhost
A charming stand-alone annexe is nestled within a lush green garden, framed by neatly trimmed hedges. The building features a distinctive roof, skylights, and wooden beams, surrounded by mature trees and grassy areas inviting exploration and relaxation.
Guest suite in Maidenhead
4.82 out of 5 average rating, 785 reviews

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.

Top guest favorite
The cottage's serene garden is shown, featuring a stone patio with a wooden dining set surrounded by greenery. Sunny skies illuminate the exterior of the cottage, with trees and shrubs providing privacy and a peaceful atmosphere.
Cottage in Bray
5 out of 5 average rating, 151 reviews

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.

Guest favorite
A charming cottage is framed by a well-tended garden featuring a thatched roof. Comfortable seating is arranged on a grassy area, accompanied by a small table. The entrance door is flanked by windows adorned with flower pots, creating a welcoming look.
Guesthouse in Cookham Dean
4.85 out of 5 average rating, 113 reviews

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 .

Top guest favorite
A cozy sleeping area features a spacious bed with neutral bedding against a softly colored wall. A small armchair and a light-colored rug complement the wooden flooring. Wall-mounted shelves display framed images, and a small closet provides additional storage.
Guest suite in White Waltham
4.94 out of 5 average rating, 455 reviews

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

Guest favorite
The exterior of the property is shown, featuring a brick façade and a gravel driveway. A tall, spiky tree stands prominently in the foreground. A large window is visible on the side, allowing ample natural light into the space.
Place to stay in Cookham
4.9 out of 5 average rating, 109 reviews

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.

Guest favorite
A spacious bed is adorned with a decorative black-and-white blanket and an array of decorative cushions. Two nightstands with lamps are positioned on either side, providing balanced lighting. Natural light enters through a window fitted with dark blinds.
Guest suite in Cookham
4.9 out of 5 average rating, 426 reviews

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 !

Top guest favorite
A modern kitchen area features sleek cabinetry and stainless steel appliances. A round dining table, surrounded by four black chairs, is positioned nearby. Natural light filters in through windows, enhancing the light wood flooring and neutral wall tones.
Cabin in Waltham Saint Lawrence
4.97 out of 5 average rating, 108 reviews

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.

Top guest favorite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage in Warfield
4.98 out of 5 average rating, 322 reviews

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

Top guest favorite
The entrance to the house features a covered porch framed by lush greenery and climbing plants. A pathway leads to the front door, which opens into a welcoming lobby. Stacked logs are visible beside the entrance, adding a rustic touch to the outdoor space.
Condo in Berkshire
4.96 out of 5 average rating, 209 reviews

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

Top guest favorite
The studio's open layout features a well-equipped kitchen with modern appliances, a dining table for two, and two comfortable sofas adorned with decorative cushions. Natural light enters through multiple windows, brightening the inviting living and sleeping areas.
Guest suite in Reading
4.99 out of 5 average rating, 230 reviews

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

When is the best time to visit Maidenhead?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR1,833 ZARR1,914 ZARR1,801 ZARR1,994 ZARR1,882 ZARR1,946 ZARR2,171 ZARR2,091 ZARR1,914 ZARR1,898 ZARR1,785 ZARR1,817 ZAR
Avg. temp6°C6°C8°C11°C14°C17°C19°C19°C16°C12°C8°C6°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

  1. Airbnb
  2. United Kingdom
  3. England
  4. Berkshire
  5. Maidenhead